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 is nestled on one of the world's most breathtaking beaches. This exceptional villa in Anguilla is a preferred getaway for anyone seeking a refined yet peaceful retreat.
Awaken to the gentle sound of wa... 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
Double the fun with Kishti on Meads. With two chic contemporary Anguilla villas set on the beautiful white sands and turquoise waters of Meads Bay, the property can host a Caribbean luxury villa getaway or act as an idyl... 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 boasts a sleek, contemporary design and spacious living areas, offering breathtaking views of Cinnamon Reef. This exceptional beachfront villa in Anguilla is set within 2.5 acres of secluded grounds, providing al... 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 within one and a half acres of breathtaking tropical gardens in Little Harbour, Indigo is the pinnacle of an idyllic retreat. This magnificent ten-suite private villa in Anguilla seamlessly combines sophisticated... 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 - $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%
$2,400 - $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 - $4,950 /night
Champagne Shores
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Contemporary architecture frames stunning views of mountains and the sea. Champagne Shores shows off its oceanfront setting in thoughtfully designed indoor and outdoor living areas. Book the five-bedroom property separat... 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 one of the expertly crafted villas in Anguilla by acclaimed resort architects Wilson & Associates. These are the same creative minds behind Amandari in Bali, Las Ventanas in Cabo San Lucas, and the Pe... 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
This luxury villa showcases a modern minimalist style with sleek lines, creating an intriguing blend of natural and manmade environments. The expansive estate boasts indoor/outdoor living, access to a small secluded beac... 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
Relax and enjoy a view of endless Caribbean blue from Amarilla's infinity pool. Located on one of Anguilla’s most beautiful reefs, this villa is a perfect example of the luxurious villas in Anguilla, where anyone will ... 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
Perched majestically on a cliff with sweeping views of Sandy Ground Bay, Villa Agave is the epitome of luxury and tranquility in Anguilla. This exquisitely renovated villa offers an exclusive retreat, blending modern ele... 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
Situated on the tranquil harbor of the Caribbean Sea, Angel Point villa in Anguilla is a contemporary five-bedroom retreat that has been completely refurbished in 2023. The villa's sun decks are furnished with comfortabl... 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
Nestled within a gated compound, Grand Outlook offers an unparalleled sanctuary for tranquility and rejuvenation beneath the azure skies of Anguilla, situated at the island's second-highest point. This luxurious retreat ... 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
Located on Anguilla’s South Shore, in the protected reef of Lockrum Bay, Odyssey Villa is a modern four-bedroom luxury villa. It offers stunning views of a secluded beach cove and the mountains of St. Martin and is one... 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
Anani Villa is a four-bedroom luxury villa and one of three villas on the Kamique Estate situated directly on the Caribbean Sea on Anguilla's southern coast. With modern, open floor plans designed to maximize the spectac... 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
Experience the epitome of Caribbean luxury at Tequila Sunrise, a captivating luxury villa in Anguilla's serene paradise. This contemporary beachfront escape boasts three primary suites, each adorned with floor-to-ceiling... 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 Bay Villa is one of the most beautiful waterfront villas for rent in Anguilla . Located on the southern shore of Anguilla, the villa offers uninterrupted views of St. Martin and the turquoise Caribbean Sea. Set i... 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 splendid sanctuary nestled above a pristine, untouched strip of white, sandy beach on the southern coast of Anguilla. Overlooking the azure sea, it offers a breathtaking panorama of St. Martin and St.... 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 home designed to provide the ultimate Caribbean experience. Nestled among the finest villas in Anguilla, this elegant retreat seamlessly marries modern style with traditional ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,074 - $2,330 /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%
$996 - $2,251 /night
Lockrum Point
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on Lockrum Bay, this amazing two-level seaside villa sets the stage for luxurious relaxation, privacy, and entertainment. The villa comes with breathtaking views of the sea and St. Martin, four ensuite bedrooms/b... more
Additional Fees: Damage Waiver $299.00 flat
$950 - $2,300 /night
Cloud Cottage
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Cloud Cottage is Anguilla's charming cliffside oasis. This gem of a property is newly renovated with a stunning professional-grade kitchen and open plan living/dining area, which opens up through sliding glass doors onto... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Little Bay View Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Introducing Little Bay View Villa, a newly constructed gem that marries modern design with clean lines. Perched above the iconic Little Bay beach, this three-bedroom haven offers breathtaking views of the dramatic cliffs... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$950 - $2,500 /night
Tigh-Na-Mara Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Tigh-na-Mara Villa, translating to 'House by the Sea', is centrally located on the sun-kissed island of Anguilla and radiates the timeless charm of the old-world West Indies. This immaculate and stunning property is perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%