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Find Vacation Homes in Anguilla from $200

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Top Cities in Anguilla

Our top choices for Anguilla vacation homes

Vacation Home in Sandy Hill

9.6 out of 10, Exceptional, (4)
"Homer was an excellent host. Very friendly and funny. My friends and I had an amazing time staying there. I would definitely stay there again if I visit with friends again. Homer we want to thank you for taking the time out to make us dinner and making us feel at home away from home. Much appreciated. "
United States
Bridget
Paradise in Anguilla

Vacation Home in Seafeathers

9.8 out of 10, Exceptional, (16)
"Lovely location, Quiet and uncrowded with a beautiful view of St Maarten. We had a wonderful vacation"
United States
Joelle and Joshua C.
Beautiful island home modeled after traditional West Indian design

Vacation Home in Sandy Ground

9.8 out of 10, Exceptional, (8)
"This was a great place to stay on our honeymoon! More private and lots of room! We will be going back to this property next time we're in Anguilla"
United States
Kayla D.
Secluded house on private beach

Vacation Home in Blowing Point

3.5 star property
10.0 out of 10, Exceptional, (3)
"Much larger and nicer than the pics show. Perfect for families. Great location near the ferry and Rendezvous Bay. "
United States
Melisa
White Sands Anguilla

Vacation Home in anguilla

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."
United States
Samuel F.
The Little Villa (Newly Renovated)

Vacation Home in West End

2.0 star property
Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach

Vacation Home in Shoal Bay

Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Vacation Home in The Valley

10.0 out of 10, Exceptional, (31)
"Location and property are better than photos! Beautiful, Clean and so close to world class beaches. Trevor is the quintessential host. We will absolutely-positively stay again when we return to Anguilla!"
United States
Angela G.
DragonFly Studio, a charming place dedicated to relaxation

Vacation Home in Shoal Bay

9.0 out of 10, Wonderful, (2)
"Zen house is in a good location. beautiful beach 2 minute drive. Everything good!"
United States
Allen M.
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Vacation Home in RendezVous Bay

10.0 out of 10, Exceptional, (1)
"It’s a beautiful house with large rooms. The host and his daughter are so helpful. Whatever you need they will accomadate. We arrived late and they arranged to have food for us at the house. Just a beautiful house with comfortable beds. We were very happy and would go back anytime."
United States
Bert V.
$946 nightly
The price is $1,081
Jan 9 - Jan 10, 2026
Total with taxes and fees
Dream Weaver Villa in RendezVous Bay

Vacation Home in Mount Fortune

10.0 out of 10, Exceptional, (12)
"Myron was so friendly and helpful. The apartment was nice, clean, and comfortable. Wonderful stay!"
United States
Julie H.
Fortune Rise. Car Rental available

Vacation Home in East End

10.0 out of 10, Exceptional, (2)
"The property was exactly as described. Myron was very communicative and helpful."
Canada
Stephanie P.
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla

Vacation Home in Cauls Bottom

10.0 out of 10, Exceptional, (1)
Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything

Vacation Home in Cul De Sac

10.0 out of 10, Exceptional, (5)
"Very nice house in a secluded and quite location, very spacious. We enjoyed it and would absolutely stay there again. "
United States
Roy
Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious

Vacation Home in Sandy Ground

9.0 out of 10, Wonderful, (9)
"Ideal location, just seconds from the beach and bars/restaurants. The villa had everything we needed and more. Debbie and Andrew are great hosts. They were very helpful and responsive to our requests. Without hesitation, we would go back again."
Canada
Sylvie M.
Spacious quiet house seconds from the beach

Vacation Home in The Valley

10.0 out of 10, Exceptional, (1)
"Stayed for one night and loved it. Clean, comfortable and the host was great. Would definitely return!"
United States
Onisha H.
Charming 1-bedroom with WiFi, AC in lovely The Valley

Vacation Home in Sea Rocks

9.8 out of 10, Exceptional, (6)
"Hostess and host with the most! Amazing property, Indira and George couldn’t have been more accommodating! "
United States
Tracy
$145 nightly
The price is $200
Jan 9 - Jan 10, 2026
Total with taxes and fees
Cozy one bedroom studio

Vacation Home in Crocus Hill

8.0 out of 10, Very Good, (1)
A Home away from Home, Just 2 Minutes from White Sandy Beach, Bar and Restaurant

Vacation Home in Blowing Point

Dolphin At Anguillitta: Book Fall & Holiday Now And Get 10% Off!

Vacation Home in Island Harbour

4-bedroom house in charming quiet Harbour Ridge with AC, WiFi. Relax and unwind
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.
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Top Anguilla Hotel Reviews

Find out more about Anguilla

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 $200 and $1,081 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 45 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
79
Accommodation
45 Vacation Homes
Lowest Price
$200
Highest Price
$1,081