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:
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... Learn More
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... Learn More
Rates
$245 - $750 night
$1715 - $5250 week
$245 - $750 night
$1715 - $5250 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 8
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
$256 - $359 night
$1794 - $2511 week
$256 - $359 night
$1794 - $2511 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bedroom/2 bathroom Ocean front condo Unit Description: This 3 bedroom, 2 bath condo offers all the comfort and modern day amenities one could ne... Learn More
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: 3 bedroom/2 bathroom Ocean front condo Unit Description: This 3 bedroom, 2 bath condo offers all the comfort and modern day amenities one could ne... Learn More
Rates
$550 - $725 night
$3850 - $5075 week
$550 - $725 night
$3850 - $5075 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
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:
3 Bedroom, 2 Bathroom, Sleeps 7
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This beachfront resort is centrally located on the famous Seven Mile Beach. It's within easy walking distance of restaurants, water-sports, shoppin... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: This beachfront resort is centrally located on the famous Seven Mile Beach. It's within easy walking distance of restaurants, water-sports, shoppin... Learn More
Rates
$282 - $384 night
$1973 - $2691 week
$282 - $384 night
$1973 - $2691 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's wit... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This small exclusive complex, with each unit having its own private pool, is situated on the tranquil waters and sands of the North Sound. It's wit... 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:
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
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
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 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... 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 king size bed plus a queen size sofa... Learn More
Rates
$250 - $375 night
$1750 - $2625 week
$250 - $375 night
$1750 - $2625 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Perfectly situated to catch the fresh sea breezes is a small resort with a sandy beach excellent for walking, swimming and snorkeling. Kozy Kai is... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Perfectly situated to catch the fresh sea breezes is a small resort with a sandy beach excellent for walking, swimming and snorkeling. Kozy Kai is... Learn More
Rates
$144 - $195 night
$1005 - $1363 week
$144 - $195 night
$1005 - $1363 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:
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 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
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
Villa:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive from George Town and the airport but only minutes... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive from George Town and the airport but only minutes... Learn More
Rates
$487 - $641 night
$3408 - $4484 week
$487 - $641 night
$3408 - $4484 week
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage offers peace, quiet and priva... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This idyllic beachfront villa has the typical setting for a real Caribbean Island getaway. Surround by mature foliage offers peace, quiet and priva... Learn More
Rates
$277 - $349 night
$1937 - $2440 week
$277 - $349 night
$1937 - $2440 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:
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:
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
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within easy walking distance of shopping, many restaura... Learn More
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within easy walking distance of shopping, many restaura... Learn More
Rates
$323 - $429 night
$2262 - $3000 week
$323 - $429 night
$2262 - $3000 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
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This airy beach front home is within easy walking distance of a beach bar, restaurant and watersport shop. It is also within a 10 minute drive of a... Learn More
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This airy beach front home is within easy walking distance of a beach bar, restaurant and watersport shop. It is also within a 10 minute drive of a... Learn More
Rates
$308 - $410 night
$2153 - $2870 week
$308 - $410 night
$2153 - $2870 week
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