Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2+ people

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$1,395 - $3,950 /night

Sea Orchard Retreat

8 Bedroom Villa, 10 Bathrooms, Sleeps 22
Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for mass... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 18%
$1,295 - $3,395 /night

Ocean Kai

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $2500.00 flat
Taxes: 30.9%
$1,290 - $2,635 /night

Club Suites at Rum Point | Three Bedroom Pool Suite

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Experience the best of Rum Point at the Club Suites, where modern luxury meets the laid-back charm of Cayman Kai. Nestled within the exclusive Rum Point Club Resort, these elegantly designed residences offer effortless p... more
Additional Fees: Damage Waiver $299.00 flat
$1,250 - $3,450 /night

Aqua Residence 2

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Aqua, a newly-built luxury residential tower offering 10 exclusive full-floor residences with panoramic views of Seven Mile Beach. Each residence spans the entire floor, providing unparalleled privacy and seam... more
Additional Fees: Security Deposit $1500.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$1,250 - $3,750 /night

Cayman Castle Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Cayman Castle 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 terraces, a panoram... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,200 - $3,000 /night

Turtle Beach

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Turtle Beach, a luxury, open-concept four-bedroom private villa on the oceanfront in Spotts, just ten minutes from the airport. Turtle Beach appeals to seasoned travellers looking for a classic oceanfront v... more
Additional Fees: Security Deposit $2500.00 flat, Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,188 - $6,270 /night

N103 | 2 BDM

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%
$1,188 - $6,270 /night

S202 | 2 BDM

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%
$1,145 - $3,295 /night

Great Bluff Estates

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,095 - $2,395 /night

Wind Upon the Waves

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,095 - $2,845 /night

Kai-Yak Cove

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Kai-yak Cove is a newly-built luxury Caribbean-style villa in the tranquil resort neighbourhood of Cayman Kai. Guests will enjoy many unique features, including a wrap-around veranda, a pool with a heated spa, an outdoor... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
$1,095 - $2,845 /night

White Dahlia

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities. Soaring ceilings,... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
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