Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,143 - $4,286 /night

Truffle

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Truffle in St Martin an amazing, luxurious and modern five-bedroom villa Villa Truffle is a luxurious retreat nestled within a meticulously maintained tropical garden. This exceptional property is perched on a c... more
Additional Fees: Damage Deposit $4000.00 flat
Taxes: 10%
$1,143 - $4,571 /night

Villa Casa Roc

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Roc is a very nice three-bedroom villa ideally located in the centre of Gustavia, within walking distance of the restaurants, shops and Shell Beach. The view on Gustavia harbour is amazing. At night, the city and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,143 - $6,429 /night

Rose Dog

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a hillside in Dévé, the vacation rental Rose Dog is a superb four-bedroom property with spectacular views over the Caribbean Sea from Petit-Cul-De-Sac to Toiny Bay. Very private and equipped with utmost comf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,142 - $2,683 /night

Spanish Cove

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Spanish Cove is the epitome of a Caribbean beach house tucked in the center of the small, busy town of Runaway Bay. Built in classic Jamaican style, with a wide veranda and beautiful decorative fan lights throughout, Spa... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,139 - $3,786 /night

Villa Fay

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The villa rental Fay is a charming Caribbean property located on the west side of Flamands Beach. Bright and comfortable, this beachfront home offers beautiful spaces facing breathtaking views over the white sand and the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,135 - $3,000 /night

Phoenix Villa

4 Bedroom Apartment, 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. Introducing Phoenix Villa, a lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,129 - $2,886 /night

Villa 3

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This elegant and exceptionally spacious five-bedroom, 5 1/2-bathroom waterfront villa comes with a private boat slip at the bottom of the garden. The generously sized living areas open onto extended decks that boast brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
$1,129 - $5,000 /night

Belharra Lagoon

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury vacation rental Belharra Lagoon is located in Grand-Cul-de-Sac close to the pond and the lagoon. Coming with upscale services, this beautiful villa opens onto an amazing view over the bay, a true dream place f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,127 - $2,200 /night

Coconut Palm Villa

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Coconut Palm Villa is a luxurious three-bedroom oasis literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within easy walking distance of many of the West End’s gourmet ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,118 - $2,541 /night

1 BDM Oceanfront Suite at Windsong Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Exquisite Grace Bay views, expansive interiors, luxury finishes, and British West Indies-inspired furnishings define this spacious suite. Double, sliding glass doors from the living room and dining area/kitchen, pocket i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,117 - $2,571 /night

On the Rocks

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
On the Rocks signifies the true Turks & Caicos lifestyle and charm. This three-bedroom luxury waterfront home was designed to be shared and enjoyed by families to relax with your shoes off and forget about time for a bit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$1,114 - $2,100 /night

Villa ValMarc

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa ValMarc is comprised of two free-standing pavilions with tastefully decorated indoor/outdoor living areas. The main pavilion features a wall of sliding glass to highlight the stunning view and a great room, includi... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
$1,110 - $3,160 /night

Beaulieu

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Perched above the shimmering turquoise waters of the Caribbean Sea, Villa Beaulieu offers an extraordinary vantage point over Baie Rouge Beach, with uninterrupted views stretching toward the neighboring island of Anguill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,106 - $4,453 /night

Lagos 20

5 Bedroom Villa, 6 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%
$1,100 - $3,300 /night

Sylanna

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located within the prestigious Sandy Lane Estate, Sylanna is a beautifully appointed 5 bedroom villa set in over an acre of lush, mature gardens. This private retreat offers a rare combination of timeless elegance and mo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,100 - $4,200 /night

Villa Nuit Jade

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Experience an exceptional stay in the heart of the prestigious Terres Basses residence at Villa Nuit Jade. This stunning five-bedroom villa with en-suite bathrooms perfectly combines luxury, modern comfort, and refined e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,100 - $3,150 /night

Le Cheval

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$1,100 - $1,600 /night

Shoestring

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nestled among the beachfront neighbourhood of Gibbs, St Peter, Shoestring is one of the newest... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,100 - $4,600 /night

The One at the St James

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The beach experiences seasonal fluctuations in its accessibility. Nestled along the exclusive West Coast of Barbados, just south of the renowned Sandy Lane Hotel, this first-floor luxury condominium o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,100 - $2,700 /night

Tortuga B10

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$1,100 - $2,678 /night

Seascape Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Seascape, an exquisite four-bedroom beachfront villa, is the quintessential destination for an unforgettable island getaway with your loved ones. Situated on the picturesque Gibbes Beach along the prestigious platinum co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,095 - $2,395 /night

Wind Upon the Waves

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,095 - $2,845 /night

Kai-Yak Cove

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Kai-yak Cove is a newly-built luxury Caribbean-style villa in the tranquil resort neighbourhood of Cayman Kai. Guests will enjoy many unique features, including a wrap-around veranda, a pool with a heated spa, an outdoor... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,095 - $2,845 /night

White Dahlia

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities. Soaring ceilings,... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,095 - $2,895 /night

Kai Vista

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Kai Vista, a recently remodeled 4-bedroom, 4-bath villa perched on an elevated ridge in Rum Point with a private pool and heated spa. Grab your nice shades and head down to the beachfront sundeck lined with... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,082 - $1,818 /night

Garden Studio at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Garden Studios feature a king bed, balcony or terrace with a view of the pool or gardens, bathroom with stand-up shower, A/C and ceiling fan, flat screen television with international channels, in-room electronic safe, i... more
Additional Fees: Damage Waiver $299.00 flat
$1,080 - $3,900 /night

Monkey Ridge

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Discover Monkey Ridge, a stunning new-build luxury villa located in the exclusive neighbourhood of Carlton Ridge, on Barbados' platinum West Coast. This beautifully designed 4-bedroom, 4-bathroom villa offers elegant ope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,080 - $4,286 /night

Beach Secrets

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Beach Secrets is a modern four-bedroom house located in the residential area of Beacon Hill, near Maho Beach in Saint Martin. This stunning villa offers magnificent sea views and features a private swimming pool. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,077 - $3,429 /night

Encore

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Arriving at Villa Encore is a journey into tropical serenity. A long, palm-lined drive flanked by exotic flowers, lush trees, and verdant shrubs leads to the villa's grand entrance. The beautifully landscaped gardens ext... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,075 - $2,100 /night

Calabash Deluxe Suite

1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape. All Deluxe Suites are fitted with King Size beds dressed in... more
Additional Fees: Damage Waiver $299.00 flat
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