Currently showing Any week, Add guests. Change search.

303 homes

Villa in Little Harbour
Odyssey - Kamique
3 king beds
Dec 4 – 11
$2,800 per night
Luxe
Apartment in The valley
NEW- 3 Bedroom - Affordable walk grocery & St James short drive to beaches!
3 queen beds
Dec 2 – 9
$438 per night
Villa in Seafeathers
EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA
11 beds
Dec 2 – 9
$1,430 per night
Home in Seafeathers
Dove Nest
2 queen beds
Dec 2 – 7
$500 per night
Home in The Valley
Dream Weaver Villa In Rendezvous Bay
4 beds
May 1 – 7
$850 per night
Villa in Rendezvous Bay
Rendezvous
6 beds
Dec 2 – 9
$5,760 per night
Luxe
Villa in Elsie Bay
Mainstayvilla @ Elsie Bay Anguilla
3 beds
Dec 2 – 8
$548 per night
Home in Seafeathers
COZY & PRIVATE FOR TWO COUPLES TRAVELING TOGETHER
2 king beds
Dec 2 – 9
$1,036 per night
Villa in Long Bay Village
Santosha Estate, Private Resort All to Yourselves
13 beds
Dec 3 – 10
$12,000 per night
Private room in Sandy Hill Bay
Sunrise Villa
1 queen bed
Dec 5 – 11
$500 per night
Apartment in South Hill Village
The Gardener's Rise
2 queen beds
Dec 4 – 9
$190 per night
Villa in The Valley
Ceblue Villa
5 beds
Dec 4 – 11
$3,495 per night
Luxe
Villa in Sandy Ground
Entire property, NEW 5.5 BDR, steps from beach
3 beds
Dec 3 – 8
$1,980 per night
Home in The Valley
Villa at Limestone Bay, Anguilla
5 beds
Dec 2 – 7
$160 per night
Villa in The Valley
BEACHFRONT VILLA + SUV + POOL + HOT TUB + FIREPIT
6 king beds
Dec 2 – 7
$4,720 per night
Home in AI
Chocolate Moose
2 beds
Dec 2 – 7
$210 per night
Villa in AI
Shiloh Estate, 2 bdr, Modern Caribbean Fair Haven
2 king beds
Dec 3 – 8
$3,360 per night
Apartment in Blowing Point
Silver Ray Apartments
1 bed
Dec 2 – 9
$90 per night
Private room in The Valley
Jerry & Cynthia's Place
2 single beds
Dec 4 – 9
$75 per night
Home in The Valley
The Pink House - A Quintessential Caribbean Home
1 bed
Dec 9 – 16
$316 per night, originally $400