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Cayman Islands Vacation Rentals

81 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 81
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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/2 bathroom Ocean front condo Unit Description: This lovely Ocean front condo offers all the comfort and modern day amenities one could n...
Rates
$425 - $625 night
$2975 - $4375 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: On famed Seven Mile Beach, it’s rare to find a 3-bedroom unit to sleep 6 guests comfortably, but Sunset Cove #329 does it in style. Its 3 bedrooms ...
Rates
$245 - $536 night
$1715 - $3752 week


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3 bedroom Vacation Rental Villa in South Sound
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: South Sound, Grand Cayman, Cayman Islands
Description: 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 ...
Rates
$195 - $522 night
$1365 - $3654 week


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1 bedroom Vacation Rental Condo in Cayman Kai - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean vie...
Rates
$150 - $250 night
$1050 - $1750 week


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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 South Coast. This 4-bedroom, 4.5-...
Rates
$400 - $900 night
$2800 - $6300 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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3 bedroom Vacation Rental Villa in Cayman Kai
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: If your group has different travel personalities and must-do checklists for your Cayman vacations, look no further than Kai Rumba. A one-sized-fits...
Rates
$310 - $657 night
$2170 - $4599 week


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4 bedroom Vacation Rental Villa in Beach Bay - Ocean View
Villa: 4 Bedroom, 5.5 Bathroom, Sleeps 11
Location: Beach Bay, Grand Cayman, Cayman Islands
Description: An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Sea is just the icing on the cake. 4.5-bedroom, 4...
Rates
$400 - $900 night
$2800 - $6300 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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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
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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1 bedroom Vacation Rental Condo in Grand Cayman
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 1 bedroom poolside suite Unit Description: This non-smoking poolside 1 bedroom, 1 bath suite features 1 queen size bed plus a queen size sofa slee...
Rates
$189 - $300 night
$1323 - $2100 week


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2 bedroom Vacation Rental Home in Grand Cayman
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk out to the beach and pool area. Bed Configurati...
Rates
$380 - $750 night
$2660 - $5250 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: Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, create both a romantic luxury cottage and a 100% ...
Rates
$115 - $250 night
$805 - $1750 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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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 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
$135 - $400 night
$945 - $2800 week


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2 bedroom Vacation Rental Condo in Grand Cayman
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: At Moon Bay #18, you also have access to the condo complex’s amenities, like a communal, ocean-view pool, tennis courts, and a private beach bounde...
Rates
$100 - $250 night
$700 - $1750 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: 2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath suite comes with 1 queen bed in the master bedroo...
Rates
$249 - $480 night
$1743 - $3360 week


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3 bedroom Vacation Rental Condo in Grand Cayman
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-after Seven Mile Beach on Grand Cayman. This 3-b...
Rates
$255 - $705 night
$1785 - $4935 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 - $557 night
$1015 - $3899 week


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4 bedroom Vacation Rental Condo in Seven Mile Beach
Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute...
Rates
$702 - $1648 night
$4914 - $11536 week


Non Smoking   Handicap Accessible   High-Speed Internet


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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


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab be...
Rates
$115 - $327 night
$805 - $2289 week


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2 bedroom Vacation Rental Condo in Cayman Kai
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters do...
Rates
$120 - $346 night
$840 - $2422 week


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Studio Vacation Rental Condo in Grand Cayman
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a fully equipped kitchen. Bedding Configuration:...
Rates
$149 - $250 night
$1043 - $1750 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 81
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