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Cayman Islands Luxury Rentals

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    Travelers to Cayman Islands are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    67 Matching Rentals in Cayman IslandsView all 451 rentals
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    8 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** This remarkable Cayman Kai villa near Rum Point boasts 9,000 square feet of modern Balinese style luxury – a...
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    Rum Point, Grand Cayman KY1 1001
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    Coral Reef1 / 24
    (10)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 25 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 5, 2017
    Excellent trip, house is perfect! We stayed there previously, but since the remodel it is even better if that's possible. Can't wait to go back!
    Reviewed August 20, 2014
    Just saying this could be one of the best properties on 7MB. A representative of the owner family "Jim" lives in an apartment on the first floor and was available...
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    About this property
    On prestigious Seven Mile Beach there are very few private villas for rent. Coral Reef, is one of the phenomenal homes! Completely renovated and expanded this villa is now a spectacular 7-bedroom (with bonus Game Room) and 7.5-bath beachfront mini-resort located on the most sought after beach in...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 25
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    WINTER SPECIAL - 6BR Oceanfront - Point of View by Luxury Cayman Villas1 / 45
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 10, 2017
    Close to central George Town, this villa was situated int he best location. The rooms were amazingly spacious and really comfortable. Everything was state of the art. I loved...
    Reviewed January 29, 2017
    Last year we rented "Present Moments", this year "Point of View" . The home was above and beyond expectation. It was beautifully appointed, fully automated...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Introducing Point of View, a magazine-worthy South Sound villa that helps you focus on what's important:...
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    George Town, Grand Cayman KY1 1302
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    WINTER SPECIAL - Elegant 7BR Estate - Kaia Kamina by Luxury Cayman Villas1 / 39
    (5)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Waterfront
    • Hot Tub
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2017
    Kaia Kamina was a dream come true. Waking up to glorious views of the ocean and a clean private beach, sparkling infinity pool and spacious bedrooms and bathrooms was the...
    Reviewed November 21, 2016
    What a stunning, brand new ultra luxurious beach villa. Very private, plenty of space for large groups. Spectacular views, open plan and superb entertaining/dining spaces. Very...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Luxury Cayman Villas proudly presents 'Kaia Kamina,' located in the resort community of Cayman Kai, near Rum...
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    Grand Cayman, Cayman Islands KY1 1302
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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    Seascape - A Luxury Villa on Seven Mile Beach on Grand Cayman, Cayman Islands1 / 36
    (8)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Waterfront
    • Patio
    • Ocean Views
    • Cable/satellite TV
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    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Seascape sits on a fabulous stretch of Seven Mile Beach. Right out the door we could snorkel and dive-- so many beautiful fish. The location is perfect for restaurants, shopping...
    Reviewed April 3, 2018
    This home is actually a 10 Star!!! It has everything you would want & need & much, much more! I hated to leave! The location is the very best location on 7 mile beach! The...
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    About this property
    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an...
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    Seven Mile Beach, Grand Cayman 92 GT
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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    Moon Kai by Grand Cayman Villas and Condos1 / 24
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 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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    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 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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    Rum Point, Grand Cayman KY1 1202
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    WINTER SPECIAL - 6BR in Cayman Kai - Sun Salutations by Luxury Cayman Villas1 / 50
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2017
    This was the perfect setting and home for our group. We couldn't have asked for anything else in a vacation home. The kayaks and SUP were a lovely extra and the management...
    Reviewed June 12, 2017
    The location is amazing. If feels like you have a private beach, but you are in walking distance of the always happing Rum Point. The home is gorgeous, and very spacious...
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    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** 6BR/6.5BA Sun Salutations is a popular premier villa in Cayman Kai. The villa is directly oceanfront in...
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    Location Information
    Grand Cayman, Cayman Islands 11003
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    Majestic Luxury Private Home On Seven Mile Beach1 / 37
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Washer
    • Internet Access
    • Waterfront
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an...
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    Location Information
    George Town, Grand Cayman 30743
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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    WINTER SPECIAL - 7BR Modern Oceanfront - Evolution by Luxury Cayman Villas1 / 48
    (7)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
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    Pet friendly
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    Reviewed February 16, 2018
    An amazing home which became the perfect venue for my 50th birthday celebration. The owner spared no expense in furnishing his place. It was so comfortable for us 14 adults...
    Reviewed February 1, 2018
    This house is amazing. And I mean take your breath away amazing!We were lucky enough to stay here for a week in January and we couldn’t have pick a better place to stay.I...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Inhale, exhale and arrive at Evolution, a seven-bedroom, seven and a half bath villa on a wide stretch of...
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    Bodden Town, Grand Cayman 12345
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    WINTER SPECIAL - 12,000 sq.ft. 6BR Estate - Oceanus by Luxury Cayman Villas1 / 78
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 23 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed here as a family together and had a fantastic stay .. the Oceana house is right on the water and away from the hustle and bustle of 7 mile beach while still being...
    Reviewed 1 week ago
    We just stayed this past week at Oceanus. This lovely spacious retreat is right on a gorgeous sandy beach (mid island) where snorkeling at a marine park is right from the back...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Introducing Oceanus, where luxury, elegance and seclusion converge. This modern masterpiece has a...
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    Location Information
    Grand Cayman, Cayman Islands KY1 1001
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 23
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    WINTER SPECIAL - 6BR Oceanfront - Tranquility Cove by Luxury Cayman Villas1 / 36
    (15)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2018
    This house, location, and size was absolutely perfect. It was luxurious yet very comfortable. We could not have asked for more!! We have stayed in several beach houses in Cayman...
    Reviewed July 10, 2018
    We booked Tranquility Cove for a mum’s relaxation weekend. It was everything and more than we could have imagined. Tranquility Cove is a stunning property and we did not want to...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large...
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    Grand Cayman, Cayman Islands KY1 1302
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    WINTER SPECIAL - 7BR Colonial Estate - Tatenda by Luxury Cayman Villas1 / 44
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2018
    This house is just stunning, and it was a wonderful choice for our large group of multiple families traveling together. The staff was so helpful, and the accommodations were...
    Reviewed April 30, 2018
    To say we were pleased with our stay at Tatenda is an understatement. We were blown away by the modern, upscale, newly renovated house. With no detail overlooked, our stay at...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Luxury Cayman Villas proudly presents “Tatenda,” a colonial estate located in the prestigious community of...
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    George Town, Grand Cayman KY1 1111
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Kaiku, arguably the most lavish gated estate in all of Cayman Kai. This sprawling villa sits on a double lot consisting of a 5 bedroom main house, and a detached 2 bedroom guest cottage. This luxurious estate can accommodate 15 guests making it the perfect island retreat for a large...
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    Rum Point, Grand Cayman KY1 1202
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Pease Bay House, a secluded luxurious gated estate only 20 minutes from the airport. This spectacular home sits along a private sandy point of beach facing southwest for exquisite sunsets views. Spanning 6,000 sq. ft. across 5 bedrooms (3 king suites, 1 queen and 1 twin bedroom) and...
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    Bodden Town, Grand Cayman KY1 1701
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    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!*** Located only 1 mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed 8 bedroom oceanfront villa ideal for large families, or group getaways....
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    Rum Point, Grand Cayman KY1 1701
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 20
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    Mora - 7 Bedrooms at South Sound - Book Now1 / 33
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Terrace
    • DVD Player
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Mora. This luxurious 7 bedroom 7.5 bath beachfront gated estate sits on over 200 feet of pristine Grand Cayman beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ft., this magnificent oceanfront home features ample outdoor...
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    George Town, Grand Cayman KY1 1702
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • DVD Player
    • Washer
    • Hot Tub
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Mora. This luxurious 7 bedroom 7.5 bath beachfront gated estate sits on over 200 feet of pristine Grand Cayman beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ft., this magnificent oceanfront home features ample...
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    George Town, Grand Cayman KY1 1202
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Washer
    • Ocean Views
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    • Private Outdoor Pool (Heated)
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    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!*** Welcome to Villa Amarone! This spectacular oceanfront home is situated on a sandy beach just minutes from George Town and Seven Mile Beach. Privacy, amenities and...
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    George Town, Grand Cayman KY1 1202
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    WINTER SPECIAL - Chic 4BR Balinese - Stepping Stone by Luxury Cayman Villas1 / 47
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2018
    There is not one thing out of place in this palace on the beach. The attention to detail is something you don't even find in 5 star hotels! You have all the amenities that you...
    Reviewed June 3, 2018
    This stunning beach house exceeded our expectations. From the secluded location, amazing views of the ocean (with or without the walls of windows open), the large common room...
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    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** This sexy, Balinese-style oceanfront luxury home is one of the most spectacular residences in all of East...
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    Grand Cayman, Cayman Islands 10001
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    WINTER SPECIAL - 5BR Oceanfront Estate - Nirvana by Luxury Cayman Villas1 / 39
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 4, 2017
    WOW! That's the first thing that comes to mind when driving through the gate to Nirvana. Private, spotless, breathtaking, just a few words to describe this villa. Kayaks and...
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    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Luxury Cayman Villas proudly presents 'Nirvana,', a one-of-a-kind, eco-chic oceanfront estate affording...
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    Location Information
    George Town, Grand Cayman 11302
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Cayman Castle by Grand Cayman Villas and Condos1 / 27
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 2015
    We had a great time. The house was unique and suited our needs. It was in excellent condition and everything worked well. We had no issues. The booking was easy and...
    Reviewed June 20, 2014
    June 7-14, 2014. Every other year we take a "family" vacation..large group of 19.. Ages ranging from 65-1. After much research The Castle was just what I was looking...
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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 Castle and Guesthouse sits directly oceanfront on a private 2-acre walled estate. Perched on an elevated point of land, the Cayman Castle grounds include an...
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    East End, Grand Cayman KY 1202
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Secure Parking
    • Ocean Views
    • Washer
    • Hot Tub
    • Wi-Fi
    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!*** Twin Palms is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side...
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    Rum Point, Grand Cayman KY1 1202
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Heated)
    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!*** Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront lot in Rum Point. Designed with dramatic...
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    Rum Point, Grand Cayman KUY1 1701
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    8 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Secure Parking
    • Hot Tub
    • Washer
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    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!*** Sea Orchard Retreat is a boutique micro-resort of 4 private cottages, each with 2 bedroom suites, full kitchen, dining area, living area and porch. The resort...
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    West Bay, Grand Cayman KY1 1102
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 22
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    Caribbean Club - 4 Bedroom Villa at Seven Mile Beach - Book Now1 / 23
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Caribbean Club 4 Bedroom Villas represented by Exceptional Villas. Welcome to our Four Bedroom Villas at the Caribbean Club, a luxurious and exclusive beachfront paradise located directly on the famous Seven Mile Beach in Grand Cayman. The Caribbean Clubs Villas are the most...
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    Location Information
    Seven Mile Beach, Grand Cayman 19°19 52 9 N 81°22 53 9 W
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful yet comfortable luxury home. High quality furnishings and fixtures. As expressed in our reviews (see home Away), the view of South Sound from our oceanside location is stunning. Some of our guests enjoy just chilling on the patio with the pool and the barbeque, paddleboarding, or...
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    Location Information
    George Town, Grand Cayman KY
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Ocean Kai by Grand Cayman Villas and Condos1 / 28
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 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 July 27, 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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    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!*** 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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Water's Edge has set a standard of luxury on 7 Mile Beach that has gone above and beyond with exquisite beach front apartments and amenities. Located on the fifth floor, this 3 bedroom, 3 bathroom beach front villa has stunning views of the soft white powdery beach and glistening waters of the...
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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    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!*** ==10% New Listing Discount Extended Thru December 15, 2018== Welcome to Great Bluff Estates, a gated oceanfront villa with pool set into the bluffs of Grand Cayman’s...
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    Location Information
    Gun Bay, Grand Cayman KY1 1702
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    WINTER SPECIAL - 4BR Seven Mile Beach - Serenity Now by Luxury Cayman Villas1 / 38
    (29)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2018
    We loved this house and enjoyed our vacation. However, be warned, there is NO SAND BEACH in front of the house. It is very rocky and hard to navigate by foot. We had several...
    Reviewed March 20, 2017
    Two families (with 6 kids ranging from 18 to 11 years old) spent a relaxing and fun filled week at Serenity Now in the Caymans. 100% agree with all the positive reviews listed...
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    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** RECENTLY RENOVATED!! We jumped at the chance to offer guests their own villa on the north end of Seven Mile...
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    West Bay, Grand Cayman KY1 1302
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Much thought went into the concept and design of these exceptional homes — and it shows! From the...
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    Location Information
    George Town, Grand Cayman 10001
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Faroway is a gorgeous, single-story, 5,000 sq. ft. luxury oceanfront villa on Grand Cayman’s South Sound,...
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    Location Information
    George Town, Grand Cayman KY11001
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Serenity Now, a stunning 4 bedroom beachfront villa on the world famous Seven Mile Beach in Grand Cayman. Serenity Now is such a unique and charming home perched in the quiet and serene Northern side of Seven Mile Beach. Serenity Now is located in what is considered to be one of the...
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    Location Information
    West Bay, Grand Cayman 19 368354 81 400017
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The White Cottage Villa in Grand Cayman, your serene slice of paradise at the 5 bedroomed, White Cottage Villa located in East End, Grand Cayman. A mere 26km from Owen Roberts International Airport (GCM), this beautiful, self-contained, contemporary property is an air-conditioned...
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    Location Information
    East End, Grand Cayman KY1
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Cos Kai by Grand Cayman Villas and Condos1 / 23
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 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 April 22, 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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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Our Cayman Cottage1 / 54
    (1)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2016
    We stayed in this beautiful home for a week in July. Upon arrival, it was about 90 degrees in the house. We found quickly that the home does not have central air. This was...
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    About this property
    This spacious, exquisitely designed beachfront home has 7 bedrooms and 5.5 bathroom. This wonderful home can comfortably sleeps up to 18 guests. The home spans across four levels for a total of 8,000 interior square feet and an additional 2,000 square feet of outside space on the gorgeous pool...
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    Location Information
    Gun Bay, Grand Cayman KY1 1002
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 beach. Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to the Rum Point Club to the north....
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    Location Information
    Rum Point, Grand Cayman 19 360416 81 274124
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    Crystal Blue by Grand Cayman Villas and Condos1 / 27
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Ocean Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2015
    This home and its location were absolutely perfect for our family. Our family of eight, which included two children, really appreciated the layout of this absolutely stunning...
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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!*** Crystal Blue is a magnificent, private cliff-edged, gated villa with private pool and stone steps to the water below. Guests will not see another person behind the...
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    Location Information
    East End, Grand Cayman KY1 1202
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    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!*** Crystal Waters is directly oceanfront on a 200' wide barefoot beach in Cayman Kai. Quiet clear waters and panoramic ocean views await in this 5,200 sq. foot island...
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    Location Information
    Rum Point, Grand Cayman KY1 1701
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Terrace
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note this region’s beaches may be affected by a seaweed surge. Please enquire with one of our Villa Specialists for further details. The name says it all at Crystal Waters. An incredible beachfront vacation rental at Rum Point on Grand Cayman, this gorgeous villa has everything: views,...
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    Location Information
    Rum Point, Grand Cayman KY1 1701
    Rental Home - 1 Bedroom, 4 Bathrooms, Sleeps 12
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    Two Rainbows by Grand Cayman Villas and Condos1 / 25
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Grill
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 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 July 5, 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
    Rum Point, Grand Cayman KY1 1202
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Coral Kai by Grand Cayman Villas and Condos1 / 24
    (6)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Washer
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 29, 2016
    This place was as advertised maybe larger then pictured and we had a great time. 10 Adults and a couple of toddlers had lots of room to run and hang out. Outside patio 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!*** Coral Kai is directly oceanfront in Rum Point on the north coast. This large one story villa offers a sizable sandy beach that’s perfect for long walks or just a...
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    Rum Point, Grand Cayman KY1 1202
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Reef Romance by Grand Cayman Villas and Condos1 / 24
    (10)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Ocean Views
    • Grill
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2016
    Reef Romance villa on the oceanfront of Rum Point area of Grand Cayman was perfect in every way! The layout of the rooms, all with king size beds and ensure full bathrooms, was...
    Reviewed February 7, 2016
    We stayed at Reef Romance for 10 magical days. Everyday I got to experience waking up in paradise! The views were amazing. The house and location has everything you need 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!*** Reef Romance is directly oceanfront in Rum Point on the north coast. A perfect getaway spot for up to five couples, Reef Romance features five king suites, a sizable...
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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Zara by Grand Cayman Villas and Condos1 / 27
    (16)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We had the best holiday here 2 couples and 4 kids.Staff were so helpful, we arranged for groceries to be at the villa for our arrival and a meal to be cooked the first day. It...
    Reviewed March 31, 2016
    Villa Zara provided a fantastic place to rest our heads and rejuvenate for another day. Our days were spent snorkeling, sailing, kayaking, jet-skiing and eating. We traversed...
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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 Zara. This gated estate sits directly oceanfront in Rum Point, along Grand Cayman's north coast. This palatial villa offers a gorgeous pool deck...
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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** This stunning beach front home was recently completely renovated in a fresh, mid-century modern style. Enjoy...
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    Location Information
    West Bay, Grand Cayman KY1 1206
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** The main level consists of your interior lounge, dining, kitchen, guest bedroom with ensuite and powder bath,...
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    Location Information
    Rum Point, Grand Cayman 11103
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** Stay 5 nights for the price of 4, or 7 nights for the price of 5, now through December 15, or January 5 through February 8. Terms and conditions apply. See our website for details. *** Much thought went into the concept and design of these exceptional homes — and it shows! From the...
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    Location Information
    George Town, Grand Cayman 10001
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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