The Valley Holiday Rentals

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Holiday Rentals in The Valley

Coralito Bay Suites & Villas

3.5 star property
The Valley
10.0 out of 10, Exceptional, (11)
"Beautiful views, quiet and serene well keep. I highly recommend this property."
United States
Pasker Lee
Coralito Bay Suites & Villas

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

Sandy Hill Bay
9.2 out of 10, Wonderful, (37)
"This condo was perfect for my family. It was spacious yet cozy for our family of five. Complete with all the necessary amenities, including beach towels. Perfect location, easy access to everything. This was our first trip to Anguilla, we will be back."
United States
birse t.
Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

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

Sandy Hill Bay
9.6 out of 10, Exceptional, (61)
"Nice clean 2bd condo, plenty of space to spread out, beautiful views of the ocean. Convenient to all East End beaches."
United States
Glen B.
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Stylish Private Guest Suite – Comfort & Convenience await.

The Valley
9.6 out of 10, Exceptional, (5)
"I am so happy I stayed here! The host is lovely! Very quiet neighborhood without cars coming in and out. Close to markets, beaches, gas station, airport, bank, restaurants and main carnival events. Perfect for solo travelers. Lots of items to make you feel at home such as first aid kit, iron, beach towels, tupperware, etc. I was very comfortable as I'm a simple traveler and would highly recommend this place"
Canada
Ashleigh
Stylish Private Guest Suite – Comfort & Convenience await.

Villa Blue in Sandy Hill Bay

Sandy Hill
9.8 out of 10, Exceptional, (42)
"Nice, clean, private and quiet area."
United States
Rolando
Villa Blue in Sandy Hill Bay

Paradise in Anguilla

Sandy Hill
9.4 out of 10, Exceptional, (3)
"Homer was an excellent host. Very friendly and funny. My friends and I had an amazing time staying there. I would definitely stay there again if I visit with friends again. Homer we want to thank you for taking the time out to make us dinner and making us feel at home away from home. Much appreciated. "
United States
Bridget
Paradise in Anguilla

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

The Valley
10.0 out of 10, Exceptional, (28)
"The house was beautiful and clean and Stella was extremely helpful!"
United States
Adrienne G.
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

The Little Villa (Newly Renovated)

anguilla
8.0 out of 10, Very good, (3)
"Kareem has a great home here. Live like locals in a central area. Rent a car and you'll love the location. 2 minutes to jelly BBQ - best ribs on the island (papers BBQ for the best chicken) Home was clean with lots of space. Beds were fine and a blew cold. TV and wifi worked great. Comfy chairs and dinner table. Solid kitchen if a bit sparse. This isn't a luxury listing but if you value space, quiet and low key you'll love it."
United States
Samuel F.
The Little Villa (Newly Renovated)

Bella Constantina Villa in Anguilla. Modern design with breath-taking view

Little Harbour
8.4 out of 10, Very good, (5)
"Very excellent property"
United States
Dr Robert G.
Bella Constantina Villa in Anguilla. Modern design with breath-taking view

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

The Valley
10.0 out of 10, Exceptional, (1)
"Second stay in this location. Love it!"
United States
Vicki
The price is NZ$452
includes taxes & fees
18 Nov - 19 Nov
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Secluded house on private beach

Sandy Ground
9.8 out of 10, Exceptional, (8)
"This was a great place to stay on our honeymoon! More private and lots of room! We will be going back to this property next time we're in Anguilla"
United States
Kayla D.
Secluded house on private beach

Easy Corner Villas - 2 Bedroom Villas

Sandy Ground
10.0 out of 10, Exceptional, (1)
"Very comfortable villa, clean and complete with all necessities. Staff are great a friendly, friendly and helpful. This is very highly recommended."
United States
ARMANDO
Easy Corner Villas - 2 Bedroom Villas

Great Value! Mainstay Villa @ Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR

Elsie Bay
9.4 out of 10, Exceptional, (3)
"We had a great overall stay"
United States
Daniel M.
Great Value! Mainstay Villa @ Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR

CARTeas Cozy Caribbean 2-Bedroom Suite Apartment, Centrally Located in Anguilla

The Valley
10.0 out of 10, Exceptional, (1)
"This place is very nice — a 5/5! It’s right in the centre of the island — 5 minutes from the airport, 15 minutes away from most restaurants, and not far from most beaches. It was clean and had plenty of space — two full, separate living areas!"
Canada
Samantha
CARTeas Cozy Caribbean 2-Bedroom Suite Apartment, Centrally Located in Anguilla

DragonFly Studio, a charming place dedicated to relaxation

The Valley
10.0 out of 10, Exceptional, (31)
"We stayed 2 weeks and loved it all. We will definitely return. "
United States
James Kevin
DragonFly Studio, a charming place dedicated to relaxation

Stunning 6 bedroom waterfront villa with private wooden dock

Little harbour
10.0 out of 10, Exceptional, (2)
"Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend "
United States
Matt T.
Stunning 6 bedroom waterfront villa with private wooden dock

4-bed Villa, Pool, Parking

3.5 star property
The Valley
4-bed Villa, Pool, Parking

Private; one of the best views on Anguilla; heated pool.

Katouche Bay
10.0 out of 10, Exceptional, (66)
"The house was incredible. The view was amazing. We could not have asked for a better place to stay on a perfect island. We look forward to returning many more times."
United States
claconti L.
Private; one of the best views on Anguilla; heated pool.

Vintage Timbers Cottage 2-bedroom with AC, WiFi in North Side

The Valley
Vintage Timbers Cottage 2-bedroom with AC, WiFi in North Side

12 BR Neighboring Villas W/ Views & Concierge

Crocus Bay
10.0 out of 10, Exceptional, (2)
"There are not enough words to describe how incredible our stay at CeBlue was. From the moment we booked the Villas, the company communicated better than any other place we have stayed. The Staff and Concierge went above and beyond to make our trip perfect and memorable! They scheduled a private flights to other islands, transfer service on the island, a private pizza dinner on site, and a private chef in our villas. The accommodations were superior and the Villa's were well designed. Last but...
United States
Rosalee H.
12 BR Neighboring Villas W/ Views & Concierge
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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Top The Valley Hotel Reviews

Find out more about The Valley

Everything you need to know about The Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the The Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect The Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

The Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in The Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A The Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of The Valley holiday rentals we have selected for you start as low as NZ$452 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on The Valley rentals

At Expedia, we put the best The Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top The Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream The Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around The Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in The Valley?

Yes, there are holiday rentals close to the most popular sights in The Valley, or you can select a more secluded option if you're looking for a relaxing stay. The Valley is known for its beaches and art. Make sure you have time to check out the bars while you're in the area.

What are some of the best holiday rentals that The Valley has to offer?

Paradise in Anguilla: This highly rated holiday home rental in The Valley is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in The Valley are The Little Villa (Newly Renovated) and DragonFly Studio, a charming place dedicated to relaxation.

How many holiday rentals are there in The Valley?

Expedia has 21 holiday rentals for your stay in The Valley.

What’s there to see and do in The Valley?

Cultural attractions include Wallblake House and Stone Cellar Art Gallery, whereas Scrub Island and Crocus Bay Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places such as Orient Bay Beach and Maho Beach.

What’s a holiday rental in The Valley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in The Valley. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family gatherings.