Photo by Anguilla Tourist Board

Anguilla Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Anguilla holiday rentals

Villa in The Valley

Ceblue Luxury Villas
5.0 star property
10.0 out of 10, Exceptional, (7)
"My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back "
United States
Brooke Renee
Ceblue Luxury Villas

Condo in West End Village

Turtles Nest Beach Resort 
3.0 star property
9.4 out of 10, Exceptional, (167)
"Great place on one of the best beaches in Anguilla."
Canada
John
The price is AU$720
includes taxes & fees
2 Jan - 3 Jan 2026
Turtles Nest Beach Resort 

Villa in West End Village

Sheriva Luxury Villas and Suites
4.0 star property
Sheriva Luxury Villas and Suites

Condo in Shoal Bay

Fountain Anguilla
3.5 star property
9.0 out of 10, Wonderful, (62)
"It was very nice property to stay it "
United States
Felicia
Fountain Anguilla
8.6 out of 10, Excellent, (4)
"The property is great for a quiet getaway, as the area is very secluded and safe . All essentials were in the room ."
United States
Sheena C.
The price is AU$211
includes taxes & fees
30 Dec - 31 Dec
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
9.8 out of 10, Exceptional, (7)
"Perfect and comfy get away spot! "
United States
iesha
The price is AU$241
includes taxes & fees
19 Jan - 20 Jan 2026
Modern Smart Suite w/ free fast WIFI & 5 min beach access
9.0 out of 10, Wonderful, (2)
"Every think was good. Suggest better indication for arriving at house. There isn't the civic number, so it's quite difficult guess the right house"
Italy
YLENIA
The price is AU$294
includes taxes & fees
19 Jan - 20 Jan 2026
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach
10.0 out of 10, Exceptional, (1)
"The apartment was very modern and well kept. Home away from home. Very comfortable. TV in the bedroom and livingroom. AC in the bedroom and livingroom area to keep cool. The staff were extremely hospitable."
United States
bianca
The price is AU$327
includes taxes & fees
9 Jan - 10 Jan 2026
Fortune Estate East (Rental Car Available)

Holiday Home in Sea Rocks

Cozy one bedroom studio
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
The price is AU$289
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy one bedroom studio
8.0 out of 10, Very good, (1)
The price is AU$259
includes taxes & fees
9 Jan - 10 Jan 2026
Charming 1-bedroom apartment with AC, WiFi in wonderful Tackling
The price is AU$270
includes taxes & fees
30 Dec - 31 Dec
Lovely studio apartment Beachfront/swimming pool

Apartment in The Valley

Deany's UpTop Luxury Suite
The price is AU$467
includes taxes & fees
31 Dec - 1 Jan 2026
Deany's UpTop Luxury Suite
10.0 out of 10, Exceptional, (1)
"Second stay in this location. Love it!"
United States
Vicki
The price is AU$397
includes taxes & fees
12 Jan - 13 Jan 2026
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach
9.8 out of 10, Exceptional, (6)
"Anguilla is an island of beautiful beaches and people. You need a car to visit the beaches and great restaurants so James Place Apartments is a comfortable, quiet base from which to explore. Its spacious accommodations include a fully equipped kitchen so you don’t have to eat all your meals out. Everything is fresh and clean. The bed is comfortable and the bedroom has AC. We loved our stay!"
United States
Kathy H.
The price is AU$379
includes taxes & fees
30 Dec - 31 Dec
Anguilla -James Place Apartments Short Term/ Long Term Lease
9.4 out of 10, Exceptional, (21)
"The owner went above and beyond to ensure anything that we needed was supplied. Internet was a little slow but I felt that was typical of the area. I hope to go back and visit again in the future. Easy to get around from the property. Everything was great! I even saw the neighbours parrot on the roof one afternoon...how cool is that! I felt well looked after."
United States
Teresa C.
The price is AU$386
includes taxes & fees
30 Dec - 31 Dec
Anguilla Vacation Rental Short Term / Long Term
9.6 out of 10, Exceptional, (4)
"Quiet place. Great host. Highly recommend. "
United States
Daniel M.
The price is AU$389
includes taxes & fees
31 Dec - 1 Jan 2026
AIR Residence relax in your home away from home centrally located on Anguilla
The price is AU$294
includes taxes & fees
30 Dec - 31 Dec
Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.

Holiday Home in RendezVous Bay

Dream Weaver Villa 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.
The price is AU$1,630
includes taxes & fees
31 Dec - 1 Jan 2026
Dream Weaver Villa in RendezVous Bay

Villa in Island Harbour

Lovely 6-bedroom Villa with Pool
The price is AU$6,070
includes taxes & fees
30 Dec - 31 Dec
Lovely 6-bedroom Villa with Pool

Apartment in Anguilla

Home away from home in paradise
2.0 out of 10, (1)
"leaves much to be desired in both offering and services"
United States
Marlyn L.
The price is AU$276
includes taxes & fees
30 Dec - 31 Dec
Home away from home in paradise
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anguilla Hotel Reviews

Find out more about Anguilla

Everything you need to know about Anguilla holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anguilla holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anguilla holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Anguilla holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anguilla. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anguilla holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Anguilla holiday rentals we have chosen for you start as low as AU$211 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Anguilla rentals

At Expedia, we put the best Anguilla holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anguilla rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anguilla holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anguilla. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.