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Holiday Rentals in Cayman Islands, Caribbean

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    Travellers to Cayman Islands are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 23
    Spot Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 bubbles (1) Excellent
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 34
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    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 shallow pool and experience the Caribbean Sea, just steps in front of you. There is a... View all property information
    Location Information
    Cayman Islands, Caribbean
    1 / 19
    Bodden Town
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Patio
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    On 3 acres of private property, this cottage has access to the homeowners' pool, tennis court, private dock, private beach, private golf driving range and it is a gated property. Included are the homeowners' stand-up board, windsurfer, hammock and snorkel gear. Additional features available at an... View all property information
    Location Information
    Bodden Town, Grand Cayman KY 10000
    1 / 18
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • x
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    About this property
    Relax in our beautiful villa that boasts a quiet and secluded view of the Caribbean Sea. Open the sliding glass doors in the master bedroom onto the screened patio and warm tropical breezes will lull you to sleep. Admire the amazing white sand beach and azure sea, without ever having to leave the... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    1 / 24
    5 of 5 bubbles (1) Excellent
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Waterfront
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    • x
    • ?
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    About this property
    Rebuilt completely in 2006, CAYMAN STEAD is a beachfront 2 bedroom, 2 bath luxury condo. It sleeps 6 comfortably with its 2 king beds as well as a queen sofa. There is an additional sofa out in the Lanai for that 7th guest. Beach and Ocean views from every room constantly reminding you that you... View all property information
    Location Information
    Rum Point, Grand Cayman
    1 / 13
    5 of 5 bubbles (1) Excellent
    Grand Cayman
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Island Pines, a small beachfront condo resort on Seven Mile’s buzzing central section, is the very definition of “Caribbean paradise” with its white sand, shimmering turquoise water, tall palm trees, large pool and BBQ area. Island Pines' pristine and vibrant stretch of beachfront is hands-down... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    1 / 17
    4 of 5 bubbles (2) Very good
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the award wining Regal Beach Club, unit 322! This two-bedroom villa, renovated Summer of 2014 has a sleeping capacity of 6 people. The Master Bedroom has a comfortable king size bed and an ensuite bathroom. The second bedroom has 2 twins that can be push together to make a king! There is... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    1 / 19
    5 of 5 bubbles (1) Excellent
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Shared Outdoor Pool...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience stunning oceanfront views from this modern and newly renovated second floor villa. Beautifully decorated with a touch of the islands, relaxation is an absolute must while indulging in the gorgeous views of the Caribbean Sea and the sun-kissed beach from the private screened patio. With... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
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    1 / 17
    4 of 5 bubbles (2) Very good
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    • Parking
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    • Washer
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled amidst an abundance of tropical blooms and meticulously manicured pathways, this second floor two-bedroom, two-bath Ocean View villa could be the ideal accommodation you are looking for. In addition to our fully equipped kitchen, we also have a washer/dryer available in our villa. Our... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    1 / 4
    East End
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • DVD Player
    • Grill
    • Balcony
    • Children's Pool
    • Air Conditioning
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Premier Morritt's Tortuga Club resort offers a luxury beach front paradise atmosphere, with 2 pools a waterfall and swim up cocktail bar. Each air conditioned apartment has a balcony and a fully equipped kitchen. The property's restaurant serves gourmet food and there are several bars. Many... View all property information
    Location Information
    East End, Grand Cayman KY1 1106
    1 / 34
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • DVD Player
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 shallow pool and experience the Caribbean Sea, just steps in front of you. There is a... View all property information
    Location Information
    Cayman Islands, Caribbean
    1 / 15
    4.5 of 5 bubbles (2) Very good
    Grand Cayman
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Grill
    • Parking
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located on the second floor this two-bedroom ocean view villa is an ideal vacation accommodation that can sleep up to six people with a King bed, two twin beds and a pull out sofa. Our villa has a fully equipped kitchen as well as a washer/dryer for your convenience. Make this your... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    1 / 23
    5 of 5 bubbles (2) Excellent
    Grand Cayman
    5 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Private Outdoor...
    • Patio
    • Internet Access
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    SPECIAL OFFER! 20% OFF SPRING AND SUMMER STAYS (Stay between March 1 and September 30, 2017). 5BR/6BA Ultra Luxury Sun Salutations is a popular premier villa in Cayman Kai. The villa is directly oceanfront in Cayman Kai (within Rum Point) on the north coast. With stunning views, impressive... View all property information
    Location Information
    Grand Cayman, Cayman Islands 11003
    1 / 10
    George Town
    4 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Patio
    • Mountain Views
    • Washer
    • Internet Access
    • Ocean Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Right at the Historical center of Santiago de Cuba, Casa "Don Carlos" offers the best host in the city, we speak fluent English and some French, Italian and Portuguese. Feel the warmt of a Cuban family, and enjoy the city of Santiago as never before, at a walkable distance from the main turistical... View all property information
    Location Information
    George Town, Grand Cayman 90100
    1 / 39
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 2 Bedroom 2 Bath privately owned Regal Beach Club Condo located right on World Famous Seven Mile Beach. The Front unit in second building, affords an oversize view balcony, with views of pools, lush tropical gardens, palm trees and the turquoise waters of the Caribbean Sea. A memory foam... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    1 / 20
    Seven Mile Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Internet Access
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    707 is a large, beautifully furnished, 4 bedroom / 4.5 bathroom, located on the 7th floor, open concept breakfasting kitchen, large dining area, spacious lounge leading to huge balcony overlooking the beach. As you walk in you have two lovely twin bedrooms, both with en suites - this unit is child... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman
    1 / 24
    Grand Cayman
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Come enjoy the oversized pool with its sprawling views of the peaceful Caribbean waters, heated poolside spa, outdoor kitchen, screened porch and private dock, along with a spacious interior and separate detached carriage house. Even the largest groups will have all the space they need to spread... View all property information
    Location Information
    Grand Cayman, Cayman Islands 11003
    1 / 100
    4.5 of 5 bubbles (2) Very good
    Rum Point
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Air Conditioning
    • Parking
    • Internet Access
    • Balcony
    • Patio
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Start your private getaway at the best location in Rum Point now and enjoy everything this beautiful cottage has to offer! Located at the point of the peninsula on Sand Point Road, this breathtaking 3 bedroom elevated cottage offers the perfect getaway for a family vacation or group retreat.... View all property information
    Location Information
    Rum Point, Grand Cayman
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    1 / 7
    East End
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Terrace
    • Balcony
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Both beds are QUEEN sized. The Cottage provides basic accommodation, nothing fancy, no marble foyer nor granite countertops, but it does give you spotlessly clean accommodation literally steps from a powdery - white sand beach. We also have a large HOT TUB. On the main floor, you cannot... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 16
    East End
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Balcony
    • Ocean Views
    • Shared Outdoor Pool...
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our rental villas are situated in the quaint community of East End on Grand Cayman, away from all the noise and congestion of Georgetown and 7-mile beach. Parking is a HUGE problem in Georgetown and on 7 mile beach -- there are very few public parking lots, and many streets do not allow parking.... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 9
    East End
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    • Patio
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious, private 1 bedroom apartment takes up the entire ground floor level of a large 3-storey house in the East End of Grand Cayman. It walks out directly to a stunningly beautiful white, sandy beach, lush with vegetation and palm trees, right on your doorstep. Lounge chairs are on the... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 5
    East End
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Parking
    • Patio
    • Grill
    • Washer
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Blue Sea Hideaway is a 500 square foot studio apartment that offers you basic, reasonably priced accommodation with all the comforts of home. You have a full sized fridge, microwave convection oven, ceramic cooktop and a dishwasher. [SEE NOTE BELOW] There is a queen sized bed, sofa and... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 6
    Gun Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Situated on its own powdery white sandy beach, Morritt's Grand Resort offers one of the most stunning oceanfront views in the world. One can only be relaxed overlooking the... View all property information
    Location Information
    Gun Bay, Grand Cayman KY1 1106
    1 / 14
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Designer decorated spacious Beach House on a gorgeous, white powder sand beach. Two master bedrooms with terraces overlooking the ocean, both with Queen beds, and both with ensuite bathrooms. 3rd bedroom has twin beds and there is a day-bed in the loft. A crib is also available. Stunning... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 7
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
    • Terrace
    • Housekeeping...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Very new and clean 1 bedroom 1 bathroom, including living room, dinette, kitchen, full bathroom, can comfortably sleep 3 Adults or 2 Adults and 2 children. Air conditioning, flat screen smart tv, beautiful mediteranean style villa. Swimming pool and zen garden on property, staff on property. A home... View all property information
    Location Information
    West Bay, Grand Cayman KY11208
    1 / 10
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Satellite TV
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    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This newly listed penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. The space This top floor unit offers stunning views of both the Caribbean... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1111
    1 / 8
    East End
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Morritts Tortuga Club Resort - East End Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturday check in Studio Poolside Suite Our Grand Cayman Studio suite is poolside with an area of approximately 450 square feet, one minute walk to the beach. Studio suits two, with a... View all property information
    Location Information
    East End, Grand Cayman KY1 1106
    1 / 29
    Bodden Town
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
    • Air Conditioning
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The 'Sunset paradise 1' apartment is a large two bedroom, two bathroom ground floor apartment with nice sea view terrace located in the historic Bodden Town and just across the road from the beach. It's a perfect location in the middle of Grand Cayman island so you're within easy reach of Seven... View all property information
    Location Information
    Bodden Town, Grand Cayman KY
    1 / 16
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
    • Hot Tub
    • Grill
    • Patio
    • Terrace
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Designer decorated spacious Beach House on a gorgeous, private, white powder sand beach. Two master bedrooms with terraces overlooking the ocean, one with a King Bed, the other with a Queen and both with ensuite bathrooms. 3rd bedroom has twin beds and there is a day-bed in the loft. A crib... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 9
    East End
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Balcony
    • Patio
    • Terrace
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious, private 1 bedroom apartment takes up the entire ground floor level of a large 3-storey house in the East End of Grand Cayman. It walks out directly to a stunningly beautiful white, sandy beach, lush with vegetation and palm trees, right on your doorstep. Lounge chairs are on the... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 34
    George Town
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Children's Pool
    • Balcony
    • Grill
    • Satellite TV
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    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Recently built (2105) 3-story townhouse in very popular and family oriented complex. Gated community with 3 phases and 3 beautiful pools for your use. One of which is right outside your back door. The pool also has a great area for toddlers, which is about 1.5 feet deep. The complex also has 2... View all property information
    Location Information
    George Town, Grand Cayman KY1 1103
    1 / 31
    5 of 5 bubbles (1) Excellent
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Kaibo is what you have dreamed about when you think about an island getaway. It's fun, exciting, romantic, peacful and more all wrapped into one. We have a beautiful beach, a view that looks like a postcard and all the amenities you could want or need for a tropical paradise. Come visit us at Kaibo... View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1701
    1 / 24
    Bodden Town
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    If you're looking for a perfect holiday relaxing on white powdery sand, swimming in crystal warm Caribbean waters, enjoying fantastic food as Grand Cayman is known as the 'Culinary Capital of the Caribbean' then Gran Cayman island is the perfect island to visit. The 'Sunset paradise' apartment is... View all property information
    Location Information
    Bodden Town, Grand Cayman KY
    1 / 8
    5 of 5 bubbles (7) Excellent
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our home is located on the beautiful island of Grand Cayman. We are located in an ideal location 5 mins away from beaches, grocery stores, pharmacies, shops, restaurants, Camana Bay, 7 Mile beach, etc. We live next door are are available for extra needs that may pop up.... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1103
    1 / 24
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Waterfront
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Escape to the crystal blue waters and pristine white beaches of this immaculate 2-bedroom, 2-bathroom condo in Rum Point. This incredible unit boasts ocean views from every window, offers access to the oceanside community pools, and features accommodations for 6 guests, making it the perfect choice... View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1700
    1 / 24
    5 of 5 bubbles (70) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Paradise on the ocean - your own personal space right on seven mile beach where every room is ocean front! We remember the first time we saw this condominium. Has a private exclusive beach with excellent snorkeling right in front of the condo and great diving close by. We were visiting Grand... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1
    1 / 13
    5 of 5 bubbles (14) Excellent
    Seven Mile Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Payment Protection
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Hot Tub
    • Shared Outdoor Pool...
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Seven Mile Beach condo description This exceptional ocean front 3-bedroom condo nestled in the heart of the Seven Mile Beach is exactly what you would dream of your vacation. With endless view of pristine white sand and turquoise waters, with large and remarkable furnished bedrooms, and a kitchen... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman 345
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