Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

Fortune Rise. Car Rental available

Fortune Rise. Car Rental available

Mount Fortune
Located in East End Village, this vacation home is within a 5-minute drive of Heritage Collection and Island Harbor Beach.
Fortune Rise. Car Rental available
Paradise in tranquility Anguilla

Paradise in tranquility Anguilla

Sandy Hill
When you stay at this vacation home in The Valley, you'll be on the beach, within a 10-minute walk of Sandy Hill Bay and Sandy Hill Beach.
Paradise in tranquility Anguilla
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Anguillan Christian Fellowship Church and Bethel Methodist ...
DragonFly Studio, a charming place dedicated to relaxation
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Secluded house on private beach

Secluded house on private beach

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Secluded house on private beach
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$264 per night from 22 Nov to 23 Nov
AU$264
includes taxes & fees
22 Nov - 23 Nov
With a stay at this vacation home in Island Harbour (Sea Rocks), you'll be within a 15-minute walk of Scilly Cay and Island Harbor Beach.
Cozy one bedroom studio
Quiet Home

Quiet Home

South Hill Village
With a stay at this vacation home in South Hill, you'll be within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 15-minute walk of Crocus Bay and Crocus Bay Beach.
Stunning Island Home - Crocus Hill, Anguilla
Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
When you stay at this vacation home in East End Village, you'll be on the waterfront, within a 5-minute drive of Sandy Hill Bay and Heritage Collection.
Beautiful island home modeled after traditional West Indian design
Your Anguilla Home! Homeaway from home-AI

Your Anguilla Home! Homeaway from home-AI

Island Harbour
With a stay at this vacation home in Shoal Bay, you'll be within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
Your Anguilla Home! Homeaway from home-AI
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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.

Anguilla Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Anguilla vacation homes are the perfect way for you to wing it.

Holiday houses in Anguilla let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Anguilla in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Anguilla adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Anguilla with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Anguilla vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Anguilla Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
AU$264
Highest Price
AU$1,456
Popular accommodation
Fortune Rise. Car Rental available , Paradise in tranquility Anguilla , DragonFly Studio, a charming place dedicated to relaxation, Secluded house on private beach, Cozy one bedroom studio, Quiet Home, Stunning Island Home - Crocus Hill, Anguilla, Beautiful island home modeled after traditional West Indian design, Your Anguilla Home! Homeaway from home-AI

Top trending hotels in Anguilla

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
The price is AU$1,456 per night from 22 Nov to 23 Nov
AU$1,456
includes taxes & fees
22 Nov - 23 Nov
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.6 mi (17.1 km) from Shoal Bay Beach.
Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is AU$1,179 per night from 1 Dec to 2 Dec
AU$1,179
includes taxes & fees
1 Dec - 2 Dec
Located in Rendezvous Bay, Aurora Anguilla Resort & Golf Club is by the ocean, a 5-minute drive from Sandy Island and 8 minutes from Blowing Point Ferry ...
Aurora Anguilla Resort & Golf Club
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
The price is AU$1,297 per night from 2 Dec to 3 Dec
AU$1,297
includes taxes & fees
2 Dec - 3 Dec
Located in Shoal Bay, Zemi Beach House, LXR Hotels & Resorts is by the ocean, a 1-minute drive from Shoal Bay Beach and 5 minutes from Scilly Cay.
Zemi Beach House, LXR Hotels & Resorts
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Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
The price is AU$397 per night from 22 Nov to 23 Nov
AU$397
includes taxes & fees
22 Nov - 23 Nov
With a stay at Anguilla Great House Beach Resort in Rendezvous Bay, you'll be on the beach, just a 2-minute walk from Rendezvous Bay Beach and 12 minutes by ...
Anguilla Great House Beach Resort
Don't see what you're looking for?
See all available properties in Anguilla
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.