Book Holiday Homes in Anguilla

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in 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
Spacious quiet house seconds from the beach

Spacious quiet house seconds from the 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.
Spacious quiet house seconds from the beach
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
Save an average of 15% on thousands of hotels when you're signed in
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 Warden's ...
DragonFly Studio, a charming place dedicated to relaxation
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
The price is AU$1,684 per night from 24 Dec to 25 Dec
AU$1,684
includes taxes & fees
24 Dec - 25 Dec
With a stay at this vacation home in Rendezvous Bay, you'll be within a 15-minute walk of Rendezvous Bay Beach and Aurora International Golf Club.
Dream Weaver Villa in RendezVous Bay
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$312 per night from 23 Dec to 24 Dec
AU$312
includes taxes & fees
23 Dec - 24 Dec
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
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.

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$312
Highest Price
AU$2,840
Popular accommodation
Beautiful island home modeled after traditional West Indian design, Spacious quiet house seconds from the beach, Paradise in tranquility Anguilla , DragonFly Studio, a charming place dedicated to relaxation, Dream Weaver Villa in RendezVous Bay, Secluded house on private beach, Cozy one bedroom studio, Quiet Home, Stunning Island Home - Crocus Hill, Anguilla

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$2,840 per night from 5 Jan to 6 Jan
AU$2,840
includes taxes & fees
5 Jan - 6 Jan 2025
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$1,994 per night from 3 Jan to 4 Jan
AU$1,994
includes taxes & fees
3 Jan - 4 Jan 2025
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
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
The price is AU$649 per night from 1 Jan to 2 Jan
AU$649
includes taxes & fees
1 Jan - 2 Jan 2025
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
Save an average of 15% on thousands of hotels when you're signed in
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$1,916 per night from 6 Jan to 7 Jan
AU$1,916
includes taxes & fees
6 Jan - 7 Jan 2025
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
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.

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