Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

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
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
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
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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
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
The price is AU$1,675 per night from 4 May to 5 May
AU$1,675
per night
4 May - 5 May
Located in Rendezvous Bay, this vacation home is within a 5-minute drive of Sandy Island and Rendezvous Bay Beach.
Dream Weaver Villa in RendezVous Bay
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$263 per night from 3 May to 4 May
AU$263
per night
3 May - 4 May
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
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
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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
35 Holiday Homes
Lowest Price
AU$263
Highest Price
AU$2,063
Popular accommodation
Secluded house on private beach, DragonFly Studio, a charming place dedicated to relaxation, Stunning Island Home - Crocus Hill, Anguilla, Spacious quiet house seconds from the beach, Paradise in tranquility Anguilla , Dream Weaver Villa in RendezVous Bay, Cozy one bedroom studio, Quiet Home, Beautiful island home modeled after traditional West Indian design

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$1,647 per night from 28 May to 29 May
AU$1,647
per night
28 May - 29 May
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$1,536 per night from 5 May to 6 May
AU$1,536
per night
5 May - 6 May
Located in Rendezvous Bay, Aurora Anguilla Resort & Golf Club is by the ocean, a 5-minute drive from Sandy Island and 7 minutes from Blowing Point Ferry ...
Aurora Anguilla Resort & Golf Club
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay, Maunday's Bay
The price is AU$2,063 per night from 2 Jun to 3 Jun
AU$2,063
per night
2 Jun - 3 Jun
With a stay at Cap Juluca, A Belmond Hotel, Anguilla in Maunday's Bay, you'll be next to a golf course, just a 2-minute walk from Cove Bay and 7 minutes by foot ...
Cap Juluca, A Belmond Hotel, Anguilla
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Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana, Meads Bay, West End Village
The price is AU$1,487 per night from 3 May to 4 May
AU$1,487
per night
3 May - 4 May
When you stay at Malliouhana Resort Anguilla in West End Village, you'll be by the ocean, within a 10-minute walk of Meads Bay Pond and Meads Bay.
Malliouhana Resort Anguilla
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.

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^Subject to availability and chosen travel dates.