Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Anguilla Vacation Rentals

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Top Vacation Rentals in in Anguilla

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay, Shoal Bay

Nestled on the beach, this Shoal Bay resort is within 3 mi (5 km) of Shoal Bay Beach, Island Harbor Beach and Scilly Cay. Crocus Bay Beach and Sandy Hill Beach ...

4.8/5Exceptional! (149 reviews)

"It was completely a full service property gorgeous views and hospitable staff. My only complaint would be the high rate. The price per night was quite high."…"

Reviewed on Mar. 13, 2020

Zemi Beach House, LXR Hotels & Resorts
Belmond Cap Juluca

Belmond Cap Juluca

5 out of 5
Maundays Bay, Maunday's Bay
The price is CA $1,088 per night from Nov 18 to Nov 19

Located in Maunday's Bay, this beachfront hotel is next to a golf course and within a 5-minute walk of Cove Bay and Maundays Bay. Meads Bay is 1.1 mi (1.8 km) ...

4.7/5Exceptional! (83 reviews)

"The property was beautiful the beaches where amazing. Gym was under construction so the temporary one was a bit lacking. Other then that staff was super friendly and rooms Where Gorgeous"…"

Reviewed on Dec. 7, 2019

Belmond Cap Juluca
Four Seasons Resort and Residence Anguilla

Four Seasons Resort and Residence Anguilla

5 out of 5
Barnes Bay, West End Village
The price is CA $978 per night from Nov 20 to Nov 21

Nestled on the beach, this West End Village hotel is 10.6 mi (17.1 km) from Shoal Bay Beach.

4.7/5Exceptional! (116 reviews)
Paradise on Mead's Bay

"The four seasons Anguilla is a beautiful property. The beach and pool was very nice. The rooms are spacious and comfortable."…"

Reviewed on Jan. 10, 2020

Four Seasons Resort and Residence Anguilla

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Paradise Cove Resort

Paradise Cove Resort

3.5 out of 5
Paradise Drive, The Cove, PO Box 135, Cove Bay
The price is CA $328 per night from Nov 1 to Nov 2

This family-friendly Cove Bay resort is located near the beach, within 1 mi (2 km) of Cove Bay, Meads Bay Pond and Devonish Art Gallery. Meads Bay and Maundays ...

3.9/5Very Good! (35 reviews)

"This was the dirtiest hotel I’ve EVER stayed in. I definitely felt stuck since we were only staying one night. Sheets were beyond dirty (I called for fresh ones and it was after hours for house keeping so it was a struggle and i even offered to make the bed myself because I didn’t want to upset their ..."…"

Reviewed on Oct. 22, 2019

Paradise Cove Resort
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is CA $276 per night from Oct 27 to Oct 28

Located in Rendezvous Bay, this beachfront hotel is next to a golf course, 0.1 mi (0.2 km) from Rendezvous Bay Beach and 2.4 mi (3.9 km) from Meads Bay. Meads ...

3.6/5Good! (98 reviews)
Oldie but (pretty) Goodie

"Older property but maintained sufficiently well. Beautiful beach setting. Decent value."…"

Reviewed on Jan. 25, 2020

Anguilla Great House Beach Resort
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Meads Bay, West End Village
The price is CA $370 per night from Oct 27 to Oct 28

Nestled on the beach, this West End Village hotel is just steps away from Meads Bay Pond and Meads Bay. Maundays Bay is 1.9 mi (3 km) away.

4.7/5Exceptional! (91 reviews)
Attractive but pricey

"I agree with the reports that describe how attractive Carimar is. The villa is itself is fine and the beach is absolutely beautiful. However, $830 (including taxes) is too high even in the peak season for what you get. For this price, I would have expected at least a minimum supply of a starter package ..."…"

Reviewed on Jan. 19, 2020

Carimar Beach Club
Turtles Nest Beach Resort 

Turtles Nest Beach Resort 

3 out of 5
Meads Bay, West End Village, Anguilla
The price is CA $282 per night from Oct 27 to Oct 28

This West End Village condo is on the beach, 0.1 mi (0.1 km) from Meads Bay, and within 12 mi (20 km) of Little Bay and Shoal Bay Beach.

4.5/5Wonderful! (34 reviews)
Perfection all around

"We were caught in the mass exodus of the Corona virus. Jacqui coordinated flights out for all frantic and frustrated customers. She checked online then called the airlines for us to reserve spots on flights. She and the staff EXCELLED! Then there's the perfect beach, location and sunsets."…"

Reviewed on Mar. 18, 2020

Turtles Nest Beach Resort 
Frangipani Resort

Frangipani Resort

4 out of 5
Meads Bay, middle of the beach, West End Village
The price is CA $531 per night from Nov 7 to Nov 8

Nestled on the beach, this West End Village resort is within 3 mi (5 km) of Meads Bay, Anguilla Arch and Cuisinart Resort Golf Course. Shoal Bay Beach is 10.4 ...

4.7/5Exceptional! (74 reviews)

"Great location, friendly staff for when I do get there. Resort has credited deposit to a future stay due to shutdown. No hassle at all. What more can one ask in these trying times. Stay well."…"

Reviewed on Mar. 31, 2020

Frangipani Resort
The Reef By CuisinArt

The Reef By CuisinArt

5 out of 5
The Reef By CuisinArt, PO Box 2000, Merrywing Bay

Nestled on the beach, this Merrywing Bay hotel is within 3 mi (5 km) of Cove Bay, Meads Bay and Maundays Bay. Meads Bay Pond and Devonish Art Gallery are also ...

4.3/5Excellent! (20 reviews)

"Too quiet. Beach very small. Food mediocre. Rooms good size"…"

Reviewed on Feb. 29, 2020

The Reef By CuisinArt
Don't see what you're looking for?
See all available properties in Anguilla
View all properties
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anguilla. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.