Holiday houses in Anguilla

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Top-rated holiday rentals in Anguilla

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Guest favourite
A well-appointed kitchen area features dark wood cabinetry and modern appliances. A breakfast bar with two wooden stools complements the inviting space. Natural light filters through the window above the sink, enhancing the functional design of the open-plan layout.
Apartment in West End Bay
5 out of 5 average rating, 12 reviews

1bdrm/1st floor/AC/Wifi/kitchen/W&D/steps to beach

Only 5 min walk from a pristine beach with a restaurant, ... our ground floor 1 bedroom units 1 & 2 can be booked and joined together to make a spacious 2 bedroom suite. *Unit 1 also comes with a sofa bed. All units are fully equipped with WiFi, AC, TV, washer, dryer, dishwasher, iron, kitchen appliances, dishes & patio furniture. This exclusive property features 9 units, offering both 1 and 2-bedroom options, making it ideal for larger group bookings. *Each building has a central elevator

Top Guest favourite
Condo in Meads Bay
5 out of 5 average rating, 47 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.

Top Guest favourite
A bright bedroom features a spacious bed with a light coverlet, complemented by a cozy rattan chair and a small white table. A mirror reflects colorful Caribbean artwork on the wall, while sheer drapes allow natural light to fill the room.
Guest suite in West End
4.94 out of 5 average rating, 80 reviews

Hummingbird, Charming Garden Studio, West End

Stylish, cool yet affordable accommodations in a fabulous location. EXCELLENT WIFI. Unbeatable value for lovers of Anguilla's West End! Safe for singles - romantic for couples - all welcome. Walk to beaches: Mead's, Barnes and Maunday's Bays & places like Four Season's & Picante. Beautiful indoor/outdoor kitchen/lounge area &tropical garden. Discounts for long stay. You must be VACCINATED to vacation in Anguilla. Please visit the Anguilla Tourist Board for current entry protocols.

Top Guest favourite
Home in Shoal Bay Village
5 out of 5 average rating, 63 reviews

Seaside House in Shoal Bay

Shoal Bay Cottage is located next to one of the best beaches in Anguilla if not the world, Shoal Bay East. This 2 bedroom, 2 bathroom property comes with all the modern luxuries. Suitable for individuals, couples, families or friends. Enjoy its almost 0.5 acres of fenced gardens or within 3 mins walk you are on the beach. There, you will enjoy, miles of pristine white sand, cool turquoise water, and gentle sea breeze. As well as, many of the popular hotels, and restaurants.

Top Guest favourite
Villa in Blowing Point
5 out of 5 average rating, 25 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds.

Guest favourite
Apartment in Lower South Hill
5 out of 5 average rating, 24 reviews

Modern Studio - 3 min drive to Rendezvous Bay

Your island adventure starts at Merrivale Residence! Just minutes from Rendezvous Bay, this spacious studio is perfect for explorers and beach lovers. With high-end finishes, walk-in closet, workstation, full kitchen, washer/dryer, Wi-Fi, Netflix, central A/C and a patio to unwind after a day of discovery. Whether you're working remotely, exploring Anguilla, or simply soaking up the sun. Merrivale is where comfort meets convenience in paradise.

Top Guest favourite
Apartment in The Valley
4.97 out of 5 average rating, 38 reviews

Oceanfront Escape: Stunning Seaside Apartment

Escape to this freshly renovated, oceanfront 1-bedroom apartment which blends modern comfort with stunning sea views. The open-plan living space features large windows and a private balcony, perfect for enjoying ocean breezes. A sleek kitchen, cozy bedroom with a king-sized bed, and stylish bathroom provide everything you need for a relaxing stay. Located just steps from the ocean, this chic coastal retreat is ideal for a peaceful getaway.

Superhost
Cottage in Island Harbour
4.89 out of 5 average rating, 57 reviews

Peaceful Garden-View Studio – Suite #2

Relax in your charming garden-view studio at Arawak Beach Club. Enjoy peaceful views of the lush tropical gardens from your private balcony. The studio features a fully equipped kitchen, comfortable living space, and air conditioning for a relaxing stay. Stay connected with high-speed fiber internet, unwind by the pool with sun loungers, and take advantage of complimentary kayaks and stand-up paddleboards (SUPs) for island adventures.

Guest favourite
A beachfront terrace features modern white lounge chairs and a dining table, overlooking the crystal clear waters. A grill is positioned nearby, and a cooler rests beside an ice bucket, enhancing the inviting coastal experience.
Apartment in Sandy Ground
4.95 out of 5 average rating, 21 reviews

Luxury Beachfront Enclave Unit 2

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second floor unit is 1,640 square feet. The unit has two terraces, a walk-in shower with handheld & rain shower, a gourmet kitchen, and more. Location is ideal as you can walk to ten plus restaurants. Being on the Caribbean side of the island, the beach is typically always calm & crystal clear.

Guest favourite
Apartment in West End
4.9 out of 5 average rating, 115 reviews

James Hughes cozy in West end

James Hughes apartments located in West end affordable and comfortable. we are close to maundays Bay Beach, meads Bay Beach, shoal Bay West Beach, Barnes Bay beach. we are close to best buy supermarket. excellent wifi. we have cars for rent small car$40 per day medium car $50per day only take cash. we will pick you up take you back to the ferry or airport for free

Superhost
Apartment in Bad Cox Pond
4.76 out of 5 average rating, 54 reviews

The Studio at AXA Farmhouse

Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

Guest favourite
A sunlit pool area features a crystalline infinity pool overlooking the ocean. Chaise lounges are arranged around the pool deck, complemented by tropical greenery. The modern guesthouse, with multiple levels, provides expansive views of the water and invites relaxation in a serene environment.
Cottage in Island Harbour
4.9 out of 5 average rating, 96 reviews

St.Somewhere Else

Oceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!

Popular amenities for Anguilla holiday rentals