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Cayman Islands Vacation Rentals

80 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 51 - 75 of 80
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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/2 bathroom Ocean view condo Unit Description: This lovely 2 bed, 2 bath condo has a beautiful Ocean view overlooking the blues of the Ca...
Rates
$350 - $550 night
$2450 - $3850 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Villa in Cayman Kai
Villa: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cab...
Rates
$480 - $1250 night
$3360 - $8750 week


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1 bedroom Vacation Rental Villa in Little Cayman
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
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
$175 - $328 night
$1225 - $2296 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
$199 - $750 night
$1393 - $5250 week


Non Smoking   High-Speed Internet


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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
$305 - $520 night
$2135 - $3640 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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1 bedroom Vacation Rental Condo in Cayman Kai
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Point Cove. This charismatic bungalow is located ...
Rates
$115 - $250 night
$805 - $1750 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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7 bedroom Vacation Rental Villa in Seven Mile Beach - Ocean View
Villa: 7 Bedroom, 7 Bathroom, Sleeps 26
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental poo...
Rates
$2026 - $4050 night
$14184 - $28348 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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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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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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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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4 bedroom Vacation Rental Villa in Cayman Kai
Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This 4-bedroom, personality-packed, traditional Caymanian-style villa sits at the edge of a calm, sparkling inlet in lovely Rum Point. True island...
Rates
$300 - $764 night
$2100 - $5348 week


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4 bedroom Vacation Rental Villa in Grand Cayman
Villa: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Two towering palm trees greet you as you pull into the driveway of 4-bedroom, 4-bath Lime Tree Villa. With this welcome, you’ll realize you’ve foun...
Rates
$375 - $1000 night
$2625 - $7000 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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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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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 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islands—and perhaps in all of the Caribbean. On thi...
Rates
$145 - $479 night
$1015 - $3353 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 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


Non Smoking   High-Speed Internet


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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: The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right in the centre of one of the Grand Cayman’s mos...
Rates
$170 - $500 night
$1190 - $3500 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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2 bedroom Vacation Rental Villa in Little Cayman
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
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
$215 - $405 night
$1505 - $2835 week


Pet Friendly   High-Speed Internet


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2 bedroom Vacation Rental Condo in Bodden Town
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Bodden Town, Grand Cayman, Cayman Islands
Description: CHECK OUT THIS UNIT WHICH IS LESS EXPENSIVE THAN OTHERS OFFERED AT MOON BAY! A seafront balcony at this 2-bedroom, 2-bath condo unit waits for yo...
Rates
$120 - $344 night
$840 - $2408 week


High-Speed Internet


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Listings 51 - 75 of 80
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