Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$795 - $2,950 /night

The Sands #5

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba excursions. This oceanfr... more
$795 - $2,295 /night

Caribe Sun

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood. Designed with a calming blue color scheme, this modern retreat offers a seamless blend of luxury and island charm, accommodating up to 10 gues... more
$795 - $2,245 /night

Sea 2 Infinity

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sea 2 Infinity's is a two-story villa that spans over 4,000 sq. ft. and sits on over an acre of sand in beautiful Cayman Kai. Guests can walk to Starfish Point, the Kaibo restaurants, and the Rum Point Club once it reopens in late Spring 2023. It's the pe... more
$795 - $2,350 /night

Envision

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Envision is the new name for this recently renovated beach house on Cayman's North Side with backyard snorkeling, a sandy beachfront, plus a private pool with spa. Complimentary spa heat is provided from Thanksgiving to Easter. The home sits on an o... more
$795 - $1,895 /night

Blue Serenity

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Blue Serenity, a luxurious 4-bedroom villa on Cayman's central south coast. Perfect for families and groups, this villa offers backyard snorkeling and a host of modern amenities after a complete rebuild. Blue Serenity has been meticulously u... more
$795 - $995 /night

2 BDM Marina View Townhouse

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
The Marina View Townhouse overlooks the vibrant Oyster Pond Marina and is two levels with the living and dining area as well as kitchen, half bathroom, and private terrace located on the main level. The upper level offers two bedrooms with en-suite bathro... more
$795 - $1,065 /night

Mai Tai Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A beautiful 4 bedroom private, beachfront villa with amazing views, cool sea breeze and the relaxing sound of the waves touching the sand. Mai Tai is one of the handful of villas in Silver Sands that provides full-time, first-class service with a train... more
$795 - $1,950 /night

Waves Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 7
Waves gracefully stands as an illumination of tranquility in the heart of Anguilla, presenting guests with an unparalleled panorama of the illustrious Shoal Bay East, renowned as one of the island's most pristine beaches. This secluded haven marries the q... more
$795 - $2,150 /night

Cayman Sands Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom detached guest cottage. The main house f... more
$795 - $1,995 /night

Hidden Cove

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complimentary, for a day of exploring abov... more
$795 - $2,719 /night

Bluebird

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$795 - $1,700 /night

Reeds House Penthouse 14

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Nearby beach construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Reeds House is ideally situated directly on the white sandy beaches of Reeds ... more
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