Anguilla Vacation Rentals
Luxury Villa Rentals in Anguilla for 2+ people
$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%
$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%
Taxes: 23%
$22,000 - $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: 23%
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%
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 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%
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%
$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%
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%
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%
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%
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%
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%
Taxes: 28%
$5,100 /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%
$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%
$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%
Taxes: 23%
$4,800 /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%
$4,500 /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%
$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%
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%
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%
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%
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%
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%
$2,300 - $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 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%
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 - $8,000 /night
Villa Reve Bleu
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Villa Rêve Bleu is a luxurious modern retreat in Black Garden, Anguilla. Nestled in the serene embrace of Black Garden, villa Rêve Bleu redefines luxury with its sleek modern design and stunning Caribbean surroundings.... 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%