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.
Select a state/province/region to narrow your vacation rental search or browse listings below:
Cayman Islands Top Cities
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... Learn More
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... Learn More
Rates
$159 - $275 night
$1113 - $1925 week
$159 - $275 night
$1113 - $1925 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute d... Learn More
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute d... Learn More
Rates
$138 - $174 night
$969 - $1220 week
$138 - $174 night
$969 - $1220 week
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 ... Learn More
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 ... Learn More
Rates
$330 - $750 night
$2310 - $5250 week
$330 - $750 night
$2310 - $5250 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: West End, Cayman Brac, Cayman Islands
Description: Deluxe 2 bed/ 2 bath suite Unit Description: Our most luxurious rooms are the deluxe two bedroom ocean view suites. Enjoy a full kitchen stocked w... Learn More
Location: West End, Cayman Brac, Cayman Islands
Description: Deluxe 2 bed/ 2 bath suite Unit Description: Our most luxurious rooms are the deluxe two bedroom ocean view suites. Enjoy a full kitchen stocked w... Learn More
Rates
$213 - $218 night
$1491 - $1526 week
$213 - $218 night
$1491 - $1526 week
Condo:
Studio, 1 Bathroom, Sleeps 4
Location: West End, Cayman Brac, Cayman Islands
Description: Deluxe double queen room Unit Description: These ocean view rooms feature two comfortable and spacious queen size beds with modern decoration and ... Learn More
Location: West End, Cayman Brac, Cayman Islands
Description: Deluxe double queen room Unit Description: These ocean view rooms feature two comfortable and spacious queen size beds with modern decoration and ... Learn More
Rates
$170 - $181 night
$1190 - $1267 week
$170 - $181 night
$1190 - $1267 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/... Learn More
Rates
$180 - $267 night
$1260 - $1866 week
$180 - $267 night
$1260 - $1866 week
Home:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Pease Bay, Grand Cayman, Cayman Islands
Description: This elegant residence is located 20 minutes drive from the airport and George Town on our Island's quiet and scenic South shoreline. It is luxurio... Learn More
Location: Pease Bay, Grand Cayman, Cayman Islands
Description: This elegant residence is located 20 minutes drive from the airport and George Town on our Island's quiet and scenic South shoreline. It is luxurio... Learn More
Rates
$1348 - $1758 night
$9435 - $12305 week
$1348 - $1758 night
$9435 - $12305 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and the main town of George ... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and the main town of George ... Learn More
Rates
$180 - $267 night
$1260 - $1866 week
$180 - $267 night
$1260 - $1866 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: This spacious and secluded villa, nestled on a beautiful cliff overlooking a quiet beach, looking North West at beautiful sunsets. Situated in a qu... Learn More
Location: East End, Grand Cayman, Cayman Islands
Description: This spacious and secluded villa, nestled on a beautiful cliff overlooking a quiet beach, looking North West at beautiful sunsets. Situated in a qu... Learn More
Rates
$379 - $431 night
$2655 - $3014 week
$379 - $431 night
$2655 - $3014 week
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... Learn More
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... Learn More
Rates
$300 - $999 night
$2100 - $6993 week
$300 - $999 night
$2100 - $6993 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across from famous Rum Point where there is a restaurant,... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across from famous Rum Point where there is a restaurant,... Learn More
Rates
$144 - $195 night
$1005 - $1363 week
$144 - $195 night
$1005 - $1363 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair accessible. It's large wrap around balcony offers th... Learn More
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair accessible. It's large wrap around balcony offers th... Learn More
Rates
$308 - $384 night
$2153 - $2691 week
$308 - $384 night
$2153 - $2691 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Rates
$179 - $282 night
$1256 - $1974 week
$179 - $282 night
$1256 - $1974 week
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: South Sound, Grand Cayman, Cayman Islands
Description: This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from George Town, restaurants, shopping and watersports. ... Learn More
Location: South Sound, Grand Cayman, Cayman Islands
Description: This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from George Town, restaurants, shopping and watersports. ... Learn More
Rates
$333 - $436 night
$2332 - $3049 week
$333 - $436 night
$2332 - $3049 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurely beach walk, collecting shells in a gentle tro... Learn More
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurely beach walk, collecting shells in a gentle tro... Learn More
Rates
$231 - $261 night
$1614 - $1830 week
$231 - $261 night
$1614 - $1830 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurely beach walk, collecting shells in a gentle tro... Learn More
Location: Little Cayman, Little Cayman, Cayman Islands
Description: This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurely beach walk, collecting shells in a gentle tro... Learn More
Rates
$333 - $384 night
$2332 - $2691 week
$333 - $384 night
$2332 - $2691 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 7
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed/3 bath beach front home Unit Description: Located near world-famous Stingray City and Rum Point Restaurants, beaches and water sports, each ... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bed/3 bath beach front home Unit Description: Located near world-famous Stingray City and Rum Point Restaurants, beaches and water sports, each ... Learn More
Rates
$345 - $750 night
$2415 - $5250 week
$345 - $750 night
$2415 - $5250 week
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... Learn More
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... Learn More
Rates
$350 - $550 night
$2450 - $3850 week
$350 - $550 night
$2450 - $3850 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: As the name suggests, this convenient condo resort is near to the main town of George Town, as well as many restaurants, supermarket and water-spo... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: As the name suggests, this convenient condo resort is near to the main town of George Town, as well as many restaurants, supermarket and water-spo... Learn More
Rates
$215 - $323 night
$1507 - $2260 week
$215 - $323 night
$1507 - $2260 week
Condo:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spectacular views of the powdery white beach and a w... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spectacular views of the powdery white beach and a w... Learn More
Rates
$384 - $564 night
$2691 - $3946 week
$384 - $564 night
$2691 - $3946 week
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 queen size bed plus a queen size sof... Learn More
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 queen size bed plus a queen size sof... Learn More
Rates
$167 - $300 night
$1169 - $2100 week
$167 - $300 night
$1169 - $2100 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports sh... Learn More
Rates
$205 - $277 night
$1435 - $1937 week
$205 - $277 night
$1435 - $1937 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach. You can walk for miles on ... Learn More
Rates
$179 - $282 night
$1256 - $1974 week
$179 - $282 night
$1256 - $1974 week
Villa:
6 Bedroom, 4 Bathroom, Sleeps 15
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beautiful 2 story villa has to be seen to be believed, and is furnished to a standard that would suit anyone looking for the ultimate in luxur... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beautiful 2 story villa has to be seen to be believed, and is furnished to a standard that would suit anyone looking for the ultimate in luxur... Learn More
Rates
$1075 - $1588 night
$7525 - $11113 week
$1075 - $1588 night
$7525 - $11113 week
Home:
4 Bedroom, 5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking distance of the popular Rum Point Club, a watersp... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking distance of the popular Rum Point Club, a watersp... Learn More
Rates
$538 - $692 night
$3767 - $4843 week
$538 - $692 night
$3767 - $4843 week
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