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Holiday Rentals in Cayman Islands, Caribbean

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    348 Holiday Rentals in Cayman Islands
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    €278
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    1 / 29
    5 of 5 stars (31) Excellent
    West Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    €139
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    1 / 31
    4.5 of 5 stars (15) Very good
    Grand Cayman
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €649
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    Overview Reviews (1)
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    • Suitable for children
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    About this property
    This brand new beach house provides unparallelled luxury in Little Cayman. With 3 bedrooms, 3 full baths and extra room for additional guests, it is the perfect place to bring families and friends for the ultimate Little Cayman experience. Situated on Charles' Bight, the property boasts 120 feet... View all property information
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    5 of 5 stars Reviewed 26 June 2014
    Second trip to this great getaway Island. House was 3 bedrooms plus..very modern baths kitchen and living area. Owner thought about entertaining and location. Would rent again...
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    1 / 50
    5 of 5 stars (3) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Overview Reviews (3)
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    • Pets allowed
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    • Suitable for children
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    About this property
    A cozy 2 bed 2 bath newly renovated ground-floor end unit located in the heart of Seven Mile Beach, Grand Cayman. Come and enjoy morning and evening beach walks, crystal clear snorkelling just 100ft off the beach, lighted tennis court, 2 onsite pools. The Unit is conveniently located within walking... View all property information
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    5 of 5 stars Reviewed 8 April 2015
    I highly recommend this unit. If you want personal service, an owner who is available to help you at any time during your stay, book it. The unit was perfect for us, my wife and...
    5 of 5 stars Reviewed 18 March 2015
    We were 4 adults (2 couples). Keri was waiting for us when we arrived. She was friendly and showed us around the condo. The condo was clean and comfortable. She had fresh...
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    €493
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    1 / 13
    Grand Cayman
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Two towering palm trees greet you as you pull into the driveway of 4-bedroom, 4-bath Lime Tree Villa. With this welcome, you’ll realize you’ve found an exclusive and distinctive paradise in an upscale residential area near Seven Mile Beach. Amenities at Lime Tree Villa include a private boat dock... View all property information
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    €301
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    1 / 17
    5 of 5 stars (1) Excellent
    Seven Mile Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Overview Reviews (1)
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    • Air Conditioning
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    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
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    About this property
    Our condo is located at Cayman Reef Resort in the heart of the action on Seven Mile Beach. Everything you need is within walking distance. The condo itself is located between the beach and the pool and you will enjoy beautiful views and amazing sunsets from the living room and its patio. The Resort... View all property information
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    5 of 5 stars Reviewed 8 January 2014
    The owner is very friendly and helpfull. Location can not be better. The condominium very safe and peaceful .But, cleaning service need to be much much better.
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    1 / 27
    4.5 of 5 stars (2) Very good
    Cayman Brac
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Overview Reviews (2)
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    • Air Conditioning
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    • Dryer
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Turtle Run with WOW ocean views, gentle breezes blowing off the ocean, the perfect ending to a day on the water and at the beach. This oceanfront 1500 ft² cottage is perfect for week-long vacations, extended weekend getaways, winter retreats or temporary lodging for relocating professionals. This... View all property information
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    5 of 5 stars Reviewed 17 May 2014
    Turtle Run was the perfect antidote for a long and bitter cold Montana winter. I stepped back in time when my propeller driven plane gently landed on Cayman Brac; back to a time...
    4 of 5 stars Reviewed 3 February 2014
    Turtle Run is an elevated home so not for those who have difficulty walking or navigating stairs. There is also no sandy beach, just dead coral, so it is not for those looking to...
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    €163
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    1 / 13
    4.5 of 5 stars (11) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview Reviews (11)
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    About this property
    The Poinsettia condo resort brings you the ideal balance of quiet accommodations and close-by activities at the beginning of Seven Mile Beach. Grand Cayman’s capital, George Town, is just a 20-minute walk away, but the sounds of traffic and people don’t reach here. This unit, 2-bedroom, 2-bath... View all property information
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    4 of 5 stars Reviewed 17 March 2014
    This unit within walking distance of a grocery store and also downtown (allowing about 20 minutes) and was great for our family. It was super well equipped down to beach towels...
    5 of 5 stars Reviewed 19 December 2013
    A few steps from the ocean and at the entrance to seven mile beach plus a short walk into town. This gem of a vacation venue makes you want to forget where you put the car keys! A...
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    €218
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    1 / 11
    5 of 5 stars (3) Excellent
    George Town
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Overview Reviews (3)
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Grand Cayman island - seven mile beach .Ocean front/view condo. 40 ft from Caribbean sea. Ground floor. 2 bedroom, 2 bath. Fully equipped. Suitable for 4. View all property information
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    5 of 5 stars Reviewed 19 March 2015
    Always great! Best beach and best place to stay! Lisa takes care of everything!!! Great setting on patio drinking wine and enjoying view. The Villas are easy to find and close to...
    5 of 5 stars Reviewed 3 December 2014
    Villas of the Galleon is the best condo complex on Seven Mile Beach. No pool, but why would you need one with the Caribbean just steps away from your front door? The only issue...
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    1 / 5
    5 of 5 stars (3) Excellent
    Cayman Brac
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Overview Reviews (3)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Imagine a place where your “Personal Island Getaway” becomes a reality… Imagine a place where world-famous dive sites are found only a few hundred feet from your front door… Imagine a place where brilliant island sunsets take place outside your window every evening… Imagine… Ocean Wave Azure - a... View all property information
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    5 of 5 stars Reviewed 8 November 2014
    We loved our stay at The Ocean Wave. The apartment had two bedrooms and baths, and a fully-equipped kitchen. Everything was new and clean. The house is on the north shore (calmer...
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    €185
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    Overview Reviews (5)
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    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
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    About this property
    Aqua blue ocean views from every window describe the Ocean’s Edge. Newly built and located in the exclusive Rum Pointe area of Grand Cayman (the quiet, unspoiled side of Cayman)it is part of a small 10 unit complex with private beach and pool. Located in the exclusive Rum Point, Cayman Kai area of... View all property information
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    5 of 5 stars Reviewed 16 December 2014
    The condo was perfect. Owners gave directions there and list of cruise ships coming into town so we could pick a day to go into town with less congestion. Everything is provided...
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    €162
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    • Air Conditioning
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    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Luxurious Premier Rental at Morritt's Tortuga Club on the exclusive East End of Grand Cayman Island. Relaxing and beautiful, away from all the crowds, congestion and noise of George Town. Steps from the soft white sand beach and crystal clear Caribbean water. 3 pools, 3 hot tubs, swim up bars,... View all property information
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    4 of 5 stars Reviewed 29 April 2014
    We stayed at the Grand and loved the property. It is clean, beautiful and right on the beach. We have been coming to this resort for 15 years. Over the years, the only...
    4 of 5 stars Reviewed 3 October 2013
    It was right on a beautiful beach. There is so much to do and see on Grand Cayman that it was not boring in the least. Weather was beautiful every day even with the looming...
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    €464
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    Overview Reviews (14)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    Conquered Fame is an oceanfront 4 bedroom villa located on a beautiful stretch of beach in Grand Cayman's Cayman Kai area. Walking distance from Rum Point and fully appointed, the property can accommodate families of up to 10 people. Come escape to a paradise where a relaxed pace and peaceful... View all property information
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    4 of 5 stars Reviewed 15 January 2012
    We traveled with my family (2 kids ages 5 and 2) and my parents. The place was roomy enough for all of us to have some space. They had most everything we needed. The only thing...
    4 of 5 stars Reviewed 12 September 2011
    Stayed for a week in June, 2011. Certainly "paradise" is the best-fitting term that comes to mind. Excellent location for relaxing and snorkeling with a short walk to Rum Point...
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
    Overview Reviews (1)
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    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on Grand Cayman’s East End. This 3-bedroom, 3.5-bath villa (with an additional one-bedroom, one-bath studio available on the same property) is a seafront architectural wonder with panoramic windows and... View all property information
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    5 of 5 stars Reviewed 17 February 2015
    Sea Spray Too is a great spot for a family reunion or getaway with friends. It's a little off the beaten path but the neighbourhood is safe, quiet and relaxing. Once you settle in...
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    €2,597
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    Overview Reviews (6)
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    About this property
    Looking for a condo that is convenient to everything, but away from the7 Mile Beach 'scene'? Our condo is private and secluded, yet close to all the necessary amenities. Within 20 minutes from the airport (direct flights from New York, Toronto, Chicago, Miami), 5-10 minutes to Seven Mile Beach,... View all property information
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    4 of 5 stars Reviewed 1 January 2014
    Just returned from 9 night stay at Starfish Villa. This location was absolutely perfect for our holiday escape. Mostly stuck close to condo and beach but ventured for a few day...
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    €334
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    1 / 32
    5 of 5 stars (6) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Close to Rum Point and Kaibo Yatch Club Excellent scuba diving, snorkelling, and fishing Gorgeous oceanfront, detached private Villa. Beautiful beachfront. Master bedroom has king bed, ensuite bathroom, panoramic oceanfront views with Lanai. Second bedroom has two double beds and ensuite bathroom.... View all property information
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    5 of 5 stars Reviewed 12 March 2015
    This is a beautiful relaxing paradise. The accomodations were very nice and the owner Dave was a pleasure to work with. My family spent Christmas here and it was awesome. I have...
    5 of 5 stars Reviewed 1 January 2015
    I was looking for a private place to vacation with my family, which included 2 kids ages 5 and 7, and Three Little Birds more than lived up to our expectations. My kids enjoyed...
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    1 / 5
    5 of 5 stars (3) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
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    • Private Fishing...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Romantic and beautiful cottage located on the most beautiful totally private beach on the island. Professionally decorated with a second story balcony off the upstairs bedroom overlooking Paradise. In back is a private garden under the almond trees with a hot tub. The beach is 1 1/2 acres of... View all property information
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    5 of 5 stars Reviewed 26 August 2013
    We stayed for 9 days and had a fabulous time. The cottage was nice and Ms. Minnie was so accommodating. Great beach view with the little cabanas to relax and swing in the...
    5 of 5 stars Reviewed 21 August 2013
    Our Honeymoon at Featherstone was nothing short of perfect. The bed facing the ALWAYS open doors to the sea was an incredible way to start and end each blissfully relaxing day...
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    €395
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    About this property
    A piece of Paradise Two 4 bedroom Villas A beautiful exclusive, tranquil and casual beach front setting on serene Little Cayman...a bird watchers, scuba divers, and snorkelers paradise. Nestled in South Hole overlooking the Caribbean Sea, the nautical style villas have 4 bedrooms and 2... View all property information
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    5 of 5 stars Reviewed 17 March 2015
    I basically will rehash all the 5 star reviews. This is a GREAT place. My husband and 2 kids stayed here for a family get-a-way. This is absolute luxury for any family (full...
    5 of 5 stars Reviewed 5 February 2015
    From the moment we walked into the villa, until we left , we had the most wonderful time in Little Cayman. The unspoilt beauty of Little Cayman's beaches is your back garden...
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    €352
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    1 / 7
    5 of 5 stars (8) Excellent
    Overview Reviews (8)
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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    5 of 5 stars Reviewed 28 August 2014
    I went to Grand Cayman with my family (husband and 2 kids 13 & 15). We stayed at the Aqua Bay Club from Aug 3-12, 2014. The 2bd/2ba condo (Unit #11) was beautiful, clean, well...
    5 of 5 stars Reviewed 23 May 2014
    We were so pleased with our vacation in Grand Cayman in this gorgeous condo in a quiet section of Seven Mile Beach. Close to everything we wanted to do yet away from the crowds...
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    1 / 39
    5 of 5 stars (4) Excellent
    Cayman Brac
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Johanson’s Seahorse Gazebo house was built in 1990 with 1500 square feet of space and it is nice and roomy. The house is situated on a wonderful location on the North side of the island with the crystal clear waters of the Caribbean Sea just 75 feet away from the house. The house is all one level... View all property information
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    5 of 5 stars Reviewed 24 December 2013
    What a Spectacular Vacation we had!!! George and his Manager, Miss Elo went out of their way to make our stay perfect! The house had everything you need and more. We cooked...
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    €737
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    • Balcony
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    • Gym
    • Mountain Views
    • Private Outdoor...
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    • Satellite TV
    Suitability
    • Pets allowed
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    About this property
    SPECIAL OFFER FOR APRIL $795.00USD per night This spacious and secluded 2 story property (which sleeps 6-10 people) is located on its own private beach with unobstructed panoramic views of the pristine Caribbean sea. The Villa is located a short drive from the Cayman Brac airport, and we always... View all property information
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    5 of 5 stars Reviewed 19 November 2014
    If you're looking for a fun/low key getaway then you've found the perfect place! We came here to getaway and relax from our busy lives and couldn't have been a better experience...
    5 of 5 stars Reviewed 24 September 2014
    I'd imagine that there are not a lot of places on the earth like Soleil D'Or. Where else can one find the perfect combination of a beautiful beach-side private cottage or villa...
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    5 of 5 stars (5) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Overview Reviews (5)
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Imagine a place where your “Personal Island Getaway” becomes a reality… Imagine a place where world-famous dive sites are found only a few hundred feet from your front door… Imagine a place where brilliant island sunsets take place outside your window every evening… Imagine… Ocean Wave: Indigo 1... View all property information
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    5 of 5 stars Reviewed 15 October 2014
    This was the best vacation experience my wife & I have had in our 19 years of marriage. We were greeted by the owner at the airport who had a rental car waiting for us. After a...
    5 of 5 stars Reviewed 26 September 2014
    Lovely place with a reasonable price ! The ocean view is nice because you could see Little Cayman...
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    €125
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    4.5 of 5 stars (5) Very good
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Ideally located condo on the renowned 7 mile beach. This spacious condo, on the 3rd floor, has 2 bedrooms, and 2 full bathrooms, with a sofa bed in the living room. This air-conditioned unit, with fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player, ceiling fans,... View all property information
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    4 of 5 stars Reviewed 10 February 2015
    The condo was well equipped and very bright as it is an end unit so lots of windows. Just steps to the pool and beach. Walking distance to many restaurants. The only negative...
    4 of 5 stars Reviewed 7 January 2015
    Very roomy 2 BR condo,can accommodate one large family or two couples with small kids, nice kitchen to cook your own meals and save for the big meals out, pools are great as is...
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    €151
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    4.5 of 5 stars (12) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (12)
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    • Air Conditioning
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Point Cove. This charismatic bungalow is located just steps from iconic Rum Point—which means you can walk to a bustling beach bar, restaurant, and watersports outfitter—no to mention one of the most... View all property information
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    5 of 5 stars Reviewed 1 February 2015
    We have stayed on seven mile beach for 25 years, and decided to stay at Rum Point for a few weeks. We weren't sure how we would like it, as it is totally different than anything...
    5 of 5 stars Reviewed 14 January 2015
    Loved our weekend getaway!! Fantastic location with Rum Point beach, restaurant and bar across the street, and a quiet beachy bay in your back yard. Thank You!! Our 2 year-old...
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    4.5 of 5 stars (2) Very good
    Cayman Brac
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Named for the natural shade provided by 29 coconut palm trees on the property our beach cottage offers 2 bedrooms, fully equipped kitchen, free WI FI, cable television and local phone service. The 300 sq foot deck is literally steps from the water and always has shade available to get out of the... View all property information
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    4 of 5 stars Reviewed 15 January 2015
    We stayed at 29 Palms for four nights recently and can recommend it for someone who wants to get away from the more tourist orientated accommodation. Was met by the manager, Van...
    5 of 5 stars Reviewed 19 August 2014
    We stayed for a week in August and although very hot, the cottage has good AC. it is well equipped to cook meals with a small grocery within walking distance along with a...
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    5 of 5 stars (7) Excellent
    Cayman Brac
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Safe
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    • Water Views
    • Wi-Fi
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    About this property
    Welcome to our Caribbean home at the end of Moon Lane. Located on a dead end road, very quite and lots of privacy. This home is fully licensed by the Cayman Islands Department of Tourism and has passed all inspections exceeding hotel standards. Complimentary WiFi and Netflix. Search 'Winta... View all property information
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    4 of 5 stars Reviewed 11 February 2015
    We stayed for 5 weeks at Winta Cottage and loved every moment! With the wrap around deck you can always find sun, shade, wind, no wind...and all with a view of the ocean. We had 2...
    5 of 5 stars Reviewed 16 July 2014
    Three of us stayed in the cottage for a week. The cottage is right on the beach on the west end of the island. It is very conveniently located with respect to the dive...
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    5 of 5 stars (6) Excellent
    Grand Cayman
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Ocean Views
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of... View all property information
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    5 of 5 stars Reviewed 15 April 2015
    Designer Villa and the Grand Cayman, itself, was much more than we expected. The villa is warm and inviting and has everything that a couple, a group or a family would want and...
    5 of 5 stars Reviewed 17 January 2015
    Our family had a great time staying here. Our group consistent of me, my 2 year old daughter, my wife, and three of our parents. The setting was beautiful and had plenty of space...
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    5 of 5 stars (40) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
    About this property
    Located within 150 feet of stunning Rum Point Beach in the upscale Cayman Kai area, Barefoot Lagoon is the ideal place to enjoy stunning sunsets and the crystal clear turquosie Caribbean Sea. Situated on Grand Cayman's North Side, away from the cruise ship harbor and hustle of Georgetown and Seven... View all property information
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    5 of 5 stars Reviewed 20 April 2014
    Barefoot Lagoon could not have been more perfect for our family of 4 (2 kids 14 and 10). Beautiful island décor inside, this Island House was the ideal quiet calm retreat we were...
    5 of 5 stars Reviewed 13 April 2013
    We love Barefoot Lagoon Island House #11. The house was a no brainer for us. Why pay hotel money when you can pay the same and have a full house to your self. We loved the pool...
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    5 of 5 stars (5) Excellent
    West Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Dishwasher
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    • Gym
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    The Beachcomber is comprised of 40 individually owned, designer decorated, all-ocean front, 2, 3 and 4 bedroom condominiums. The luxurious ocean front condominiums range from 1,800 to 3,200 sq. ft. Each offers a fully-equipped gourmet kitchen and full laundry room with full-size washer and dryer.... View all property information
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    5 of 5 stars Reviewed 3 November 2014
    This was our 2nd time coming to the Beachcomber with our family of 4 (kids aged 7 & 10) and our friends. Seven Mile Beach is clearly listed among the most beautiful beaches in...
    5 of 5 stars Reviewed 16 July 2014
    Excellent experience with friends who rented for two weeks. Super clean. Right on Seven Mile Beach. Great amenities and literally across the street from the Fosters IGA grocery...
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    5 of 5 stars (15) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    “Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, white sandy beach that is... View all property information
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    5 of 5 stars Reviewed 7 April 2015
    After visiting Grand Cayman too many times to count, and although the Northside is my favorite part of the island, I have never considered staying at Kaibo before mainly because...
    5 of 5 stars Reviewed 23 March 2015
    What a great place. Grand cayman is amazing. Very safe and the condo unit was fantastic. Pool is great and proximity to Kaibo restaurant is great. Rum point is so close and you...
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    5 of 5 stars (4) Excellent
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Dishwasher
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    • Hot Tub
    • Ocean Views
    • Safe
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    OCEANFRONT Ground floor one bedroom fully furnished condo with two sliding glass doors out to the beautiful turquoise Caribbean sea. Decorated in Cayman Cottage style, and supplied with linens and dishes, this is part of the Villas Pappagallo Resort Complex. Away from the maddening crowd of Seven... View all property information
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    5 of 5 stars Reviewed 16 March 2015
    This was my second trip back to Cassandra's By The Sea" at Villas Pappagallo but my husband's first time. He loved it as much as I did! We had the best time driving all around...
    5 of 5 stars Reviewed 29 December 2014
    We had a very relaxing and fun time. We explored west bay, restaurants and shopping were close by. Swimming pool and water - gorgeous. We had a great time!
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    5 of 5 stars (1) Excellent
    Cayman Brac
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Dryer
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    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    The Three Palms Beach house is a luxurious four bedroom beach front rental home on the beautiful island of Cayman Brac, one of three islands of the Cayman Islands. The house has 100 feet of private ocean frontage where you can enjoy excellent snorkeling, diving or relaxing in the hammock. View all property information
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    5 of 5 stars Reviewed 7 February 2015
    Everything about this rental was a first class experience. We visited the National trust parrot reserve and saw plenty of parrots. We visited the light house at sun rise on the...
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    • Air Conditioning
    • Dryer
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    • Internet Access
    • Ocean Views
    • Washer
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Our Sea Lodge cottage is located directly on the beach along the North Side of Grand Cayman in beautiful Cayman Kai, a secluded, tranquil, friendly, and safe area. It is beachfront, ground floor, one story property with a beautiful multicolor sea view that goes from turquoise to deep sapphire. It... View all property information
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    5 of 5 stars Reviewed 3 April 2015
    Went to Cayman Islands for the second time and stayed on this side of the Island. Much quiter than 7 mile and great place. Looks like the snorkeling is great. We are not that...
    5 of 5 stars Reviewed 16 August 2014
    Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
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    5 of 5 stars (10) Excellent
    Overview Reviews (10)
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    • Air Conditioning
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    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
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    About this property
    Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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    5 of 5 stars Reviewed 10 October 2014
    We just spent 7 nights at the Aqua Bay Club in Unit #5 from September 27 – October 4. The condo is located on Seven Mile Beach with direct beach access to beautiful white soft...
    5 of 5 stars Reviewed 3 August 2014
    Our vacation was excellent. Aqua Bay makes it convenient to set up shop for a family with kids. Beach, ocean, or lazy days in pjs are all appreciated. We have been twice and...
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    4.5 of 5 stars (10) Very good
    West Bay
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Welcome to the Cayman Islands! The weather is perfect, the people are friendly, the food is amazing and the beauty is breathtaking. However, the cost for accommodations are pretty ridiculous! I love my island a ton and want the world to see it, so because of this my husband and I have opened up... View all property information
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    5 of 5 stars Reviewed 14 March 2015
    We had a wonderful experience at Vacation Cottage for 8 days. It is inexpensive, but had all of the important basics. It is located in a quiet residential neighborhood on...
    4 of 5 stars Reviewed 11 August 2014
    This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
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    5 of 5 stars (3) Excellent
    Little Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Grill
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • x
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    About this property
    If you are looking for relaxing, quiet seclusion with complete privacy, you have found the right place. Nestled in the heart of the world famous Bloody Bay Marine Park, this is the ONLY house on over 2 miles of tranquil beach. Perched 10 feet above the sand and less than 350 yards from some of the... View all property information
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    5 of 5 stars Reviewed 4 March 2015
    We really enjoyed staying at this private home on little cayman. Would recommend it to anyone, to stay here. We rented a car, to drive to the dive shops and restaurants(4). Too...
    5 of 5 stars Reviewed 12 December 2014
    We spent a wonderful week in the most idyllic location. Little Cayman is a lovely island and if you want to step off the world for a week then this is the place to come. Jeb and...
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    5 of 5 stars (3) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
    About this property
    Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. View all property information
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    5 of 5 stars Reviewed 4 March 2015
    My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking...
    5 of 5 stars Reviewed 23 April 2014
    As you open up the door is a great energy awaiting! You have a spotless kitchen with island, a dining area, a family area, 2 great sized bedrooms and 2 baths. Open up your...
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    4.5 of 5 stars (8) Very good
    West Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
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    About this property
    3 story townhouse set amid lush tropical gardens with 2 pools only steps from the ocean.Huge 2300 square foot condo with private patio and gas fired barbeque.located on upscale development nestled on the ocean at north west point(1.5 miles from end of sevenmile beach) View all property information
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    5 of 5 stars Reviewed 29 March 2015
    Understated luxury, hidden gem off the beaten track, completely comfortable, meticulously cleaned, fully furnished, modern, large, updated space. We are seasoned travelers, I am...
    4 of 5 stars Reviewed 17 February 2015
    Everything was just as I saw it on Trip Advisor. The pools, grounds and location were very nice. Originally we were supposed to be in condo 101, however, someone else was given...
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    5 of 5 stars (1) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    About this property
    Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor dining in view of the sea, and an open-concept living space make this condo unit at George Town Villas—near both Seven Mile Beach and the Grand Cayman capital of George Town—an exceptional place to... View all property information
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    5 of 5 stars Reviewed 15 November 2014
    We were looking for a condo that was reasonably priced in a prime location and this unit exceeded our expectations! It was obviously recently renovated and had brand new...
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    5 of 5 stars (7) Excellent
    Cayman Brac
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Housekeeping...
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    • Mountain Views
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
    About this property
    SPECIAL OFFER FOR APRIL 2015 $500.00USD per night This tranquil and secluded, single story retreat (which sleeps 1 -4 people) is located on 1200 feet of private beach with an uninterrupted view of the varied azure and cobalt tints of the Caribbean Sea. We always pick up and drop off our guests to... View all property information
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    5 of 5 stars Reviewed 16 February 2015
    The ambiance,the staff, the food were just incredible. Great place to rest. One week is just enough. The location on the beach was breathtaking and we dined on the beach several...
    5 of 5 stars Reviewed 5 January 2015
    Our 2 daughters, ages 17 and 23, my husband and I spent 7 days exploring the Brac, relaxing poolside and enjoying ALL of the perks of Le Soleil d'Or. The entire week exceeded our...
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    • Balcony
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    • Gym
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Pool Table
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    • x
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    About this property
    Get away from it all at 'Rum and Kai', at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. Thanks to our discerning guests, we have recently been designated as a TripAdvisor and FlipKey... View all property information
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    5 of 5 stars Reviewed 17 April 2015
    We have been going to the Caribbean for 30 years now, but always stayed at hotels. First time staying in a person's condo....and we were a bit hesitant. As soon as we walked into...
    5 of 5 stars Reviewed 24 March 2015
    My husband and I stayed here for spring break this past week and lets just say, it was difficult to leave this condo, weather and island. We fell in love with the outstanding...
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    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Shared Indoor Pool
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Relax in our spacious ground floor, beachfront Cayman Island home, The Laurelei. 18 ft. of sliding glass doors offer gorgeous views of the azure Caribbean Sea. Step out the back door onto a private deck and white sand beach! Located away from the crowds and cruise ships of 7 Mile Beach, The... View all property information
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    5 of 5 stars Reviewed 18 April 2014
    We were looking to get away for everything for a week and this fit the bill. This condo is oceanfront with a small pool and huge views. It is fully outfitted and Laurie provides...
    4 of 5 stars Reviewed 3 January 2014
    We stayed at the Lauralei in July 2013. It is a great little condo with all the amenities you need for a fun vacation. The condo was very clean and nicely decorated. The complex...
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    4.5 of 5 stars (2) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
    About this property
    This condo at Bonnie's Arch condominiums is on the second floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for... View all property information
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    4 of 5 stars Reviewed 22 August 2014
    We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
    5 of 5 stars Reviewed 11 July 2014
    This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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    5 of 5 stars (4) Excellent
    Little Cayman
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Air Conditioning
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    • ?
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    About this property
    Little Cayman Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charismatic Little Cayman—the smallest and least populated of the Cayman Islands. With its circular architecture (including wraparound terrace), secluded location, and big windows overlooking the Caribbean,... View all property information
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    5 of 5 stars Reviewed 11 June 2012
    This place is beyond words. This is a home that welcomes you upon arrival. It is modern and exciting and right on the sea. We love kayaking from the house to the wreck and...
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    5 of 5 stars (11) Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    About this property
    This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo... View all property information
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    5 of 5 stars Reviewed 31 March 2015
    We just returned from spending a week at Cayman Stead. Jackie was very prompt to address all my questions prior to our departure, and she provided great information on the area on...
    5 of 5 stars Reviewed 3 March 2015
    We fortunate enough to stay here for two months this winter! This unit has a well equipped kitchen for someone that wants to do a little cooking. The pans are not so thin that...
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    5 of 5 stars (1) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This 1st floor, ocean front condo at Bonnie's Arch condominiums is truly a diver’s paradise, with direct access to the ocean and the pool. Bonnie's Arch dive site and Wall Dives are accessible directly from the property. There is something for everyone whether you enjoy relaxing by the pool in a... View all property information
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    5 of 5 stars Reviewed 19 February 2015
    The condo is very comfortable, nice, and airy, and pleasant to live in. A nice pool is in front of the condo with a partial view of the ocean obscured with another building more...
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    1 / 19
    4.5 of 5 stars (10) Very good
    Cayman Brac
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    NEW, PRIVATE, ON THE BEACH GEM of a home with its own private dock! You will enjoy stunning views of the sunset, little cay and star-gazing from the crow’s nest deck and balcony or just relax on the covered patio in a hammock. This newly renovated 1140 square foot home has an open floor plan, a... View all property information
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    5 of 5 stars Reviewed 15 April 2015
    House has everything you need from the well stocked kitchen to the adventure supplies(snorkel, beach towels, beach hat, beach bag, kayak). Watched the sunset on the top deck...
    5 of 5 stars Reviewed 23 February 2015
    Stayed here for 5 weeks January-February 2015. Before going home I booked it for ten weeks Jan-Mar 2016, so yes, I had a great time. Wonderful house, beautiful beautiful...
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    1 / 13
    5 of 5 stars (9) Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    travellers have booked this property
    Overview Reviews (9)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Snorkel right outside your villa on the quieter north side of Grand Cayman - where you will enjoy cooling sea breezes (the a/c is often a choice, not a necessity!) and breathtaking uninterrupted views of the ocean. No traffic jams, just the gentle sound of the waves breaking on the reef to lull you... View all property information
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    5 of 5 stars Reviewed 22 March 2015
    No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you...
    5 of 5 stars Reviewed 23 February 2015
    As a long time vaction rental patron, I found this house on the beach to be exactly what I wanted and expected. The house was in perfect order, included everything we needed for...
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    €158
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    5 of 5 stars (1) Excellent
    Bodden Town
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning coffee or an evening glass of wine to watch gentle waves lap the shore. The indoor space just received a facelift, so it’s just as striking as its surroundings in historic Bodden Town on Grand Cayman.... View all property information
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    5 of 5 stars Reviewed 8 February 2015
    We stayed a Moon Bay # 4 which is affiliated with Turtle Nest Inn. Moon Bay has a wonderful little beach and good snorkeling. Conch were in season so I went out the back door...
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    Cayman Island Beachfront Vacation Villas and Condo Rentals

    As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

    Attractions and activities in the Cayman Islands

    Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

    Snorkeling

    Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

    Confident choices for waterfront vacation rentals

    While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.