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
Welches Home - 10 Min to Shoal Bay Beach

Welches Home - 10 Min to Shoal Bay Beach

The valley Anguilla
Stay at this holiday home in The Valley. Enjoy laundry facilities and air conditioning. Popular attractions Meads Bay and National Trust of Anguilla are located ...
Opens in a new windowWelches Home - 10 Min to Shoal Bay 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 Meads Bay and Grand Case Beach ...
Opens in a new windowWhite Sands Anguilla
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Beach access with a relaxed seaside atmosphere.

Beach access with a relaxed seaside atmosphere.

Sandy Ground
Stay at this beach holiday home in The Valley. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Meads Bay and Crocus Bay are located ...
Opens in a new windowBeach access with a relaxed seaside atmosphere.
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
Stunning Ocean Front Shoal Bay Villa

Stunning Ocean Front Shoal Bay Villa

The Valley
Stay at this holiday home in Shoal Bay. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Shoal Bay Beach and Scrub Island are located ...
Opens in a new windowStunning Ocean Front Shoal Bay Villa
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!
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley The Valley
Stay at this holiday home in The Valley. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Meads Bay and Crocus Bay Beach are located ...
Opens in a new windowStunning Island Home - Crocus Hill, Anguilla
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is NZ$319 per night from 18 May to 19 May
NZ$319
18 May - 19 May
includes taxes & fees
Stay at this holiday home in Island Harbour. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Island Harbor Beach ...
Opens in a new windowCozy one bedroom studio
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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$319
Highest Price
NZ$2,655
Popular accommodation
Paradise in Anguilla, Welches Home - 10 Min to Shoal Bay Beach, White Sands Anguilla, Beach access with a relaxed seaside atmosphere. , DragonFly Studio, a charming place dedicated to relaxation, Stunning Ocean Front Shoal Bay Villa, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, Stunning Island Home - Crocus Hill, Anguilla, Cozy one bedroom studio

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$1,700 per night from 31 May to 1 June
NZ$1,700
31 May - 1 June
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
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Fully refundableReserve now, pay when you stay
The price is NZ$1,783 per night from 26 May to 27 May
NZ$1,783
26 May - 27 May
includes taxes & fees
Stay at this luxury resort in Rendezvous Bay. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowAurora Anguilla Resort & Golf Club
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$2,655 per night from 9 June to 10 June
NZ$2,655
9 June - 10 June
includes taxes & fees
Stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Meads Bay and Maundays Bay are located ...
Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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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$1,556 per night from 9 June to 10 June
NZ$1,556
9 June - 10 June
includes taxes & fees
Stay at this luxury resort in Shoal Bay. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowZemi 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.

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^Subject to availability and chosen travel dates.