Anguilla Vacation Rentals

Luxury Villa Rentals in Anguilla for 2+ people

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$28,000 /night

Nevaeh

9 Bedroom Villa, 8 Bathrooms, Sleeps 18
An exclusive, Balinese-inspired nine-bedroom estate located on Anguilla's beautiful Long Bay with a half mile of pristine beach and panoramic ocean vistas. Nevaeh is 'heaven' spelled backward, and this luxurious, modern ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$25,000 - $35,715 /night

Cerulean Villa

9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Situated right on Barnes Bay, this estate, one of the finest villas in Anguilla, has undergone a remarkable two-year transformation overseen by architect Deborah Berke and designer Scott Salvator. Embrace the beauty of a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$22,000 - $35,000 /night

ANI Anguilla

10 Bedroom Villa, 10 Bathrooms, Sleeps 20
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. Surrounded by vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$12,650 - $32,760 /night

Beach House

8 Bedroom Villa, 10 Bathrooms, Sleeps 16
The Beach House, a luxurious Anguilla villa rental located on one of the world's most stunning beaches, offers an unparalleled Caribbean escape. This exquisite retreat is a favorite among top executives, celebrities, and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$10,500 - $29,000 /night

Kishti Villas

11 Bedroom Villa, 12 Bathrooms, Sleeps 22
Experience double the luxury at Kishti on Meads, featuring two chic contemporary villas set on the pristine white sands and turquoise waters of Meads Bay. This property is perfect for a Caribbean getaway or a special eve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$10,120 - $26,160 /night

Le Bleu Villa

11 Bedroom Villa, 11 Bathrooms, Sleeps 22
Le Bleu is a stunning beachfront Anguilla villa rental with modern Caribbean luxury. Nestled within 2.5 acres of private grounds, this extraordinary Anguilla real estate property offers breathtaking views of Cinnamon Ree... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 23%
$8,200 - $23,040 /night

Indigo

10 Bedroom Villa, 12 Bathrooms, Sleeps 20
Nestled amidst 1.5 acres of lush tropical gardens in Little Harbour, Indigo is a premier example of island luxury and tranquility near its adjacent villa, Le Bleu, which features a private beach for exclusive access. Thi... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 23%
$6,300 - $19,500 /night

Sea Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Perched overlooking the azure water, Sea Villa offers unrivalled Caribbean views and private stairs leading to our secluded stretch of sand. Peacefully located on the east side of the property, our largest villa is also ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,800 - $30,000 /night

Santosha

8 Bedroom Villa, 10 Bathrooms, Sleeps 18
Santosha Villa Estate offers the ultimate in oceanfront luxury. Originally built as a personal home, Anguilla’s largest private estate is decorated in classic Caribbean décor with custom furnishings, antiques, and art... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,700 - $19,500 /night

Kandara

8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Spanning over 10,000 square feet, Kandara is an eight-bedroom luxury villa rental situated in the picturesque Long Bay area of Anguilla. Lovers of the captivating Caribbean Sea will find breathtaking views here, offering... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,700 - $17,000 /night

Sand Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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. Lose yourself in a modern haven that blurs... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,600 - $17,500 /night

Kishti East

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
With an entire staff at guests' disposal, this luxury Anguilla villa has six bedrooms that welcome the breeze from Meads Bay Beach, Anguilla. This enviable location features soft white sand, crystal clear water, stunning... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,500 - $15,500 /night

Sky Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Inspired by cloudless skies, Sky Villa offers an elevated slice of island life with private stairs to the beach. Designed with a private tower, guests relish in the unobstructed panoramic views with an added sense of pri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$5,100 - $15,000 /night

Antilles Estate

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
This six bedroom, six bath estate is a combination of Antilles Pearl (five bedrooms) and Petit Topaz (one bedroom). When combined the estate can accommodate up to 14 guests, perfect for larger groups. Antilles... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$5,040 - $14,400 /night

Rendezvous

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Located on the scenic Aurora golf course, Rendezvous is a luxurious five-bedroom villa in Anguilla that offers the perfect combination of elegance, comfort, and Caribbean charm in the West End, Rendezvous Bay. Situated w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$4,900 - $13,500 /night

Kishti West

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Kishti West has to offer all the amenities necessary for a complete and sophisticated stay. Two kitchens, rooftop and courtyard gardens, a home theater, and a private office provide enough for guests to have everything w... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$4,800 - $15,000 /night

Blue Diamond

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
This 13,000 sq. ft. villa features new renovations that were finished in November 2021, one large principal bedroom suite, four additional guest bedrooms (all with king beds, TVs, and en-suite bathrooms), and one half-be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$4,500 - $14,000 /night

Antilles Pearl

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This 10,800 sq. ft. private villa features renovations that were finished in 2018, one large principal bedroom suite, and four additional guest bedrooms (all with king beds, TVs, and en-suite bathrooms) for a total of 5 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$4,400 - $11,500 /night

Ocean Pearl Villa

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
This luxurious modern villa, set along the meticulously manicured Greg Norman-designed Aurora Golf Course, offers six spacious bedrooms with captivating views of the rolling greens and the allure of coastal living, just ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$3,500 - $8,900 /night

Black Garden Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Black Garden Villa distinguishes itself with its eye-catching architectural style, characterized by its sloped and angular roofing. Derived from the Urdu term for ark or canoe, the villa merges modern design with an Asia... more
Additional Fees: Damage Waiver $299.00 flat, Tourist Tax $3.00 guest daily
Taxes: 23%
$2,800 - $9,100 /night

Sandcastle

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Step from the main house to the expansive private pool deck, to the beach, at this playful A-lister’s hideaway. Take the dramatic 5-bedroom main house with two king primary suites, or the modern new 4-bedroom super coo... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 23%
$2,750 - $8,000 /night

Rêve Noir

4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Villa Rêve Noir is a luxurious modern retreat in Black Garden, Anguilla. Nestled in the serene embrace of Black Garden, villa Rêve Noir redefines luxury with its sleek modern design and stunning Caribbean surroundings.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,600 - $8,900 /night

Villa Paradise

7 Bedroom Villa, 6 Bathrooms, Sleeps 17
Villa Paradise, a breathtaking seven-bedroom estate, seamlessly blends natural beauty with refined elegance, offering panoramic views of the Caribbean Sea and the majestic mountains of St. Maarten. As one of Anguilla�... more
Additional Fees: Damage Waiver $299.00 flat, Tourist Tax $3.00 guest daily
Taxes: 23%
$2,500 - $5,100 /night

Sandcastle Beach House

4 Bedroom House, 4 Bathrooms, Sleeps 8
The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living experience right on the beach – with vaulted ceilings, a 2,400 square foot great room, and a dining room for 10 plus. Gue... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,400 - $9,000 /night

Shiloh Estate

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Shiloh Estate, a luxurious four-bedroom Anguilla villa rental, is nestled within the lush landscapes of Aurora Anguilla Resort & Golf Club. Situated in Anguilla's exclusive West End in Rendezvous Bay, this stunning estat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,300 - $10,500 /night

Alkera

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Dramatically situated on a hillside in Shoal Bay East, Alkera is an exquisite new luxury villa offering breathtaking views of one of Anguilla’s most famous world-class beaches. Guests can savor the intoxicating surroun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,300 - $7,500 /night

Beach Escape

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The lovely five-bedroom villa is nestled in lush tropical palms directly on the shimmering Caribbean, on Blowing Point. The five elegant bedroom suites all have ensuite baths — two of the suites are in the modern ma... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,200 - $6,000 /night

Fiore

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Fiore is a luxurious four-bedroom retreat offering privacy and elegance in Anguilla. Just a short stroll from the pristine Shoal Bay East, this Anguilla villa rental boasts stunning panoramic views of the crystal-c... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,200 - $8,500 /night

Triton at Kamique

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Triton is located in a secluded cove on the south coast of Anguilla in Lockrum. It offers beautiful views of the Caribbean and is situated on a beach with calm waters, perfect for snorkeling due to the presence of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,000 - $6,000 /night

Round Rock Estate

6 Bedroom Villa, 9 Bathrooms, Sleeps 12
Round Rock Estate is a contemporary six-bedroom villa on the idyllic island of Anguilla. Completely renovated in 2019, no expense was spared to make the most of the breathtaking waterfront location. Located in a quiet pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,000 - $6,500 /night

Limin' Da Coconut

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Limin’ Da Coconut is a stunning modern villa perched above Anguilla’s Little Harbour, set on a secluded stretch of coastline with turquoise waters and breathtaking blue skies, perfect for those seeking luxury villas.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,950 - $4,950 /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%
$1,900 - $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%
$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%
$1,850 - $7,400 /night

Bird of Paradise

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perched on an enchanting cliff, Bird of Paradise offers panoramic views of the Caribbean Sea and the nearby islands of St. Bart and St. Martin. The villa embraces the concept of indoor-outdoor living, with walls that fol... more
Additional Fees: Damage Waiver $299.00 flat
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 surroundings. Stretching across a vast property, this... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $3,500 /night

Agave Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centrally located in South Hill, Villa Agave is just a short drive from many of Anguilla’s top beaches and restaurants. A brief hike or drive down the hill brings you to Sandy Ground Bay, a stunning mile-long beach dot... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,700 - $5,750 /night

Angel Point

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Angel Point is a luxurious five-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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,513 - $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
$1,500 - $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%
$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%
$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%
$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%
$1,250 - $3,750 /night

Pelican Bay Villa

4 Bedroom Villa, 5 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%
$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%
$1,127 - $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%
$1,100 - $3,750 /night

Songbird Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Songbird Villa is a captivating five-bedroom retreat designed to offer a truly remarkable Caribbean experience. Situated in the middle of the finest luxury villas in Anguilla, Songbird Villa masterfully blends modern sty... more
Additional Fees: Damage Waiver $299.00 flat
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%
$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%
$950 - $2,500 /night

Tigh-Na-Mara Villa

4 Bedroom Villa, 4 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%
$875 - $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%
$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
$795 - $1,950 /night

Waves Villa

3 Bedroom Villa, 4 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%
$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%
$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
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