Vacation rentals in The Valley

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Top-rated vacation rentals in The Valley

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Guest favorite

Home in North Side, Anguilla

5.0 out of 5 average rating, 14 reviews

Beautiful newly built one bedroom entire house

A beautiful, newly constructed one bedroom house with modern styling. Highlights include fully air-conditioned space, king sized bed,dual 55 inch TVs with full IPTV channels and streaming services, security gate, security cameras on property, fully equipped kitchen, laundry room with washer and dryer and much, much more. The property is located centrally but offers utmost privacy. No expense was spared to provide a unique, high end experience for your pleasure. We look forward to welcoming you!

Mar 27 – Apr 3

$152 per night

Guest favorite

Condo in Meads Bay, Anguilla

5.0 out of 5 average rating, 20 reviews

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Aug 10 – 17

$495 per night

Guest favorite

Home in Island Harbour, Anguilla

5.0 out of 5 average rating, 5 reviews

Oceanfront Villa With Pool Jacuzzi Near Shoal Bay

Your 2 bedroom oceanfront villa includes a private pool, hot tub & breathtaking caribbean views of Scilly Cay, Island Harbor. 5 minute drive to Shoal Bay. One of a kind sunrises from oceanfront terraces. Wake up to endless Caribbean turquoise views from the master King Bed. Relax on the spacious lower and upper decks . Take a dip in the pool or sea. Outdoor shower. Access additional club pool, common area and fire pit. Perfect for a family or romantic getaway. Welcome to Arawak Beach Villa.

May 14 – 21

$544 per night

Guest favorite

Apartment in The Quarter, Anguilla

5.0 out of 5 average rating, 22 reviews

Thrush Nest View Studio Apartment

Forget your worries in this spacious and serene studio apartment designed for relaxation after a long day at the beach . Kick your feet up while enjoying a cup of coffee to the sunrise or a glass of wine to the sunset as this space provides panoramic views from every angle. Located in the centre of the island this vacation apartment is the ideal platform for exploring beaches, island tours and extraordinary dinning. Contemporary decor with modern amenities all can enjoy.

Jul 2 – 9

$108 per night

Guest favorite

Home in AI, Anguilla

5.0 out of 5 average rating, 7 reviews

Villa Cool Serenity

This modern three-bedroom, two-bathroom home with a private office in a quiet neighborhood 5 minutes from Crocus Bay has the perfect, spacious environment for a group of family or friends. You'll have the entire home to yourself. The villa can accommodate groups of up to 11 guests and is within driving distance from most beaches and restaurants in Anguilla. The home has a full kitchen, air conditioning, and essentials to make your stay comfortable.

Nov 24 – Dec 1

$303 per night

Guest favorite

Cottage in Cul-de-Sac, St. Martin

4.99 out of 5 average rating, 116 reviews

VILLA JADE 1: WATERFRONT SUITE/ POOL

VILLA JADE is located in the bay of CUL DE SAC. It is a beachfront complex composed of 3 private villas. VILLA JADE 1 is a suite for 2 people with private pool. The villas are calm and intimate...your unique view is the sea. The Bay OF CUL DE SAC is 5 minutes from ORIENT BAY, more touristy with restaurants, beach bars, water activities, but also a few minutes from LARGE HUT, our typical small village with gourmet restaurants by the sea....

Sep 13 – 20

$235 per night

Guest favorite

Guesthouse in Crocus Bay Beach, Anguilla

5.0 out of 5 average rating, 9 reviews

2bd Apt at Da'Vida's Crocus Bay #2

Your family will be close to everything when you stay at this centrally-located place. We are located in Crocus Bay. The Cottages are part of the property of Da'Vida Beach Club restaurant. This suite has a garden view and some ocean view and is a 20 second walk to the beach. We are close to the capital, The Valley. And we are 5 minutes from Airport. We are midway between the resorts in the West and popular Shoal Bay East.

Jul 16 – 23

$280 per night

Guest favorite

Home in Sandy Ground, Anguilla

4.86 out of 5 average rating, 14 reviews

Helena’s Cottage

Your search for the perfect vacation beach home is over. Get ready to sink your toes into soft white sand just a few steps from the front door. You have found a special Gem on the island. What makes this Gem so special? First, it is hidden between the historic Road Bay Salt Pond and a beautiful white sandy beach. It is also located near the party spot and some of the best bars and restaurants on the island.

Nov 14 – 21

$99 per night

Guest favorite

Apartment in George Hill, Anguilla

5.0 out of 5 average rating, 12 reviews

Modern Smart Suite-1 bdrm studio w/ free fast WIFI

Little Lux- Smart Suite Studio offers savvy singles or couples an opportunity to live a little luxurious in a stylish modern setting with integrated smart technology, guests can unwind and disconnect and still remain connected. It's perfect for a weekend getaway or workful week. Private entrance, keyless access, and some touchless amenities make living up to new hygiene standards- easier.

Nov 5 – 12

$81 per night

Guest favorite

Apartment in North Side, Anguilla

4.88 out of 5 average rating, 33 reviews

KC Corner House

Kick back and relax in this newly renovated, calm, stylish space. This very tidy home at 1500 sq. ft. with modern décor/finishes, located in a quiet, peaceful and scenic village of Cedar Village, Northside. This abode is open to all. 8-10 minutes drive to St.James Medical School Campus. Only 5 minutes drive to Crocus Bay. Main supermarkets are all in 5 minute drive radius.

Oct 28 – Nov 4

$79 per night

Guest favorite

Apartment in Mount Fortune, Anguilla

5.0 out of 5 average rating, 45 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Aug 30 – Sep 6

$116 per night

Guest favorite

Villa in Philipsburg, Sint Maarten

4.99 out of 5 average rating, 222 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Oct 18 – 25

$399 per night