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%