Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,790 - $5,100 /night

Winedown

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This contemporary BVI villa rental boasts sweeping views of Deep Bay, Eustatia Sound and Oil Nut Bay’s Marina. An open living concept is characterized by floor-to-ceiling glass doors that open onto a capacious deck and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$2,765 - $33,134 /night

Whale Point

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
With uninterrupted views of the sparkling sea, Whale Point is situated on Oil Nut Bay’s dramatic Atlantic Ridge. This ocean view rental on Virgin Gorda’s south shore is an intimate escape, offering simple yet sumptuo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$2,765 - $5,235 /night

Sol Mate

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Overhanging the ocean on the southern ridge of Oil Nut Bay, Sol Mate Villa opens up to a full 180-degree view of the Caribbean Sea. As one of our most exclusive two-bedroom British Virgin Islands rentals, it is the epito... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
$2,760 - $9,000 /night

Bohemian Blue

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Bohemian Blue is a Caribbean-designed villa located on the Gypsea Beach Club property, in the popular Saint Jean neighbourhood. The villa features a living room with a fully equipped kitchen opening onto a terrace wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,751 - $5,532 /night

Zion Hill

5 Bedroom Villa, 5 Bathrooms, Sleeps 14
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: Security Deposit $3500.00 flat
Taxes: 17.5%
$2,750 - $9,950 /night

Turtle Breeze

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Welcome to Turtle Breeze, a breathtaking, Balinese-style 6-bedroom oceanfront estate nestled in West Bay just north of Seven Mile Beach. Designed with privacy in mind, Turtle Beach offers a micro-resort experience acr... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
$2,750 /night

Barranca Oeste 3

6 Bedroom Villa, 8 Bathrooms, Sleeps 20
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
Taxes: 6%
$2,750 - $8,150 /night

Wind Chime

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
As a luxury four-bedroom rental, guests will enjoy the overall aesthetics of the structure, its surroundings and its thoughtful interior. Each bedroom has an ensuite bathroom and ocean views. The villa includes a spacio... more
Taxes: 22%
$2,719 - $6,875 /night

Coral Hill

5 Bedroom Villa, 6 Bathrooms, Sleeps 8
Coral Hill - Perched above Villa ONE with sweeping views of Mustique & the Southern Grenadines, with over 6,000 SqFt of internal living area, four en-suite bedrooms sleeping eight guests. Coral Hill offers a Master Suite... more
Additional Fees: Damage Waiver $299.00 flat
$2,714 - $15,429 /night

Jable

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Located on the outskirts of Petite Salines, the luxurious villa Jable is an architectural gem and one of the most spacious properties in St-Barths. The views over the ocean, the glorious sunsets and the hillside are stun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,714 - $7,857 /night

Prestige

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Gustavia, the rental villa Prestige is an exceptional property with splendid views over the harbour and yachts, the ocean, as well as the fabulous Caribbean sunsets. This three air-condi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,705 /night

Villa Perfection

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
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
Taxes: 18%
$2,705 - $7,805 /night

1 BDM Penthouse at The Shore Club

1 Bedroom Penthouse, 2 Bathrooms, Sleeps 2
Delight your senses from the moment you step into the timeless elegance of the penthouse featuring magnificent vaulted ceilings in the great room, a welcoming large terrace wraps around the living room and dining area, a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,700 - $7,250 /night

Kaiso & Kai Beachfront Villas

7 Bedroom Apartment, 8 Bathrooms, Sleeps 14
Discover the perfect blend of luxury, flexibility, and Caribbean charm at this exceptional beach facing estate on Barbados’ coveted Platinum West Coast. Featuring two distinct homes; the elegant beach facing villa Kais... more
Additional Fees: Security Deposit $7500.00 flat
Taxes: 12.5%
$2,700 - $7,600 /night

Beach Enclave North Shore 3 BDM Ocean View Beach House

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Superbly positioned to enjoy protected ocean views and privacy, the three-bedroom beach house offers unmatched views of the island’s North Shore from the primary bedroom with the upper-level standing at 70ft above the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$2,700 - $6,750 /night

Casa del Sol

8 Bedroom Villa, 8 Bathrooms, Sleeps 16
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 $2000.00 flat
Taxes: 18%
$2,700 - $9,000 /night

Casablanca

7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Casablanca is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts. Casablanca at Sandy Lane is an elegant ... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$2,699 - $3,911 /night

2 BDM Suite at Blue Haven Resort

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Two-Bedroom Garden Suites feature a spacious balcony with views of the surrounding tropical landscape, one king bed in each of the two bedrooms and a sofa bed (or up to two roll away beds) in the living room, luxury line... more
Additional Fees: Damage Waiver $299.00 flat
$2,690 /night

One Bedroom Penthouse Suite

1 Bedroom Penthouse, 2 Bathrooms, Sleeps 2
Experience the splendour of nature from the comfort of the newly designed one-bedroom penthouse Suite. This expansive approximately 2,000 sq. ft. retreat provides breathtaking 180-degree views of the iconic Grace Bay Bea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$2,688 /night

Luxury Pool 1 BDM Suite

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The Luxury Pool One-Bedroom Suites are preferred by couples traveling with a child - they accommodate three comfortably. Explore our property in an electric golf cart and head for the Eden Roc Beach Club for some rest an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$2,680 - $7,100 /night

Leamington Pavilion

3 Bedroom Estate, 4 Bathrooms, Sleeps 6
Please note: The beach experiences seasonal fluctuations in its accessibility. Experience an unforgettable vacation at Leamington Pavilion, where luxury and tranquility meet to create an unforgettable escape in a 2-ac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,678 - $8,000 /night

Bella Vista Villa

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%
$2,665 - $3,580 /night

Two Bedroom Skyridge Villa

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Two-Bedroom Skyridge Villa offers stunning views over the Atlantic Ocean and Caicos Bank. This villa exudes luxury with two primary suites featuring king beds, desks, and private access through sliding glass doors to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31.25%
$2,650 - $5,650 /night

Tara House

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Tara House offers expansive, light-filled living spaces designed for seamless indoor-outdoor flow. A wide covered terrace with a lounge area overlooks the West Coast, while the interior entertaining space and double-heig... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,650 - $4,600 /night

Villa Vamar

4 Bedroom Villa, 6 Bathrooms, Sleeps 12
A stunning luxury beachfront retreat, Villa Vamar is a newly renovated 4-bedroom property which sits directly on one of Providenciales' most beautiful beaches, Taylor Bay Beach. The home is a 5,400 sq/ft home with 4 bedr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
$2,650 - $12,000 /night

Footprints

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note: The beach experiences seasonal fluctuations in its accessibility. Step inside a modern luxury vacation rental on Barbados' best beaches. Footprints offer contemporary design, premium creature comforts, an... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
$2,649 - $6,400 /night

Trinity

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%
$2,644 - $4,316 /night

Superior Private Pool Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Surrounded by lush tropical gardens, the Superior Private Pool Villas offer a spacious retreat for couples or families traveling with children. With one to four bedrooms, one to three modern bathrooms, a fully equipped k... more
Additional Fees: Damage Waiver $299.00 flat
$2,640 - $6,270 /night

Seafire Residences 2 BDM Residence

2 Bedroom Villa, 2 Bathrooms, Sleeps 5
Uncover the splendor of this expansive 2-bedroom Seafire Residences apartment, a generous 1,722 -square-foot haven radiating sophistication. The seamless integration of interior design with the Caribbean's natural beauty... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,640 - $6,270 /night

Seafire Residences 2 BDM Residence

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Immerse yourself in the luxury of this 2-bedroom Seafire Residences apartment, a spacious 2,167-square-foot retreat exuding sophistication. The interior design harmonizes seamlessly with the natural beauty of the Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
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