Find Vacation Homes in Anguilla from $100

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Top Cities in Anguilla

Compare 36 Vacation Homes in Anguilla with updated reviews, rates, and availability.

Fortune Rise. Car Rental available
10.0 out of 10, Exceptional, 10 reviews
"The condo is just as beautiful as the photos. We LOVE the location close to our favorite restaurants and you’re always close to a perfect beach on Anguilla. Upstairs unit with a nice balcony. I messed up our rental car reservation with another company and the property manager went above and beyond to help me last minute. We can’t wait to come back!"
Fortune Rise. Car Rental available
Spacious quiet house seconds from the beach
8.6 out of 10, Excellent, 4 reviews
"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
Paradise in tranquility Anguilla
10.0 out of 10, Exceptional, 1 review
"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
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DragonFly Studio, a charming place dedicated to relaxation
10.0 out of 10, Exceptional, 21 reviews
"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
Dream Weaver Villa in RendezVous Bay
Secluded house on private beach
10.0 out of 10, Exceptional, 4 reviews
"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
Cozy one bedroom studio
10.0 out of 10, Exceptional, 1 review
"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 $100
$171 total
includes taxes & fees
Jun 4 - Jun 5
Cozy one bedroom studio
Quiet Home
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla
9.0 out of 10, Wonderful, 2 reviews
"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, 12 reviews
"I highly recommend this beautiful oceanfront rental. Booking Villa Manana and the checking in process was simple. On arrival we were greeted by Bibi who was available to answer questions and help if we needed anything. The owner of the property, Greg was also available and provided quick response. The house had everything we needed and 4 Tommy Bahama beach chairs which we used every day! The pool was crystal clear and perfect temperature! The location was great for East Shoal Bay. We would love...
Beautiful island home modeled after traditional West Indian design
Your Anguilla Home! Homeaway from home-AI
10.0 out of 10, Exceptional, 2 reviews
"Lovely large, spacious, airy home with everything we needed to have a wonderful vacation! Very clean with large, comfortable beds, excellent air conditioning, new appliances, beautiful pool on the roof, ripe papayas hanging from the trees. It exceeded our expectations and the hospitality of Akira and Tony was warm and wonderful! They assisted in anything we needed, including recommendations for great food spots and beaches. I didn't want to leave! We ran into people who paid so much more for so...
Your Anguilla Home! Homeaway from home-AI
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
10.0 out of 10, Exceptional, 2 reviews
"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 $189
$255 total
includes taxes & fees
Jun 17 - Jun 18
Villa Kaiae
Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything
The price is $250
$467 total
includes taxes & fees
Jun 5 - Jun 6
Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything
White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean
9.4 out of 10, Exceptional, 6 reviews
"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 review
"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
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
8.0 out of 10, Very Good, 1 review
"A lovely villa, that was clean and spacious. Perfect for two couples, with parking behind the home. Stocked with lots of linen, and a good selection of pots and frying pans. We did have a bit of a problem finding the location of the villa. So a map with directions and communication would be helpful a few days before arrival. The host dropped by the morning after arrival and was very nice and friendly and helpful."
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
A Gem hidden between the historic Road Bay Salt Pond and a white sandy beach.
8.0 out of 10, Very Good, 1 review
"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 reviews
"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
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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.

Booking Tips to Find the Best Anguilla Vacation Homes


How much does it cost to rent a vacation home in Anguilla?

You can find incredible Anguilla vacation homes for all types of budgets: between $100 and $250 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Anguilla?

If you are looking for a great deal on your vacation home in Anguilla, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Anguilla?

There are 36 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Anguilla?

Begin by entering your trip dates to see what type of Anguilla rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Anguilla?

Booking Anguilla vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Anguilla rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Anguilla along with your vacation property, into a Anguilla vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Anguilla Vacation Homes information

Number of reviews
72
Accommodation
36 Vacation Homes
Lowest Price
$100
Highest Price
$250

Recent reviews of Anguilla hotels
Expedia verified reviews