Anguilla Vacation Rentals
Luxury Villa Rentals in Anguilla for 2+ people
$1,850 - $7,400 /night
Bird of Paradise
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Bird of Paradise is one of the expertly crafted villas in Anguilla by acclaimed resort architects Wilson & Associates. These are the same creative minds behind Amandari in Bali, Las Ventanas in Cabo San Lucas, and the Pe... 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
This luxury villa showcases a modern minimalist style with sleek lines, creating an intriguing blend of natural and manmade environments. The expansive estate boasts indoor/outdoor living, access to a small secluded beac... 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
Relax and enjoy a view of endless Caribbean blue from Amarilla's infinity pool. Located on one of Anguilla’s most beautiful reefs, this villa is a perfect example of the luxurious villas in Anguilla, where anyone will ... 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
Perched majestically on a cliff with sweeping views of Sandy Ground Bay, Villa Agave is the epitome of luxury and tranquility in Anguilla. This exquisitely renovated villa offers an exclusive retreat, blending modern ele... 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
Situated on the tranquil harbor of the Caribbean Sea, Angel Point villa in Anguilla is a contemporary five-bedroom retreat that has been completely refurbished in 2023. The villa's sun decks are furnished with comfortabl... 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
Nestled within a gated compound, Grand Outlook offers an unparalleled sanctuary for tranquility and rejuvenation beneath the azure skies of Anguilla, situated at the island's second-highest point. This luxurious retreat ... 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
Located on Anguilla’s South Shore, in the protected reef of Lockrum Bay, Odyssey Villa is a modern four-bedroom luxury villa. It offers stunning views of a secluded beach cove and the mountains of St. Martin and is one... 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 Bay Villa is one of the most beautiful waterfront villas for rent in Anguilla . Located on the southern shore of Anguilla, the villa offers uninterrupted views of St. Martin and the turquoise Caribbean Sea. Set i... 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 home designed to provide the ultimate Caribbean experience. Nestled among the finest villas in Anguilla, this elegant retreat seamlessly marries modern style with traditional ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,074 - $2,330 /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
Introducing Little Bay View Villa, a newly constructed gem that marries modern design with clean lines. Perched above the iconic Little Bay beach, this three-bedroom haven offers breathtaking views of the dramatic cliffs... 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, translating to 'House by the Sea', is centrally located on the sun-kissed island of Anguilla and radiates the timeless charm of the old-world West Indies. This immaculate and stunning property is perf... 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 - $1,795 /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 gracefully stands as an illumination of tranquility in the heart of Anguilla, presenting guests with an unparalleled panorama of the illustrious Shoal Bay East, renowned as one of the island's most pristine beaches... 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 presents a magnificent and conveniently appointed two-bedroom residence nestled within the tranquil environs of Cul De Sac, Anguilla. Located near the stunning Rendezvous Bay, the villa is close t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$635 - $1,536 /night
Jasmine Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Jasmine Villa is located in the northwestern part of Anguilla and offers a fantastic location. It is just a five-minute walk or three-minute drive to spectacular Meads Bay public beach, a mile-long crescent of white sand... more
Additional Fees: Damage Waiver $299.00 flat