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Holiday Rentals in George Town

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    Travellers to George Town are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 29 Rentals in George Town
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    Surfers Paradise Oceanfront on the 'New Seven Mile Beach'...come and relax !1 / 51
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Oceanview/Poolside Condo on Seven Mile Beach1 / 15
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Picture Perfect by Grand Cayman Villas and Condos1 / 21
    (8)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2016
    There were 10 of us - 3 young children included - and this place worked out really well for us.It was exactly as pictured in the photos. The house is very well located - a short...
    Reviewed 14 February 2016
    We've enjoyed this villa three years in a row because the house, the property, the setting and the location are near to perfect for us. The rooms are spacious; there's plenty of...
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    About this property
    Picture Perfect is the name given to this sunny oceanfront villa by its owner who is also a professional photographer. Located in South Sound, Picture Perfect is closer to 7 Mile Beach, George Town, the airport, and 'in-town' restaurants than the homes located in the resort area of Rum Point/Cayman...
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    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Sprat Bay Luxury Villa1 / 24
    (7)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2019
    This was our first time to the Cayman Island. The trip was a celebration of our 50th wedding anniversary. We wanted to spend a week with our kids and grandkids. This house was a...
    Reviewed 27 July 2018
    Our family of 6 adults and 4 children ages 10, 6, 5 and 2, spent ten wonderful days in this home. The kitchen was ideal for fixing large meals. The cabinets are fully stocked...
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    About this property
    Ocean Front Villa with its own private beach and swimming pool located in South Sound. The villa is constructed on a 20,000 sq ft land in a tropical setting with tall palm trees. The living area is 6,000 sq ft has 3 living rooms, 6 bedrooms and 6 en-suite bathrooms sleeps up to 22 people. The villa...
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    George Town, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
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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
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Grandview, toes in sand1 / 30
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2018
    This was our first trip to Grand Cayman and it was amazing! The condo was very nice, well equipped, clean and in really good shape. Graham was great to communicate with and took...
    Reviewed 2 March 2018
    This condo is part of the Grandview complex, which has its own reviews and rental page that consists only of units managed by the main office. I’m assuming owners have the...
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    About this property
    Walk out from the apartment and within 3 steps (around 10 feet) you are on Seven Mile Beach with all that it has to offer. Protected cove on your doorstep, great for the little ones to get them into sea safely. The main part of the Grandview beach gives easy access to the water. Some good...
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    George Town, Grand Cayman KY1 1209
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Direct Beachfront Condo,quiet,with pool and tennis1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    This Condo was awesome. Everything advertised and more... the comfort, king bed, open floor plan, stocked with daily necessities, tons of beach towels and we especially...
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    About this property
    Welcome to coral bay village, your beachfront paradise. Located right on a secluded beautiful white sand beach, close enough to georgetown and the airport for your convenience, but far enough to enjoy the quiet and beauty without the crowds and rowdiness of seven mile beach. For less than the price...
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    George Town, Grand Cayman KY
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Addison & Lee Cayman Villa1 / 14
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Housekeeping Included
    • Patio
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2019
    Position very good : near super market 10 min walking and near George Town 15 min walking . Near Seven Miles Beach. The house very clean and lovely , our room with refrigerator...
    Reviewed 21 January 2019
    Great alternative to a busy resort. Addison Lee was perfect for our family. The housekeeper Ruby was very helpful and the Villa was quiet and welcoming. Great location (scuba...
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    About this property
    Addison & Lee Cayman Villa is a newly renovated, over 4,600 square-foot villa, in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay on Grand Cayman. The Villa is located steps away from the white sandy beaches of Seven...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Balcony
    • Patio
    • Grill
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hibiscus (Queen Room+Bath) is a comfortable room in the Addison & Lee Villa in George Town, Grand Cayman. This tastefully decorated room has a Queen size bed, spacious closet, TV, mini fridge and full-size own bathroom, outside the bedroom not en-suite. More information The space The Addison &...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • 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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    George Town, Grand Cayman 30743
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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    George Town Villas 1041 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2018
    A beautiful condo and very clean. The pictures are exactly what you get. Comfortable beds, plenty of pots and pans. Walking distance to bars, restaurants and stores. They...
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    About this property
    Welcome to the newly renovated ground floor, 2 bedroom unit at George Town Villas! Inside you will find big, sea-view windows where you see the beauty of the Caribbean waters. The open concept kitchen, dining and living area makes for the perfect place to gather after a sun filled day. The open...
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    George Town, Grand Cayman KY1 1002
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Buttonwood Apartment - 3 King Beds, 2 Bath1 / 9
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Secure Parking
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2019
    I repeatedly congratulated my husband on his choice of accommodations while we were here! It was VERY clean and comfortable, attractive, and excellently equipped (moneysaving to...
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    About this property
    Our property is a duplex of 3 bedrooms 2 bathrooms each unit. It has a site dimension of 10,215 sq ft. This huge space outdoors makes the Apartment suitable for children (above age 2) who like to play outdoors. The floor area is approximately 2,800 sq ft each unit. The master bedroom has a...
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    George Town, Grand Cayman KY11007
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Patio
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 3 bedroom townhouse, across three levels in an exclusive quiet and tranquil, gated community in South Sound across from the beach, the complex is gated as well as each property being gated. Modern furniture and decor throughout. Open plan living room, kitchen, dining room. Three private...
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    George Town, Grand Cayman KY1 1105
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Caribbean Paradise 91 / 31
    (11)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2018
    This was a great property for our four adults and two children. The view is just stunning, and it's also convenient to the community pool. The pros: views, beach...
    Reviewed 23 December 2017
    We stayed here with two teens the first week of December. This location is the best. Close to Georgetown but not in it, grocery store a short drive down the road, a quiet...
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    About this property
    This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighbourhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white...
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    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bluebell Room is a comfortable room at the Addison & Lee Cayman Villa, it has a Queen size bed with memory foam mattress, spacious closet, TV, mini-fridge, full-size own bathroom outside the bed room not en-suite More information The space The Addison & Lee Cayman Villa is a newly renovated home...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Daffodil (Queen Suite ) is a tastefully decorated Room in the newly renovated Addison & Lee Villa. The Daffodil room has a Queen size bed, full-size en-suite bathroom, walk-in closet, sitting area, sofa bed,TV, mini-fridge. It accommodates 2 adults +1 Child. More information The villa is steps...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fixed week rental, 7 nights, Saturdays changeover only. Also known as Holiday Inn Resort Grand Cayman. Free shuttle to Seven Mile Beach, 5 min. One Bedroom Suite One king bed One bathroom Living room with sleeper sofa Dining room and full kitchen Iron, ironing board,...
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    George Town, Grand Cayman KYI 1206
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5TH NIGHT FREE- 6-Bedroom Beachfront w/ 150' Pool, 2 Hot Tubs and 2 Fire Pit1 / 45
    (9)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 2 weeks ago
    I will start by saying the concierges Shamar Byrd and Alecia Davis were two of the most professional over the top concierges i have ever dealt with. i had questions and needed...
    Reviewed 11 September 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...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Introducing Point of View, a magazine-worthy South Sound villa that helps you focus on what's important: untouched natural beauty, simple luxuries, and distraction-free moments with...
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    George Town, Grand Cayman KY1 1302
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Ocean Views
    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in 2012, this house is As Good As It Gets. Decorated from top to bottom by noted interior designers, the house was featured on the cover of Real Life Magazine last year and is one of the Showcase Properties on their website. This 5 bedroom, 5 bathroom beachfront home has it all: Living...
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    George Town, Grand Cayman KY1 1109
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Marigold (Queen Suite Deluxe + Kitchen) is a newly renovated room in the Addison and Lee Villa with a Queen size bed, full size en-suite bathroom, a sitting area with sofa with big screen TV and kitchenette. It has doors open to the pool and deck area. This room can accommodate up a maximum of 2...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    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 outdoor...
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    George Town, Grand Cayman KY1 1702
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture with terracotta roofs, to the stone staircases and...
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    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Iris Room (Queen Suite Deluxe) is a newly renovated room with a Queen size bed, full size en-suite bathroom, sitting area with sofa, TV and mini fridge. French doors open to pool and deck area. The Iris Room is one of seven bedrooms at the Addison & Lee Villa, a newly renovated, in a quiet...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Orchid Room (King Suite Deluxe) is a Master suite in the Addison and Lee villa near Camana Bay. The room has a King size bed with memory foam mattress, en-suite bathroom, walk in closet, sitting area, TV, mini fridge and a balcony with view of the front garden. This is a spacious bedroom with...
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    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5TH NIGHT FREE - Elegant 7 Bedroom Colonial Beach Estate1 / 44
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • 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 15 July 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 30 April 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
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Luxury Cayman Villas proudly presents “Tatenda,” a colonial estate located in the prestigious community of South Sound on Cayman’s Southern Shores. Offering the most exclusive...
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    George Town, Grand Cayman KY1 1111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Luna Villas are the perfect combination of single-family homes with a luxury resort-lifestyle atmosphere. Much thought went into the concept and design of these exceptional homes — and it shows! From the Tuscan-inspired architecture with terracotta roofs, to the stone staircases and...
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    Location Information
    George Town, Grand Cayman 19°16 48 6 N 81°23 30 9 W
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Caribbean Paradise #121 / 22
    (11)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2019
    Close to stores, beach was nice but with sea grass. House was spacious for 2 senior couples. Beautiful view and nearby neighbors were quiet. BBQ needed updating to use.
    Reviewed 9 June 2018
    The place had a great location with plenty of room for the six of us. Lots of kitchen items like pots and pans, plates and silverware. The storage area by the stairs was perfect...
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    About this property
    Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and looking out over the Caribbean Sea. Enjoy a memorable oceanfront barbeque with burgers on your private gas grill, and then kick off your flip-flops for a sunset stroll along the shore. This stretch...
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    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5TH NIGHT FREE - 5-Bedroom, Architectural Masterpiece on a Secluded Beach1 / 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 4 May 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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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Paradise is all around you at Nirvana—a five-bedroom, four-bath architectural masterpiece featuring floor-to-ceiling vistas of the Caribbean Sea, layered Bohemian décor gathered from...
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    Location Information
    George Town, Grand Cayman 11302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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