We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals and House Rentals in Anguilla, Caribbean

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $2,381 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Anguilla are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 15
    4.5 of 5 stars (5) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 29
    5 of 5 stars (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 22
    5 of 5 stars (6) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 15
    4.5 of 5 stars (10) Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect for 2<BR><BR>James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private balcony's. The floors are finished with Italian tile... View all property information
    Location Information
    Island Harbour, Anguilla AI 2460
    4 of 5 stars Reviewed March 30, 2016
    As a couple who prefer active RnR and a first time travelers to Anguilla, we were looking to ease ourselves into the local element. James Place apartments fit that requirement...
    5 of 5 stars Reviewed January 14, 2016
    My husband and I stayed here 3 nights and we really loved it. The apartment was in great condition and the bed was so so comfortable. We got the best sleep of our entire 12 night...
    See all reviews
    1 / 99
    5 of 5 stars (80) Excellent
    Sandy Ground
    4 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Waterfront
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Dear Paradise Researcher, before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event... View all property information
    Location Information
    Sandy Ground, Anguilla N A
    5 of 5 stars Reviewed June 28, 2016
    One of the most enjoyable vacations we have ever experienced. Between the incredible attention to detail, to the most beautiful beaches in the world, the Grand Outlook Castle...
    5 of 5 stars Reviewed May 19, 2016
    if there were 6 stars I would have chosen that rating. This place was as advertised and beyond. Paul and Elise made everything so simple and easy . We felt like rock stars...
    See all reviews
    1 / 12
    4.5 of 5 stars (6) Very good
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Grill
    • Ocean Views
    • Balcony
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great for groups! Enjoy breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling.<BR><BR>This space is unique because of its size and... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    4 of 5 stars Reviewed 4 days ago
    My family and I spend 9 days at this amazing villa. The rooms were spacious enough to hold 10 people comfortably and with room to spare. The house was equipped with everything we...
    5 of 5 stars Reviewed July 23, 2016
    Wow what a spectacular villa. With views of St. Martin Flat Island and St Barts. So spacious with bathrooms you would love to sleep in.Great living space for the whole family. The...
    See all reviews
    1 / 30
    5 of 5 stars (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Housekeeping...
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR> Recently completed Villa, fully private property with a gated entrance • Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. <BR><BR> Master bedroom, King size Bed and... View all property information
    Location Information
    South Hill, Anguilla PO BOX 5179
    5 of 5 stars Reviewed May 2, 2016
    We are currently staying here as I write this. It happens to be raining most of this week which is not the norm for Anguilla. This villa is super clean, modernized with a full...
    4 of 5 stars Reviewed December 22, 2014
    Perfect vacation get away for honeymoon. I stayed there with my family and it was great. Private property and swimming pool. The perfect place if you want extreme privacy. Thank...
    See all reviews
    1 / 18
    5 of 5 stars (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling... View all property information
    Location Information
    West End Village, Anguilla XXXXXXXXXX
    5 of 5 stars Reviewed May 18, 2016
    Stayed in Shoal Reef Villa with our family of 4 (two kids under 10yrs old); property managers (Stasia & Steve) went out of their way to accommodate us;we've orginally booked...
    5 of 5 stars Reviewed March 5, 2016
    You arrive after your flight and ferry ride, and the view is soooooo amazing. You know from the start you picked the perfect vacation home. The house is laid out to easily...
    See all reviews
    1 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Housekeeping...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Imagine waking up in the morning and gazing across the deep blue Caribbean Sea to the distant island of St. Martin, shuffling onto one of two roomy balconies, cup of java in hand, feeling the sea breeze caress & smelling the fresh salt air - sun shining down on you as you lift your face to the sky... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    1 / 30
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Washer
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Elegant apartment, self-contained with 2 bedrooms, fully furnished and a five minute drive from Rendezvous Beach one of Anguilla's premier beaches, boasting 1.5 miles of white powdery sand and stunning views of St.Maarten.... View all property information
    Location Information
    Anguilla, Caribbean AI2640
    5 of 5 stars Reviewed March 27, 2014
    We spent the last 5 days at Casa Hughes on Anguilla and it was perfect for our family of four. It was clean and comfortable and is well situated for easy access to beaches and...
    4 of 5 stars Reviewed August 19, 2013
    We were very satisfied with this clean and modern place. It's close enough to then beach by car and quite with a beautiful view of St.Maarten ...we will be back again !!!! I hope...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 31
    Long Bay Village
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Immerse yourself in resort-style luxury at this commanding plantation-style estate situated on the white-sandy beaches of Long Bay, along the alluring coastline of Anguilla. Set amidst the splendor of endless turquoise waters and meticulously-manicured gardens replete with towering coconut palms,... View all property information
    Location Information
    Long Bay Village, Anguilla
    1 / 21
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool.... View all property information
    Location Information
    West End Village, Anguilla A12640
    5 of 5 stars Reviewed June 13, 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
    5 of 5 stars Reviewed October 8, 2014
    Beautiful beaches and superb family-oriented accommodation. Comfortable air-conditioned rooms, fitted kitchen with all mod cons. Private swimming pool and wonderful views of the...
    See all reviews
    1 / 35
    5 of 5 stars (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Housekeeping...
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Offering stunning panoramic views of the down islands ( St. Maarten, St. Barths, Statia, St. Kitts and Nevis), this luxury 1 Bedroom Villa is among the largest of the 1 bedroom villas on the island with 1100 sq. ft. of living area and nearly 3000 sq. ft. of outdoor patio and pool deck area.... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 stars Reviewed May 23, 2016
    Our trip to the Almond Tree Villa was wonderful. We would have to concur with all the other excellent reviews. We enjoyed every part of the villa, coffee under the patio in the...
    5 of 5 stars Reviewed May 10, 2016
    This was our second visit to Almond Tree Villa and exceeded our expectations once again. Our friends Sue & Joe have thought of everything to make this villa a home away from...
    See all reviews
    1 / 23
    5 of 5 stars (11) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This 3700 sf. sprawling compound offers mature landscaping, a master bedroom, two additional bedrooms with private bathrooms, a 1900 sf. Great Room and the Entertainment Deck. Each bedroom offers private decks for sunning or just relaxing with a cocktail. If you don't want to go to the beach... View all property information
    Location Information
    Anguilla, Caribbean 12345
    5 of 5 stars Reviewed March 21, 2016
    Villa was in a perfect location with a great view of St Martin, and easy walk to Rendezvous Bay and the Blowing Point Ferry Terminal. Villa was clean and well equipped. We were...
    5 of 5 stars Reviewed March 11, 2016
    Well this is the 4th year we have stayed at this great Villa. The kids loved the pool, everyone has a lot of privacy, and the view to St. Maarten is exquisite. We were well...
    See all reviews
    1 / 24
    5 of 5 stars (7) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to... View all property information
    Location Information
    Anguilla, Caribbean 2640
    5 of 5 stars Reviewed June 8, 2016
    We stayed at Spyglass Hill Villa in May 2016. The house and the view are both gorgeous. Even better than the pictures online. When we arrived in Anguilla a representative for...
    5 of 5 stars Reviewed March 19, 2016
    Beautiful spot above Sandy Ground. House was delightfully laid out for 4 couples. Enjoyed watching the activity in the harbor. Great location for hopping around to different...
    See all reviews
    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed March 17, 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
    See all reviews
    1 / 19
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ARUSHI means " Ray Of Sunshine" This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course... View all property information
    Location Information
    West End Village, Anguilla AI2640
    5 of 5 stars Reviewed March 6, 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations. The privacy, the accommodations, and the breathtaking views made for a remarkable...
    See all reviews
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Terrace
    • Balcony
    • Porch
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Evadney’s Apartments are situated in The Forest in the Island of Anguilla. The apartments are situated within a minute ride or a 5 minute walk to the beautiful Forest beach. The apartment offers a spectacular view of Dutch and French St. Martin/St. Maarten. Evadney Richardson, the manager has... View all property information
    Location Information
    Anguilla, Caribbean AI264
    1 / 36
    Little Harbour
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ARGIANNO VILLA - Lockrum Estates, Anguilla, BEACHFRONT VIEWS OF ST MARTIN Location: Anguilla - British West Indies , RARE ON ANGUILLA- has its own beautiful sandy beach with interior reef! 1 - 4 Bedrooms, 5 Baths , Air Conditioning Bedrooms Only, Bath Tub, BBQ, Beach Chairs, Beachfront, Blender,... View all property information
    Location Information
    Little Harbour, Anguilla AI2640
    1 / 27
    5 of 5 stars (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists of... View all property information
    Location Information
    Anguilla, Caribbean 2640
    5 of 5 stars Reviewed March 20, 2016
    Hands down the best vacation I've ever taken! Walking into Villa Gardenia, the first thing you see is an amazing panoramic view. The villa has an enormous amount of space which...
    See all reviews
    Get the List
    1 / 45
    5 of 5 stars (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bird of Paradise villa was designed in an Asian tropical style with two lagoon-style pools and lush, tropical landscape. The villa rate varies depnding on the number of guests. If it's only two or ten, the entire villa is still exclusively for you. Four master suites, each with a private veranda... View all property information
    Location Information
    Anguilla, Caribbean 00000
    5 of 5 stars Reviewed May 25, 2015
    There is absolutely nothing not to love about the Bird of Paradise. The house is exceptional and the staff is great. We have stayed at a number of villas throughout the Carib...
    5 of 5 stars Reviewed August 2, 2012
    zoe is property manager, genius chef, leader of the most amazing staff...how could one of the most beautiful places on earth also be graced by such wonderful people. Magnificent...
    See all reviews
    1 / 18
    5 of 5 stars (15) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Completed in 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches. Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an... View all property information
    Location Information
    West End Village, Anguilla AI 2640
    1 / 25
    5 of 5 stars (4) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping...
    • Children's Pool
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a... View all property information
    Location Information
    Blowing Point, Anguilla BWI
    4 of 5 stars Reviewed March 30, 2016
    My husband and I stayed here with our 3 small children and extended family (10 people total) and had an amazing time. The pictures do not lie--the house is really that beautiful...
    5 of 5 stars Reviewed August 11, 2014
    Words truly cannot describe our stay at Beaches Edge Anguilla. But I will try.. From the serene private setting with amazing views of the ocean to the full service staff(which...
    See all reviews
    1 / 51
    5 of 5 stars (9) Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Housekeeping...
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of... View all property information
    Location Information
    Little Harbour, Anguilla A12640
    5 of 5 stars Reviewed November 19, 2015
    I'm so in love with this place, the staff, the owners and the Spectacular views. I felt so at home here. The house itself is gorgeous. I was amazed by the artwork. It truly...
    5 of 5 stars Reviewed August 31, 2015
    Our family has vacationed in Anguilla for over 12 years and Three Dolphins is one of the best villas we have rented. The location is central to everything on the island, it has...
    See all reviews
    1 / 10
    South Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Ocean Views
    • Grill
    • Housekeeping...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ambia is centrally located in Anguilla with spectacular views overlooking Sandy Ground and minutes away from the Island's 33 magnificent white-sand beaches. The Villa is newly renovated and available for rental beginning December 1, 2016. Ambia's Asian-style suites with Caribbean influence are the... View all property information
    Location Information
    South Hill, Anguilla AI 2640
    1 / 12
    5 of 5 stars (9) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping...
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you... View all property information
    Location Information
    The Valley, Anguilla AI2640
    5 of 5 stars Reviewed May 21, 2016
    We stayed in Chinaberry, the one bedroom cottage portion of the Bayberry-Chinaberry property, which can be rented as a whole or as individual units. Bayberry and Chinaberry have...
    5 of 5 stars Reviewed March 2, 2016
    We have just returned from two wonderful weeks at Chinaberry! While not on the beach (one does need a car, the view from the deck over Rendezvous Bay is truly fabulous...
    See all reviews
    1 / 25
    5 of 5 stars (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa "B on the Sea" is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and... View all property information
    Location Information
    Anguilla, Caribbean ANGUILLA
    5 of 5 stars Reviewed December 8, 2015
    Once again, my wife and I visited Anguilla and Villa B on The Sea. We absolutely love both. The accommodations are wonderful (2 pools,entertainment deck,media room) and the...
    See all reviews
    1 / 21
    5 of 5 stars (12) Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla. The south facing, self-contained... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    5 of 5 stars Reviewed February 15, 2016
    Our second stay at Little Butterfly was a perfect as our first! Janine takes care of all of the details of your booking right from moment one and she's more than willing to...
    5 of 5 stars Reviewed February 10, 2016
    If you enjoy experiencing an island vacation privately and without the trappings of a resort, this is the place for you! We spent eight nights at the Little Butterfly in January...
    See all reviews
    1 / 12
    5 of 5 stars (2) Excellent
    Rendezvous Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This villa is a charming West Indian style cottage overlooking Rendezvous Bay and just steps away to the beach. Cedars is a private villa and is perfect for one, two couples or a very small family. A short walk on a private path will take you to one of Anguilla's most beautiful beaches. A private... View all property information
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    5 of 5 stars Reviewed January 19, 2014
    Loved our stay at the Cedars Villa in December. We enjoyed having our own place to drink coffee on the front porch with beautiful sea views (and drinks at sunset)! My husband...
    5 of 5 stars Reviewed May 20, 2012
    Quiet, well-furnished and comfortable. A perfect place for a couple or small family. The pictures are accurate and the view from the front porch onto the Bay is outstanding. The...
    See all reviews
    1 / 20
    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    The Retreat @ Moonraker is a fully secure private retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Fully opening expanses of glass optimize the stunning views from all elevations The Retreat @ Moonraker Villa awaits you; a signature 15,500 sq ft villa... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 24
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Terrace
    • Hot Tub
    • Internet Access
    • Washer
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    An estate-like villa set along the golden sands of Long Bay in Anguilla, are just a few of the words to aptly describe the Villa Element Sand. One of three modern beauties with remarkable architectural style and charm, this villa offers up spacious, comfortable, and luxurious living. Pure white and... View all property information
    Location Information
    West End Village, Anguilla
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Zebra Villa is ideally located, just a five minute walk to Meads Bay Beach. Malliouhana Hotel, Blanchards Restaurant and other hotels and restaurants are also within walking distance along the beach. The main floor consists of a separate kitchen and dining area, living area with its unique wooden... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Set in the western end of the island (overlooking Cap Juluca and Altamer), just minutes away from two white sandy beaches, the three bedroom luxury home combines pure elegance with state-of-the-art broadband technology and a fitness pavilion. All bedrooms have air conditioning plus Casablanca... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 13
    5 of 5 stars (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Private Indoor Pool
    • Air Conditioning
    • Satellite TV
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals. Nestled... View all property information
    Location Information
    Shoal Bay Village, Anguilla AI21640
    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Ocean Views
    • Grill
    • Children's Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies<BR><BR>Location: Anguilla<BR>2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi,... View all property information
    Location Information
    West End Village, Anguilla AI2640
    1 / 94
    5 of 5 stars (15) Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping...
    • Ocean Views
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides... View all property information
    Location Information
    The Valley, Anguilla NONE
    5 of 5 stars Reviewed June 18, 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for our...
    5 of 5 stars Reviewed February 2, 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
    See all reviews
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nirvana Villa Shannons Ridge Nr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy Ground This beautiful villa has been designed to fit perfectly upon its elevated position and present the best possible panoramic views from every room and terrace. The villa is... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property.  It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean.  The nearest beach is a 5... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed February 4, 2013
    We really enjoyed our stay In Wesley House, the entire house is perfect in every way, well equippted, spacious, clean and indeed very comfortable, the outside decks are well...
    See all reviews
    1 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Beaches Edge Villa Pelican Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests Located close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Perfect Villa Layout This 4 bedroom villa offers the perfect layout for a relaxed, entertained, worked out and pampered experience in Anguilla. At the heart of the villa is a cool and impressive atrium area. The top floor houses the 2 master suites each with kingsize beds, ensuite bathrooms and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy Beachfront Barnes Bay Beach situated outside the villa is a crescent bay of impossibly fine sand offering beautiful views over to the nearby islands and the azure blue waters that surround Anguilla. Beach chairs have been set out amongst... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 9
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Amarilla Island Harbour Anguilla Italian Influenced Design Designed by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior Designer The owners in... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor Showers Each air... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Little Butterfly Apartment Little Harbour Anguilla St.Vincent & the Grenadine Islands State of the Art This lovely modern apartment has been finished to a very high standard. The bedroom and sitting room both have flat screen plasma TV's with over 70 channels. The spacious fitted kitchen has high... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 10
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nestled in the golf course of the St Regis Resort, Westgreen villa with its beautiful attention to detail & fabulous open airy feel, is the perfect getaway. Built on two levels, the villa offers tiled floors and tasteful interiors that feature a mix of wood, rattan and upscale fabrics.  With three... View all property information
    Location Information
    West End Village, Anguilla
    1 / 8
    4.5 of 5 stars (2) Very good
    Studio, Sleeps 1 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    La Vue Bed & Breakfast Suites South Hill Anguilla Its all about La Vue! Previous guests who have spent time at La Vue rave about the incredible ocean views from the balcony. The never ending stretches of aqua marine are the reason these suites exist. La Vue is located in a cliff top position... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed April 30, 2016
    We have stayed at other hotels here but for the price this hotel was great. The staff did everything possible to make us comfortable. The rooms were clean and there was everything...
    4 of 5 stars Reviewed April 7, 2014
    Good B&B overlooking Sandy Ground and Roy's. It is close to Veya Restaurant and not far from Meads Bay along with the Picante Restaurant. There is a foot path down to the beach...
    See all reviews
    1 / 10
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4 These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconys and are finished in Italian tile throughout. A double sofa bed is available... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed January 15, 2015
    live local but still close to everything. off the beaten path. for those who want to stay away from the big resorts
    5 of 5 stars Reviewed October 5, 2014
    We are very satisfied with our stay at James Place apartments. The apartment was very clean, newly furnished and had a high standard. It had everything we could ask for. The...
    See all reviews
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Papillon Villa Little Harbour Anguilla 21st Century Family Home This state of the art privately owned family home was designed and built 3 years ago and combines an elegant mix of architectural styles and luxury to provide a spacious and comfortable vacation villa with landscaped gardens, tennis... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • Private Outdoor...
    • Patio
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Anguilla’s newest luxury offering, CéBlue Villas & Beach Resort offers paramount privacy but getting away from the world you left behind shouldn’t necessarily mean one has to forego all the fun This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of... View all property information
    Location Information
    Anguilla, Caribbean AI 2640