Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

Genesis Residences 
Meads Bay 1 - Downstairs Unit

Genesis Residences Meads Bay 1 - Downstairs Unit

The Cove
Stay at this vacation home in Cove Bay. Enjoy laundry facilities and air conditioning. Popular attractions Meads Bay Pond and Meads Bay are located nearby.
Genesis Residences Meads Bay 1 - Downstairs Unit
Spacious quiet house seconds from the beach

Spacious quiet house seconds from the beach

Sandy Ground
Stay at this vacation home in The Valley. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Crocus Bay and LockRum Bay are located ...
Spacious quiet house seconds from the beach
Paradise in Anguilla

Paradise in Anguilla

Sandy Hill
Book a stay at this beach vacation home in The Valley. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Sandy Hill Bay and Sandy Hill ...
Paradise in Anguilla
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White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road, Blowing Point
Stay at this 3.5-star business-friendly vacation home in Blowing Point. Enjoy free WiFi, free parking, and a garden. Popular attractions Grand Case Beach and ...
White Sands Anguilla
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
Stay at this vacation home in The Valley. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Scrub Island and Stone Cellar Art Gallery ...
DragonFly Studio, a charming place dedicated to relaxation
Secluded house on private beach

Secluded house on private beach

Sandy Ground
Book a stay at this beach vacation home in The Valley. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Crocus Bay and LockRum Bay are located ...
Secluded house on private beach
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
Stay at this vacation home in Rendezvous Bay. Enjoy a garden, laundry facilities, and balconies. Popular attractions Rendezvous Bay Beach and Aurora International ...
Dream Weaver Villa in RendezVous Bay
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
Stay at this vacation home in Island Harbour. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Shoal Bay Beach and Island ...
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

The Cove
Stay at this vacation home in Cove Bay. Enjoy laundry facilities and air conditioning. Popular attractions Meads Bay Pond and Meads Bay are located nearby.
Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs
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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
55 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Genesis Residences Meads Bay 1 - Downstairs Unit , Spacious quiet house seconds from the beach, Paradise in Anguilla, White Sands Anguilla, DragonFly Studio, a charming place dedicated to relaxation, Secluded house on private beach, Dream Weaver Villa in RendezVous Bay, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

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
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
Book a stay at this beach resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Aurora 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
Stay at this 5-star luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Zemi 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
Stay at this 5-star luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Shoal Bay West are ...
Cap 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.