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Grand Cayman House Rentals

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    Travellers to Grand Cayman are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    104 Matching Rentals in Grand CaymanView all 393 rentals
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    Starboard Kai Beachfront Home Rum Point Cayman Kai1 / 74
    (25)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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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    Sea Cove1 / 23
    (6)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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    Amenities & Details
    • 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 1 March 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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    North Side, Grand Cayman KY1 0001
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tiki House Grand Cayman, Seven Mile Beach Area1 / 102
    (24)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    If I could give the Tiki House a higher rating, I would! The location, for starters, is ideal. Being a 2 minute walk from the famous Seven Mile Beach alleviated the stress of...
    Reviewed 5 March 2017
    On booking a dive/vacation trip for 6 people to the Caymans, we decided to try VRBO instead of having to get three separate hotel rooms. We located the Tiki House, read the...
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    About this property
    Beautiful private residence. Tiki House is set behind a coral wall, with wonderful garden patio shaded by a bougainvillea trellis. Great ocean views and just steps to Seven Mile Beach's sandy, palm shaded public beach. Famous snorkeling at Cemetery Reef is close by as are great local restaurants,...
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    West Bay, Grand Cayman KY 1
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Beauty1 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2015
    What an amazing experience! Cathy and Jerry have created the most lovely and thoughtful home away. If you want a sanctuary away from the hoards, this is THE place to go...
    Reviewed 10 March 2015
    This gem of a villa is incredible! My wife and teenage daughter and son stayed here for a week, Feb 17 thru the 24th. We absolutely loved it here. The Villa is extremely well...
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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!*** Welcome to Sea Beauty, a Cayman-style gingerbread cottage located on the island's south coast. Sea Beauty is unique from the other properties we manage in that it has...
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    East End, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2BR-Moon Glow1 / 21
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2012
    We stayed at the Moon Glow Mar\Apr 2011 for 10 days and it was just an amazing holiday. We were there to relax and for the amazing snorkeling.The home was clean and the view was...
    Reviewed 1 April 2012
    The house has a great view of the ocean from the living room and the outside deck. You can walk to the Rum Point Club easily, which we did several times. There is a wide...
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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!*** Moon Glow is a 2 bedroom oceanfront home in Rum Point along the north coast. With cute, sunny interiors that capitalize on the ocean views, sandy beach, and...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 17 February 2018
    Perfect. Great location. Beach not crowded and no people up late being loud. The perfect getaway we visit the caymans once or twice a year. We will book here again
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    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (2 King beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    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 30 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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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Terrace
    • Ocean Views
    • Patio
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, spacious 2 bedroom beachfront condo. Great for small families or couples retreats. This spacious beachfront condo is spread over two floors with all of the amenities that one could need. A large corner patio, two full bathrooms and a fully equipped kitchen will make you feel at home upon...
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    Location Information
    Bodden Town, Grand Cayman KY1
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Grill
    • Air Conditioning
    • Internet Access
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2016
    Traveled with my family of 4 and friends who also stayed at Regal Beach in unit #222. The condo was clean, tastefully decorated, and had all the little things that many others...
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    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5BR-Cos Kai1 / 24
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2016
    We absolutely enjoyed our stay at Cos Kai. Four couples. The Great Eight travel together to the Caribbean every 2 years. This was our 8th trip,. Everything was smooth from the...
    Reviewed 22 April 2016
    Our stay at Cos Kai could not have been better. The booking process was easy and seamless. For some reason we felt more comfortable dealing with a company based out of Richmond...
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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!*** Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
    • Parking
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5BR-Two Rainbows1 / 25
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2015
    We just enjoyed a wonderful week with our family at this villa. It is beautifully situated for those who love hanging out on a great beach, playing in the pool, sunbathing...
    Reviewed 6 July 2014
    We have rented many properties and this house had to be one of the best. The house was well kept and very clean when we arrived. The kitchen was top notch as it seemed like it...
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    *** 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!*** Two Rainbows is one of our most popular 5 bedroom villas. Located in Cayman Kai within the turquoise waters of the North Sound, Two Rainbows offers the sought-after...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Parking
    • 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
    Seven Mile Beach, Grand Cayman KY1 1202
    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
    • Grill
    • Washer
    • Parking
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 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
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Grill
    • Balcony
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    • Air Conditioning
    • Internet Access
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    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
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4BR-Villa Caymanas1 / 31
    (13)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2016
    OMG this place was so amazing, we didn't even consider this place initially because several of the pictures do it no justice at all and were not very appealing. Please don't let...
    Reviewed 13 March 2014
    Villa Caymanas is a lovely house right on the beach and is privately situated among landscaping and vegetation. The property is as described. Because it is on the North of the...
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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!*** Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater...
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    Old Man Bay, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 2nd floor direct ocean view condo with two bedrooms (2 King beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tarasand1 / 18
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2015
    We spent 11 nights in July at the Tarasand Villa in Grand Cayman. The place is perfectly put together. Whoever designed the home, the interior and the kitchen amenities, really...
    Reviewed 28 May 2014
    We had two families stay at this home for business conference/vacation purposes. There were 4 adults and 3 children (under the age of 14 years old). The home could have...
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    About this property
    Tarasand sits on the waterfront in Cayman Kai within Rum Point along the north coast. This two story luxury villa is a great family or couples choice and offers barefoot swimming from it’s palm-shaded beach. At the end of a quiet cul-de-sac, Tarasand is extremely private and the chances are high...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2BR-Thatch Hill1 / 27
    (22)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2016
    Thatch Hill had everything we had hoped to find on this vacation: privacy, peace and quiet, a magnificent view of the sea, our own pool & easy access to tennis. The sea...
    Reviewed 20 September 2015
    First trip to Cayman Islands. Thatch House was the perfect spot, we cannot wait to come back. House was clean and beautiful. We had lots of privacy but an easy drive to see...
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    About this property
    Thatch Hill is located on the north side of the island, just 300 yards east of the Rum Point Club. Thatch Hill boasts stunning views of the sparkling Caribbean Sea, a large beachfront freshwater pool, and a spacious full-width screened porch with outdoor dining table for sunset dinners and drinks....
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    Location Information
    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Grill
    • Terrace
    • Children's Pool
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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
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    • Air Conditioning
    • 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Terrace
    • Grill
    • Children's Pool
    • Balcony
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Kai Time Island House, Cayman Kai/Rum Point1 / 37
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Our ten day stay at Kai Time Island House (#14) could not have been better. Kudos to the owners who have made this place so welcoming - no details have been overlooked. This...
    Reviewed 9 June 2017
    We wanted a vacation that included quiet time yet had the amenities close by. We had a great time snorkeling at Rum Point, handling the starfish, and time at Kaibo. We also to...
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    About this property
    Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,...
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    Location Information
    Rum Point, Grand Cayman GRAND CAYMAN CAYMAN ISLANDS
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    ***Save 20% off rates for September - October 2018 bookings!*** Note: All guests must be 18+ only. No children, no infants please. This home sits on a cliff-edged lot and the owner does not want any accidents. No exceptions.* Fishbones is located on the Northeast of the island, just about 2 miles...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3BR-Fingertip1 / 18
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 3 July 2014
    We have stayed in several houses in the Rum Point area and this was the best beach location for a relaxing, private vacation for us and our friends. With two master suites...
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    *** 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!*** Fingertip is directly waterfront at the end of a sandy point in Cayman Kai on the north coast. This one story, extremely private villa is an excellent choice for a...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2BR-Cool Change1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Reviewed 13 April 2016
    We thoroughly enjoyed our stay at this cozy beach cottage! It was very clean, beautifully decorated and had everything we could possibly need. It has a private beach and great...
    Reviewed 13 January 2016
    Such a lovely Villa! Very private, comfortable and all the amenities of home plus so much more...loved the cute glasses and wine glasses, how much fun!! The owners have done...
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    *** 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!*** Cool Change is the quintessential Caribbean island getaway cottage. Surrounded by mature palms and casuarina trees on an acre-sized lot, Cool Change offers peace,...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fantasea1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2016
    We absolutely loved the home - Fantasea! We rent many homes all over as we travel on vacation with our family or just the 2 of us. Fantasea was without a doubt the cleanest...
    Reviewed 16 November 2014
    Had a great time, love the place, we are saving up to return. We 100% loved everything about the place, location, clean, well decorated, nice sandy beach and just awesome! The...
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    *** 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!*** Fantasea is a large waterfront villa with private pool and personal dock in Cayman Kai facing due west. A cute, coral Caribbean-style home, Fantasea offers sparkling...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2017
    My wife, daughter and myself reserved this 3 bedroom, 3 bath for a weeks vacation just before Christmas. We absolutely loved the first class accomodations. It was nice for all...
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    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3BR-Just For Fun1 / 24
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 January 2015
    We recently had the pleasure of staying in “Just for Fun” out on Rum Point. I can’t imagine a more relaxing vacation venue. The location was fantastic: right there on the cove...
    Reviewed 25 December 2014
    I’ve been visiting the Cayman islands for over 15 years, and Just For Fun is the place I look forward to staying most! We love how it’s fresh and updated with all the...
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    Just For Fun has all the amenities for a truly fun getaway including kayaks, an outdoor grill, a private pool, and a palm thatched hammock cabana. Located on one of the world's few bioluminescent bays, guests staying at Just For Fun can observe the phosphorescence glow right on the villa's private...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 3 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 16 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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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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
    • 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
    • Internet Access
    • Parking
    • Balcony
    • Grill
    • 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
    • Grill
    • Balcony
    • Terrace
    • Parking
    • 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 ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Internet Access
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    • Grill
    • Air Conditioning
    • Children's Pool
    • 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 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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Children's Pool
    • Internet Access
    • Grill
    • Balcony
    • 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 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Heritage House1 / 24
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Suitability
    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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    *** 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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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ocean Kai1 / 28
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2016
    First of all, let’s get it out there…this house is AMAZING! Our family of 10 (grandparents, ourselves and our college-age kids with their friends) had a relaxing, fun, quality...
    Reviewed 27 July 2015
    This house is stunning and crazy spacious! There was a large group and small children all under age of 7. this house was PERFECT!!!! I cannot explain what a great plan this was...
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    *** 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!*** Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 sq ft of lofty living space, with tall ceilings and open concept design, Ocean Kai...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Welcome to We’ll Sea, a charming 2 bedroom beach cottage on perfect white-sand beach with clear, shallow waters ideal for barefoot swimming. Located on Grand Cayman's north side, just 250 yards from the iconic Rum Point Club, We'll Sea is one of the last affordable rental villas on this...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedroom Private Home w/pool - 323 ft. from Seven Mile Beach - Clearwater House1 / 28
    (17)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    Our family of 5 just returned from a fantastic vacation at Clearwater House! This is a beautiful home on a quiet private street that is a quick walk to a pristine beach where we...
    Reviewed 30 April 2018
    Our group of 9 had what everyone afterwards described as the perfect family vacation at Kathy's beautiful home in West Bay, just north of Seven Mile Beach in Grand Cayman.The...
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    Spacious, 4-bedroom private home located on the inland side of historic Boggy Sand Road, a quiet, dead-end street located at the norther end of Seven Mile Beach. Boggy Sand road is truly unique with a mixture of beachfront mansions and Cayman cottages; it's the best island living in Grand Cayman....
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    Seven Mile Beach, Grand Cayman KY2 2100
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2BR-Cayman Dream1 / 24
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 7 April 2016
    My family stayed here the week after Christmas. We arrived to the home and it was clean and mostly as described. The layout was exactly what we like, open! It did have two...
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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!*** Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean style architecture and a sizable oceanfront pool, Cayman Dream is a...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    *** 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!*** Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3 bedroom, 3 bathroom award-winning home designed by renowned architect John Doak. An...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6BR-Moon Kai1 / 48
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2013
    I wanted to write a review because this was the most amazing trip we have experienced even with 5 kids under 5. The Cayman Shoppers was perefect! Chet with Empty suitcases.com...
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    *** 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!*** Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Cayman Kai. The main house and optional, beautifully-equipped coachhouse...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    4BR-Christmas Palms1 / 24
    (24)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
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    Reviewed 29 July 2014
    This place was just as the pictures show. My husband went to celebrate our 35th wedding anniversary with our sons (one with wife and our 11 years old granddaughter, the other's...
    Reviewed 22 June 2014
    Just got back from the best vacation we have had in a while. I can't say enough about this house. It was perfect for our family. There were 5 adults and a 7 year old and...
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    *** 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!*** Welcome to Christmas Palms! This spectacular villa sits directly oceanfront in Old Man Bay on the north coast. The villa offers luxurious interiors that are...
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    Location Information
    Old Man Bay, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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