The Valley Holiday Rentals : Search Short-Term Rentals

Q: 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 DragonFly Studio, a charming place dedicated to relaxation and Welches Home - 10 Min to Shoal Bay Beach .

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In two weeks

In two months

In three months

In four months

Our top choices for The Valley holiday rentals

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

George Hill

YLENIA

On the beach, sun-loungers, beach towels

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

The Valley

Vicki

Modern Smart Suite w/ free fast WIFI & 5 min beach access

George Hill

iesha

1 bedroom, iron/ironing board, WiFi, bed sheets

Charming 1-bedroom apartment with AC, WiFi in Tackling - Car Rental Available

North Side

"This was a lovely apartment, and I'm so gald that I selected it for my stay in Anguilla. The apartment consisted of a sitting area upon entry, a well-appointed kitchen, a very nice bathroom that appeared recently remodeled, a dryer above a washer and a very comfortable, ample size bedroom with a king size bed. There is plenty of room for storage in the kitchen and bathroom as well as closet and drawer space in the bedroom. The wifi worked perfectly with easy access to log-in information...

Marlene G.

3 bedrooms, desk, iron/ironing board, free WiFi

AIR Residence relax in your home away from home centrally located on Anguilla

The Valley, Anguilla

Daniel M.

includes taxes & fees

12 Mar - 13 Mar

Home away from home in paradise

Anguilla

Marlyn L.

Fountain Anguilla

Shoal Bay

Andrew

includes taxes & fees

10 Mar - 11 Mar

Cozy one bedroom studio

Sea Rocks

LEHANG

includes taxes & fees

11 Mar - 12 Mar

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Top The Valley Hotel Reviews

Edwards Guesthouse

10/10 Excellent

"Loved the authentic setting, equipped kitchen, was comfortable with balcony, wonderful restaurants in walking distance or short drive, friendly staff"

Villa Blue in Sandy Hill Bay

10/10 Excellent

"Joyce, the host, was awesome! She clearly takes a ton of pride in this property and it shows. Her communication, checking in periodically, offering recommendations, etc. made our stay even better! This place is absolutely amazing and super clean. We especially loved the patio and outdoor spaces of the complex. The location is very quiet and a bit isolated (which was a plus for us) but no more than 3-5 minutes from groceries, food, and other amenities. If you're looking for a beautiful place to stay in Anguilla with a terrific host, save yourself the trouble of looking anywhere else and just book this place...you will not regret it!!"

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

10/10 Excellent

"Villa Tasha was even more than we could have asked for. We had three couples traveling together and it was absolutely perfect for us. Views are amazing, we definitely hope to be back someday."

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

10/10 Excellent

"The condo was great! The kitchen was well stocked with appliances. We had a wonderful and relaxing stay. Joyce is such a sweet, kind lady and Christine was very helpful with our many questions! Thank you!"

7 Summers. Renovated studio with WIFI, AC, Pool, rooftop deck & amazing views!

10/10 Excellent

"This is a very cozy and well-equipped condo in a stunning location with spectacular views. There's both a Keurig and regular coffee maker, and a waffle iron but no toaster or microwave. Water is from a cistern, so plan to boil water or use bottled water for cooking and drinking (wish I'd known that in advance). The complex is a short walk to a sweet little beach. I'm rating it 5 stars although there were a few issues, because those were beyond the host's control and the property is great and an unbeatable value. • The road to the condo was closed (Jan. 2026) with a somewhat harrowing detour in place. Following the GPS got us lost.• Property manager was away. Covering staff didn't seem to know we were coming. Didn't get garage key until day 5, so couldn't access washer and beach chairs. • We lost power the last night from about 10 p.m. to 8 a.m. Anguilla is rustic and this happens. There are candles and rechargeable lantern and you can light the gas stove with a match, but keep in mind you won't have a/c, fans, and running water eventually (electric pump) or any medical equipment such as CPAP machine.All said, I loved it here and would definitely recommend and stay again."

Paradise in Anguilla

10/10 Excellent

"We really enjoyed this location and how close it was to a couple beaches that were great for exploring, hiking, and rock scrambling. The roar of the waves was awesome! We did that every morning before we packed up and drove to a swimming beach. The house was clean, spacious, and as pictured. I will mention that there was no dryer, but there was a clothes line. I also didn't see a grill, but we weren't looking for it either. We would definitely stay here again!"

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

10/10 Excellent

"Rick’s property was breathtaking. Beautiful view, private & spacious w/ a centralized location for easy travel anywhere on the island. House was equipped w/ everything you can ask for & more. Rick was also truly helpful w/ providing a full list of recommendations, excursions & referrals throughout the island. The property owner Michelle was just as helpful as well, w/ both being only a prompt phone call away. Must stay & will return again "

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, apart-hotels, 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 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 DragonFly Studio, a charming place dedicated to relaxation and Welches Home - 10 Min to Shoal Bay Beach.

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 Crocus Bay Beach and Little Bay are a couple of picturesque spots to enjoy the outdoors. While here, Sandy Hill Beach and National Trust of Anguilla are other places worth a visit.

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.

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Check prices for these dates

Our top choices for The Valley holiday rentals

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

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

Modern Smart Suite w/ free fast WIFI & 5 min beach access

Charming 1-bedroom apartment with AC, WiFi in Tackling - Car Rental Available