Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

Paradise in Anguilla

Paradise in Anguilla

Sandy Hill
Stay at this beach holiday home in The Valley. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Sandy Hill Bay and Sandy Hill Beach ...
Opens in a new windowParadise in Anguilla
Secluded house on private beach

Secluded house on private beach

Sandy Ground
Stay at this beach holiday home in The Valley. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Crocus Bay and Pelican Bay are located ...
Opens in a new windowSecluded house on private beach
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road Blowing Point
Stay at this business-friendly holiday home in Blowing Point. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Grand Case Beach and Blowing Point ...
Opens in a new windowWhite Sands Anguilla
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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 Anguilla
Stay at this holiday home in West End Village. Enjoy laundry facilities and air conditioning. Popular attractions Meads Bay Beach and Meads Bay are located ...
Opens in a new windowAnguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach
Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
Stay at this holiday home in Island Harbour. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Shoal Bay Beach and Island ...
Opens in a new windowSienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley Anguilla
Stay at this holiday home in The Valley. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Scrub Island 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
Stay at this holiday home in Island Harbour. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Shoal Bay Beach and Island ...
Opens in a new windowZen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay AXA
Stay at this holiday home in Rendezvous Bay. Enjoy a garden, laundry facilities and balconies. Popular attractions Rendezvous Bay Beach and Aurora International ...
Opens in a new windowDream Weaver Villa in RendezVous Bay
Fortune Rise. Car Rental available

Fortune Rise. Car Rental available

Mount Fortune Anguilla
Stay at this holiday home in East End Village. Popular attractions Savanna Bay Beach and Heritage Collection are located nearby.
Opens in a new windowFortune Rise. Car Rental available
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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
NZ$3,491
Highest Price
NZ$4,305
Popular accommodation
Paradise in Anguilla, Secluded house on private beach, White Sands Anguilla, Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach , Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, DragonFly Studio, a charming place dedicated to relaxation, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, Dream Weaver Villa in RendezVous Bay, Fortune Rise. Car Rental available

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 NZ$3,491 per night from 8 Feb to 9 Feb
NZ$3,491
8 Feb - 9 Feb
includes taxes & fees
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowFour Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is NZ$4,305 per night from 23 Feb to 24 Feb
NZ$4,305
23 Feb - 24 Feb
includes taxes & fees
Stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
Stay at this beach hotel in Rendezvous Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowAnguilla Great House Beach Resort
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La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street South Hill
Stay at this spa hotel in South Hill. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Blowing Point Ferry Terminal and Pelican Bay ...
Opens in a new windowLa Vue Boutique Inn
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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.