Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,950 - $10,286 /night

Lagon Bleu

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The rental villa Lagon Bleu is an enchanting vacation home in a tropical paradise. Located in Petit-Cul-de-Sac, Domaine du Levant in Saint-Barths, this sumptuous Caribbean-style home offers a splendid view over the ocean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,950 - $4,200 /night

Saramanda

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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 exclusive Sandy ... more
Additional Fees: Damage Waiver $299.00 flat, Security Deposit $2500.00 flat
Taxes: 12.5%
$1,950 - $2,200 /night

Klairan

4 Bedroom House, 4 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Set in over an acre and a half ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,936 - $4,443 /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: 17.5%
$1,929 - $6,000 /night

Aqua Dream

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled in the picturesque coastal enclave of Indigo Bay on the captivating island of Sint Maarten, Villa Aqua Dream stands as a testament to modernity and luxury. This six-bedroom villa is a true masterpiece of contempo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,929 - $6,000 /night

Aqua Vista

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled harmoniously alongside its sister property, Aqua Vista is a modern masterpiece in its own right, offering an unparalleled fusion of contemporary elegance and island luxury. This magnificent six-bedroom villa, loc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,929 - $13,500 /night

Baraka Point

6 Bedroom Villa, 7 Bathrooms, Sleeps 16
Accommodating 16 guests in total, Baraka Point Estate is the perfect private hideaway with a layout that lends itself to hosting large families, groups of friends, corporate retreats, weddings and special celebrations of... more
Taxes: 25%
$1,921 - $5,092 /night

Sweet Spot

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds. A 6,000-square-foot private home with a huge lawn and beach. Interiors at Sweet ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,920 - $4,800 /night

Tortuga C19 | Good Vibes

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
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: Damage Waiver $299.00 flat
Taxes: 18%
$1,918 /night

1 BDM Garden Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
The One Bedroom Suites feature a balcony or terrace that overlooks the resort garden or pool. The primary bedroom offers a king bed, flat-screen television and a full ensuite bathroom with a stand-up shower and tub. The ... more
Additional Fees: Damage Waiver $299.00 flat
$1,900 - $5,170 /night

Leeward Jewel Villa

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Leeward Jewel Villa is a New Unique Luxury Villa on the breathtakingly beautiful Island of Providenciales in the Turks and Caicos Islands. With famous stretches of uncrowded beaches and vibrant coral reefs, you’ll rela... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $1000.00 flat
Taxes: 12%
$1,900 - $4,950 /night

Kaiku Estate

8 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a doubl... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $495.00 flat
Taxes: 30.9%
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