Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,900 - $4,800 /night

La Villa Salee

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
$1,900 - $5,000 /night

The Cottage At Meads Bay

3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is an ideal beachfront villa in Anguilla situated right on the vibrant coastline of northwest Anguilla’s renowned Meads Bay. This iconic locale is celebrated for its luxurious ambiance and brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,900 - $7,500 /night

Modena

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Italian charm with a modern twist boast this incredible villa that looks out upon the Caribbean Sea. An interconnected open design with over 25 000 total square feet which flows seamlessly into the interior spaces. All t... more
Additional Fees: Tourist Tax $3.00 guest daily, Damage Waiver $299.00 flat
Taxes: 23%
$1,900 - $5,567 /night

Villa Lolita

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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: 17.5%
$1,895 /night

Outrigger

6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Located on a ridge 300 ft. above town, the recently renovated Outrigger Villa, formerly Outrigger House, affords views of the mesmerizing Charlotte Amalie harbor with cruise ships on the Caribbean Sea, yachts, marine por... more
Additional Fees: Cleaning Fee $650.00 flat, Damage Waiver $299.00 flat
Taxes: 12.5%
$1,895 - $2,595 /night

Villa Coquina

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,886 - $4,084 /night

Beachcomber

5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Beachcomber Villa provides five fully air-conditioned bedrooms featuring en suite bathrooms with indoor and outdoor showers. The main pavilion offers over 1,000 square feet of living space with a dining table that seats ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
$1,880 - $6,100 /night

Jamoon

7 Bedroom House, 7 Bathrooms, Sleeps 14
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Jamoon is a charming and priv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,875 - $9,800 /night

Villa Paradise

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Villa Paradise is an exquisite seven bedroom, gated 7,000 square foot seaside property that sits on three and a half acre landscaped estate. The villa built of white stucco and shaped like a yacht combines natural beauty... more
Additional Fees: Tourist Tax $3.00 guest daily, Damage Waiver $299.00 flat
Taxes: 23%
$1,872 - $6,000 /night

Hacienda B18 | Escondida

5 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,870 - $3,750 /night

Casa Saman

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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 facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,860 - $5,000 /night

Tortuga C12 | Atalaya

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
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