Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,857 - $4,571 /night
Vista del Mar
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,857 - $12,857 /night
Senna
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa SENNA is a stunning five-bedroom property with a swimming pool, ideally located in St-Jean. Nestled in the lush environment of St-Barths, this vacation home accommodates up to twelve guests in bright, airy spaces. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,854 - $7,903 /night
Hanover Grange
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,853 - $9,405 /night
N401 | 3 Bedrooms
3 Bedroom Condo, 4 Bathrooms, Sleeps 6
This elegant 3-bedroom residence on Seven Mile Beach offers breezy indoor-outdoor living, sweeping ocean views, and private balconies, creating an exceptional setting for a refined island escape.
Designed for travelle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,850 /night
One Bedroom Pool Villa
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled into the hillside at the peak of Turtle Tail, our One-Bedroom Pool Villas offer a secluded and intimate sanctuary for our guests. Immerse yourself in breathtaking vistas of Sunset Cove Beach while indulging in th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,850 - $4,650 /night
Portobello Villa
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Named after one of the most stylish roads in West London is Portobello Villa, the latest luxury holiday rental villa on the West Coast of Barbados. This beachfront pad includes 5 ensuite bedrooms, all of which offer mesm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,850 - $3,360 /night
Oceanfront 1 BDM Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanfront One Bedroom features a primary bedroom with a California king bed, a primary bedroom with a shower and a standalone tub, a spacious living area and terrace with a swimming pool, a full kitchen and a breakf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $4,500 /night
Aqualina Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Relax in comfort in this luxurious five-bedroom ocean-view villa. This villa combines the carefree, luxurious atmosphere of a five-star resort and the privacy and safety of your own personal villa. From the moment you dr... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,850 - $3,800 /night
Oceanfront Luxury 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The splendid Ocean Front Luxury Three Bedroom Suite is a unique haven. Its handsome and dramatic Caribbean Colonial decor showcases fine craftsmanship with stunning rattan-lined cathedral ceilings, Italian granite and ha... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $4,600 /night
Villas Luxury 2 BDM Suite
2 Bedroom Villa, 3 Bathrooms, Sleeps 6
*Actual room may differ from photos shown.
Very spacious two-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront primary bedroom with a king bed, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,850 - $7,400 /night
Bird of Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on an enchanting cliff, Bird of Paradise offers panoramic views of the Caribbean Sea and the nearby islands of St. Bart and St. Martin. The villa embraces the concept of indoor-outdoor living, with walls that fol... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,850 - $5,200 /night
Hemingway House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Please note: The beach experiences seasonal fluct... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,845 - $4,215 /night
Hacienda B31
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,845 - $6,212 /night
Crystal Sunrise Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This four bedroom home has gorgeous views of St. Maarten and is a 2-minute drive (5-minute walk) to Sandy Hill Bay beach. You know you have reached somewhere special as you drive up to the house and park. The entrance is... more
Additional Fees: Damage Waiver $299.00 flat
$1,843 - $4,558 /night
Mapai
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Villa Mapai is a stunning six-bedroom villa located in the gated community of Terrasse de Cul de Sac. Situated in a picturesque oceanfront setting, the villa offers a luxurious and tranquil escape. Its prime location pro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,839 - $3,358 /night
White Owl
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,838 - $4,620 /night
Turtle Nest
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Turtle Nest welcomes you with the gentle charm of its lush tropical garden, leading you toward a breathtaking panorama of the Caribbean Sea. This incredible villa is set on a slight rise at the edge of Baie Longue beach ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,836 - $4,029 /night
A Dream Come True Villa
5 Bedroom Apartment, 6 Bathrooms, Sleeps 14
Make your fantasy island holiday a reality at this unique, 5-star BVI beachfront villa. A one-acre hillside estate surrounded by lush gardens and tropical flowers, A Dream Come True Villa provides a private oasis with ac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,821 - $7,843 /night
Emotion
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Emotion is a four-bedroom property with a swimming pool nestled in the wooded hills, overlooking St-Jean Bay. Located in the Tourterelles district, Villa Emotion offers beautiful and very private spaces in a most r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 /night
Villa Maji
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
This elegant four-bedroom, five-bathroom villa resplendently blends casual Caribbean architecture and Mediterranean-inspired design with dramatic roof lines and graceful silhouettes. The foyer opens to an open living roo... more
Additional Fees: Damage Waiver $299.00 flat
$1,800 - $2,986 /night
Bella
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Bella is a beautiful two-bedroom property ideally located in Toiny in front of an outstanding panoramic ocean view. In a heavenly setting nestled between sky and sea, Bella welcomes families or couples of friends i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $8,500 /night
Alkera
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled within a gated community, this villa overlooks pristine white sand beaches and crystal-clear blue waters, embodying the essence of luxury, privacy, and tranquility. For those seeking the ultimate in Anguilla vill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,800 - $10,286 /night
Marcel
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Villa Marcel is a magnificent property located in Anse des Cayes, in front of the bay and the hills. As St. Barth’s sun shines and brings an exceptional glow, this six-bedroom home welcomes guests in a luxurious settin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $5,643 /night
Mardix Prestige
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Vacation rental Mardix Prestige is a sumptuous three-bedroom apartment located in the heart of Gustavia. Overlooking the harbour, it is an ideal and luxurious place for families or groups of friends looking for a vacatio... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $3,450 /night
Sugar Magnolia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,800 - $5,500 /night
Infinity House
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
With its stunning design and vistas of the Caribbean Sea, this magnificent residence is the perfect paradise escape. This luxurious two-story residence is located on the stunning West Coast of Barbados in the renowned Ca... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,800 /night
Casa del Pozo
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Casa del Pozo is outstanding, all that is antique is preserved and the new elements are modern, highlighting the value of its centenarian foundations. The heart of the house is its colonial style patio. The interior of t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,800 - $5,714 /night
Town House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Town House is a beautiful three-bedroom apartment located in the center of Gustavia, with a breathtaking view over the harbour. In the evening, the sparkling lights of the city make it a privileged place to enjoy the bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $10,286 /night
Lagon Rose
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The luxurious villa Lagon Rose in St-Barths is a five-bedroom property located in Petit-Cul-de-Sac in the exclusive Domaine du Levant gated community. Only a few minutes from the beach, this hillside property offers a br... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $10,286 /night
Lagon Vert
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Located in the private community of Domaine du Levant in Petit-Cul-de-Sac, the luxurious vacation villa Lagon Vert is a six-bedroom and one-level property, perfect for couples or families vacationing together. It feature... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%