Book Holiday Homes in The Valley

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Featured Holiday Homes in The Valley

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
Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
When you stay at this vacation home in East End Village, you'll be on the waterfront, within a 5-minute drive of Sandy Hill Bay and Heritage Collection.
Opens in a new windowBeautiful island home modeled after traditional West Indian design
Secluded house on private beach

Secluded house on private 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 windowSecluded house on private beach
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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
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 and within a 5-minute drive of Pelican Bay.
Opens in a new windowThe Little Villa (Newly Renovated)
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
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
Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
With a stay at this vacation home in Island Harbour, you'll be within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
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
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Stone Cellar Art Gallery and Wallblake House.
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
Located in Island Harbour, this vacation home is within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
Opens in a new windowZen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
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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.

The Valley 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 The Valley vacation homes are the perfect way for you to wing it.

Holiday houses in The Valley 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 The Valley 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 The Valley adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in The Valley 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 The Valley 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.

The Valley Holiday Homes essential information

Accommodation
45 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Paradise in Anguilla, Beautiful island home modeled after traditional West Indian design, Secluded house on private beach, White Sands Anguilla, The Little Villa (Newly Renovated), 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!

Top trending hotels in The Valley

Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground Road The Valley
Fully refundableReserve now, pay when you stay
Located in The Valley (Sandy Ground), Edwards Guesthouse is within a 15-minute drive of Meads Bay and Maundays Bay.
Opens in a new windowEdwards Guesthouse
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
The Forest The Valley
When you stay at Coralito Bay Suites & Villas in The Valley, you'll be on the beach and steps from Corito Bay.
Opens in a new windowCoralito Bay Suites & Villas
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
1264 Valley Road The Valley
When you a stay at Ceblue Luxury Villas in The Valley, you'll be on the beach, just steps from Crocus Bay and Crocus Bay Beach.
Opens in a new windowCeblue Luxury Villas
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PERFECT 

NEAR THE OCEAN
LARGE BALCONY POOl
PRIVATE SUNDECK,
AC  WIFI PARKING

PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Sandy Hill Bay Anguilla
With a stay at this apartment in The Valley, you'll be on the waterfront, just a 3-minute walk from Sandy Hill Bay and 5 minutes by foot from Sandy Hill ...
Opens in a new windowPERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING
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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.