Anguilla Villa Rentals

2 bedroom 3 bath Anguilla villa in Shoal Bay East

Unending sea breezes

2 bedroom 2 bath Anguilla villa in Meads Bay

This two-bedroom villa is located in the northwestern part of Anguilla and offers luxury, relaxation, and an ocean view.

3 bedroom 4 bath Anguilla villa in Shoal Bay East

The essence of the Caribbean contemporary style.

3 bedroom 3 bath Anguilla villa in West End

Set in the West End of Anguilla (overlooking Cap Juluca and Altamer), just minutes away from two white sand beaches, the three-bedroom luxury home combines pure elegance with state-of-the-art broadband technology and a fitness pavilion.

3 bedroom 3 bath Anguilla villa in Shoal Bay East

Stunning natural beauty

4 bedroom 4.5 bath Anguilla villa in Little Harbor

This very spacious, contemporary, West Indian-style, four-bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond.

4 bedroom 4.5 bath Anguilla villa in Sandy Hill

A celebrated luxury villa on the island of Anguilla, Bird of Paradise has been recognized as one of the Caribbean’s finest by Islands and Island Home magazines.

4 bedroom 4 bath Anguilla villa in Sandy Hill

Crystal Sunrise has gorgeous views of St. Maarten and is a short walk to Sandy Hill Bay beach.

4 bedroom 4.5 bath Anguilla villa in Meads Bay

A part of the boutique Frangipani Beach Resort — Travel and Leisure’s 2018 #1 ranked resort in the Caribbean and #3 in the world — this Anguillan beauty combines the private villa lifestyle with the bespoke amenities of a world class resort.

4 bedroom 4.5 bath Anguilla villa in Little Harbor

Sitting on Anguilla’s south shore, Odyssey commands stunning views of the secluded cove beach and the mountains of St. Martin.

4 bedroom 4.5 bath Anguilla villa in Blowing Point

Pelican Bay is a modern luxury waterfront residence on Anguilla.

4 bedroom 4.5 bath Anguilla villa in Limestone Bay

Welcome to Anguilla’s newest rental property, Sandcastle Beach House! We offer a one of a kind experience for couples, families, or private events.

4 bedroom 4 bath Anguilla villa in Blowing Point

Vista is an idyllic, luxury four-bedroom contemporary villa superbly located on the water-front and offering magnificent views of neighboring St. Martin in the distance and the crystal azure water.

5 bedroom 6.5 bath Anguilla villa in Island Harbor

Set on a magnificent stretch of dramatic coastline with sweeping views of the Caribbean, 5-bedroom Villa Amarilla is the epitome of a perfect luxury island retreat.

5 bedroom 5 bath Anguilla villa in Blowing Point

Welcome to Beaches Edge Rental Villa on Anguilla.

5 bedroom 5.5 bath Anguilla villa in Blowing Point

Champagne Shores Villa is a private luxury villa with light-filled indoor/outdoor living and fresh modern interiors that showcase the resplendent natural views of the Caribbean and St. Martin.

5 bedroom 4 bath Anguilla villa in Black Garden Bay

Dramatically situated overlooking the Atlantic Ocean, Kishti Black Garden is a haven for relaxation and peaceful solitude.

5 bedroom 5 bath Anguilla villa in Meads Bay

Welcome to Kishti West!

5 bedroom 6.5 bath Anguilla villa in Cove Bay

Defined by clean lines and a striking architectural design, this brand-new pristine property looks out upon the Caribbean Sea through crystalline expanses of glass.

5 bedroom 4 bath Anguilla villa in Sandy Ground

This captivating villa has breathtaking views, a distinctive design, and is perfectly positioned to face beautiful sunsets.

5 bedroom 4.5 bath Anguilla villa in Long Bay Village

Named after the sugar sand of Long Bay Beach, Sand Villa sits on the west side of the property close to the beach featuring the gentle sound of the waves and private stairs.

5 bedroom 5 bath Anguilla villa in Limestone Bay

A secluded beachside Tuscan inspired 10,000 sq. ft. 5 bedroom villa on the North Shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean.

5 bedroom 4 bath Anguilla villa in Long Bay Village

Inspired by cloudless skies, Sky Villa offers an elevated slice of island life.

5 bedroom 5 bath Anguilla villa in Shoal Bay East

Tamarind overlooks the Atlantic on the northeastern end of the island.

6 bedroom 7.5 bath Anguilla villa in Altamer

The Antilles Pearl offers 10,800+ sq. ft. of luxurious living space with breathtaking views of the Caribbean Sea.

6 bedroom 7 bath Anguilla villa in Altamer

Blue Diamond is a 13,000 square foot villa with modern interiors, spacious floor plans, five full bedrooms plus an additional room with a day bed, a swimming pool, and a heated jacuzzi for up to twelve people.

6 bedroom 6.5 bath Anguilla villa in Long Pond

Colibri is a striking and spacious 6-bedroom villa whose elevated position benefits from soothing trade winds and a stellar view of the ocean and mountains of St. Martin and St. Barths.

6 bedroom 6 bath Anguilla villa in Meads Bay

Welcome to Kishti Villa East!

6 bedroom 6.5 bath Anguilla villa in Little Harbor

Limin’ Da Coconut is a gorgeous modern villa overlooking Anguilla’s Little Harbour, on a secluded stretch of coast with turquoise sea against breathtaking blue skies.

6 bedroom 9.5 bath Anguilla villa in West End

Mystique, reputed to be the largest villa on the island of Anguilla, at 21,000 square feet, is home to five Grand Villa Suites, three pools, and a full gym.

6 bedroom 8.5 bath Anguilla villa in Pelican Bay

Round Rock Estate is a contemporary 6-bedroom villa on the idyllic island of Anguilla.

6 bedroom 5 bath Anguilla villa in Long Bay Village

Perched overlooking the azure water, Sea Villa offers unrivaled Caribbean views and private stairs leading to our secluded stretch of sand.

6 bedroom 6.5 bath Anguilla villa in Little Harbor

Triton Villa is a gorgeous six-bedroom villa overlooking the shimmering Caribbean, with amazing views of St.Maarten (and St. Barth's in the distance).

7 bedroom 7 bath Anguilla villa in Blowing Point

Villa Paradise is an exquisite 7-bedroom, 7,000-square-foot, gated vacation estate surrounded by 3.5 acres of magnificently landscaped gardens overlooking the sea.

7 bedroom 7.5 bath Anguilla villa in Sandy Hill

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.

8 bedroom 9.5 bath Anguilla villa in West End

Villa Harmony is an 8-bedroom residence style villa successfully harmonizes the relaxed Caribbean style with elegant contemporary touches from around the world.

8 bedroom 9.5 bath Anguilla villa in West End

Infinity is one of the eight-bedroom villas in Anguilla's newest luxury villa enclave in the chic West End.

8 bedroom 10 bath Anguilla villa in West End

Kandara Villa is 10,000 square feet of exquisite modern living — overlooking Anguilla’s mesmerizing blue Caribbean Sea.

8 bedroom 10 bath Anguilla villa in Meads Bay

Pristine white against crystal blue skies and a sparking turquoise sea, The Beach House sits directly on Meads Bay, one of Anguilla’s premiere world-class beaches.

9 bedroom 9 bath Anguilla villa in Barnes Bay

Considered one of the most luxurious and exclusive beachfront properties in the Caribbean, Cerulean Villa lies on a secluded stretch of beach set amidst tranquil landscaped gardens, creating an ambiance of luxury and elegance.

9 bedroom 8 bath Anguilla villa in Long Bay Village

An exclusive, Balinese-inspired, 9-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backwards and this luxurious, modern retreat definitely lives up to its name.

9 bedroom 11 bath Anguilla villa in Long Bay Village

Surrender to the pull of island life at our exclusive beachfront estate.

10 bedroom 10.5 bath Anguilla villa in Little Bay

A clifftop eyrie perched above Little Bay on Anguilla's northern shoreline, Àni offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests.

10 bedroom 10.5 bath Anguilla villa in Little Harbor

Welcome to Indigo Villa, a favorite among luxury Anguilla rentals.

11 bedroom 11 bath Anguilla villa in Little Harbor

Welcome to Le Bleu Villa, Anguilla — a stunning beachfront luxury villa for rent.