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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.
    261 Matching Rentals in Cayman IslandsView all 432 rentals
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    2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.21 / 27
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    2 BR condo on Seven Mile Beach with ocean views1 / 19
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cayman  Beachfront  at  22 Villas Pappagallo1 / 17
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • 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 11 August 2018
    Our first trip to cayman and couldn't have chosen a better place to stay. The condo was comfortable and well appointed with ocean views. Within 10 mins we were at local...
    Reviewed 1 June 2018
    Nice place clean Effie very helpful nice lady . Grounds are well kept along with beach area very clean. Would stay there again!
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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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    99999, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 February 2016
    This was our first time to Grand Cayman Island and we cannot wait to go back. It was breath taking, truly a vacation of a lifetime.We cannot even begin to describe how...
    Reviewed 23 January 2016
    My wife, sister-in-law, and I had a wonderful experience at the Ocean Pearl. Truly remarkable.The condo is right on a sparkling strip of beach. Besides a few sand pipers and...
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    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront villa. Here you can discover the natural side of Grand Cayman, escape your busy life and enjoy peace and tranquility. Part of the Northern Lights development, we are one of just nine units and are bordered by the Salina...
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    Location Information
    KY1 0001, North Side, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kaibo Phase 2 - A4, Grand Cayman1 / 12
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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 5 July 2018
    We just returned from 6 days here. It was beautiful, and the condo location is perfect - it overlooks the pool and is also right on the sand on the beach. We have 2 kids (8 &amp...
    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...
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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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    Coral Beach Villa - A brand new and tranquil getaway...Let the sea set you free1 / 22
    (3)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2018
    Just returned from a second stay at this gem of a getaway. Well appointed and beautifully situated, Coral Beach villa makes enjoying life on Cayman Brac easy. With ample space...
    Reviewed 24 May 2018
    From the gorgeous views and exceptional service to top class accommodation, Coral Beach Villa is amazing! We thoroughly enjoyed ourselves and will definitely be booking annually...
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    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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    KY2 2101, Cayman Brac, Cayman Islands
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • 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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    Location Information
    KY1 1100, West Bay, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Front Villa -New on the Market Available Christmas- New Years -High Season1 / 20
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    We loved starting our honeymoon here! It is at the East End of the island, away from the commercialism of Seven Mile. We were able to experience beautiful seclusion, peace...
    Reviewed 24 July 2018
    I traveled with my girlfriend and we stayed for a week. The house is located on the north side of the island by Old Man Bay. There is a condo unit next door that can see into...
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    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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    Coral Sands Resort: 2-BR, Sleeps 6, Full Kitchen1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2016
    I exchanged my time share weeks to stay here in April 2016 with 3 friends, and I am very impressed. We were given Unit #1 which is water front. I love seeing the sunset right...
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    About this property
    Coral Sands Resort is a small resort located close to downtown Georgetown and within walking distance to shopping, restaurants, and nightlife. Enjoy a day at Seven Mile Beach just a short drive away, or relax at the resort's private beach. The resort also has a small pool. Pool view Direct access...
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    Location Information
    KY1 1202, George Town, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 21 May 2018
    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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    Location Information
    KY1 1501, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beach condo with sunset view1 / 42
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Ocean Views
    • Children's Pool
    • Wi-Fi
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Awesome, modern condo with the best snorkeling just on the other side of the jetty. Close to 7 mike beach and all the action! Stay well connected with all the electromics and...
    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...
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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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    Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 61 / 13
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2015
    We just returned from spending a week at Cayman Stead. Jackie was very prompt to address all my questions prior to our departure, and she provided great information on the area...
    Reviewed 3 March 2015
    We fortunate enough to stay here for two months this winter! This unit has a well equipped kitchen for someone that wants to do a little cooking. The pans are not so thin...
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    About this property
    This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo...
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    KY1 1701, North Side, 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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    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Great Location & Value! 7mile Beach Condo next to *NEW*  Margaritaville Resort1 / 30
    (4)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 facing the beach however a 2 minute walk to the beach and NO HASSLE of...
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    Location Information
    KY1 9006, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 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
    • 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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    Location Information
    N A, West Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Cayman Conch Quest Beachfront Condo in Rum Point1 / 11
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2018
    Great condo in great location! Steps to the pool and great beach. Bob (owner) was super helpful! Our 6th stay on the Northside of the Island, first at this condo and we will...
    Reviewed 9 December 2017
    M y husband and I stayed here for a week. The condo is very clean and very comfortable. The linens and towels are plush and plentiful. The kitchen is completely stocked with...
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    About this property
    Welcome to Cayman Conch Quest! Our first floor location has great unobstructed views of the Caribbean Sea and direct access to the beach and pool, both only steps from the private lounging deck. Enjoy your meals in the screened lanai where the sights and sounds of the ocean will make you wish...
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    KY1 1700, Grand Cayman, Cayman Islands
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • 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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    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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    Location Information
    GRAND CAYMAN CAYMAN ISLANDS, Rum Point, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Le Soleil d'Or Luxury Beach Cottage, Private Pool1 / 14
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2016
    I recently spent a week in the Le Soliel d'Or cottage with my husband and two-year-old daughter and can not wait to return. It was the perfect place to spend time together as a...
    Reviewed 8 December 2015
    I just returned from a stay in the "Cottage" at Le Soleil d'Or. I feel like I'm now returning from heaven. What a unique and fabulous experience. I was able to tour the...
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    About this property
    Tranquil and secluded. The single-story Beach Cottage retreat is the perfect location for a honeymoon, small family or a relaxing, romantic escape. This oceanfront getaway sleeps two to four and includes your own private pool and beach. Le Soleil d'Or is home to its very own organic 20-acre...
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    Location Information
    KY2 2000, Cayman Brac, Cayman Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Seven Mile Beach Ground Floor Unit  Great Location1 / 53
    (12)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 3 weeks ago
    The title is a true reflection of our trip! The condo was spacious, clean, fully stocked and convenient to great food and George Town for shopping. The beach is beautiful and...
    Reviewed 23 June 2018
    Good location. Well equipped with dishes, plenty of towels, beach towels and snorkel equipment. On Tuesday, there was a gathering with food, music and rum punch.
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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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    Location Information
    KY11104, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4BR-Great Escape1 / 23
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2015
    We really enjoyed our stay at this property but we're disappointed by a few things. First of all, the purple bedroom was listed as a king bed on the site we booked from, but we...
    Reviewed 3 March 2015
    Frist visit to Grand Cayman in January with extended family and were lucky enough to book the Great Escape Villa through Grand Cayman Villas and Condos(.net). Jim offered us an...
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    About this property
    *** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Great Escape is located on a quiet cove in Cayman Kai merely a few steps from the Rum Point Club. This sprawling villa consists of a main house with 3 bedrooms and 2...
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    Location Information
    KY1 1202, Grand Cayman, Cayman Islands
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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 3 June 2018
    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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    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
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    • Waterfront
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    • 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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    Cayman Reef Resort #50 - Best Value on the Beach1 / 55
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Patio
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    We have now been back 5 times in the past 5 years and stayed at Cayman Reef Resort every time. My wife and I love it. It isn’t cheap but we always know things will be in good...
    Reviewed 12 November 2017
    My wife and I just returned home after spending a beautiful, relaxing week on Grand Cayman. The booking process was a breeze with Marc responding back to us within a few hours...
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    About this property
    Cayman Reef Resort Number #50 is a spectacular Cayman vacation rental condo situated on Seven Mile Beach. You can enjoy access to the private Grand Cayman resort swimming pool and walk to the breathtaking sandy Seven Mile beach just steps away. Enjoy the spectacular location and beautiful set up in...
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    KY1 1204, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sprat Bay Luxury Villa1 / 24
    (6)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 27 July 2018
    Our family of 6 adults and 4 children ages 10, 6, 5 and 2, spent ten wonderful days in this home. The kitchen was ideal for fixing large meals. The cabinets are fully stocked...
    Reviewed 29 May 2018
    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...
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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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    KY1, George Town, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Housekeeping Included
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If peace and quiet, diving, snorkelling and spelunking is your passion, you will love Kings Point, Cayman Brac. Located on the oceanfront, backed by the bluff, Kings Point is located on the southeast shore, near Great Cave and the blow holes at the end of the island. It is quite private and...
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    CAYMAN BRAC, Cayman Brac, Cayman Islands
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Housekeeping Included
    • Children's Pool
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    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BRAND NEW LISTING! Experience the elegance of this 2nd floor Regal Beach unit. One of its best features is unobstructed views of the picture-perfect powdery white sand beach and the azure waters of the Caribbean Sea from your private patio. The living area offers plenty of relaxing seating with...
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    Location Information
    KY1 1202, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 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
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    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Terrace
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated 2nd 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 white sand and turquoise sea of the most prestigious...
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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Regal Beach Club #2311 / 24
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2018
    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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    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    KY, George Town, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Well Appointed Townhouse in Great Complex!1 / 37
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Children's Pool
    • Balcony
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    We loved the location of this spotless and spacious condo. It was very quiet and comfortable for sleeping with lots of space for 4 adults and a baby. The pools right outside the...
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    About this property
    3-story townhouse in very popular and family oriented complex. Gated community with 3 phases and 3 beautiful pools for your use. One of which is right outside your back door. The pool also has a great area for toddlers, which is about 1.5 feet deep. The complex also has 2 tennis courts and a...
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    KY1 1103, George Town, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Heritage House1 / 24
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2016
    We travelled to Grand Cayman with our family (age range from 8 months to 70) The house is absolutely beautiful in a stunning location and within easy walking distance to Rum...
    Reviewed 13 March 2016
    Our group was 4 couples and Heritage House was perfect with 4 bedrooms each with its own bath. Common area on first floor very comfortable - great covered porch overlooking...
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    About this property
    *** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Heritage House is a two-story beachfront home located in Rum Point along the north coast. The most notable feature of this home is the two-story full-length...
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    KY1 1202, Rum Point, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool (Aug - Dec 10-20% Off)1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
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    • 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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    KY1 1206, Rum Point, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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 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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    KY1 1501, East End, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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 23 May 2018
    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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    Regal Beach Club #1341 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
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    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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    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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    • Internet Access
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    • Balcony
    • 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 2nd 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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    Cayman Reef Resort #1 - Renovated Seven Mile Beach1 / 28
    (19)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    We had a fantastic time at Cayman Reef Resort! Marc was very responsive to questions and the condo unit #1 was beautiful and well maintained. The office staff and other...
    Reviewed 10 March 2018
    This condo is 10 minutes from the airport, located within walking distance of multiple restaurants, Camana Bay and the Marriott and a short distance from grocery stores. The...
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    About this property
    Brand new, fully renovated Cayman Reef Resort Residential Condo Suite #1 is a beautiful Seven Mile Beach vacation rental in the Cayman Islands. Top of the line finishes and amenities are sure to satisfy all guests. You will love your stay in this fantastic vacation condo. The Grand Cayman vacation...
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    Location Information
    KY1 2004, Seven Mile Beach, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point1 / 23
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    Breathtaking views!. Large, sparkling clean, 3-bedroom condo with full kitchen and laundry; large 2nd-floor patio/deck area. If you are looking for peace and quiet - this is...
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    About this property
    Tranquility in the Tropics is what you'll find at Paradise On the Bay! Come to our well appointed three bedroom beachfront condo and feel at home. Bring your friends, family, or just yourself to our comfortable, airy piece of heaven on Grand Cayman's lush North Side. Rent a car and explore all 22...
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    KY1 1001, Old Man Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    View of the Ocean from every room / Pool1 / 9
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
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    • Ocean Views
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2015
    Stayed here over the Easter and what a beautiful condo! Loved everything about this place including the views, sea breeze and pool/jacuzzi. Property manager Van was always...
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    About this property
    Welcome to our new townhouse just 100 yards from the ocean! You can see the ocean from every room of the house. Living Room, Dining Room, Kitchen and both Bed Rooms. We enjoy our privately-owned home as a diving and vacation destination, properly named The Byrd Nest As we are Michael And Rachel...
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    Location Information
    KY2 2101, Cayman Brac, Cayman Islands
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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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
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    • 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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    • Internet Access
    • Washer
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    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Grill
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    • 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
    KY1 1202, Seven Mile Beach, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Regal Beach Club #6321 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2018
    This property is one of the best ever! Fresh on outside, location amazing, beach is private and perfect, condo was updated and perfect size with great screen porch for perfect...
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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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    • Parking
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    • Balcony
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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
    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 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #1 'Divers Heaven'- this 1100 sq.ft. apartment features 2 bedrooms, 2 1/2 bath, on two levels and sleeps 6. Main floor is open concept, a fully equipped kitchen including a dishwasher and washer/dryer, dining area, living room with 55' flatscreen with direct pool lounge and patio access to the...
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    Location Information
    KYI 1302, West Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: 2-BR, 2 Baths, Sleeps 6, with Full Kitchen. Fixed week rental, 7 nights blocks only, Friday, Saturday or Sunday check in / changeover only. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM 1: Queen Size Bed BEDROOM...
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    Location Information
    KY 1 1106, East End, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turtle Crossing is a large 2,700 sq. ft. three bedroom, three bath villa seventy five feet from the beautiful Caribbean. The villa is made for relaxation with large bedrooms, each with a seating area allowing one to withdraw comfortably for rest or reading. There is a large fully equipped...
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    Location Information
    KY2 2001, West End, Cayman Brac
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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