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%
$1,500 - $4,200 /night
Twin Palms Villas
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Twin Palms Villas is undoubtedly one of Anguilla’s most conveniently situated vacation homes. For larger parties, a two-bedroom Beach Palm Villa can be combined with a three-bedroom Coconut Palm Villa to create a spaci... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $4,000 /night
Grand Outlook Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on one of Anguilla's highest points, Grand Outlook is a sanctuary of peace and luxury within a secure gated compound. It offers a retreat where tranquility and rejuvenation meet under the island's brilliant blue ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,500 - $5,500 /night
Odyssey at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Situated on the south coast of Anguilla, in Lockrum, Villa Odyssey is a modern, four-bedroom luxury retreat offering breathtaking views of a secluded beach cove and the mountains of St. Martin. As one of three villas on ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $5,500 /night
Anani at Kamique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Anani is an opulent four-bedroom retreat, part of the Kamique Estate, situated directly on the Caribbean Sea along Anguilla's southern coast in Lockrum. This luxurious property, near other villas in Anguilla, is de... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,400 - $3,500 /night
Tequila Sunrise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The ultimate Caribbean luxury is Tequila Sunrise, an exquisite Anguilla villa rental nestled in the tranquil paradise of East End, Jopsey Bay. This modern beachfront retreat boasts three primary suites, each with floor-t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,250 - $3,750 /night
Pelican Bay Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pelican Villa is a unique four-bedroom retreat located on the southwest coast of Anguilla in Lockrum. It offers a serene getaway with breathtaking ocean views. Elegantly situated facing the shimmering Caribbean Sea, this... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,210 - $3,026 /night
Chateau Genesis Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Château Genesis, located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla. This gracious three-bedroom oasis is inspired by Caribbean architecture yet prov... more
Additional Fees: Damage Waiver $299.00 flat
$1,200 - $6,000 /night
Zenaida Estate
7 Bedroom Estate, 7 Bathrooms, Sleeps 14
Zenaida Estate is a luxurious Anguilla villa rental retreat perched on a pristine, untouched beach on the south coast of Anguilla in Sandy Hill Bay. With breathtaking views of the azure sea and the islands of St. Martin ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,100 - $3,750 /night
Songbird Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Songbird Villa is a captivating four-bedroom retreat adjacent to Rendezvous Villa, designed to offer a truly remarkable Caribbean experience. Situated in the middle of the finest luxury villas in Anguilla, Songbird Villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,074 - $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%
Taxes: 23%
$996 - $2,251 /night
Lockrum Point
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on Lockrum Bay, this amazing two-level seaside villa sets the stage for luxurious relaxation, privacy, and entertainment. The villa comes with breathtaking views of the sea and St. Martin, four ensuite bedrooms/b... more
Additional Fees: Damage Waiver $299.00 flat
$950 - $2,300 /night
Cloud Cottage
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Cloud Cottage is Anguilla's charming cliffside oasis. This gem of a property is newly renovated with a stunning professional-grade kitchen and open plan living/dining area, which opens up through sliding glass doors onto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Little Bay View Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Little Bay View is a newly constructed, modern oasis perched above Anguilla’s iconic Little Bay beach. This three-bedroom retreat offers breathtaking views of the surrounding cliffs and represents the pinnacle of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Tigh-Na-Mara Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, or as its name translates to, the "House by the Sea," is nestled centrally on the sun-drenched island of Anguilla in Elsie Bay, making it a prime Anguilla villa rental. This exquisite property encapsu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$845 - $2,647 /night
Ocassa Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
This captivating villa faces west and reveals breathtaking views, a distinctive design, and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight... more
Additional Fees: Damage Waiver $299.00 flat
$834 - $1,710 /night
Beach Palm Villa
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Beach Palm Villa is a luxurious two-bedroom retreat literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within walking distance of many of the West End’s gourmet restaur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$795 - $1,950 /night
Waves Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 7
Waves Villa is a radiant oceanfront property in Anguilla that offers its guests phenomenal views of Shoal Bay East, one of the island's most representative beaches. This idyllic location is celebrated for its silky white... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$740 - $3,000 /night
Vista Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Vista is an idyllic, luxury four-bedroom contemporary villa superbly located on the waterfront, offering magnificent views of neighbouring St Martin in the distance, seemingly at the touch of the hand, but for the turquo... more
Additional Fees: Damage Waiver $299.00 flat
$740 - $2,460 /night
Sea Winds Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Seawinds is a beautifully designed Caribbean-style waterfront villa sitting in almost an acre of tropical gardens. Located on the seafront, it nestles behind a protective reef which forms the ecologically important Littl... more
Additional Fees: Damage Waiver $299.00 flat
$650 - $1,500 /night
Peace & Happiness Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Peace & Happiness Villa is a charming, two-bedroom retreat nestled in the tranquil Cul De Sac area of Anguilla. Ideally located, this luxury villa in Anguilla places you just a ten-minute drive from the breathtaking Rend... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%