Holiday rentals in Anguilla

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Top-rated holiday rentals in Anguilla

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

Guest favourite
Apartment 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.
23–30 Oct
$663 SGD per night
5.0 out of 5 average rating, 20 reviews
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.
23 Feb – 2 Mar
$796 SGD per night
4.92 out of 5 average rating, 13 reviews
Guest favourite
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.
5–12 Aug
$119 SGD per night
4.94 out of 5 average rating, 48 reviews

Popular amenities for Anguilla holiday rentals

Other great holiday rentals in Anguilla

Guest favourite
Flat in Anguilla
2 Bedroom Beach Front Apartment, Spectacular Views
29 Jan – 5 Feb
$534 SGD per night
5.0 out of 5 average rating, 22 reviews
Guest favourite
Villa in Island Harbour
Villa Romantica Overlooking the Ocean
21–28 Sep
$321 SGD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Lower South Hill
Spacious 2nd FL Studio - 3 min to Rendezvous Bay
20–27 Nov
$259 SGD per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in West end
James Hughes best price in west end
17–24 Sep
$123 SGD per night
4.92 out of 5 average rating, 61 reviews
Guest favourite
Guest suite in The Valley
Hidden Treasure
3–10 Jul
$97 SGD per night
4.9 out of 5 average rating, 20 reviews
Guest favourite
Flat in George Hill
Modern Smart Suite-1 bdrm studio w/ free fast WIFI
7–14 Sep
$108 SGD per night
5.0 out of 5 average rating, 11 reviews
Superhost
Cottage in Sandy Ground
Tranquil Cottage With Sea Views-North Hill Village
29 Mar – 5 Apr
$213 SGD per night
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in North Side
Beautiful newly built one bedroom entire house
19–26 Sep
$203 SGD per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Shoal Bay
Harmony at Bayview Homes
16–23 May
$416 SGD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Meads Bay
Beach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View
30 Nov – 7 Dec
$1,004 SGD per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in AI
Desert Rose Cottage
23–30 Nov
$248 SGD per night
5.0 out of 5 average rating, 22 reviews
Superhost
Bungalow in Shoal Bay Village
1 Bd cottage, on Oceanfront Estate, Shoal Bay East
18–25 Oct
$241 SGD per night
4.96 out of 5 average rating, 26 reviews

Destinations to explore