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Holiday Rentals in Cayman Islands, Caribbean

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    Travellers to Cayman Islands are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 50
    5 of 5 stars (5) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    5 of 5 stars (18) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 29
    5 of 5 stars (4) Excellent
    Seven Mile Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 14
    5 of 5 stars (4) Excellent
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Satellite TV
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    • Hot Tub
    • DVD Player
    • Children's Pool
    • Waterfront
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    • x
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    About this property
    OCEANFRONT Ground floor one bedroom fully furnished Villa with TWO BEACHFRONT PATIOS. Twelve foot glass sliding doors out to the beautiful turquoise Caribbean sea offers a fantastic view from all rooms. Perfect for Honeymooners or for a private getaway. You can arrange to have your marriage... View all property information
    Location Information
    West Bay, Grand Cayman 99999
    5 of 5 stars Reviewed 15 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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    1 / 14
    4.5 of 5 stars (7) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Located in the exclusive Shores neighbourhood in West Bay, Grand Cayman (1 minute drive from one of our best restaurants Calypso Grill, 4 minutes to the beach and 8 minutes to George Town), this 1,700 sq ft townhouse is ideal for a family or group of friends. If you like having complete... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1208
    5 of 5 stars Reviewed 23 May 2016
    Best vacation ever! The location of of the condo is ideal, close to restaurants and tourist areas. The owners make sure we have everything you need for your stay. It was very...
    4 of 5 stars Reviewed 4 April 2016
    All you will need are your clothes & a short trip to the grocery store! This condo had everything available, beach towels, chairs, & cooler! This was a real home away from home...
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    1 / 20
    5 of 5 stars (1) Excellent
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Ocean Views
    • Wi-Fi
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Comfortable and fully equipped apartment just steps from the northwest end of 7 mile beach. Very quiet beach with great swimming and snorkelling. The popular Alfresco's beach restaurant is across the road with a grocery store, pharmacy, Subway sandwich also within walking distance. Some of the... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1302
    5 of 5 stars Reviewed 1 week ago
    Calypso Cove is in a great location right by several beaches and restaurants. The rental was roomy -- it was nice having the kids in a separate bedroom, each with their own bed...
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    1 / 13
    5 of 5 stars (11) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Internet Access
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    2 steps to the sand...Beachfront in Coral Bay Village, just 10 minutes from Georgetown and airport in Spotts Bay. The secluded,secure, 2 bed 2 bath condo offers a pristine beach - excellent swimming and snorkeling, pool and tennis court. The 1625 sq. ft condo features a well equipped kitchen,... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1209
    5 of 5 stars Reviewed 7 July 2015
    We cannot say enough good things about "Two Steps" (as in two steps from the beach). Perfect location in Spotts Beach, which is isolated enough to be away from the crowds, but...
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    1 / 48
    5 of 5 stars (20) Excellent
    Grand Cayman
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Waterfront
    • Satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool...
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front door, Starboard Kai has the perfect location for your vacation. Whether you prefer to relax by the pool or on the beach, stroll in the sand or join the... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1701
    5 of 5 stars Reviewed 5 days ago
    Beautiful, comfortable vacation home! Starboard Kai is ideally located at Rum Point for those who want to stay in a more quiet area with easy access to activities and then an...
    5 of 5 stars Reviewed 1 week ago
    Starboard Kai is a wonderful house with all the amenities you need for a comfortable vacation. Located right across the street from Rum Point, you still feel like you're away...
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    1 / 18
    5 of 5 stars (3) Excellent
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Satellite TV
    • Patio
    • DVD Player
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Cayman's first luxury eco-resort with solar and wind power welcomes you Lighthouse Point offers ocean-front 2 bedroom/2 bathroom condos with a chefs kitchen, private patio and open design concept, 5-star amenities with Caribbean architecture, state-of-the-art green technology and comforts.... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1206
    5 of 5 stars Reviewed 16 February 2016
    We were very active with SCUBA diving, swimming, paddle boarding, and boating right in their back yard of the stunning water and coral. When we went to our beautiful condos, we...
    5 of 5 stars Reviewed 23 June 2015
    My fam and I spend thanksgiving and part of Dec. in Condo 1. Everything was so close. Dive shop in the same building and fantastic shore diving right from the dock. The condo was...
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    1 / 14
    4.5 of 5 stars (10) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Waterfront
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Ideally located condo on the renowned 7 mile beach. This spacious condo, on the ground 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... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1204
    5 of 5 stars Reviewed 19 March 2016
    This apartment met all of our expectations. Located more towards the south end of Seven Mile Beach, it provided quick access to eating establishments, grocery stores, and the...
    3 of 5 stars Reviewed 9 March 2016
    Unit 52 is a first floor unit looking at the garden pool. The location is fine on Seven MIle Beach but the condition of the condo the furnishings and the supplies were very...
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    1 / 16
    5 of 5 stars (11) Excellent
    Cayman Brac
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Mountain Views
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious and private. The two-story Beach House will serve as the ultimate luxury basecamp for your island adventures alongside family or friends. This private paradise on your own stretch of beach sleeps six to eight people and includes its own pool and BBQ for al fresco dinners and late nights in... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2001
    5 of 5 stars Reviewed 28 July 2015
    I was pleasantly surprised with Le Soleil d'Or. I knew I would enjoy the property and spend time by our Villa pool but I did not expect to be as relaxed as I was. When i travel to...
    5 of 5 stars Reviewed 28 June 2015
    Wonderful experience,beautiful property. Much prettier then the pic, we were upgraded to 3 bedroom villa. We went for our anniversary. Cant ask for more. But mosquito repellent is...
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    1 / 24
    5 of 5 stars (2) Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront villa. Here you can discover the natural side of Grand Cayman, escape your busy life and enjoy peace and tranquility. Part of the Northern Lights development, we are one of just nine units and are bordered by the Salina... View all property information
    Location Information
    North Side, Grand Cayman KY1 0001
    5 of 5 stars Reviewed 29 February 2016
    This was our first time to Grand Cayman Island and we cannot wait to go back. It was breath taking, truly a vacation of a lifetime. We cannot even begin to describe how...
    5 of 5 stars Reviewed 22 January 2016
    My wife, sister-in-law, and I had a wonderful experience at the Ocean Pearl. Truly remarkable. The condo is right on a sparkling strip of beach. Besides a few sand pipers and...
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    1 / 12
    5 of 5 stars (4) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Grand Cayman, Cayman Islands KY1 1110
    5 of 5 stars Reviewed 29 July 2015
    The Kaibo condo was in a perfect location for us... away from the bustle of 7 mile beach, there's a grocery store nearby easily accessible by car and there's a great...
    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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    1 / 19
    4.5 of 5 stars (3) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Patio
    • Ocean Views
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Grand Cayman Island hideaway "Seven Mile Beach" location. (80 Town Hall Road, West Bay). Perfect for snorkeling, scuba<BR>diving, sport fishing, or simply basking in the sun on our pristine secluded beach. We are a small private complex consisting<BR>of seven apartments ranging from studios to 2... View all property information
    Location Information
    West Bay, Grand Cayman KYI 1302
    5 of 5 stars Reviewed 22 February 2016
    We thoroughly enjoyed out stay at Calypso Cove. The hospitality we experienced was outstanding, and the apartment offered everything we could have wanted, including more beach...
    4 of 5 stars Reviewed 13 January 2016
    Nice accommodations, across the road from the beach and great location. Wonderful restaurants near by and close to the Turtle Farm. Leif and Sonya are very nice and can recommend...
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    1 / 5
    5 of 5 stars (1) Excellent
    West Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    • Secure Parking
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Large 3 bed 3.5 bath condo set aid lush tropical gardens on upscale ocean front development.2300 sq foot makes this a large condo with 3.5 bathrooms and an extra full size bed available to put in any of the bedrooms.Layout is queen queen twins set over 3 floors this condo has room for everybody... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1208
    5 of 5 stars Reviewed 25 March 2016
    We stayed in this 3 bedroom, 3 bath condo unit at Coconut Bay, West Bay, Grand Cayman. It was clean, comfortable, quiet and convenient. The property had everything we needed and...
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    1 / 11
    5 of 5 stars (3) Excellent
    Bodden Town
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Washer
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 900+ sq foot loft condo with two full baths. King Bed upstairs. Full pullout bed downstairs. 60 second walk to our favorite beach on island (Spotts Beach). Amenities appx 1 mi away, including grocery, liquor store, pharmacy, bank, restaurants. DISH Network TV. Smoker BBQ Grill. Beach chairs.... View all property information
    Location Information
    Bodden Town, Grand Cayman DONT KNOW
    5 of 5 stars Reviewed 13 April 2016
    This was our first trip to Grand Cayman and we thought the Sun Spott was going to be exactly what we look for in a vacation rental. Turns out it was so much more! The owners of...
    5 of 5 stars Reviewed 30 December 2015
    We stayed here as a staycation for our family of four; myself, husband and two girls, ages 7 and 9. The unit is very clean, stocked with the necessary essentials, and is located...
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    1 / 26
    4.5 of 5 stars (2) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    West Bay, Grand Cayman KY1 2201
    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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    Seven Mile Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    3 Bedrooms , 2 Bathrooms, Sleep 6 (Kingsize, Queen, Double and Twin Bed) 100 Feet from Seven Mile Beach. Luxury condo unit on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the best part of Seven Mile Beach. Spacious with open plan kitchen, dining area and... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1000
    1 / 21
    5 of 5 stars (3) Excellent
    Seven Mile Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    As seen on HGTV's House Hunters International! Our vacation rental at Turtle Cove is a 1 bedroom, 2 full-bath condo in the Seven Mile Beach Corridor. We are close to all of the island's best amenities, dining, shopping, attractions and of course, Seven Mile Beach... yet secluded from the crowds... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1
    5 of 5 stars Reviewed 20 January 2016
    Turtle Cove was a lovely place to stay at. We enjoyed the simple layout of the condo. Also, 7 mile beach and modern grocery stores were right down the street. We loved the...
    5 of 5 stars Reviewed 26 October 2015
    My daughter's friend had rented this apartment for her parents a few months back so it was a no-brainer when deciding to rent it for myself. The space is really great, quiet, with...
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    1 / 21
    4.5 of 5 stars (6) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your own private Seven Mile Beach area 2 bed / 2 bath 'home away from home', with the best snorkeling on all of SMB within 2 blocks of your door step! From us$100/ night..."Cayman's Best Value!" Close to everything yet away from the crowds! Please take a look at our special 'guest comments'... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman BWI
    5 of 5 stars Reviewed 2 weeks ago
    I booked this place for my dad for his visit to the island for my wedding. He absolutely loved it and his stay. The property was great and in a nice location. It is inside of a...
    5 of 5 stars Reviewed 11 April 2016
    Captain jeff and his houses were great. We had two couples, two babies and a grandma who decided to tag along and crash on the couch. The houses were clean, quiet and located...
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    1 / 5
    5 of 5 stars (5) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Cayman Brac, Cayman Islands KY2 2201
    5 of 5 stars Reviewed 31 December 2015
    i have come to the caymans for quite some time and find this place my favorite. charming. quiet. the owner helpful with any questions concerns or needs. a definite return for a...
    4 of 5 stars Reviewed 24 April 2015
    Featherstone has a two story cottage, where we stayed, that sits behind the owner's two story main house. It is very private and beautifully decorated by the interior...
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    1 / 14
    5 of 5 stars (11) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Tranquil and secluded. The single-story Beach Cottage retreat is the perfect location for a honeymoon, small family or a relaxing, romantic escape. This oceanfront getaway sleeps two to four and includes your own private pool and beach. Le Soleil d'Or is home to its very own organic 20-acre... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2000
    5 of 5 stars Reviewed 14 January 2016
    I recently spent a week in the Le Soliel d'Or cottage with my husband and two-year-old daughter and can not wait to return. It was the perfect place to spend time together as a...
    5 of 5 stars Reviewed 8 December 2015
    I just returned from a stay in the "Cottage" at Le Soleil d'Or. I feel like I'm now returning from heaven. What a unique and fabulous experience. I was able to tour the rest of...
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    1 / 24
    5 of 5 stars (1) Excellent
    George Town
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    This home was designed to create lasting memories for our overseas family and friends. With 8,000 square feet you will have room to spread out ,relax and enjoy one of your best holidays ever. Situated on North Sound, this waterfront home is a 5 minute drive to Camana Bay - and all the... View all property information
    Location Information
    George Town, Grand Cayman KY1 1201
    5 of 5 stars Reviewed 28 March 2016
    Bella Vista is a stunning property with a beautiful view of the water. It is exactly as it appears in the photographs, but even better – and very clean! The owner, Joyce, was a...
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    1 / 33
    5 of 5 stars (1) Excellent
    Bodden Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    The Space Luna Vista enjoys panoramic views of Pease Bay from the expansive PRIVATE wrap-around terraces of this 2nd and 3rd storey, villa style home. Fully efurbished with teak bathroom and kitchen cabinetry, Fisher Paykel appliances and coconut flooring, the home is beautifully furnished... View all property information
    Location Information
    Bodden Town, Grand Cayman KY1 1602
    5 of 5 stars Reviewed 20 December 2015
    Condo was excellent and perfect for large group. 3 bedrooms with private bathrooms. Updated equipment and plenty of entertaining space. Pool was great and empty the entire time we...
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    1 / 21
    4 of 5 stars (1) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool...
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo at Bonnie's Arch condominiums is on the first 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 everyone... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1102
    4 of 5 stars Reviewed 12 July 2015
    Close to turtle farm, lighthouse point, Macabuca, grocery store. Clean unit with all you need. Looks out on a pool. Good location for divers.
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    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Fully refurbished 1200 sq foot 2 bedroom, 2 bathroom condo set up upscale private complex set amid lush tropical gardens nestled by the ocean.Linga Longa at coconut bay is a perfect destination for those looking to explore and enjoy the Cayman Islands.The condo has just been fully renovated with a... View all property information
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    West Bay, Grand Cayman KI1 1208
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Spectacular 3 bedroom ground floor Oceanfront Beachfront Condo, with incredible views, is situated in the very heart of 7 mile beach, and has been upgraded for 2014. This complex, The Regal Beach Club, is built in a 'U' shape so that all of the condo's have an ocean view. This brand new... View all property information
    Location Information
    Cayman Islands, Caribbean
    Studio, Sleeps 1 | Quick View
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    Free 7th Night Thru Aug 31, minimum 7 night stay. MUST PHONE FOR DISCOUNT . BRAND NEW LISTING - Vacation in this newly renovated 3rd floor condo and enjoy both luxury and convenience. You step outside to a whirlpool tub and shallow pool and experience the Caribbean Sea, just steps in front of you.... View all property information
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    Cayman Islands, Caribbean
    1 / 29
    5 of 5 stars (1) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Seven Mile Beach, Grand Cayman KY1 0001
    5 of 5 stars Reviewed 18 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Free 7th Night Thru Aug 31, with minimum 7 night stay. MUST PHONE FOR DISCOUNT. Location, Location, Location - Beach, Restaurants and Shopping! BRAND NEW LISTING- Vacation in this newly renovated ground floor condo and enjoy both luxury and convenience. You step outside to a whirlpool tub and... View all property information
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    Cayman Islands, Caribbean
    1 / 18
    5 of 5 stars (1) Excellent
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Tranquil and relaxing best describes this island retreat which features an ocean view out the front window with a quiet/semi private beach that is 37 steps from the front entrance. A great place to relax and enjoy peace and tranquility while taking in the perpetual sounds of the ocean waves! A... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1100
    5 of 5 stars Reviewed 8 October 2015
    Stayed at Villas Pappagallo 6 a couple of times and when you are looking for the perfect, relaxing beach vacation-here's where it's at! The condo is cozy and had all of the...
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    1 / 6
    5 of 5 stars (2) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
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    • x
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    About this property
    Featherstone's Guest Apartment is the ultimate getaway. Its 1 1/2 acres of sandy beach located on a cove-like property is considered to be the most beautiful private beach on the island. Far off the roads and with no direct neighbors on either side, you are surrounded by palm and sea grape trees... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2201
    5 of 5 stars Reviewed 27 April 2016
    That conch pathway to the hammocks sold me as I was researching places to stay on Cayman Brac for our 20th anniversary. We live near a beautiful white sugar sand beach with...
    5 of 5 stars Reviewed 14 May 2015
    Minnie's rental is comfortable and cozy, right on the beach, and perfect for beach-combing, sunset watching, or reading in hammocks all day. Minnie lives upstairs but you never...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Luxury Ocean Front 3 bedroom, Caribbean Designer Decor and Breathtaking views at the Regal Beach #624 Villa. Stay with us and enjoy the elegance of fine furnishings with bold Caribbean colors. An abundance of fine art and all the amenities you could ever want. The views are among the best on the... View all property information
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    Cayman Islands, Caribbean
    1 / 52
    5 of 5 stars (10) Excellent
    Rum Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    ***Featured as one of The London Times' "Top 50 villas in the Caribbean" for 2014*** If you’re seeking a Caribbean beach vacation unlike anything you've ever experienced before, come escape to “Sun Cloud,” a luxury Grand Cayman vacation rental house ideally situated on the island’s picturesque... View all property information
    Location Information
    Rum Point, Grand Cayman
    5 of 5 stars Reviewed 11 March 2014
    Our extended family recently returned from a fabulous vacation at Sun Cloud in Grand Cayman. To say that we were enchanted with the villa and the island is an understatement. We...
    3 of 5 stars Reviewed 5 January 2014
    Just returned from a one week stay at the Sun Cloud, our first stay on the North Side, after 8 equally lengthy stays on SMB. Our party of nine enjoyed our stay on Grand Cayman...
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    1 / 17
    5 of 5 stars (5) Excellent
    Seven Mile Beach
    6 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman 92 GT
    5 of 5 stars Reviewed 1 week ago
    Seascape is everything a big group could want. An absolutely beautiful house, right on Seven Mile Beach. Yuri, the on site manager, is wonderful. Great FOR ADULTS and KIDS...
    5 of 5 stars Reviewed 27 April 2016
    This home is absolutely amazing....it looks exactly as the video shows. There is more than enough room for a large group with kids. Count 1 of the rooms strictly for children...
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    1 / 26
    5 of 5 stars (1) Excellent
    Seven Mile Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    3 Bedrooms , 2 Bathrooms, Sleep 6 (Kingsize, Queen, Full and Twin Bed) 100 Feet from Seven Mile Beach. Luxury condo unit on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the best part of Seven Mile Beach. Spacious with open plan kitchen, dining area and... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1000
    5 of 5 stars Reviewed 20 January 2016
    This was a fantastic condo. The accommodations were first class. The owners greeted us upon arrival and went out of the way to make sure we had provisions for breakfast since we...
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    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Calypso Cove #2 is our favorite . A roomy studio on the second floor with large balcony. High cedar ceiling . Full kitchen with all utensils. One guest named it the "eagles nest" Our secluded beach is only 10 steps away across the road. Great snorkeling in front of the beautiful beach.Near shops... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1302
    1 / 36
    4.5 of 5 stars (6) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    For your perfect Caribbean Holiday, we are @ THE ABSOLUTE HEART OF SEVEN MILE BEACH! +PLUS MORE FEATURES, SERVICES & VALUE; ++A FAMILY-FRIENDLY ATMOSPHERE +++OUR 30 YEARS OF OWNER KNOWLEDGE ++++CONVENIENT PROXIMITY TO EVERY FEATURE YOU DESIRE = A MOST MEMORABLE HOLIDAY This is our second home.... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY 1109
    5 of 5 stars Reviewed 1 week ago
    After six visits, Grand Cayman has become our "happy place" vacation destination and now we have at last discovered the most heavenly haven to enjoy it from. Bob and AnnMarie are...
    5 of 5 stars Reviewed 29 March 2016
    My husband and I stayed here over spring break with our 13 year old son and it was a delightful condo, with very gracious hosts on a prime location on 7 Mile Beach. The condo was...
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    1 / 24
    5 of 5 stars (2) Excellent
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous crystal clear waters right out the back door! Eighty feet from the sliding doors is the best snorkeling on the island, between the shore and a beautiful coral reef, in shallow water that is easy to navigate. There are endless colorful fish and beautiful coral heads for exploring. Azure... View all property information
    Location Information
    North Side, Grand Cayman KY1 1701
    5 of 5 stars Reviewed 23 April 2015
    We had a fantastic vacation at the Hartzell Azure Breeze #3! Before we started our trip, they provided home info, sites to see, medical info., dining recommendations, and Chris...
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    George Town
    3 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Welcome to Sea La Vie! Our wonderful top floor condo situated only a few steps away from the Caribbean Sea and Seven Mile Beach, which has been voted one of the best beaches in the world. You are sure to enjoy memorable sunsets as well as the comforts of home found in the furnishings throughout.... View all property information
    Location Information
    George Town, Grand Cayman KY1 1102
    Studio, Sleeps 1 | Quick View
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    Free 7th NIght Thru Aug 31, with minimum 7 night stay. MUST PHONE FOR DISCOUNT. Located in the heart of 7 Mile Beach - Beach, Restaurants and Shopping! BRAND NEW LISTING- Vacation in this newly renovated 3rd floor direct oceanfront condo and enjoy both luxury and convenience. You step outside to... View all property information
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    Cayman Islands, Caribbean
    1 / 23
    5 of 5 stars (4) Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and so the... View all property information
    Location Information
    East End, Grand Cayman KY1 1501
    5 of 5 stars Reviewed 3 weeks ago
    Stayed at Crescent Beach SAND June 25-July 2, 2016 and already miss it. Paul and Fay Anne greeted us at Fosters in Bodden Town and treated us like we were old friends. Super...
    5 of 5 stars Reviewed 7 June 2016
    Our staycaytion at Crescent Beach was absolutely phenomenal! Getting a break from the normal hustle and bustle of town was just what we needed and we were very grateful that the...
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    1 / 21
    5 of 5 stars (4) Excellent
    Seven Mile Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Xmas/New Year. We wish to maximise occupancy so request 7 or more days covering Xmas or New Year (or at least 14 days covering both dates). Xmas, we prefer dates starting 21st or earlier. Thanks for your understanding. This condo is in a superb location in which to have a great vacation. This... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1209
    5 of 5 stars Reviewed 27 March 2016
    Graham Heron who represents the property could not have been more helpful. He checked us in when we arrived and checked us out when we left. He provided local insight and made...
    5 of 5 stars Reviewed 21 April 2015
    Adjacent to beach, grocery, and liquor store. What else could you ask for? Plenty of bus and taxi traffic nearby for ease of skipping around the island.
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    1 / 28
    5 of 5 stars (5) Excellent
    Seven Mile Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Clearwater House is a spacious, 4-bedroom private home located on the inland side of historic Boggy Sand Road, a quiet, dead-end street located at the norther end of Seven Mile Beach. Boggy Sand road is truly unique with a mixture of beachfront mansions and Cayman cottages; its the best island... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY2 2100
    5 of 5 stars Reviewed 2 weeks ago
    This review is written with a bit of a conflict: on one hand, we want to rave about our experience at the Clearwater House; on the other, we don’t want to draw too much attention...
    5 of 5 stars Reviewed 19 April 2016
    This property along with the owner, Kathy, is the BEST place you will ever vacation! The house is perfect for a family or group of friends. VERY clean and VERY well maintained...
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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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    • x
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    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
    Location Information
    Cayman Brac, Cayman Islands KY1 1109
    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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    1 / 13
    5 of 5 stars (1) Excellent
    Rum Point
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
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    Rum Point, Grand Cayman KY1 1006
    5 of 5 stars Reviewed 23 August 2015
    Traveled with group to Grand Cayman in late July this was our first experience with renting a Villa in the Caribbean, didn't know what to expect. Spoke to the Property manager...
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    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    <BR><BR>Beautiful sunsets over a serene crystal blue ocean, Tranquility on a sun drenched tropical island, Caribbean living in a private island home, Snorkeling with corals and fish in a clear warm ocean, Peace, Quiet with Convenience and Connectivity. <BR><BR>Our Georgetown Villas home has it... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1201
    1 / 36
    5 of 5 stars (5) Excellent
    Seven Mile Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our spacious beachfront residence on Seven Mile Beach offers luxury accommodation with incredible views. The stunning fourth-floor views are unrivalled on the beach and the unit is furnished to the highest of standards. Located at Sea Breeze, a boutique development of just nine luxury units, our... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1207
    5 of 5 stars Reviewed 7 January 2016
    West Bay in Grand Cayman was a wonderful place to spend our family Christmas, away from the busyness of SMB but not as quiet and isolated as Boddentown and the south/east end (our...
    5 of 5 stars Reviewed 26 November 2015
    We have been going to Grand Cayman for 32 years and this was the absolute perfect place! My husband and I took our three grown children, our daughter-in-law and young grandson for...
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    Grand Cayman
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Island Sunset, Kai Kotch, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman, Cayman Islands. A... View all property information
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    Grand Cayman, Cayman Islands GRAND CAYMAN
    1 / 22
    5 of 5 stars (3) Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and so the... View all property information
    Location Information
    East End, Grand Cayman KY1 1501
    5 of 5 stars Reviewed 5 February 2016
    Grand Cayman is a beautiful place to visit but having your own little escape to your own paradise makes it all the more amazing. This beautiful house is equipped with everything...
    5 of 5 stars Reviewed 20 January 2016
    Crescent Beach is a special place. It's nice to be some distance away from the cruise ships and Seven Mile Beach high rises. My husband and I stayed in the Sky apartment with...
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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.