Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

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.
Opens in a new windowSpacious 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.
Opens in a new windowParadise in Anguilla
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.
Opens in a new windowWhite Sands Anguilla
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Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
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.
Opens in a new windowDream Weaver Villa in RendezVous Bay
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 ...
Opens in a new windowDragonFly Studio, a charming place dedicated to relaxation
Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything

Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything

Cauls Bottom
Located in The Valley, this vacation home is within a 5-minute drive of Stone Cellar Art Gallery and Wallblake House.
Opens in a new windowYour Dream Home Awaits: 3-Bedroom Retreat, Close to Everything
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$287 per night from 22 Sept to 23 Sept
AU$287
22 Sept - 23 Sept
includes taxes & fees
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.
Opens in a new windowCozy one bedroom studio
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 just steps from Meads Bay Pond and Meads Bay Beach.
Opens in a new windowAnguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach
The Little Villa (Newly Renovated)

The Little Villa (Newly Renovated)

anguilla
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Wallblake House and Anguillan Christian Fellowship ...
Opens in a new windowThe Little Villa (Newly Renovated)
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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
48 Holiday Homes
Lowest Price
AU$287
Highest Price
AU$2,199
Popular accommodation
Spacious quiet house seconds from the beach, Paradise in Anguilla, White Sands Anguilla, Dream Weaver Villa in RendezVous Bay, DragonFly Studio, a charming place dedicated to relaxation, Your Dream Home Awaits: 3-Bedroom Retreat, Close to Everything , Cozy one bedroom studio, Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach , The Little Villa (Newly Renovated)

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$1,329 per night from 17 Oct to 18 Oct
AU$1,329
17 Oct - 18 Oct
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
The price is AU$799 per night from 19 Oct to 20 Oct
AU$799
19 Oct - 20 Oct
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
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$1,271 per night from 16 Oct to 17 Oct
AU$1,271
16 Oct - 17 Oct
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
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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$2,199 per night from 13 Oct to 14 Oct
AU$2,199
13 Oct - 14 Oct
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, just a 2-minute walk from Cove Bay and 7 minutes by foot ...
Opens in a new windowCap Juluca, A Belmond Hotel, 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.