Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$107,500 /night
Necker Island
24 Bedroom Villa, 20 Bathrooms, Sleeps 48
Welcome to Necker Island, Sir Richard Branson's private island paradise in the British Virgin Islands, a stunning and unspoilt area of the Caribbean. At 74 acres, Necker sits in turquoise waters surrounded by coral reefs... more
Taxes: 5.5%
$52,200 - $75,800 /night
The Aerial
17 Bedroom Estate, 21 Bathrooms, Sleeps 32
The Aerial BVI, a new all-inclusive private island destination, brings together the unparalleled beauty of the BVI with an authentic, transformative experience for its guests. The property has been designed as a bespoke ... more
Taxes: 5%
$35,714 - $50,000 /night
Emerald Cay
8 Bedroom Villa, 10 Bathrooms, Sleeps 16
This 30,000-square-foot private island estate is without a doubt the most impressive property in the Turks & Caicos Islands. The surrounding Chalk Sound National Park and Frenchman's Creek Nature Reserve offer an array o... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
Taxes: 22%
$33,250 - $50,500 /night
The Branson Beach Estate
11 Bedroom Apartment, 11 Bathrooms, Sleeps 22
The 125-acre Moskito Island is a jewel of the British Virgin Islands and one of the most exclusive private islands in the world. It offers a one-of-a-kind Caribbean experience, in the most secluded unspoiled setting.
... more
Taxes: 5.5%
$27,500 /night
Santosha
8 Bedroom Villa, 12 Bathrooms, Sleeps 21
Surrender to the pull of island life at our exclusive beachfront estate. Originally a personal residence, Santosha Villa Estate brims with authentic home-like warmth and is the largest private property in Anguilla. Locat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$27,000 - $65,000 /night
Pearls of Long Bay Estate
28 Bedroom Estate, 33 Bathrooms, Sleeps 56
Located along Provo’s stunning Long Bay Beach, The Pearls of Long Bay Estate’s three expansive homes offer guests uninterrupted views of the turquoise waters spanning the Caicos Banks, with 450ft of beachfront and pr... more
Taxes: 22%
$22,000 /night
Maddox
7 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Maddox is an exquisite property designed by world-famous architect Oliver Messel. Located on a desirable beach on the West Coast, Maddox is dreamy and peaceful, a truly special piece of Barbados’s architectural histor... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$21,430 - $35,715 /night
Cerulean Villa
9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Located on the pristine shores of Barnes Bay, Cerulean is an exceptional property that stands as one of the finest villas in Anguilla, combining both luxury and serenity. Following a meticulous two-year renovation led by... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$21,429 - $64,286 /night
Ana Flamands
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Ana Flamands is a stunning property set on the white sand of Flamands Beach. With five bedrooms, this outstanding villa rental opens onto a breathtaking view over crystal-clear waters, framed by a magnificent swimm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$21,429 - $64,286 /night
Embrace
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A tribute to art, architecture and beauty, villa Embrace is the most exclusive property in St-Barths. Located on the heights of Gustavia in front of a breathtakingly beautiful panorama and glorious sunsets, Embrace elega... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$20,000 - $25,000 /night
Cove Spring House
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
You will fall for Cove Spring mansion's location! Enjoy the outstanding view on the large oceanfront patio or in the free-form pool and Jacuzzi. Lay down on the private beach for exclusive privacy and ultimate relaxation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 16.25%
Taxes: 16.25%
$19,600 - $39,300 /night
Seaclusion Oasis
13 Bedroom Villa, 15 Bathrooms, Sleeps 26
Located on the tranquil shores of Grace Bay, Seascape epitomizes luxury island lifestyle. This chic five-bedroom, five-bathroom villa offers world-class amenities with unobstructed oceanfront views. The ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$19,000 - $39,500 /night
Tranquility
11 Bedroom Villa, 16 Bathrooms, Sleeps 22
Tranquillity is the pinnacle of private luxury estates in the Caribbean and is situated on 11 acres along Grace Bay Beach. A total of eight bedrooms in the main house includes six principal bedrooms and one grand princip... more
Taxes: 22%
$18,200 - $33,000 /night
La Dolce Vita
9 Bedroom Villa, 11 Bathrooms, Sleeps 18
The opulent La Dolce Vita villa sits on the shores of Providenciales Long Bay Beach with nine bedrooms and expansive living space totalling more than 12,300 square feet. The villa, valued at more than $25 million, featur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$17,500 - $35,000 /night
Laughing Waters
12 Bedroom Villa, 12 Bathrooms, Sleeps 24
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Staying at Laughing Waters is... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$16,500 /night
Villa Tamarindo
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
This majestic 5-bedroom villa, nestled in a prime location between the luxurious enclaves of Sandy Lane and vibrant Holetown, stands as a beacon of Caribbean luxury on four and a half acres of exclusive, private land.
... more
Additional Fees: Security Deposit $8250.00 flat
Taxes: 12.5%
Taxes: 12.5%
$16,390 - $24,970 /night
Dream Pavilion
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Dream Pavilion is one of the most exclusive luxury villas in Turks and Caicos. Its premium location on the private island of Ambergris Cay affords guests a secluded space to unwind, complete with access to a private beac... more
Additional Fees: Damage Waiver $299.00 flat
$16,000 - $53,571 /night
Sand Club
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 garde... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$16,000 - $32,000 /night
ANI 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 vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 26%
Taxes: 26%
$15,000 - $30,000 /night
Villa Oceane
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Nestled in the breathtaking Old Fort Bay, Villa Oceane is a stunning beachfront vacation rental offering unparalleled luxury and a front-row seat to one of the most beautiful beaches in the Bahamas. With its prime locati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
Taxes: 22%
$15,000 /night
Elsewhere
10 Bedroom Estate, 10 Bathrooms, Sleeps 20
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Nestled in the Sandy Lane Est... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$14,800 - $30,000 /night
The Reserve Villa 2
7 Bedroom Villa, 8 Bathrooms, Sleeps 18
Located in the ultra-luxurious 5-acre Reserve, steps from Grace Bay beach. Villa 2 spans 15,141 square feet, of which 10,394 square feet are interior air-conditioned space. A total of 7 spacious ensuite bedrooms and 7.5 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$14,000 - $42,000 /night
Hawksbill Estate
11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Hawksbill Turks and Caicos is an eight-bedroom (can be rented as a five-, six-, or eight-bedroom) Caribbean estate home spread across a number of separate buildings throughout the four+ acre site. It can also be combined... more
Additional Fees: Security Deposit $15000.00 flat
Taxes: 22%
Taxes: 22%
$14,000 - $42,000 /night
Hawksbill
8 Bedroom Villa, 8 Bathrooms, Sleeps 18
An expansive, fully staffed beachfront property with unrivalled sports and recreational facilities, Hawksbill offers pure indulgence for all ages. Set into four acres of tropical gardens, offering room for youngsters to ... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 22%
Taxes: 22%
$13,800 - $26,000 /night
Seaclusion
9 Bedroom Villa, 10 Bathrooms, Sleeps 22
Located on the tranquil shores of Grace Bay Beach, Seaclusion epitomizes a luxury island lifestyle. This chic eight-bedroom, nine-and-a-half bathroom oceanfront Villa offers world-class amenities with unobstructed oceanf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$13,750 /night
Juanillo 26/27 | Guacamaya
9 Bedroom Apartment, 10 Bathrooms, Sleeps 18
Contemporary, with avant-garde touches, all areas with high ceilings. The main living room, dining room, terraces, bar area, and bedrooms, are all tastefully decorated. Futuristic style, modern, glass hallways, paddle te... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 8%
Taxes: 8%
$13,750 - $27,500 /night
Sanzaru
11 Bedroom Villa, 12 Bathrooms, Sleeps 22
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
Guests staying within ... more
Additional Fees: Security Deposit $10000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$13,275 /night
Villa Toscana
9 Bedroom Villa, 13 Bathrooms, Sleeps 20
The beaches and golf courses of Punta Cana are at your doorstep when you stay at Villa Toscana. Set on a rise overlooking a golf course and the ocean beyond, the estate has both gorgeous views and four beaches and two go... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 6%
Taxes: 6%