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Cayman Islands Vacation Rentals

75 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 75
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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
$145 - $320 night
$1015 - $2240 week


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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
$150 - $415 night
$1050 - $2905 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 - $450 night
$1750 - $3150 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
$175 - $460 night
$1225 - $3220 week


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3 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimming pool on Seven Mile Beach, ocean views, loca...
Rates
$305 - $695 night
$2135 - $4865 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
$145 - $320 night
$1015 - $2240 week


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3 bedroom Vacation Rental Home in East End - Ocean Front
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: 3 Bedroom Ocean Front Penthouse Unit Description: This 3 bedroom ocean front penthouse defines luxury and comfort. These two story spacious suites...
Rates
$1500 - $2500 night
$10500 - $17500 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 - $850 night
$2450 - $5950 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: Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shoreline in West Bay. Past guests say they felt luck...
Rates
$135 - $320 night
$945 - $2240 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 - $1350 night
$2093 - $9450 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: *NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’...
Rates
$200 - $565 night
$1400 - $3955 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
$370 - $520 night
$2590 - $3640 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 #31, you also have access to the condo complex’s amenities, like a communal, ocean-view pool, tennis courts, and a private beach bounde...
Rates
$130 - $360 night
$910 - $2520 week


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2 bedroom Vacation Rental Condo in Seven Mile Beach - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A perfect Grand Cayman condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interior with high-end furnishin...
Rates
$165 - $550 night
$1155 - $3850 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
$225 - $620 night
$1575 - $4340 week


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1 bedroom Vacation Rental Condo in West Bay
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: West Bay, Grand Cayman, Cayman Islands
Description: On the hunt for away-from-it-all accommodations on Grand Cayman, where you can have a Caribbean beach all to yourself and sea views to greet you in...
Rates
$155 - $360 night
$1085 - $2520 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
$330 - $480 night
$2310 - $3360 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
$190 - $320 night
$1330 - $2240 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
$155 - $440 night
$1085 - $3080 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
$390 - $980 night
$2730 - $6860 week


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7 bedroom Vacation Rental Villa in Seven Mile Beach - Ocean View
Villa: 7 Bedroom, 7.5 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
$2600 - $5135 night
$18200 - $35945 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: Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’t. This one-bedroom, one-bat...
Rates
$175 - $415 night
$1225 - $2905 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
$175 - $370 night
$1225 - $2590 week


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2 bedroom Vacation Rental Villa in Grand Cayman
Villa: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Ru...
Rates
$295 - $735 night
$2065 - $5145 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
$190 - $525 night
$1330 - $3675 week


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Listings 51 - 75 of 75
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