Book Holiday Homes in The Valley

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Featured Holiday Homes in The Valley

Genesis Residences 
Meads Bay 1 - Downstairs Unit

Genesis Residences Meads Bay 1 - Downstairs Unit

The Cove
With a stay at this vacation home in Cove Bay, you'll be within a 5-minute drive of Meads Bay Pond and Meads Bay.
Genesis Residences Meads Bay 1 - Downstairs Unit
Spacious quiet house seconds from the beach

Spacious quiet house seconds from the 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.
Spacious quiet house seconds from the beach
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.
Paradise in Anguilla
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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.
White Sands Anguilla
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Old Prison and Anguillan Christian Fellowship ...
DragonFly Studio, a charming place dedicated to relaxation
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.
Secluded house on private beach
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
With a stay at this vacation home in Rendezvous Bay, you'll be within a 15-minute walk of Rendezvous Bay Beach and Aurora International Golf Club.
Dream Weaver Villa in RendezVous Bay
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.
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

The Cove
With a stay at this vacation home in Cove Bay, you'll be within a 5-minute drive of Meads Bay Pond and Meads Bay.
Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs
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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
51 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Genesis Residences Meads Bay 1 - Downstairs Unit , Spacious quiet house seconds from the beach, Paradise in Anguilla, White Sands Anguilla, DragonFly Studio, a charming place dedicated to relaxation, Secluded house on private beach, Dream Weaver Villa in RendezVous Bay, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, Genesis Residences Shoal Bay - 2 Bedroom Penthouse Upstairs

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.
Edwards 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.
Coralito 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 Beach and Crocus Bay.
CEBLUE LUXURY VILLAS
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Seaside Splendor:  2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Sandy Hill Bay
When you a stay at this condo in The Valley, you'll be on the waterfront, within a 5-minute walk of Sandy Hill Bay and Sandy Hill Beach.
Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool
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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.