Book Holiday Homes in Anguilla

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Featured Holiday Homes in Anguilla

Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
Book a stay at this family-friendly vacation home in East End Village. Enjoy free WiFi, private pools, and concierge services. Popular attractions Sandy Hill ...
Beautiful island home modeled after traditional West Indian design
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, patios, and an in-room coffeemaker. Popular attractions Crocus Bay and Crocus Bay Beach are located ...
Spacious quiet house seconds from the beach
Paradise in tranquility Anguilla

Paradise in tranquility Anguilla

Sandy Hill
Book a stay at this beach vacation home in The Valley. Enjoy a beach locale, a garden, and patios. Popular attractions Sandy Hill Bay and Sandy Hill Beach are ...
Paradise in tranquility Anguilla
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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
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
The price is NZ$1,911 per night from 3 Jan to 4 Jan
NZ$1,911
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this vacation home in Rendezvous Bay. Enjoy a garden, balconies, and cable/satellite TV service. Popular attractions Rendezvous Bay Beach and Aurora ...
Dream Weaver Villa in RendezVous Bay
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 Pelican Bay are located ...
Secluded house on private beach
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is NZ$341 per night from 24 Dec to 25 Dec
NZ$341
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Island Harbour. Enjoy air conditioning. Popular attractions Island Harbor Beach and Scilly Cay are located nearby.
Cozy one bedroom studio
Quiet Home

Quiet Home

South Hill Village
Stay at this vacation home in South Hill. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Blowing Point Ferry Terminal and ...
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley
Stay at this vacation home in The Valley. Enjoy free WiFi, a garden, and air conditioning. Popular attractions Crocus Bay Beach and National Trust of Anguilla ...
Stunning Island Home - Crocus Hill, 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.

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
36 Holiday Homes
Lowest Price
NZ$341
Highest Price
NZ$3,141
Popular accommodation
Beautiful island home modeled after traditional West Indian design, Spacious quiet house seconds from the beach, Paradise in tranquility Anguilla , DragonFly Studio, a charming place dedicated to relaxation, Dream Weaver Villa in RendezVous Bay, Secluded house on private beach, Cozy one bedroom studio, Quiet Home, Stunning Island Home - Crocus Hill, Anguilla

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$3,141 per night from 5 Jan to 6 Jan
NZ$3,141
includes taxes & fees
5 Jan - 6 Jan 2025
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
The price is NZ$2,205 per night from 3 Jan to 4 Jan
NZ$2,205
includes taxes & fees
3 Jan - 4 Jan 2025
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
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
The price is NZ$718 per night from 1 Jan to 2 Jan
NZ$718
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 4-star beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition ...
Anguilla Great House Beach Resort
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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 NZ$2,177 per night from 6 Jan to 7 Jan
NZ$2,177
includes taxes & fees
6 Jan - 7 Jan 2025
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
Don't see what you're looking for?
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.