Anguilla Vacation Rentals
Luxury Villa Rentals in Anguilla for 2+ people
$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%
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%
Taxes: 23%
$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%
Taxes: 23%
$1,850 - $7,400 /night
Bird of Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bird of Paradise is a stunning Anguilla villa rental in Sandy Hill Bay, designed by renowned architects Wilson & Associates, the minds behind iconic resorts like Amandari in Bali, Las Ventanas in Cabo San Lucas, and the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$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
$1,800 - $4,750 /night
Beaches Edge Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Beaches Edge Anguilla villa rental offers a modern minimalist aesthetic capable of seamlessly integrating sleek architectural elements with the natural beauty of its neighboring villa, Champagne Shores, and its surroundi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,800 - $5,000 /night
Amarilla
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Amarilla Villa in Searocks offers a breathtaking escape with its infinity pool overlooking the endless Caribbean blue. Situated on one of Anguilla’s most stunning reefs, this Anguilla villa rental epitomizes the island... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,775 - $5,000 /night
Champagne Shores
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This luxury villa in Anguilla promises to be one of the destinations you'll want to visit time and again. Designed to highlight its oceanfront location, it offers an indoor and outdoor living experience like no other. Wh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,700 - $3,500 /night
Agave Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a cliff overlooking Sandy Ground Bay, Villa Agave is a beautifully updated property offering a luxurious retreat in Anguilla. The villa features a well-appointed kitchen and an open-plan living and dining area... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,700 - $5,750 /night
Angel Point
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Angel Point is a luxurious six-bedroom retreat on Anguilla's tranquil Caribbean coast. Completely renovated in 2023, this contemporary villa in Anguilla offers breathtaking views of St. Martin from its sun-soaked t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%