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Anguilla vacation rentals

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Top-rated vacation rentals in Anguilla

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

Guest favorite
Condo in Meads Bay
1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.
Jun 4 – 11, Professional Host
€ 563 per night
Superhost
Home in Shoal Bay Village
Shoal Bay Coastal Sanctuary, Anguilla
Shoal Bay Coastal Sanctuary is located directly on the coast with beautiful unobstructed views of the sea. It's a gracious two story home of 3 bedrooms and 3 full bathrooms--the lower level is comprised of 2 bedrooms on either side of an open plan "kitchen / dining room / living room" with the penthouse bedroom on the upper level. All rooms face onto the Caribbean and overlook the freshwater pool--every room is fully screened and air conditioned and graciously decorated in a Caribbean motif.
May 17 – 24, Individual Host
€ 582 per night
Guest favorite
Guest suite in West End
Hummingbird, Charming Garden Studio, West End
Stylish, cool yet affordable accommodations in a fabulous location. EXCELLENT WIFI. Unbeatable value for lovers of Anguilla's West End! Safe for singles - romantic for couples - all welcome. Walk to beaches: Mead's, Barnes and Maunday's Bays & places like Four Season's & Picante. Beautiful indoor/outdoor kitchen/lounge area &tropical garden. Discounts for long stay. You must be VACCINATED to vacation in Anguilla. Please visit the Anguilla Tourist Board for current entry protocols.
Jun 27 – Jul 4, Individual Host
€ 102 per night

Popular amenities for Anguilla vacation rentals

Anguilla apartment rentals

Guest favorite
Apartment in Mount Fortune
Fortune Estate (Car rental available)
Oct 17 – 24, Individual Host
€ 127 per night
Superhost
Apartment in AI
Oceanfront Suite With Sea Views Arawak Beach Club
Aug 7 – 14, Individual Host
€ 374 per night
Guest favorite
Apartment in Anguilla
2 Bedroom Beach Front Apartment, Spectacular View!
May 6 – 13, Professional Host
€ 398 per night
Guest favorite
Apartment in South Hill Village
"The Coconut" fully equipped Studio Apartment.
Nov 7 – 14, Individual Host
€ 105 per night
Guest favorite
Apartment in West end
James Hughes best price in west end
Nov 15 – 22, Individual Host
€ 100 per night
Guest favorite
Apartment in Shoal Bay
Azure at Bayview Homes
Sep 24 – Oct 1, Individual Host
€ 218 per night
Guest favorite
Apartment in Island Harbour
Cozy one bedroom studio apartment
Aug 1 – 8, Individual Host
€ 105 per night
Guest favorite
Apartment in The Quarter
Thrush Nest View Studio Apartment
Jul 31 – Aug 7, Individual Host
€ 124 per night
Guest favorite
Apartment in Island Harbour, ANGUILLA AI-2640
Searocks Apartment
Jan 22 – 29, Individual Host
€ 124 per night
Guest favorite
Apartment in George Hill
Modern Smart Suite-1 bdrm studio w/ free fast WIFI
Aug 14 – 21, Individual Host
€ 97 per night
Guest favorite
Apartment in Lower South Hill
Modern Studio - 3 min drive to Rendezvous Bay
Apr 7 – 14, Individual Host
€ 209 per night
Guest favorite
Apartment in North Side
KC Corner House
Jul 4 – 11, Individual Host
€ 80 per night

Other great vacation rentals in Anguilla

Guest favorite
Guesthouse in Crocus Bay Beach
2 bd Apt Beachfront Property, Da'Vida Crocus Bay#2
Dec 9 – 16, Individual Host
€ 406 per night
Guest favorite
Home in Sandy Ground
MoSunTanTan Beach House
Nov 18 – 25
€ 207 per night
Guest favorite
Villa in Island Harbour
Villa Romantica Overlooking the Ocean
Sep 15 – 22, Individual Host
€ 265 per night
Guest favorite
Guest suite in The Valley
Hidden Treasure
Jun 10 – 17, Individual Host
€ 77 per night
Superhost
Hotel room in Shoal Bay Village
Milly's Inn 1
Oct 23 – 30, Individual Host
€ 154 per night
Guest favorite
Home in North Side
Beautiful newly built one bedroom entire house
Apr 3 – 10, Individual Host
€ 147 per night
Guest favorite
Hotel room in Sandy Ground
Studio Apt 30 Sec Away From Sandy Ground Beach
Oct 11 – 18, Individual Host
€ 107 per night
Guest favorite
Condo in Meads Bay
Beach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View
Jul 22 – 29, Professional Host
€ 512 per night
Guest favorite
Home in Shoal Bay
Zen at Bayview Homes
Oct 22 – 29, Individual Host
€ 354 per night
Guest favorite
Home in Shoal Bay
Harmony at Bayview Homes
Oct 12 – 19, Individual Host
€ 430 per night
Superhost
Bungalow in Shoal Bay Village
1 Bd cottage, on Oceanfront Estate, Shoal Bay East
Jun 18 – 25, Individual Host
€ 228 per night
Guest favorite
Apartment in Island Harbour
Oceanfront Private Cottage - Arawak Beach Club
Mar 1 – 8, Individual Host
€ 261 per night

Destinations to explore