Anguilla Vacation Rentals
Luxury Villa Rentals in Anguilla for 2+ people
$27,500 /night
Santosha
8 Bedroom Villa, 12 Bathrooms, Sleeps 21
Surrender to the pull of island life at our exclusive beachfront estate. Originally a personal residence, Santosha Villa Estate brims with authentic home-like warmth and is the largest private property in Anguilla. Locat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$21,430 - $35,715 /night
Cerulean Villa
9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Located on the pristine shores of Barnes Bay, Cerulean is an exceptional property that stands as one of the finest villas in Anguilla, combining both luxury and serenity. Following a meticulous two-year renovation led by... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$16,000 - $32,000 /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: 26%
Taxes: 26%
$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%
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%
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 Carribean 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%
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%
Taxes: 23%
$7,850 - $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%
Taxes: 23%
$6,000 /night
Villa Alegria
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The spacious 7 000 square foot, four-bedroom Anguilla luxury villa sleeps eight to ten guests. There are four bedrooms, all with en suite baths and their own private balcony or terrace, plus the media room can be used as... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$5,600 - $17,500 /night
Kishti East
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 sunset views, and unparalleled privacy. I... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$5,200 - $16,000 /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: 23%
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%
Taxes: 23%
$5,000 - $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%
Taxes: 23%
$4,900 - $10,500 /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%
Taxes: 25%
$4,900 - $13,500 /night
Kishti West
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Meads Bay, Anguilla, has become a paradise destination for many world travelers, and Kishti West on Meads Bay is ready to welcome those who want to take their vacation to the next level.
Kishti West has to offer all ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$4,700 - $14,000 /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: 23%
Taxes: 23%
$4,500 - $12,600 /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: 23%
Taxes: 23%
$3,600 - $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%
Taxes: 23%
$3,500 - $8,900 /night
Kishti Blackgarden
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The word Kishti in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, god, and poss... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$3,450 - $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%
Taxes: 23%
$3,200 - $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%
Taxes: 23%
$2,700 - $8,800 /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%
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%
Taxes: 25%
$2,400 - $4,900 /night
Sandcastle Beach House
4 Bedroom House, 4 Bathrooms, Sleeps 8
The newly added Beach House just next door to the SandCastle Villa offers exceptional service and privacy on Anguilla.
The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$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%
Taxes: 23%
$2,300 - $7,500 /night
Beach Escape
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The lovely five-bedroom villa in the Aguilla compound 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 sui... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
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%
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%
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%
Taxes: 23%
$2,000 - $6,500 /night
Limin' Da Coconut
6 Bedroom Villa, 6 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%
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%
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%