Holiday rentals in Anguilla

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Top-rated holiday rentals in Anguilla

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Top guest favourite
A small outdoor patio area showcases a round glass table surrounded by two green lounge chairs. The scene is enhanced by a large green umbrella, providing shade. Lush tropical plants and palm trees are visible in the background, contributing to a serene atmosphere.
Home in Anguilla
4.95 out of 5 average rating, 57 reviews

Pope’s Inn

LUXURIOUS and spacious recently built modern 2 bedroom apartment located in West End Anguilla. This ravishing apartment resides in a beautiful and safe location in close proximity to the Four Seasons Hotel. It is walking distance to the exquisite Meads Bay beach and many restaurants in the area such as Pope’s BBQ & Grill, Picante, Blanchards and Sharky’s. This beautiful apartment is located near many other tourist attractions such as the Malliouhana Hotel and the Aurora Waterpark in West End

Top guest favourite
An outdoor terrace is seen with a private hot/cold tub, surrounded by a wooden deck. A small dining table and chairs are positioned nearby. Lush greenery borders the terrace, while a modern building structure stands in the background under a clear blue sky.
Apartment in Meads Bay
5 out of 5 average rating, 43 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 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.
Flat in Sandy Ground
5 out of 5 average rating, 24 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

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
4.95 out of 5 average rating, 73 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.

Guest favourite
A two-story apartment complex showcases a light-colored exterior with green accents and balconies. The image also features a cozy seating area with neutral furnishings and a spacious bedroom, inviting natural light through a nearby window.
Flat in East End Village
4.91 out of 5 average rating, 23 reviews

C&J Apartments Overlooking Mimi Bay Anguilla(Apt1)

Reconnect with yourself, or loved ones or friends in this family-friendly place. Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is a part of a 2 bedroom - 4 unit apartment complex. Designed and maintained by the hosts, each room is decorated to ensure a calming experience. Ceiling fans are in each room, but the area is pretty cool. A very quiet area which we dub "Your Home away from Home". Life is stressful and a calming experience will revitalizes and reenergize.

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, 56 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.

Guest favourite
An aerial view captures a pool area surrounded by palm trees and colorful buildings. Sun loungers are arranged near the pool, with guests enjoying the water. The ocean extends in the background, meeting a rocky shore under a clear sky.
Cottage in Island Harbour
4.93 out of 5 average rating, 30 reviews

Cozy Garden Studio with Pool – Suite #1

Property Summary: Relax in your inviting garden-view studio at Arawak Beach Club, featuring a unique bar area perfect for morning coffee or evening cocktails. Enjoy lush tropical surroundings from your private deck, a fully equipped kitchen, and cozy living space. Stay connected with high-speed fiber internet, cool off with air conditioning, or lounge by the pool with sunbeds. Complimentary kayaks and stand-up paddleboards (SUPs) are ready for your island adventures!

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, 18 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
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.
Flat in The Valley
4.97 out of 5 average rating, 29 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.

Guest favourite
A sandy beach stretches along the coastline, complemented by gentle waves lapping at the shore. Palm trees provide shade, while a pier extends into the water in the background, underneath a clear blue sky adorned with scattered clouds.
Guest house in Crocus Bay Beach
4.94 out of 5 average rating, 17 reviews

1 bd Apt at Da'Vida's Crocus Bay #3

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 cottage has a garden 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.

Superhost
A covered outdoor patio features turquoise railings and a bench, offering views of the beach and sea. Lush green grass leads to the shoreline, with gentle waves lapping against the shore. The sky is bright with white clouds and ample sunlight.
Cottage in AI
5 out of 5 average rating, 11 reviews

Sea View Cottage, Spectacular Ocean View!

A true Caribbean feeling awaits you in our cozy 1200 square foot 2-bedroom cottage. This lovely beach side cottage offers a spacious covered outdoor patio area and a front patio that is ideal for relaxing while enjoying the stunning views of St Barth's and St. Martin. The traditional style cottage is ideal for a family getaway or a holiday with friends.

Top guest favourite
A modern living space features a cozy sectional sofa with decorative pillows, complemented by a coffee table. A kitchen area, equipped with a fridge, stove, and bar stools, is visible in the background. Light streams in through large windows, illuminating the blue accent wall.
Flat in Mount Fortune
4.98 out of 5 average rating, 58 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.

Popular amenities for Anguilla holiday rentals