Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2+ people

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$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 - $8,950 /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%
$1,850 - $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%
$1,740 - $4,980 /night

Crystal Waters

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat. Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With t... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,661 - $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%
$1,661 - $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%
$1,650 - $4,950 /night

Kaiku Estate

8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a doubl... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,600 - $8,950 /night

Point of View

6 Bedroom Villa, 7 Bathrooms, Sleeps 16
Welcome to Point of View, a stunning beachfront villa where luxury and natural beauty blend seamlessly. Perfect for travelers and families, this picture-perfect escape offers an idyllic setting to relax, recharge, and... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$1,590 - $4,300 /night

Ville Adiacente

6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Welcome to Ville Adiacente, a combination of two three-bedroom adjacent villas (Casa Luna 16 and 17) within the gated Casa Luna residential resort. Only 15-minutes from the airport, guests can head directly to the villa,... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,550 - $5,895 /night

Twin Palms

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,550 - $3,795 /night

Our Cayman Cottage

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities. Spanning 6,500-square feet... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
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