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Villa and apartment vacation rentals in Anguilla

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Top-rated vacation rentals in Anguilla

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

Hummingbird, Charming Garden Studio,  West End
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath
Hummingbird, Charming Garden Studio, West EndStylish, 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.
MoSunTanTan Beach House
Entire residential home · 4 guests · 2 beds · 2 baths
MoSunTanTan Beach HouseBring the whole family and stay at this Breezy home located in Sandy Ground Village, sitting on a private beach along the water canal, surrounded with indigenous plants, palm trees and coconut trees. Step out of the front door and enjoy a sun bath, a walk on the beach or go snorkeling along the reef. When the sun goes down, slip away to some of the best bars and restaurants in the village, such as The Barrel Stay, Elvis, Lit Lounge and many more.
Fortune Rise. (Car rental available)
Entire rental unit · 6 guests · 4 beds · 2 baths
Fortune Rise. (Car rental available)Fortune Rise is a licensed property that's falls under the villa business regulations Act. It's a newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Anguilla vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Pet friendly vacation villas

  1. Entire villa
  2. Seafeathers
Caribbean Beach Front Villa With Swimming Pool
$475 per night
  1. Entire villa
  2. AI
Greengard Villa - Anguilla, Cul De Sac
$225 per night
SUPERHOST
  1. Entire villa
  2. The Valley
Chinaberry Villa
$195 per night
  1. Entire villa
  2. West End Bay
Romance and relaxation - visit Gardenia Villa
$185 per night
SUPERHOST
  1. Entire villa
  2. Blowing Point
Bayberry and Chinaberry Villa! Yours In Anguilla!
$350 per night
LUXE
  1. Entire villa
  2. Shoal Bay Village
Waves Villa · Classic Caribbean charm near Shoal Bay Beach
$895 per night
  1. Entire villa
  2. AI
Bayberry Villa
$295 per night
SUPERHOST
  1. Entire villa
  2. AI
The Abbey Ocean Front Shoal Bay East
$900 per night
No reviews yet
  1. Entire villa
  2. The Valley
SANDCASTLE BEACHHOUSE + CAR + POOL + JACUZZI + ..
$2,588 per night
SUPERHOST
  1. Entire villa
  2. Blowing Point
Bayberry Villa - Yours in Anguilla!
$300 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Blowing Point
Pelican Bay
$1,352 per night
  1. Entire villa
  2. South Hill Village
Anguilla - Very Private 2 bedroom villa
$360 per night

Beachfront villa rentals

  1. Entire villa
  2. Blowing Point
Beach Home in Paradise - OASIS
$200 per night
No reviews yet
  1. Entire villa
  2. The Valley
2 Bedroom Oceanfront Villa w/ Kitchen & King Bed
$199 per night
SUPERHOST
  1. Entire villa
  2. Shoal Bay Village
BellamareVilla Oceanfront, Short Term/ Long Term
$990 per night
  1. Entire villa
  2. Rendezvous Bay
Songbird Villa - Rendezvous Bay, Anguilla
$450 per night
No reviews yet
  1. Entire villa
  2. Shoal Bay
Sea Breeze Villa Shoal Bay by Refined Retreats
$499 per night
SUPERHOST
  1. Entire villa
  2. Sandy Ground
Beachfront Villa, Pool, 4 bedroom, 3 bath
$880 per night
No reviews yet
  1. Private room
  2. Blowing Point
STUNNING VIEW PRIVATE ROOM-Pool & Beach -DEC20%OFF
$236 per night
  1. Entire villa
  2. Anguilla
Stunning Sea Feathers Villa
$550 per night
No reviews yet
  1. Entire villa
  2. Long Bay Village
Sea Villa at Long Bay Villas: See it on Netflix!
$6,380 per night
No reviews yet
  1. Entire villa
  2. Blowing Point
7BD VILLA W/ PRIVATE BEACH-SAUNA-GYM & POOL
$2,275 per night
No reviews yet
  1. Private room
  2. Blowing Point
STUNNING PRIVATE ROOM WITHIN LUXURY VILLA-GYM/POOL
$395 per night
LUXE
  1. Entire villa
  2. limestone bay
Sandcastle Beach House · Contemporary beachfront villa near the capital
$2,250 per night

Vacation apartments with patios or balconies

  1. Entire rental unit
  2. Blowing Point
Fully equipped studio apartment. Ocean view!
$125 per night
SUPERHOST
  1. Entire rental unit
  2. West End
James Hughes cozy apartment west end
$85 per night
SUPERHOST
  1. Entire rental unit
  2. AI
Gorgeous Sunrise Penthouse, Andy’s Castle Anguilla
$117 per night
  1. Entire rental unit
  2. AI
Oceanfront Studio With Stunning Panoramic Views
$156 per night
SUPERHOST
  1. Entire rental unit
  2. West end
James Hughes west end nice place
$98 per night
  1. Entire rental unit
  2. Island Harbour, ANGUILLA AI-2640
Searocks Apartment
$95 per night
  1. Entire rental unit
  2. North Side
BrelloutCliffs Villas
$56 per night
No reviews yet
  1. Entire rental unit
  2. Lower South Hill
♦ Modern Studio - 3 min drive to Rendezvous Bay
$206 per night
SUPERHOST
  1. Entire rental unit
  2. AI
Cool Caribbean "Cocoplum" @Andy's Castle, Anguilla
$77 per night
  1. Entire rental unit
  2. Anguilla
Native Vybz near the 4season, Taxi and Car Rentals
$80 per night
SUPERHOST
  1. Entire rental unit
  2. Statia Valley
Studio Honeycomb
$65 per night
SUPERHOST
  1. Entire rental unit
  2. South Hill Village
We offer something new and crisp
$100 per night