Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$16,800 - $22,100 /night

Delphis

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Delphis becomes your private peninsula resort with five suites across 3.2 lush acres, a boat dock, a collection of beaches and two infinity pools. Snorkel your own 500 metres of coastline, meander through nature trails, run right into the sea view at the ... more
$16,800 - $25,000 /night

Morning Glory

8 Bedroom Villa, 11 Bathrooms, Sleeps 16
A gorgeous colonial-style residence, Morning Glory sits on eight private acres of lush, tropical gardens and is ideal for parties large and small. A main house and two private cottages come with a private gym and spa, games room and media center, outdo... more
$16,000 - $16,500 /night

Castillo Caribe

7 Bedroom Villa, 14 Bathrooms, Sleeps 14
Castillo Caribe is undoubtedly one of the finest beachfront estates in the world offering a luxury lifestyle at its best in an exceptionally lavish setting. Commanding far-reaching views of the Caribbean sea set on a pristine 250 meters stretch of white s... more
$16,000 - $53,571 /night

Sand Club

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
With a large entrance opening onto a woody palm tree ground and a perfect lawn, the luxurious rental villa Sand Club is one of the most outstanding properties in St. Barths, and among the most impressive beachfront villas located on the Flamands Beach. Th... more
$16,000 - $37,000 /night

Ani Dominican Republic

14 Bedroom Apartment, 14 Bathrooms, Sleeps 28
Claiming its own private peninsula on the Dominican Republic’s north coast, ÀNI offers an all-inclusive, 4.2-acre (1.70-hectare) private resort exclusively designed for a single group of guests. Set in manicured gardens with breathtaking, 270-degree vi... more
$16,000 - $32,000 /night

ÀNI Anguilla

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
A clifftop eyrie perched above Little Bay on Anguilla’s northern shoreline, ÀNI offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests. Surrounded by vivid-green indigenous flora on three... more
$15,643 - $64,286 /night

Wake Up

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Wake Up is an architectural gem located on Flamands Beach in front of a breathtakingly beautiful view. Modern and equipped with luxurious amenities and fine materials, this five-bedroom property welcomes groups wishing to spend an unforgettable stay... more
$15,560 - $40,295 /night

Beach House

8 Bedroom Villa, 10 Bathrooms, Sleeps 16
Pristine white against crystal blue skies and a sparkling turquoise sea, The Beach House sits directly on Meads Bay, one of Anguilla's premier world-class beaches. Breath-taking views abound from stunning indoor/outdoor living areas, including terraces on... more
$15,300 - $22,100 /night

Lazy Lizard

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This exceptional and very private beachfront estate offers a luxurious fusion of Caribbean and Asian architecture. Lazy Lizard's exceptional design forms a series of eight pavilions clustered around a spectacular free form swimming pool with floating dini... more
$15,300 - $19,500 /night

Evangeline

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Set on a private beach on the northeast corner of Jumby Bay Island, Evangeline is a sanctuary of peace and privacy designed by renowned architect Andrew Goodenough. The estate is spread across an immaculately groomed, palm-studded tropical landscape surro... more
$15,000 - $20,000 /night

Punta Aguila 22 | Farallon

10 Bedroom Apartment, 14 Bathrooms, Sleeps 24
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilities and amenities include golf course... more
$15,000 - $26,000 /night

Sentosa

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Exquisitely designed and decorated, fully-staffed Villa Sentosa is a serene beach retreat where stresses melt away. Situated directly on 240 feet of stunning Grace Bay beachfront, Sentosa marries breathtaking ocean views with five-star amenities. Accommod... more
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