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%
$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%
$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%
$5,600 - $17,500 /night
Kishti East
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
This spacious, fully staffed, six-bedroom luxury villa is set directly on the beach at Meads Bay, known for its soft white sand, crystalline waters, sunset views, and privacy.
Stylish, elegant, and modern, the interio... 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
Situated on the stunning Aurora Golf Course, this luxury villa is just a short distance from Anguilla’s award-winning restaurants, bars, and beaches.
Five elegantly appointed suites are equipped with modern amenitie... 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
Introducing Kandara, an exquisite eight-bedroom luxury villa extending over 10,000 square feet in Anguilla's scenic Long Bay area. Offering commanding views of the captivating Caribbean Sea, Kandara presents an unmatched... 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 contemporary villa, situated along the pristine fairways of the Greg Norman-designed Aurora Golf Course, offers six elegant bedrooms and breathtaking views of lush greens and serene coastal landscapes. Just a two-mi... 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
Experience unparalleled luxury at Villa Kishti West, nestled steps from the pristine white sands of Meads Bay in Anguilla. This stunning and modern five-bedroom beach luxury villa in Meads Bay, Anguilla, was designed by ... 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%
$3,450 - $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
Nestled on a lush golf course in Aurora Anguilla Resort & Golf Club, amid Anguilla's skies and waters, Shiloh Estate is a four-bedroom luxury villa with pristine white architecture, with its white color palette, which pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$2,400 - $5,100 /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
Beach Escape is a stunning private villa compound on the island of Anguilla, surrounded by lush tropical palms and situated directly on the shimmering Caribbean Sea. This exquisite five-bedroom villa in Anguilla, nestled... 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 one of the luxurious and private residence villas in Anguilla, exuding elegance and comfort with its four bedrooms and four-and-a-half bathrooms. Positioned just a leisurely three-minute stroll from the pr... 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 one of a small select group of villas in Anguilla embracing a secluded beach cove on the south shore of the island. The beachfront setting provides stunning views of the Caribbean and the mountains of nea... 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 a sublime beachfront oasis situated on the pristine white sands of northwest Anguilla's renowned Meads Bay – an iconic locale celebrated as Anguilla's premier hotspot.
Strategically desig... more
Additional Fees: 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%