Book Holiday Homes in The Valley

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

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
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 Meads Bay and Blowing Point Ferry Terminal.
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
With a stay at White Sands Anguilla in Blowing Point, you'll be near the beach, within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
Opens in a new windowWhite Sands Anguilla
Save an average of 15% on thousands of hotels when you're signed in
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 villa in West End Village, you'll be within a 5-minute walk of Meads Bay and Meads Bay Pond.
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
With a stay at this vacation home in The Valley, you'll be within a 15-minute drive of Meads Bay 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
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!
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay AXA
With a stay at this vacation home in Rendezvous Bay, you'll be within a 5-minute drive of Meads Bay and Aurora International Golf Club.
Opens in a new windowDream Weaver Villa in RendezVous Bay
Fortune Rise. Car Rental available

Fortune Rise. Car Rental available

Mount Fortune Anguilla
Located in East End Village, this vacation home is within a 5-minute drive of Heritage Collection and Island Harbor Beach.
Opens in a new windowFortune Rise. Car Rental available
Don't see what you're looking for?
See all available properties in The Valley
View all properties
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, 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 The Valley

Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
1264 Valley Road The Valley
With a stay at Ceblue Luxury Villas in The Valley, you'll be on the beach, within a 15-minute drive of Meads Bay and Crocus Bay.
Opens in a new windowCeblue Luxury Villas
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground Road The Valley
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
With a stay at Coralito Bay Suites & Villas in The Valley, you'll be on the beach, within a 15-minute drive of Meads Bay and Corito Bay.
Opens in a new windowCoralito Bay Suites & Villas
Save an average of 15% on thousands of hotels when you're signed in
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
Don't see what you're looking for?
See all available properties in The Valley
View all properties
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.