Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

Paradise in Anguilla

Paradise in 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.
Opens in a new windowParadise in Anguilla
Charming 1 bedroom house in delightful The Valley, Anguilla.

Charming 1 bedroom house in delightful The Valley, Anguilla.

Anguilla Quarter
With a stay at this vacation home in The Valley, you'll be within a 15-minute drive of Meads Bay and Stone Cellar Art Gallery.
Opens in a new windowCharming 1 bedroom house in delightful The Valley, Anguilla.
Welches Home - 10 Min to Shoal Bay Beach

Welches Home - 10 Min to Shoal Bay Beach

The valley Anguilla
With a stay at this vacation home in The Valley, you'll be within a 15-minute drive of Meads Bay and National Trust of Anguilla.
Opens in a new windowWelches Home - 10 Min to Shoal Bay Beach
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White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road Blowing Point
With a stay at White Sands Anguilla in Blowing Point, you'll be near the beach, within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
Opens in a new windowWhite Sands Anguilla
Beach access with a relaxed seaside atmosphere.

Beach access with a relaxed seaside atmosphere.

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
Opens in a new windowBeach access with a relaxed seaside atmosphere.
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley Anguilla
With a stay at this vacation home in The Valley, you'll be within a 15-minute drive of Meads Bay and Stone Cellar Art Gallery.
Opens in a new windowDragonFly Studio, a charming place dedicated to relaxation
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Shoal Bay
Located in Island Harbour, this vacation home is within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
Opens in a new windowZen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley The Valley
With a stay at this vacation home in The Valley, you'll be near the beach, within a 15-minute drive of Meads Bay and Crocus Bay.
Opens in a new windowStunning Island Home - Crocus Hill, Anguilla
Stunning Ocean Front Shoal Bay Villa

Stunning Ocean Front Shoal Bay Villa

The Valley
Located in Shoal Bay, this vacation home is by the ocean, a 1-minute drive from Shoal Bay Beach and 6 minutes from Scilly Cay.
Opens in a new windowStunning Ocean Front Shoal Bay Villa
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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
45 Holiday Homes
Lowest Price
AU$1,276
Highest Price
AU$2,177
Popular accommodation
Paradise in Anguilla, Charming 1 bedroom house in delightful The Valley, Anguilla. , Welches Home - 10 Min to Shoal Bay Beach, White Sands Anguilla, Beach access with a relaxed seaside atmosphere. , DragonFly Studio, a charming place dedicated to relaxation, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, Stunning Island Home - Crocus Hill, Anguilla, Stunning Ocean Front Shoal Bay Villa

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$1,394 per night from 31 May to 1 June
AU$1,394
31 May - 1 June
includes taxes & fees
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.9 mi (17.6 km) from Shoal Bay Beach.
Opens in a new windowFour Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Fully refundableReserve now, pay when you stay
The price is AU$1,462 per night from 26 May to 27 May
AU$1,462
26 May - 27 May
includes taxes & fees
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 ...
Opens in a new windowAurora 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$2,177 per night from 9 June to 10 June
AU$2,177
9 June - 10 June
includes taxes & fees
With a stay at Cap Juluca, A Belmond Hotel, Anguilla in Maunday's Bay, you'll be next to a golf course, within a 5-minute drive of Meads Bay and Cove Bay.
Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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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$1,276 per night from 9 June to 10 June
AU$1,276
9 June - 10 June
includes taxes & fees
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.
Opens in a new windowZemi Beach House, LXR Hotels & Resorts
Don't see what you're looking for?
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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.