The Valley Vacation Rentals from $261: Search Short-Term Rentals

Q: What are some of the best vacation rentals that The Valley has to offer?

Paradise in Anguilla : This highly rated vacation home rental in The Valley is located on the beach and has a balcony, a garden, and a barbecue grill 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 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 .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for The Valley vacation rentals

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

George Hill

iesha

$149 nightly

Mar 9 - Mar 10

Total with taxes and fees

Deany's UpTop Luxury Suite

The Valley

$275 nightly

Mar 31 - Apr 1

Total with taxes and fees

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.

$166 nightly

Mar 7 - Mar 8

Total with taxes and fees

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

George Hill

YLENIA

$195 nightly

Mar 20 - Mar 21

Total with taxes and fees

On the beach, sun loungers, beach towels

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

The Valley

Vicki

$261 nightly

Mar 19 - Mar 20

Total with taxes and fees

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.

$262 nightly

Mar 12 - Mar 13

Total with taxes and fees

Fountain Anguilla

Shoal Bay

Andrew

$405 nightly

Mar 20 - Mar 21

Total with taxes and fees

Cozy one bedroom studio

Sea Rocks

LEHANG

$190 nightly

Mar 11 - Mar 12

Total with taxes and fees

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Top The Valley Hotel Reviews

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

10/10 Excellent

"This gem is nestled in the quiet community of Sandy Hill. Joyce greeting us upon arrival and made our stay so comfortable and easy; she truly is the best. We enjoyed morning walks to the beach and since the condo is located near the local animal shelter, we took two cute dogs along with us for our daily walks. The pool is immaculate and the view of the ocean is breathtaking. Christine was an amazing host and her place offered all the amenities we required during our stay. Anguilla is a must see destination!"

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

10/10 Excellent

"We had a wonderful stay at this Anguilla home and would absolutely return. One of the biggest positives was that the VRBO photos truly matched the property — our expectations based on the listing were exactly what we experienced upon arrival, which was a huge plus.The home is exceptionally well stocked. From beach towels and coolers to take to the beach to a fully equipped kitchen with spices, plenty of dishes and glassware, four coffee maker options, microwave, two refrigerators, dishwasher and disposal — everything we needed was there. We also appreciated the great iron and ironing board, plus two washers and two dryers. The pool was very clean and enjoyable, with floaties available. The home itself was spotless, the A/C worked great in the bedrooms and living areas, and the quiet, modern ceiling fans kept everything comfortable.We loved the private access to Black Garden Bay. While not really swimmable, it’s beautiful and peaceful — perfect for listening to the waves and collecting seashells. The nearly identical dual master suites upstairs provided ideal privacy for two couples. Jeet was responsive and genuinely wanted our stay to be perfect. Several grocery stores are within a 15-minute drive, which was very convenient. Highly recommend!"

Coralito Bay Suites & Villas

10/10 Excellent

"Everything about this place was wonderful. A true gem. And so is the host Ivor. He was very helpful both before and during our visit. He even helped us find a rental car, when we couldn’t find one on our own. The place is impeccably clean and well kept. The bed was comfortable and the pillows as well. Better than our own at home. There is a private beach and two kayaks and a paddle board for guests to use. Also the kitchen in the apartment was equipped with everything you could possibly need. The airport is close so it is easy to get to. We were concerned about airplane noise but we barely saw or heard any planes during our visit. It is one of the nicest places we have stayed at. Wish we could have stayed longer than just a week. "

Stylish Private Guest Suite – Comfort & Convenience await.

10/10 Excellent

"Joycelyn was a very welcoming host with so much caring. She has a wonderful place super clean and nice with amenities like soap and shampoo etc. She was very pleasant to deal with i would highly recommend for a couple staying on the island. JOYCELYN was a super host thank you Joycelyn!!"

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!!"

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!"

Find out more about The Valley

Everything you need to know about The Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the The Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

The Valley vacation 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 low season months. For more hustle and bustle, you may prefer to visit The Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $261 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on The Valley rentals

At Expedia, we put the best The Valley vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in The Valley?

Yes, we offer vacation rentals near well known local attractions 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 vacation rentals that The Valley has to offer?

Paradise in Anguilla: This highly rated vacation home rental in The Valley is located on the beach and has a balcony, a garden, and a barbecue grill 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 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 vacation rentals are there in The Valley?

Expedia has 22 vacation 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 vacation rental in The Valley like?

Vacation rentals are private properties where you can stay for a couple of days or more in The Valley. Vacation rentals provide amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips.

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Check prices for these dates

Our top choices for The Valley vacation rentals

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

Deany's UpTop Luxury Suite

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

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

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

Fountain Anguilla

Cozy one bedroom studio

Fortune Estate East (Rental Car Available)

Turtles Nest Beach Resort

1 Bedroom Ocean View Condo on Shoal Bay!

Fountain Anguilla! Oceanside building, 2nd floor, great views & 2 KING Suites!

Sheriva Luxury Villas And Suites

The Annual Vacation Sale

Find vacation rentals that suit your style

Top The Valley Hotel Reviews

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

Edwards Guesthouse

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

Coralito Bay Suites & Villas

Stylish Private Guest Suite – Comfort & Convenience await.

Villa Blue in Sandy Hill Bay

Easy Corner Villas - 2 Bedroom Villas

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

Paradise in Anguilla

Find out more about The Valley

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