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Villa vacation rentals in Anguilla

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Top-rated villa rentals in Anguilla

Guests agree: these villas are highly rated for location, cleanliness, and more.

Guest favorite
Villa in Island Harbour
Very Private Ocean Front Villa, Shoal Bay closeby
A vast expanse of ocean front, our villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, outdoor jacuzzi (unheated) & seaside gazebo in secluded grounds. A serene, private hideaway. 5 beaches to choose from within a 2-12 minute drive, including world famous Shoal Bay. Try a coastal hike, start right from the property, snorkel & swim from our gazebo (subject to weather conditions). With notice, we can arrange a chef or massages at the villa (fees apply).
May 31 – Jun 7
$699 per night
Guest favorite
Villa in Shoal Bay Village
Villa Okeanos in Shoal Bay East, Anguilla
Perched 150 feet amidst the sea rocks, Villa Okeanos sits in Shoal Bay East, Anguilla, which is ranked the #1 beach in the Caribbean and the top #3 in the world. Villa Okeanos was architecturally designed for a group of family or friends looking for privacy, relaxation, and fun. The villa offers 3 king ensuite bedrooms, a kids lounge that sleeps five, a large open-concept living room, dining room and kitchen, 24-feet vaulted ceilings in 5,000 square feet of living space and daily housekeeping.
Oct 4 – 11
$975 per night
Superhost
Villa in Seafeathers
Oceanview villa with private pool, 5 mins to beach
Southern Comfort Villa is the perfect place for those looking for a laid back, cottage-like retreat. Our 2 bedroom, 2 bath villa sleeps 4-5 guests. The great room boasts 20 ft vaulted ceilings, a fully equipped kitchen and comfortable furnishings. Take a dip in the pool while enjoying unobstructed views of the Caribbean Sea and neighbouring islands of St. Martin and St. Barth. Enjoy a relaxing morning coffee or afternoon drink with a view on the wrap around veranda.
Aug 7 – 14
$394 per night

Popular amenities for Anguilla villa rentals

Private villa rentals

Villa in Blowing Point
Bayberry Villa - Yours in Anguilla!
Jan 18 – 25
$425 per night
Villa in AI
Greengard Villa - Anguilla, Cul De Sac
Nov 5 – 12
$303 per night
Villa in Island Harbour
Harbour Villas 3 Bedroom
Feb 16 – 23
$296 per night
Guest favorite
Villa in Seafeathers
Sea Heaven
Oct 22 – 29
$475 per night
Villa in Island Harbour
Ocean View 1 (view from every Rm)
Nov 10 – 17
$141 per night
Villa in Blowing Point
Beach Home in Paradise - OASIS
May 30 – Jun 6
$207 per night
Guest favorite
Villa in Seafeathers
Sunrise Villa
Oct 5 – 12
$151 per night
Villa in AI
Bayberry Villa
Feb 6 – 13
$425 per night
Villa in George Hill
Delightful Island Home with 4BR & Amazing Views
Jul 28 – Aug 4
$280 per night
Villa in AI
The Flamboyant- Newly Renovated 3 bedroom villa
Jun 18 – 25
$250 per night
Guest favorite
Villa in Shoal Bay Village
2 Bd Apt on Oceanfront Estate. Shoal Bay East
Apr 6 – 13
$360 per night
Superhost
Villa in Shoal Bay Village
Milly's Inn 2
Aug 18 – 25
$138 per night

Luxury villa rentals

Villa in AI
Lockrum Point Villa: Oceanside-4bdrm/4bath w/ Pool
Oct 23 – 30
$1,000 per night
Villa in North Hill Village
Cliffside Villa w/Pool Ideal for Family or Couples
Jul 28 – Aug 4
$700 per night
Villa in Crocus Hill
CeBlue 1 Bdrm Villa with Private Pool!
Aug 15 – 22
$854 per night
Villa in Sandy Ground
Pastiche1, 3 BDR, 2mn walk from beach, ocean view
Jan 26 – Feb 2
$628 per night
Villa in Seafeathers
MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS
Aug 25 – Sep 1
$622 per night
Villa in Blowing Point
4 Bedroom Villa- rooftop plunge pool and sea views
Jul 23 – 30
$750 per night
Villa in Little Harbour
Bouvardia Estate - Villa’s With Pools & Amenities
Apr 22 – 29
$523 per night
Villa in West End Bay
Mangrove Villa, steps from the ocean
May 7 – 14
$990 per night
Villa in Sandy Hill Bay
Crystal Sunrise Nautica
Jan 13 – 20
$500 per night
Guest favorite
Villa in Sandy Ground
Beachfront Villa, Pool, 4 bedroom
May 10 – 17
$856 per night
Villa in Seafeathers
Amazing views in a beautiful villa
Oct 18 – 25
$700 per night

Villa rentals with a pool

Villa in South Hill Village
Sea caps villas
Sep 30 – Oct 7
$111 per night
Villa in Cedar Village
Villa Vista Mer
Jan 22 – 29
$266 per night
Villa in Shoal Bay Village
Shoal Bay East Private 1 Bedroom Apartment w. Pool
Aug 25 – Sep 1
$179 per night
Room in Blowing Point
STUNNING VIEW PRIVATE ROOM-Pool & Beach -DEC20%OFF
Oct 2 – 9
$325 per night
Place to stay in Sandy Hill Bay
Sunrise Villa
Sep 1 – 8
$239 per night
Guest favorite
Villa in Island Harbour
Villa Elegante Overlooking the Ocean
Sep 19 – 26
$240 per night
Guest favorite
Villa in AI
Villa Amor Overlooking the Ocean
Jun 22 – 29
$297 per night
Superhost
Villa in Island Harbour
Villa Grande 1
Jul 3 – 10
$297 per night
Superhost
Villa in Island Harbour
Villa Grande (Up) Overlooking the Ocean
Dec 7 – 14
$415 per night

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