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Holiday Rentals with Pools in Cayman Islands

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    Travellers to Cayman Islands are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    237 Matching Rentals in Cayman IslandsView all 359 rentals
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    Ocean Pearl Beachfront Townhome Vacation Rental1 / 27
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.21 / 27
    (30)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Seven Mile Beach Ground Floor Unit  Great Location1 / 48
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2017
    Perfect location - close to beach/shopping/restaurants and bars - the unit is fully equipped with everything you need for a relaxing hassle free stay - the owner Keri J...
    Reviewed 23 October 2017
    We've stayed in hotels in Grand Cayman over many years but decided to try something different this time. We knew where the condo was located and had already noted it was in a...
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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...
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    Seven Mile Beach, Grand Cayman KY11104
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Starboard Kai Beachfront Home Rum Point Cayman Kai1 / 37
    (25)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2018
    We just returned from Starboard Kai and had a wonderful vacation! This was our first visit to Grand Cayman and we were very pleased to have chosen Starboard Kai as our home...
    Reviewed 8 June 2017
    Starboard Kai #4 was "paradise" with breath-taking, beautiful, panoramic views of crystal, blue ocean, fantastic diving and snorkeling with pink, silky, sandy beaches...
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    About this property
    Beach directly out the back door and Rum Point beach steps out the front door. You are literally sandwiched between two beaches. 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...
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    Rum Point, Grand Cayman KY1
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beach Is 37 Steps From Front Door!!!1 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2018
    The West Bay location was perfect for us. The immediate area was quiet but close enough to George Town and Seven Mile beach to allow us to enjoy those spots with only a short...
    Reviewed 11 February 2018
    Ifyou want to get away for peace, quiet, and lots of rest, this is the place. It is on the water and has a nice shady porch.
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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...
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    West Bay, Grand Cayman KY1 1100
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
    • Grill
    • Washer
    • Parking
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Grill
    • Internet Access
    • Balcony
    • Terrace
    • Air Conditioning
    • Children's Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 2nd floor direct ocean view condo with two bedrooms (2 King beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB1 / 29
    (39)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2018
    Thankful to have such a nice, comfortable rental during a week of not so great weather. Loved the main floor renovation in this spacious townhouse. It was clean and ready for...
    Reviewed 16 January 2018
    Great location and everything we needed! The accommodations were terrific. The unit was well equipped. The neighbors were friendly. We enjoyed our stay and would return to...
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    About this property
    Located only steps from the shore and just five minutes north of Grand Cayman's famous Seven Mile Beach in the quiet West Bay neighborhood, Cayman Sunset is the ideal vacation condo for families or groups of friends looking for a Cayman Islands getaway. VACATION RENTAL HIGHLIGHTS - Spacious,...
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    West Bay, Grand Cayman KY1
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Grill
    • Balcony
    • Parking
    • Air Conditioning
    • Internet Access
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fixed week rental, 7 nights, Saturdays changeover only. Also known as Holiday Inn Resort Grand Cayman. Free shuttle to Seven Mile Beach, 5 min. One Bedroom Suite One king bed One bathroom Living room with sleeper sofa Dining room and full kitchen Iron, ironing board,...
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    George Town, Grand Cayman KYI 1206
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cayman  Beachfront  at  22 Villas Pappagallo1 / 17
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Children's Pool
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    This condo's location is as close to Paradise as you can get! No crowed beaches, breakfast on the beachfront patio, then a walk on the 300 foot beach without seeing another...
    Reviewed 5 April 2017
    Perfect one bedroom place for a couple--not overly luxurious but certainly very comfortable and well appointed. Only issue was no cable in bedroom so no real TV which is not a...
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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. Villas Pappagallo #22 is the perfect location for Honeymooners looking for that special...
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    Location Information
    West Bay, Grand Cayman 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Presenting the Vista Blue Oceanfront Villa. A modern, tropical island style private villa situated on nearly 2 acres of land in quiet, laid back Old Man Bay on Grand Cayman's North side. Vista Blue sits back 1,000 feet from the already sleepy Old Robin Road, offering guests privacy and a...
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    Old Man Bay, Grand Cayman KY
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Regal Beach Club #6241 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Air Conditioning
    • Children's Pool
    • Grill
    • Internet Access
    • Terrace
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    This condo had all of the necessary amenities and we were very comfortable. We enjoyed being able to sit on the porch overlooking the beach- it was just like being on the beach...
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    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 2nd floor direct ocean view condo with three bedrooms (2 King beds + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Luxury Condo on Seven Mile Beach  - Regal Beach Club #4111 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Children's Pool
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    We had a wonderful stay, the condo was very clean and updated! Mark was very accommodating and made sure we had everything we needed.
    Reviewed 8 January 2018
    Wonderful condo that was very well appointed. Owners were extremely responsive. Awesome couple of weeks!!
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    About this property
    Beautifully updated to a high standard in September 2017 condo unit #411. This ground floor 2 bed 2 bath condo has views of the delightfully manicured gardens, pools and the world famous seven mile beach. 1 minute walk and you're on the glorious white sand looking at crystal clear water. 2...
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    George Town, Grand Cayman KY
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Regal Beach Club #2311 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Internet Access
    • Terrace
    • Balcony
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    We researched many properties on Seven Mile Beach before deciding on this property. We were very happy with our decision.The property is a series of buildings 3 stories high...
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    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Regal Beach Club #1341 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Parking
    • Grill
    • Terrace
    • Children's Pool
    • Balcony
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2018
    Perfect. Great location. Beach not crowded and no people up late being loud. The perfect getaway we visit the caymans once or twice a year. We will book here again
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    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (2 King beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
    • Parking
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Condo on 7 Mile Beach - Great Location - Ground Fl1 / 14
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2017
    We loved staying at the condo for our trip! Very spacious, clean, and comfortable. The staff was super nice and very helpful! Highly recommend
    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...
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    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...
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    Seven Mile Beach, Grand Cayman KY1 1204
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Parking
    • Children's Pool
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 recently. This brand new listing is one of the closest condo's to the world famous 7 Mile Beach. Literally steps away. Only one of two 3...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Ocean Paradise Home # 4 Green Summer Discount 10-20% Off1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2017
    My wife, daughter and myself reserved this 3 bedroom, 3 bath for a weeks vacation just before Christmas. We absolutely loved the first class accomodations. It was nice for all...
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    About this property
    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Morritt's Tortuga Club: Studio, Sleeps 2, Full Kitchen1 / 32
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2018
    This place is very nice. Needs some updating, but very clean and ALL staff are incredibly friendly and helpful. The grounds are beautiful and clean. Our only complaint is that...
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    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: Studio, Sleeps 2, with Full Kitchen. Fixed week rental, check in days: Fri, Sat, Sun. 1-Bedroom, Sleeps 4, with Full Kitchen and/or 2-Bedrooms. Sleeps 6 are also available - please inquire about rates and availability. Queen Size...
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    East End, Grand Cayman 77777
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Reef Resort - Grand Cayman: 1-BR, Sleeps 4,1 / 37
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Shared Garden
    • Grill
    • Air Conditioning
    • Ocean Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Booked and payed for a 2 week vacation at the wyndam, at the end of the first week we were told we had to move due to booking error, we had to move to a different resort, we...
    Reviewed 30 January 2018
    Loved the condo - view just stunning. Condo had everything we needed and the beach was awesome . Very windy for most of our stay so made it quite noisy during the night...
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    About this property
    The Reef Resort - Grand Cayman: 1-BR, Sleeps 4, with Full Kitchen. Fixed week - 7 nights, Saturdays check in only. One Bedroom Executive Suite The resort's One Bedroom Suite at the Reef is among the best in the Cayman Islands. It is beachfront and sleep up to four guests with an area of...
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    East End, Grand Cayman KY1 1801
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Divers true Paradise Huge 3 Bed 3.5 Bath Townhouse1 / 5
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Grill
    • Wi-Fi
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    West Bay, Grand Cayman KY1 1208
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    # 115, Carib Sands Beach Resort - Cayman Brac1 / 27
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2016
    FANTASTIC!!! We give everything a 10, except the "inclusive dinner", which was 2 nights out of our 2 night stay : (. Everything else top notch. We had villas 115...
    Reviewed 22 April 2013
    Did I mention that it has the best pool on Brac. The dock is also excellent. There is a restaurant next door. The fact that is is next to the road and airport is not an issue...
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    About this property
    Carib Sands Beach Resort is a striking vacation rental resort located on a sheltered white-sand beach on the south shore of Cayman Brac, Cayman Islands Experience some of the world's best diving while staying in exceptional comfort at the Carib Sands Beach Resort. The complex features a large,...
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    Location Information
    South Town, Little Cayman KY2 2001
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 BR condo on Seven Mile Beach with ocean views1 / 19
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2018
    Our family loved our stay at Sunset Cove Condominium #317! Wonderful accommodations, updated contemporary interior and located in a perfect area of Seven Mile Beach. We took...
    Reviewed 23 June 2017
    This is a great condo and we really enjoyed our stay here. It's clean, well stocked and close to everything. The pool bar was great and had live entertainment some evenings...
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    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...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1111
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    • Children's Pool
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    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Playa Vista at MoonBay is your affordable beach vacation. This condo is tastefully furnished and impeccably clean. The unit has a fully equipped kitchen, air conditioning, cable television, wireless fibre optic internet access, local cellphone and coin operated laundry. The master bedroom has a...
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    Bodden Town, Grand Cayman KY1 1602
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sprat Bay Luxury Villa1 / 24
    (4)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    Sprat Bay Villa is as gorgeous as the posted photos. We were a family group that included my husband, our adult children and their spouses and our 13 grandchildren whose ages...
    Reviewed 21 January 2018
    We just came back from our trip to Grand Cayman Sprat Bay Villa was everything they say it is and more There was 15 of us and could easily had more one bedroom was left empty...
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    About this property
    Ocean Front Villa with its own private beach and swimming pool located in South Sound. The villa is constructed on a 20,000 sq ft land in a tropical setting with tall palm trees. The living area is 6,000 sq ft has 3 living rooms, 6 bedrooms and 6 en-suite bathrooms sleeps up to 22 people. The villa...
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    Location Information
    George Town, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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    Regal Beach Club #2321 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2016
    Traveled with my family of 4 and friends who also stayed at Regal Beach in unit #222. The condo was clean, tastefully decorated, and had all the little things that many others...
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    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful Ocean front Villa with 2 bedrooms and 2 baths1 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
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    • Waterfront
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2017
    Jane has a great place, perfect location, no crowds and easy access to other areas of Grand Cayman. Would definitely stay here again.
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    About this property
    Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated...
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    Location Information
    West Bay, Grand Cayman KY 1301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean front condo located at the heart of 7 Mile Beach! Newly renovated 3rd floor direct ocean view condo with 3 bedrooms (2 King beds, 2 Twin beds) and 3 bathrooms. Large families can take advantage of the extra queen sleeper sofa available in the living room. This luxury condominium has the white...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Children's Pool
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ocean Paradise Home # 5 Yellow Summer Discount 10-20% Off1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    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...
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    Rum Point, Grand Cayman KY1 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ocean Oasis - Private Beachfront Villa With POOL1 / 49
    (10)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2016
    We love the north side, and enjoyed this house. The pool is phenomenal and well-situated, both for the view and to avoid getting overheated by afternoon sun. The house was a...
    Reviewed 5 August 2016
    The Ocean Oasis home is located on the quieter, East end of Grand Cayman, and we truly felt like we had our own island getaway. The house and grounds are very spacious and...
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    About this property
    This private residence has opened its doors to become the ultimate vacation rental. The brand new pool is complete and includes a built in bench the entire length of the pool, it is perfect for soaking in the view. Come enjoy all of the comforts of home with the luxury of panoramic ocean views....
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    Location Information
    North Side, Grand Cayman KY1 9006
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Terrace
    • Grill
    • Children's Pool
    • Balcony
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Kai Time Island House, Cayman Kai/Rum Point1 / 37
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Our ten day stay at Kai Time Island House (#14) could not have been better. Kudos to the owners who have made this place so welcoming - no details have been overlooked. This...
    Reviewed 9 June 2017
    We wanted a vacation that included quiet time yet had the amenities close by. We had a great time snorkeling at Rum Point, handling the starfish, and time at Kaibo. We also to...
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    About this property
    Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,...
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    Rum Point, Grand Cayman GRAND CAYMAN CAYMAN ISLANDS
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2018
    The house is amazing and located in east end of island away from all the ships and hustle and bustle of the island. The house has every amenity you can think of making your stay...
    Reviewed 20 September 2017
    Everything was perfect. The house was beautiful, the pool perfect, the view perfect. We saw all kinds of God's creations outside. House was easy to find, yet plenty of...
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    About this property
    Located on the quiet east end of the island, you will find many restaurants and beaches to choose from at this very private home. Cool down and relax on the great pool decking or gazebo. With one of the best views of the ocean facing due-south. You can see terrific sunrises and sunsets and catch an...
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    Location Information
    East End, Grand Cayman KY1 1501
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 story, 3 bedroom, 3.5 bath private villa with 4 pools just outside the slider. The beach is just across the street inside the reef. Relax under the palm with a breeze blowing in a tropical island setting. The kitchen is fully equipped for preparing your own meals, you can grill your steaks...
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    Location Information
    East End, Grand Cayman KY1800
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Crescent Beach (Sand) at Half Moon Bay1 / 23
    (14)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Ocean Views
    • Cable/satellite TV
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    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    The apartment was sparkling, with a beautiful kitchen and appliances, comfortable beds, and fabulous views. Loved it!
    Reviewed 11 February 2018
    Hurricane Nate rumbled through the week before we arrived at Crescent Beach, but that did nothing to detract from this beautiful beach. We were steps away from the beach, with...
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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 an optional...
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    Location Information
    East End, Grand Cayman KY1 1501
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can walk to an abundance of Restaurants, Groceries, Shopping and Water Sports Rental! Georgetown Villa #113, this 2 bedroom, 2 bath condo has been completely renovated with granite counter tops, stainless appliances, beautiful, yet comfortable furnishings, all with a great courtyard to ocean...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Crescent Beach (Sky) at Half Moon Bay1 / 22
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Children's Pool
    • Cable/satellite TV
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    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We rented the whole house (Sky & Land) for the week. The privacy, the many extras inside, such as - a welcoming package, bicycles, kayaks, snorkeling equipment, first aid...
    Reviewed 24 January 2018
    This lovely house is easy to find on the east side of the island (approx. 35 min from 7 Mile Beach). The snorkeling in the bay is incredible. I'd recommend bringing or buying...
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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 an optional...
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    Location Information
    East End, Grand Cayman KY1 1501
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    CoCoCondo - Your Home Away from Home in the Caribbean1 / 24
    (14)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2017
    We had a wonderful stay at CoCoCondo. The condo is clean, spacious and in the perfect location (close to the amazing beaches, yet far enough away from crowded tourist areas...
    Reviewed 18 August 2017
    Our trip was a diving vacation for six family members. The location was great for diving. The reef in front of the property is a very nice (not spectacular) shore dive. We...
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    About this property
    CoCoCondo is a spacious 3BR, 3.5 Bath Townhouse-style condo in a beautiful oceanfront complex in a quiet residential area, close to Seven Mile Beach, a short 15 minute drive from the airport and located right on the public bus route. Family-friendly, diver friendly, with full air conditioning and...
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    Location Information
    West Bay, Grand Cayman N A
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Great Location & Value! 7mile Beach Condo next to *NEW*  Margaritaville Resort1 / 30
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Children's Pool
    • Hot Tub
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Livia was a brilliant host.I cannot recommend her more. No matter what we needed she was on it like a bonnet. Apartment has everything you need and if you lack anything she...
    Reviewed 25 July 2017
    The condo, swimming pools, landscaping, and beach are beautiful and well maintained. There are sailboats, kayaks, sea food, paddle boards and other equipment available less than...
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    About this property
    Beachfront condominiums, right next to the New Margaritaville Resort. You do not need to cross the road to get to the beach as the condos are on the beach side. The unit is on the ground floor and has a garden view. It is not beach front however a 2 minute walk to the beach, NO HASSLE of having to...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 9006
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    • Waterfront
    • Ocean Views
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be one of the first guests to relax in this BRAND NEW vacation property located in Bamboo Bay, Cayman Brac. The villa comfortably sleeps 8 in 3 master bedrooms, each with a separate ensuite bathroom. For maximum privacy, the bedrooms radiate out from the central living space. If you need more room,...
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    Cayman Brac, Cayman Islands KY2 2101
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Grill
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    • Balcony
    • Internet Access
    • Terrace
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cayman Calypso Villa1 / 16
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    This is a great place to stay. Quiet and relaxing but close enough to be able to drive to everything we wanted to do. Amazing pools and wonderful ocean view. House was...
    Reviewed 13 June 2017
    If you want a quiet relaxing vacation rental then this is the one for you. We spent a week at this villa on East End, if only we could have stayed another week. It is away...
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    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....
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    Location Information
    East End, Grand Cayman KY11801
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Frt Ground Flr 2000sf pool outside frt door1 / 17
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    1st time in to the Caymans. Picked this on trip advisor. And was very happy. Clean, spacious, had all you needed. View of ocean. Good snoring out front. Had umbrellas to put up...
    Reviewed 21 March 2018
    What a great condo and terrific location. Perfect for a family of four on spring break from the mid-Atlantic winter! Close to super market, beer & wine store, and countless...
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    About this property
    Great 2/BR. 2/Bath ground floor 2000 sq. ft. villa on Seven Mile Beach located walking distance from down town shopping , next door to 'The Wharf' (one of the finest restaurants on the island) supermarket and of course only 80ft from the ocean. The villa is centrally air conditioned with ceiling...
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    Location Information
    Seven Mile Beach, Grand Cayman BWI
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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