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
A spacious living area features large windows offering stunning ocean views. Neutral-toned furniture, including a white sectional sofa and wood coffee tables, creates a relaxed environment. A ceiling fan and stylish light fixtures are present, and a dining space with modern appliances is visible in the background.
Apartment in Sandy Ground
5 out of 5 average rating, 28 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third 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. Amenities include Viking appliances, SONOS in ceiling speakers, Tempurpedic mattresses, and much more

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
A serene beach scene features soft white sand gently sloping towards calm turquoise waters. The sky is bright blue with a few scattered clouds, creating a sense of openness and tranquility. The horizon line blends seamlessly with the ocean, inviting relaxation.
Home in Shoal Bay Village
5 out of 5 average rating, 65 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
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
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
A spacious living area features a comfortable gray sofa with decorative pillows, complemented by a light-toned armchair. Large windows allow natural light to fill the space, while a wall-mounted television is positioned for viewing. A sliding glass door opens to a scenic outdoor area.
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
An open-plan living area features a light-colored sofa with decorative pillows and a round coffee table. Large windows provide expansive views of the ocean and natural light. A few plants are positioned throughout, and access to the balcony is visible in the background.
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.

Top Guest favourite
Condo in North Side
5 out of 5 average rating, 13 reviews

Island Escape • 10 mins to beach • 1BR

Escape to your private retreat in North Side, Anguilla, just 10 minutes from stunning beaches. Designed for couples, this bright, modern 1-bedroom suite offers space to unwind and reconnect. Enjoy relaxed breakfasts in a full kitchen, movie nights in the open living area, and intimate evenings by the patio fire pit. After beach days, return to cool AC, plush bedding, fast WiFi, and a peaceful, beautifully maintained space made for two.

Superhost
The image displays a vibrant grouping of round cottages with unique pastel colors, surrounded by landscaped grounds. A deck with sun loungers invites relaxation, while palm trees provide shade. In the background, the ocean and distant buildings are visible against a clear blue sky.
Cottage in AI
4.79 out of 5 average rating, 48 reviews

Oceanfront Studio Villa w/Kitchen By Shoal Bay #10

Enjoy the seaside panoramic Caribbean views. Enjoy your oversized comfy king bed with kitchen, private terrace, fiber-optic internet, Smart TV, AC, club bar area, and complimentary paddle boards and kayaks. Scilly Cay is a 5 minute paddle away. Explore nearby beach bars and restaurants, with world famous Shoal Bay beach just 10 minutes away. On demand house keeping included if needed. We know you’ll love your stay.

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
A bright sleeping area features a spacious bed with crisp white linens. A modern chair is positioned nearby, with light wood flooring extending across the room. A stylish bathroom is visible through an arched opening, showcasing a freestanding tub and a sleek shower.
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 serene outdoor space is featured with two comfortable chairs positioned around a table. The infinity pool extends towards the ocean, with vibrant blue water reflecting the sky. Lush potted plants are placed nearby, enhancing the coastal atmosphere.
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