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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.
    233 Matching Rentals in Cayman IslandsView all 354 rentals
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    2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.21 / 27
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Seven Mile Beach Ground Floor Unit  Great Location1 / 48
    (10)Excellent
    2 Bedrooms, 2 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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    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    The rooms were very clean, but needed some updating. ALL of the staff were wonderful, friendly and patient. We really enjoyed the pools, bars, restaurants and the view was...
    Reviewed 8 May 2018
    Rental was great for beach, diving, and food. This is in East of island away from the crowds in the west.
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    About this property
    Fixed week rental, check in days: Fri, Sat, Sun. Studio, Sleeps 2, with Full Kitchen and/or 2-Bedrooms. Sleeps 6 are/may be also available - please inquire about rates and availability. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM: Queen Size Bed KITCHEN FACILITIES: Blender,...
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    KY 1 1106, Gun Bay, Grand Cayman
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 12 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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    KY1, Rum Point, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beach Is 37 Steps From Front Door!!!1 / 36
    (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 10 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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    KY1 1100, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 15 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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    KY1, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Regal Beach Club #1341 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Grill
    • Terrace
    • Children's Pool
    • Balcony
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    • Washer
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    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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    N A, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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 21 April 2018
    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 20 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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    BWI, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We feel so fortunate to have recently had the opportunity to spend 3 glorious weeks at Endless Breeze – our first visit to Grand Cayman.My husband and I are nurses (me...
    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...
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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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    KY1 1501, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 BR condo on Seven Mile Beach with ocean views1 / 38
    (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 22 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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    KY1 1111, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    KY1 1202, Seven Mile Beach, Grand Cayman
    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 8 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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    GRAND CAYMAN CAYMAN ISLANDS, Rum Point, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cayman  Beachfront  at  22 Villas Pappagallo1 / 34
    (11)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 2 weeks ago
    Nice place clean Effie very helpful nice lady . Grounds are well kept along with beach area very clean. Would stay there again!
    Reviewed 27 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...
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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
    99999, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Regal Beach Club #2311 / 24
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Parking
    • Internet Access
    • Terrace
    • Balcony
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This condo is located directly on Seven Mile Beach. The beach was only steps away from our condo. Restaurants, gas stations, and bars were also in walking distance. The pool...
    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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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 22 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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    Location Information
    KY1 1206, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beach condo with sunset view1 / 42
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Ocean Views
    • Children's Pool
    • Wi-Fi
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    Gorgeous condo: clean, newly redecorated, complete kitchen with anything you could ever need, absolutely stunning inside. Very attentive and helpful owner. Property very nice...
    Reviewed 18 November 2017
    Very Nice Condo on 3rd Fl. Bill the owner was very nice and very responsive to any questions. The condo has some very nice hi tech upgrades. Bill gives you 2 phones to use and a...
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    About this property
    This recently renovated top floor unit offers stunning views of both the Caribbean Sea from your substantial private balcony and the pool area from the balcony or the side window. This unit has been professionally finished with luxury and elegance, including therapeutic walk-in shower, high end...
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    KY1 1111, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Modern condo steps from the beach1 / 23
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2017
    Our family just spent a gorgeous week on the Grand Cayman. It was our 2nd trip there and this time we stayed at the property recommended by a friend and so happy that we...
    Reviewed 2 January 2017
    Great location, very short walk to the beach and snorkeling. The house was perfect for our family of 6. The home was spacious and well appointed with everything you would need...
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    About this property
    You'll love this bright, clean and spacious home, tricked out with the latest entertainment tech. Perfect for your island getaway, this home is a few short steps from the white sand and crystal clear water of Seven Mile Beach. The unit comes with a paddleboard and snorkeling gear, ideal for the...
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    Location Information
    KY1 1111, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Location Information
    KY1 1204, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    KY1 1208, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    4BR Pool View at Boggy Sands Club, Seven Mile Beach1 / 36
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Washer
    • Children's Pool
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    Our family had the best time in Cayman! It'so easy to do what you want each day when you don't have to worry about any of the details regarding a properly stocked luxury...
    Reviewed 2 October 2014
    My wife and I had the pleasure of staying here for a week in September 2014. Our first wonderful experience started with the owners who were very accessible, friendly, and easy...
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    About this property
    Sand to Sea barefoot luxury. 4 Bedrooms, 4 Bathrooms, Sleeps 10 (King Size, King, Full & Full and 2 Bunk Beds to sleep 4 kids). 2500 Sq feet of Luxury living with private balconies off the living room and master bedroom over looking the pool and pavilion. 100 Feet from Seven Mile Beach via a...
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    KY1 1201, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    KY1 9006, North Side, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    About this property
    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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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    • Washer
    • DVD Player
    • Internet Access
    • 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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    KY 1301, West Bay, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Regal Beach Club #6141 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Parking
    • Children's Pool
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Condo is exactly as described. The location is perfect for beach lovers--situated directly ocean front on 7 mile beach. Views from the living room and Patio (screened) were...
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    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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    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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    KY, Old Man Bay, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sprat Bay Luxury Villa1 / 72
    (5)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 2 weeks ago
    This house was immaculate! It slept our group of 23 without feeling like we were on top of each other. The pool and views were amazing! The beach was literally steps from the...
    Reviewed 6 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...
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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
    KY1, George Town, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Children's Pool
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    • 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    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
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    • 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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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    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
    • Grill
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    • 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette1 / 39
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    The view is worth the trip. Awake daily and set on the veranda and enjoy the Caribbean sea. The room is functional and the bed was super comfortable. The only negative I can...
    Reviewed 1 January 2018
    The price was really competitive against others in the area. Staying during the busy season is really expensive and we were glad to find this place which offered a kitchenette...
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    About this property
    Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturdays check in only. Studio Beach Suite Our Grand Cayman Studio suite is beachfront with an area of approximately 450 square feet, including its own balcony. Studio suits two, with a king size bed overlooking the...
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    KY1 1801, East End, Grand Cayman
    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 18 April 2018
    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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    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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    KY1 1801, East End, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Morritt's Tortuga Club: Studio, Sleeps 2, Full Kitchen1 / 32
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Garden
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    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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    Location Information
    77777, East End, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    • 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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    KY1800, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
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    • 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    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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    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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sir Turtle Beach Villas - Ocean Front Villas - 8 b1 / 100
    (12)Excellent
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Patio
    • Waterfront
    • Ocean Views
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2017
    I've stayed here once before. This place has everything you need and is also comfy. It's in the middle of everything but also private. Couldn't recommend this place enough.
    Reviewed 23 February 2017
    We were looking for a quiet place we didn't have to leave to have fun. We found it. We only left to go to the carryout and to fish (once). We are very thankful this family...
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    About this property
    A piece of Paradise Two 4 bedroom Villas A beautiful exclusive, tranquil and casual beach front setting on serene Little Cayman...a bird watchers, scuba divers, and snorkelers paradise. Nestled in South Hole overlooking the Caribbean Sea, the nautical style villas have 4 bedrooms and 2...
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    KY1 1102, Little Cayman, Cayman Islands
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 20
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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
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Kaibo Phase 2 - A4, Grand Cayman1 / 12
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2018
    We spent six weeks at the condo and found it to be very pleasant. The settingis beautiful and we especially enjoyed the screened in lanai which has agorgeous view. The...
    Reviewed 8 March 2017
    Kaibo is an extremely beautiful area of Cayman and MaiK is everything you could wish for in a holiday home. It has two large bedrooms, two bathrooms, a large living room and a...
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    About this property
    Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. Tourist License / Licencia de turismo N °: A-178
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    Location Information
    KY1 1110, Rum Point, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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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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    Location Information
    KYI 1206, George Town, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Washer
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    • Children's Pool
    • Grill
    • Terrace
    • 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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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    • Parking
    • Washer
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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
    KY1 1202, Seven Mile Beach, Grand Cayman
    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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    • Washer
    • Internet Access
    • Children's Pool
    • Parking
    • Air Conditioning
    • Balcony
    • 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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 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
    • Washer
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    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
    KY1 1501, East End, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 bedroom condo on the quiet island of Cayman Brac1 / 12
    (23)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2016
    The condo is in a great location. The beach is right there at your door. We had some great, quiet, relaxing sunsets there. We enjoyed snorkeling in front of the condo, even...
    Reviewed 8 March 2016
    This review is long overdue… but better late than never!! I titled it “My Paradise”, because at least for my family and I, it was! I happened upon this condo when I was...
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    About this property
    This is a ground floor, end unit, 2 bedroom - 3 bath condo located on a reef protected beach. You walk out the sliding door right onto the beach, within steps of the ocean. Restaurant, bar & pools on the property. The dive shop & grocery store are within a mile of the resort. Very quiet,...
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    Location Information
    KY2 2101, West End, Cayman Brac
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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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    Location Information
    KY1 1206, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Children's Pool
    • Internet Access
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    • Balcony
    • 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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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-61 / 22
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I had left a rave review on the previous owners posting and I honestly loved our stay here so much that I felt I needed to post again so that a well deserved good review for...
    Reviewed 3 April 2018
    Kaibo is a great spot for a relaxing vacation. Located on the quiet side of the island. The condo was very clean and decorated in bright island colors. They had a grill there...
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    About this property
    Welcome to our oceanfront condo in beautiful, upscale Cayman Kai which is located on the quiet side of Grand Cayman. Built in 2005, this ground floor condominium is part of Kaibo Yacht Club, Phase II a small, private 30 unit condo complex. Walk 20 steps from the screened in Lanai to the infinity...
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    Location Information
    KY1 1701, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cayman Calypso Villa1 / 16
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Balcony
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    If your looking for a spacious,quiet, comfortable home away from the cruise tourist..A place to really feel at home..This IS the place to be! We loved our 11 day stay here. The...
    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...
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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
    KY11801, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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