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, where the property manager will me... more
$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 infinity hot tub, as well as the po... more
$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 across four floors, Our Cayman Cot... more
$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 cottage over a double garage. The c... more
$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 massage, yoga, and more! We maintain a ... more
$1,295 - $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, walls of glass and a quiet cove wi... more
$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 a private en suite bath. Upon en... more
$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 seamless indoor-outdoor living through ... more
$1,250 - $3,150 /night

White Cottage

5 Bedroom Villa, 3 Bathrooms, Sleeps 11
Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An oceanfront wall of glass and screene... more
$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 panoramic veranda balcony, and a well-shad... more
$1,225 - $2,635 /night

Club Suites at Rum Point 3 BDM 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 poolside living just steps from the ... more
$1,200 - $3,000 /night

Turtle Beach

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Turtle Beach, a luxury, open-concept 4-bedroom private villa on the oceanfront in Spotts, just 10 minutes from the airport. Turtle Beach appeals to seasoned travelers looking for a classic oceanfront villa with contemporary decor, resort-lik... more
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