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Cayman Islands Vacation Rentals

78 Cayman Islands Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Cayman Islands.
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Cayman Islands Top Cities
Listings 26 - 50 of 78
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4 bedroom Vacation Rental Villa in Beach Bay
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 11
Location: Beach Bay, Grand Cayman, Cayman Islands
Description: Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on Grand Cayman’s East End. This 3-bedroom, 3.5-bat...
Rates
$470 - $1463 night
$3290 - $10241 week


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2 bedroom Vacation Rental Condo in Grand Cayman - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 bath suite comes with 1 king bed in the master be...
Rates
$350 - $550 night
$2450 - $3850 week


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2 bedroom Vacation Rental Villa in Cayman Kai
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house found on a quiet, protected cove, Kirk Kove offer...
Rates
$140 - $353 night
$980 - $2471 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor dining in view of the sea, and an open-concept ...
Rates
$140 - $412 night
$980 - $2884 week


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2 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. This second floor unit offers spectacular views of...
Rates
$330 - $715 night
$2310 - $5005 week


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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom, one-bath beachfront condo in Cayman Kai. This...
Rates
$135 - $288 night
$945 - $2016 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and a TripAdvisor Award for Excellence in 2014—and...
Rates
$145 - $490 night
$1015 - $3430 week


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1 bedroom Vacation Rental Condo in Grand Cayman - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 1 bedroom ocean-front suite Unit Description: This non-smoking ocean-front 1 bedroom, 1 bath suite features 1 king size bed plus a queen size sofa...
Rates
$250 - $500 night
$1750 - $3500 week


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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, tradi...
Rates
$340 - $865 night
$2380 - $6055 week


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2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the center of property. Bed configuration: Bedroom 1: ...
Rates
$330 - $715 night
$2310 - $5005 week


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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Bring your sweetheart—and even your dog!—to a lovely, authentic slice of Grand Cayman at one-bedroom, one-bath Rum Cove. This quiet, cove-front bun...
Rates
$115 - $250 night
$805 - $1750 week


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3 bedroom Vacation Rental Villa in Little Cayman
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman I...
Rates
$255 - $482 night
$1785 - $3374 week


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6 bedroom Vacation Rental Villa in Cayman Kai
Villa: 6 Bedroom, 4 Bathroom, Sleeps 15
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cay...
Rates
$690 - $1750 night
$4830 - $12250 week


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3 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Point restaurants, beaches and water sports, each s...
Rates
$259 - $750 night
$1813 - $5250 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in fact, some mistake its low-profile building for...
Rates
$125 - $392 night
$875 - $2744 week


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3 bedroom Vacation Rental Villa in Little Cayman
Villa: 3 Bedroom, 2 Bathroom, Sleeps 9
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Little Cayman Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charismatic Little Cayman—the smallest and least popula...
Rates
$215 - $482 night
$1505 - $3374 week


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2 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 2 bedroom ocean front suite Unit Description: This non-smoking luxurious ocean front 2 bedroom, 2 bath suite comes with 1 king bed in the master b...
Rates
$350 - $520 night
$2450 - $3640 week


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3 bedroom Vacation Rental Villa in Cayman Kai
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residential area in Cayman Kai, strolling distance fro...
Rates
$315 - $663 night
$2205 - $4641 week


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1 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartment. One-bedroom, one-bath White Sands #9 boast...
Rates
$140 - $329 night
$980 - $2303 week


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3 bedroom Vacation Rental Condo in Grand Cayman - Ocean Front
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed / 3 bath Ocean Front Vacation Home Unit Description: Surrounding a common pool area. Two of the vacation homes are right on the beach front,...
Rates
$299 - $999 night
$2093 - $6993 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: At 2-bedroom Discovery Point Club #37, enjoy a freshly stirred cocktail in view of the Caribbean on your private balcony, swim in a sparkling seasi...
Rates
$145 - $479 night
$1015 - $3353 week


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4 bedroom Vacation Rental Villa in Cayman Kai - Ocean View
Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Welcome to lovely Pelican Point, a 4-bedroom, 4-bath beachfront villa on Grand Cayman’s North Shore, near Rum Point. Pelican Point boasts a truly e...
Rates
$300 - $802 night
$2100 - $5614 week


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3 bedroom Vacation Rental Villa in East End
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbea...
Rates
$210 - $539 night
$1470 - $3773 week


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2 bedroom Vacation Rental Condo in Old Man Bay
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternati...
Rates
$100 - $250 night
$700 - $1750 week


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3 bedroom Vacation Rental Condo in Old Man Bay - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, promises a peaceful Caribbean beach and freshwate...
Rates
$135 - $288 night
$945 - $2016 week


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Listings 26 - 50 of 78
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