Book Holiday Homes in Anguilla

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Featured Holiday Homes in 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 Cheddie Richardson ...
DragonFly Studio, a charming place dedicated to relaxation
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 Meads Bay and Blowing Point Ferry Terminal.
Spacious quiet house seconds from the beach
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.
Paradise in Anguilla
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Genesis Residences 
Meads Bay 1 - Downstairs Unit

Genesis Residences Meads Bay 1 - Downstairs Unit

The Cove
With a stay at this vacation home in Cove Bay, you'll be within a 10-minute walk of Meads Bay Pond and Cove Bay.
Genesis Residences Meads Bay 1 - Downstairs Unit
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road, Blowing Point
When you stay at White Sands Anguilla in Blowing Point, you'll be near the beach, within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
White Sands 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
Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach

Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach

2 out of 5
West End
With a stay at this vacation home in West End Village, you'll be within a 5-minute walk of Meads Bay Pond and Meads Bay.
Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach
White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean

White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean

Cul De Sac
When you stay at this vacation home in Blowing Point, you'll be on the beach, within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean
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
54 Holiday Homes
Lowest Price
AU$413
Highest Price
AU$1,924
Popular accommodation
DragonFly Studio, a charming place dedicated to relaxation, Spacious quiet house seconds from the beach, Paradise in Anguilla, Genesis Residences Meads Bay 1 - Downstairs Unit , White Sands Anguilla, Secluded house on private beach, Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach , White Sands Anguilla - 5 minute walk to beach, spacious, modern, and clean , 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$1,924 per night from 1 May to 2 May
AU$1,924
includes taxes & fees
1 May - 2 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
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$1,643 per night from 20 Apr to 21 Apr
AU$1,643
includes taxes & fees
20 Apr - 21 Apr
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
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is AU$1,881 per night from 6 Apr to 7 Apr
AU$1,881
includes taxes & fees
6 Apr - 7 Apr
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
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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$413 per night from 4 Apr to 5 Apr
AU$413
includes taxes & fees
4 Apr - 5 Apr
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
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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.