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Cayman Islands House Rentals

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    Travellers to Cayman Islands are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    118 Matching Rentals in Cayman IslandsView all 429 rentals
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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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    Ocean Pearl Beachfront Townhome Vacation Rental1 / 27
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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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    Starboard Kai Beachfront Home Rum Point Cayman Kai1 / 37
    (25)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2018
    We just returned from Starboard Kai and had a wonderful vacation! This was our first visit to Grand Cayman and we were very pleased to have chosen Starboard Kai as our home...
    Reviewed 8 June 2017
    Starboard Kai #4 was "paradise" with breath-taking, beautiful, panoramic views of crystal, blue ocean, fantastic diving and snorkeling with pink, silky, sandy beaches...
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    About this property
    Beach directly out the back door and Rum Point beach steps out the front door. You are literally sandwiched between two beaches. Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front door, Starboard Kai has the...
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    Rum Point, Grand Cayman KY1
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool (Aug - Dec 10-20% Off)1 / 74
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2017
    My wife, daughter and myself reserved this 3 bedroom, 3 bath for a weeks vacation just before Christmas. We absolutely loved the first class accomodations. It was nice for all...
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    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Kai Time Island House, Cayman Kai/Rum Point1 / 37
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Our ten day stay at Kai Time Island House (#14) could not have been better. Kudos to the owners who have made this place so welcoming - no details have been overlooked. This...
    Reviewed 9 June 2017
    We wanted a vacation that included quiet time yet had the amenities close by. We had a great time snorkeling at Rum Point, handling the starfish, and time at Kaibo. We also to...
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    About this property
    Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,...
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    Rum Point, Grand Cayman GRAND CAYMAN CAYMAN ISLANDS
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    • 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 #6141 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Parking
    • Children's Pool
    • Air Conditioning
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    • 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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    Escape from Reality - Ocean Front!1 / 47
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2018
    Absolutely fantastic place. Well furnished. Clean. Well located. Will be back. The only advise is the beds were to small
    Reviewed 6 February 2018
    I have rented scores of vacation homes in many locations and I have to say this was my favorite of all time. Comfy, cozy, and had everything we needed for a wonderful vacation...
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    About this property
    Hear and see the ocean in this beautiful, newly remodeled 1500 Sq. Ft, two bedroom beach front home features an open floor plan enabling you to interact with others easily. It has free stateside calls, central air, three sitting areas, all new kitchen appliances, bottled water quality water...
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    West End, Cayman Brac KY2 2001
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    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
    • Grill
    • Balcony
    • Terrace
    • Children's Pool
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sea Beauty1 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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 11 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Grill
    • Balcony
    • Parking
    • Air Conditioning
    • Internet Access
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    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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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 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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    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 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cayman Brac Getaway--A Perfect Island Beach House!1 / 17
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2018
    We couldn’t have asked for a better location: right on the ocean with a lovely view, serenaded by crashing waves and cooled by the sea breeze; somewhat secluded and set back...
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    About this property
    The Getaway has been described as 'the perfect island beach house'. The house has an open modern design that allows the breeze to flow through the rooms. Situated on the south (windward) side of Cayman Brac, the Getaway oceanfront home is cooled by constant trade winds. Air conditioning is also...
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    Cayman Brac, Cayman Islands KY2
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 2nd floor direct ocean view condo with two bedrooms (2 King beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the white sand and...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Smoking allowed
    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 14 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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    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!*** 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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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    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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    Beautiful White Sandy Beach, Low Season Special, pay for 6 nights, stay 7 nights1 / 13
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2017
    This beach front - reef accessible villa was absolutely amazing. The azure waters at our back door were absolutely the most healthy and best snorkeling on the island. (Don't...
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    About this property
    Special Offer during Low Season (min. 1 week stay) Guest Review: 'This beach front - reef accessible villa was absolutely amazing. The azure waters at our back door were absolutely the most healthy and best snorkeling on the island....' Our piece of paradise looks onto the turquoise waters of the...
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    North Side, Grand Cayman KY1 1700
    Holiday Rental House - 3 Bedrooms, 2 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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    • 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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    Sir Turtle Beach Villas - Ocean Front Villas - 8 b1 / 100
    (12)Excellent
    8 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Washer
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    • Waterfront
    • Ocean Views
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    I've stayed here once before. This place has everything you need and is also comfy. It's in the middle of everything but also private. Couldn't recommend this place enough.
    Reviewed 24 February 2017
    We were looking for a quiet place we didn't have to leave to have fun. We found it. We only left to go to the carryout and to fish (once). We are very thankful this family...
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    About this property
    A piece of Paradise Two 4 bedroom Villas A beautiful exclusive, tranquil and casual beach front setting on serene Little Cayman...a bird watchers, scuba divers, and snorkelers paradise. Nestled in South Hole overlooking the Caribbean Sea, the nautical style villas have 4 bedrooms and 2...
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    Little Cayman, Cayman Islands KY1 1102
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 20
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Internet Access
    • Children's Pool
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    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated 3rd floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    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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    • Internet Access
    • Grill
    • Terrace
    • Children's Pool
    • Parking
    • 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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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    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
    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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    Sea Cove1 / 23
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 7 May 2015
    We decided to visit the Caymans as we wanted a short plane ride from our Des Moines origination. Good flight connection through Charlotte. Airport is small and easy to get...
    Reviewed 30 November 2014
    We really loved this villa - how can you beat a private beach, wonderful views and a beautiful part of the island only a couple of minutes from Rum Point? The villa was very...
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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!*** Sea Cove is a waterfront home within the exclusive Cayman Kai community near Rum Point. Featuring a gorgeous oceanfront screened porch and sundeck, along with a...
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    Grand Cayman, Cayman Islands 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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    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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    *** 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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    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
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    • 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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    About this property
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Air Conditioning
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    • Internet Access
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    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
    • Grill
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    • Balcony
    • Internet Access
    • Terrace
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view condo located at the heart of 7 Mile Beach Newly renovated ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms. Large families can take advantage of the extra Queen Sleeper Sofa available in the living room. This luxury condominium has the...
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    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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    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Internet Access
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    • 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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    Turtle Run-Oceanfront Private Home on Cayman Brac1 / 27
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2014
    Turtle Run was the perfect antidote for a long and bitter cold Montana winter. I stepped back in time when my propeller driven plane gently landed on Cayman Brac; back to a time...
    Reviewed 3 February 2014
    Turtle Run is an elevated home so not for those who have difficulty walking or navigating stairs. There is also no sandy beach, just dead coral, so it is not for those looking...
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    Turtle Run with WOW ocean views, gentle breezes blowing off the ocean, the perfect ending to a day on the water and at the beach. This oceanfront 1500 ft² cottage is perfect for week-long vacations, extended weekend getaways, winter retreats or temporary lodging for relocating professionals. This...
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    Cayman Brac, Cayman Islands KY1 1109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5BR-Cos Kai1 / 23
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    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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    *** 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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    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 17 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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    Hidden Cove1 / 27
    (1)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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!*** Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the exclusive Cayman Kai area, Hidden Cove offers a very large family, or two...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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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
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    Pet friendly
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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    BEACHCOMBERS' PARADISE: Enjoy spectacular sea views from our recently renovated fully furnished secluded beachfront house. This 4 bedroom single story 2000 square ft. ranch style house is situated just 40 feet from the water’s edge on a secluded reef protected sand beach. This rare getaway is all...
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    Location Information
    Little Cayman, Cayman Islands KY32501
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Rest Azured1 / 8
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Waterfront
    • Grill
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    • Hot Tub
    • Air Conditioning
    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2014
    Second trip to this great getaway Island. House was 3 bedrooms plus..very modern baths kitchen and living area. Owner thought about entertaining and location. Would rent again...
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    This brand new beach house provides unparallelled luxury in Little Cayman. With 3 bedrooms, 3 full baths and extra room for additional guests, it is the perfect place to bring families and friends for the ultimate Little Cayman experience. Situated on Charles' Bight, the property boasts 120 feet...
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    Little Cayman, Cayman Islands KY3 1003
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Sunset Cottage1 / 37
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Wi-Fi
    • Ocean Views
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    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2018
    This was the most relaxing vacation we have ever taken. The location was perfect right on the water and was so close to everything. The house had so much space for the 4 of us...
    Reviewed 21 May 2018
    Great place with awesome location.Beautiful sunsets.Cottage is close to grocery store,scuba shop and local restaurants.We could use bikes but car rental would be recommended if...
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    About this property
    Beautiful hideaway on the water, Great sunsets and snorkeling. Kayaks, bikes, amazing veranda, Free WiFi. Your tropical tranquil oceanfront vacation home is just feet from the Caribbean waters. While you sunbathe you can enjoy the ocean breeze and be mesmerized by the turquoise Caribbean waters and...
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    West End, Cayman Brac KY2 2001
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    THE BREEZE, CAYMAN BRAC, CAYMAN ISLANDS. Luxury boutique beach house1 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We feel so lucky to have found Alison's beautiful beach home last year, this is our second time staying here and it has now become our annual dive house. First, the pictures...
    Reviewed 23 January 2018
    We stayed with another couple for a week here and loved our vacation.The Breeze is comfortably accommodating with renovated bathrooms and is wonderfully furnished.The car...
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    About this property
    Welcome to The Breeze. We are a luxury boutique beach house Located directly on the beach in beautiful Cayman Brac, just 25 mins from Grand Cayman by air. Recently renovated, we have 2 lovely bedrooms with ensuites shower rooms. Full sitting room, dining room and kitchen with full amenities....
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    Cayman Brac, Cayman Islands KT2 2301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4BR-Christmas Palms1 / 24
    (24)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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 23 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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    Old Man Bay, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3BR-Fingertip1 / 18
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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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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    5BR-Coconut Beach1 / 41
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Reviewed 3 August 2014
    The first thing I don't get is that I am the first reviewer on this property.the guest comment book goes back many years and the house has clearly given as much pleasure to...
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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!*** Coconut Beach is directly oceanfront in Rum Point on the north coast. This large, one-story family villa offers excellent snorkeling directly behind the oceanfront...
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    Grand Cayman, Cayman Islands KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Barefoot Lagoon Island House1 / 41
    (43)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 January 2018
    Barefoot Lagoon is in an excellent location for activities or relaxing. Red Sail across the street can take you to Stingray City, sailing, riding wave runners, snorkeling and...
    Reviewed 30 November 2017
    Barefoot Lagoon no. 11 was a great place to stay! Excellent location, literally across the street from Rum Point, with the lagoon in the back yard. The bioluminescent lagoon...
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    About this property
    Located within 150 feet of stunning Rum Point Beach in the upscale Cayman Kai area, Barefoot Lagoon is the ideal place to enjoy stunning sunsets and the crystal clear turquosie Caribbean Sea. Situated on Grand Cayman's North Side, away from the cruise ship harbor and hustle of Our house has been...
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    Location Information
    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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