Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2+ people

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$2,750 - $9,950 /night

Turtle Breeze

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Welcome to Turtle Breeze, a breathtaking, Balinese-style 6-bedroom oceanfront estate nestled in West Bay just north of Seven Mile Beach. Designed with privacy in mind, Turtle Beach offers a micro-resort experience acr... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$2,640 - $6,270 /night

Seafire Residences 2 BDM Residence

2 Bedroom Villa, 2 Bathrooms, Sleeps 5
Uncover the splendor of this expansive 2-bedroom Seafire Residences apartment, a generous 1,722 -square-foot haven radiating sophistication. The seamless integration of interior design with the Caribbean's natural beauty... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,640 - $6,270 /night

Seafire Residences 2 BDM Residence

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Immerse yourself in the luxury of this 2-bedroom Seafire Residences apartment, a spacious 2,167-square-foot retreat exuding sophistication. The interior design harmonizes seamlessly with the natural beauty of the Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,450 - $7,950 /night

Kaia Kamina

7 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai. The vacation experience for our Luxury Platinum Collection begins with an airport greeting b... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$2,150 - $12,950 /night

Bella Rocca

8 Bedroom Villa, 10 Bathrooms, Sleeps 20
Bella Rocca is where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman’s tranquil East End. Ima... more
Additional Fees: Departure Cleaning Fee $795.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$1,995 - $4,995 /night

Villa Mora

7 Bedroom Villa, 8 Bathrooms, Sleeps 17
Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath gated ocean estate sits on over 200 feet of beachfront with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,950 - $10,950 /night

Rip Kai

9 Bedroom Villa, 11 Bathrooms, Sleeps 24
A luxurious gated and walled ocean estate, available in either a 7-bedroom or 5-bedroom configuration, with a deep array of home technology, resort-like amenities, and optional staffing options gives Rip Kai a micro-reso... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$1,950 - $6,750 /night

Evolution

7 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast. Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the sa... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,950 - $8,450 /night

Sun Salutations

6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood. This home seamlessly blends minimalist design with a tranquil ambi... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
$1,750 - $4,295 /night

Cayman Castle & Guesthouse

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
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