Holiday Homes in Anguilla

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Holiday Homes in Anguilla

Secluded house on private beach
10.0 out of 10, Exceptional, (4)
"Had a very good time at Sandy Ground. Debbie was a great hostess and was very prompt with answers to any questions and help. The home is very clean, bright and well equipped. Several bars and restaurants very close by so fun for hanging out there."
Secluded house on private beach
Fortune Rise. Car Rental available
10.0 out of 10, Exceptional, (9)
"Myron was so thoughtful and helped arrange details like rental car, driver’s license, etc for our stay. Communication was smooth and the property was as described. Thank you for a lovely visit to Anguilla."
Fortune Rise. Car Rental available
Spacious quiet house seconds from the beach
8.6 out of 10, Excellent, (4)
"Villa and location surpassed our expectations. Debbie was a pleasure to work with. Looking forward to returning next year."
Spacious quiet house seconds from the beach
Save an average of 15% on thousands of hotels when you're signed in
Paradise in tranquility Anguilla
10.0 out of 10, Exceptional, (1)
"This is a wonderful family oriented property with lots of space, wonderful views and all the practical amenities a family needs. Anguilla can be expensive, this property is affordable making adventuring and experiencing the wonderful people, scenery and food of the island more approachable. I recommend renting a car and familiarizing yourself with the local grocery stores and restaurants. The property owners are kind and accommodating and went out of their way to ensure we had everything we...
Paradise in tranquility Anguilla
DragonFly Studio, a charming place dedicated to relaxation
10.0 out of 10, Exceptional, (21)
"We stayed 2 weeks and loved it all. We will definitely return. "
DragonFly Studio, a charming place dedicated to relaxation
Dream Weaver Villa in RendezVous Bay
The price is NZ$1,789
per night
18 May - 19 May
Dream Weaver Villa in RendezVous Bay
Cozy one bedroom studio
10.0 out of 10, Exceptional, (1)
"I stayed 11 nights in the cottage. I absolutely loved it. It was even nicer than I was expecting it to be. Indira made me feel so welcome. I felt at home almost immediately. For a small cottage it has a lovely open, spacious feel to it. Immaculately clean and comfortable. I was able to walk to a French bistro and a French bakery. A very short drive to Shoal Beach, my favorite one. Great location overall. I would love to stay there again!"
The price is NZ$281
per night
17 May - 18 May
Cozy one bedroom studio
Quiet Home
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla
9.0 out of 10, Wonderful, (2)
"Loved this beautiful spacious home! It was close to Crocys bay beach. Clean and well equipped. Would go back in a heartbeat."
Stunning Island Home - Crocus Hill, Anguilla
Beautiful island home modeled after traditional West Indian design
9.8 out of 10, Exceptional, (11)
"My family had the best stay at Villa Manana. The house is perfectly equipped with everything we needed. The pool was gorgeous. We loved being able to come back to the villa after spending the days at the beach. Thank you!"
Beautiful island home modeled after traditional West Indian design
Your Anguilla Home! Homeaway from home-AI
10.0 out of 10, Exceptional, (1)
"The property of Akira and Tony is wonderful. The house is between Shoal Bay and Island Harbor, supermarkets in the vicinity, and a restaurant just across the street. The closest beach is Shoal Bay (East), one of the most beautiful beaches. Fantastic sunsets! The apartment is HUGE! Two large bedrooms (we used only the master BR), the bed is California King and very comfortable. The whole house is air-conditioned, plus have ceiling fans, which are very quiet. The living room and kitchen area is...
Your Anguilla Home! Homeaway from home-AI
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
10.0 out of 10, Exceptional, (2)
"The property was exactly as described. Myron was very communicative and helpful."
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
Villa Kaiae
3.0 star property
The price is NZ$356
per night
22 May - 23 May
Villa Kaiae
White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean
9.4 out of 10, Exceptional, (6)
"Wonderful stay with welcoming and responsive hosts"
White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean
White Sands Anguilla
3.5 star property
10.0 out of 10, Exceptional, (1)
"Nous avons passé en agréable week-end en famille dans votre villa. Elle est facile à trouver et bien indiquée sur la route, Nemo le chien de la propriété nous a fait un bon accueil. La villa est spacieuse et la cuisine bien équipée quant à la literie elle est très confortable. La salle de bain de la master est fantastique ! La villa est propre et tout est fait pour qu'on s'y sente bien. En bref nous recommandons vivement ce logement ! "
White Sands Anguilla
A Gem hidden between the historic Road Bay Salt Pond and a white sandy beach.
8.0 out of 10, Very good, (1)
"This is a brand new one bedroom home remodel - attention has been put into all of the details, and everything is... new! Owner is fantastic at communicating, works to handle special requests right away, and very generously provided a starter set of welcome provisions, thank you! The property manager was very accessible, helpful, and responsive. Sandy Ground is a mostly-sleepy beach on the north side of Anguilla, centrally located to everything. The porch outside is great for relaxing near to the...
A Gem hidden between the historic Road Bay Salt Pond and a white sandy beach.
Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious
10.0 out of 10, Exceptional, (5)
"Spent a great week in Anguilla. Accommodation's were top notch. Beautiful 3 bedroom 2 bath home, well appointed and clean. Great neighbors that had been in residence since January and able to give recommendations on things to do. Would definitely use this place again."
Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious
Caribbean Beach Front Villa With Swimming Pool
Caribbean Beach Front Villa With Swimming Pool
2 Bedroom Villa with 2 King Suites & Pool!
10.0 out of 10, Exceptional, (1)
"This property is exquisite. The positioning overlooking Crocus Bay is perfect for sunsets. There are 3 separate rooms with full bathrooms upstairs and 2 below with a media room. It’s a nice way to vacation with others but privately. We all gathered in the kitchen given the great views. Etiennette, the concierge was wonderful. She booked us at great restaurants once we arrived, organized the shopping for our arrival and was available when we needed. It’s been 5 years since we’ve been back to...
2 Bedroom Villa with 2 King Suites & Pool!
The Little Villa (Newly Renovated)
8.0 out of 10, Very good, (3)
"Kareem has a great home here. Live like locals in a central area. Rent a car and you'll love the location. 2 minutes to jelly BBQ - best ribs on the island (papers BBQ for the best chicken) Home was clean with lots of space. Beds were fine and a blew cold. TV and wifi worked great. Comfy chairs and dinner table. Solid kitchen if a bit sparse. This isn't a luxury listing but if you value space, quiet and low key you'll love it."
The Little Villa (Newly Renovated)
Don't see what you're looking for?
See all available properties in Anguilla
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.