Anguilla Vacation Rentals

Luxury Villa Rentals in Anguilla for 2+ people

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$17,800 - $35,700 /night

Cerulean Villa

9 Bedroom Villa, 10 Bathrooms, Sleeps 18
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. Decorated by the renowned... more
$16,000 - $32,000 /night

ÀNI 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 with full-board dining and a host of activities incl... more
$12,650 - $32,760 /night

Beach House

8 Bedroom Villa, 11 Bathrooms, Sleeps 16
Pristine white against crystal blue skies and a sparkling turquoise sea, The Beach House sits directly on Meads Bay, one of Anguilla's premier world-class beaches. Breath-taking views abound from stunning indoor/outdoor living areas, including terraces on... more
$10,500 - $25,000 /night

Kishti Villas

11 Bedroom Villa, 11 Bathrooms, Sleeps 22
Welcome to Kishti Villas - East and West. Experience modern indoor-outdoor living in these sparkling new villas situated side-by-side on the pristine white sands of Anguilla's Meads Bay. Floor-to-ceiling windows immerse guests in this breathtaking, wor... more
$10,120 - $26,160 /night

Le Bleu Villa

11 Bedroom Villa, 11 Bathrooms, Sleeps 22
Le Bleu Villa, an 11 bedroom luxury tropical estate on Anguilla in the British West Indies, is a lush two-acre compound with a grand main house and a guesthouse Petite Le Bleu. This gorgeous villa rental features ten elegant master suites offering tranqui... more
$8,923 /night

5 BDM Pool Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Find your own piece of paradise in Anguilla. Luxury resort villas, each boasting an inviting private pool, offer every indulgence. Exclusivity, privacy, luxury. The most extravagant accommodations are ideal for those who love spacious living. A sun-dapple... more
$8,800 - $26,500 /night


9 Bedroom Villa, 8 Bathrooms, Sleeps 18
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 nam... more
$8,200 - $23,040 /night


10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Of all the available Caribbean villas for rent, Indigo stands out as an exquisite island escape for even the most discerning guests. With an expansive open floor plan, the villa offers sumptuous Anguilla island living in splendid natural surroundings. Ste... more
$8,000 /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 possibly other things left to the write... more
$7,500 - $30,500 /night


9 Bedroom Villa, 12 Bathrooms, Sleeps 23
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. Located on hidden Long Bay Beach, guests... more
$7,085 - $17,712 /night


5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Not to be mistaken with the popular Rendezvous Bay, this 5-bedroom oasis is just as impressive as its moniker. Nestled on the gorgeous Aurora Golf Course, this property is only a stone's throw from Anguilla's award-winning restaurants, bars, and beaches. ... more
$7,000 /night

Sheriva Harmony

8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Villa Harmony is an eight bedroom residence style villa successfully harmonizes the relaxed Caribbean style with elegant contemporary touches from around the world. Only the finest materials accent almost every inch of this 14 000 square foot haven inc... more
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