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George Town Holiday Rentals

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    Travellers to George Town are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 23 Rentals in George Town
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    10 feet from the beach, Grandview has a grand view1 / 96
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Oceanview/Poolside Condo on Seven Mile Beach1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sprat Bay Luxury Villa1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The condo has 3 bedrooms and 2 full baths. The owners suite has a comfortable King bed, the second room as a comfortable queen bed and the third bedroom has a Murphy queen bed that is also very comfortable. The condo is on the second floor and you can see the beach from every room, and it is...
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    George Town, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Children's Pool
    • Balcony
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently built (2105) 3-story townhouse in very popular and family oriented complex. Gated community with 3 phases and 3 beautiful pools for your use. One of which is right outside your back door. The pool also has a great area for toddlers, which is about 1.5 feet deep. The complex also has 2...
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    George Town, Grand Cayman KY1 1103
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Children's Pool
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully updated to a high standard in September 2017 condo unit #411. This ground floor 2 bed 2 bath condo has views of the delightfully manicured gardens, pools and the world famous seven mile beach. 1 minute walk and you're on the glorious white sand looking at crystal clear water. 2...
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    George Town, Grand Cayman KY
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    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 Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Grand Caymanian Resort: Studio, Sleeps 3, Kitchenette1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Children's Pool
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Grand Caymanian Resort: Studio, Sleeps 3, Kitchenette. Fixed week rental, 7 nights, Saturdays changeover only. Also known as Holiday Inn Resort Grand Cayman. Free shuttle to Seven Mile Beach, 5 min. Studio One king bed and sleeper sofa (twin) Bathroom with whirlpool tub Microwave, coffee maker...
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    George Town, Grand Cayman KYI 1206
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Luxury 6BR Oceanfront Estate with 150' Pool and 2 Hot Tubs - 'Point of View'1 / 45
    (8)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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...
    Reviewed 29 January 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
    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 family. The gentle waters and soft sands of the private, kid-friendly beach are perfect for even the littlest bare...
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    George Town, Grand Cayman KY1 1302
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Children's Pool
    • Secure Parking
    Suitability
    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. Two Bedrooms Suite Two king beds Two bathrooms 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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    George Town, Grand Cayman 10001
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7BR “Tatenda,” a Luxury Cayman Villas Signature Property1 / 43
    (5)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2017
    What a wonderful stay in the Cayman Islands. Tatenda is a beautiful property. Great for multi-generational groups. Well maintained. We enjoyed the location and the privacy of...
    Reviewed 22 April 2017
    Stayed a week at this remarkable home. Everything about it is comfortable and upscale. Great reef snorkeling 200 yards from the back door. The pool is beautiful and is great for...
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    About this property
    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 collection of private, family-friendly, oceanfront villas in Grand Cayman, we carefully outfit each residence with our...
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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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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Brazilian hardwood floors, to designer kitchens with Bon Vivant appliances. And the rich materials aren’t the only...
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    Location Information
    George Town, Grand Cayman 10001
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • 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 PO BOX 30743 SMB KY1 1301
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Grill
    • Washer
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable, well-appointed 3 bedroom (and den) villa on the south coast of Grand Cayman is the perfect combination of peace and serenity in a very convenient location. It’s only a 5 minute drive from the airport and 10 minutes from the main town, George Town, and situated in one of the most...
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    George Town, Grand Cayman KY1 1110
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Caribbean Paradise #121 / 22
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Caribbean Paradise 91 / 12
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    The condo was beautiful and the manager was very easy to work with. The beach is not like Seven Mile Beach. It is a little rocky but it gorgeous. It is very close to everything.
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Location Information
    George Town, Grand Cayman KY1 1109
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    'Nirvana' - A Luxury Cayman Villas Property1 / 38
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    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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    About this property
    Luxury Cayman Villas proudly presents 'Nirvana,', a one-of-a-kind, eco-chic oceanfront estate affording complete privacy, sweeping ocean views, private pool and wide, sandy beach. Offering the most exclusive collection of private, family-friendly, oceanfront villas in Grand Cayman, we carefully...
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    Location Information
    George Town, Grand Cayman 11302
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Casa 'Don Carlos'1 / 10
    (1)Average
    4 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Patio
    • Mountain Views
    • Washer
    • Internet Access
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2017
    This listing is under Grand Cayman Islands , it is NOT located here. It is in Cuba. Please move listing. An easier way to report improperly listed properties would be...
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    About this property
    Right at the Historical center of Santiago de Cuba, Casa 'Don Carlos' offers the best host in the city, we speak fluent English and some French, Italian and Portuguese. Feel the warmt of a Cuban family, and enjoy the city of Santiago as never before, at a walkable distance from the main turistical...
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    Location Information
    George Town, Grand Cayman 90100
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    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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    Location Information
    George Town, Grand Cayman KYI 1206
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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