Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2+ people

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$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 $350.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $3000.00 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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,495 - $4,295 /night

Cayman Castle & Guesthouse

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,450 - $4,750 /night

Kaiku

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$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%
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