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Holiday rentals in Maundays Bay

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Top-rated holiday rentals in Maundays Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 59 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
A spacious room features a vaulted wooden ceiling and neutral-toned walls. A large bed with a yellow blanket is complemented by bedside lamps. Two windows provide natural light and a view of the outdoors, while a small table and stools are positioned nearby.
Home in Les Terres Basses
5 out of 5 average rating, 32 reviews

Luxury Bungalow with Amazing Seaview & Pool

Come and enjoy our very comfortable modern Kombawa Bungalow with his spacious bathroom, fully equipped kitchen, covered terrace and amazing view with gorgeous sunsets. The huge pool and peaceful garden will assure you a perfect relaxing stay. It’s located in a very secure gated community, 5 minutes walking distance from the beautiful plum bay beach. On the French side but still only a few minutes from the Dutch side and all convenient stores, gas station, restaurants, pharmacy, beauty salon…

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 162 reviews

VILLA JADE 1: SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est située dans la baie de "FRENCH CUL DE SAC". C'est un complexe en bord de mer composé de 3 villas privées. VILLA JADE 1 est une suite pour 2 personnes avec piscine privée. Les villas sont calmes et intimes...votre unique vue est la mer. La baie de "FRENCH CUL DE SAC" est à 5 minutes de ORIENT BAY, touristique avec restaurants, bars, activités nautiques, mais aussi à quelques minutes de GRAND CASE, notre petit village typique avec restaurants gastronomiques en bord de mer....

Top guest favourite
A spacious beachfront deck features comfortable lounge seating and umbrellas, offering direct views of the calm Caribbean waters. Boats are visible in the distance, surrounded by soft sandy beach and lush greenery. The blue sky reflects warmth and clarity, enhancing the inviting atmosphere.
Flat in Sandy Ground
5 out of 5 average rating, 14 reviews

Luxury Beachfront Enclave Unit 1

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious ground floor unit is 1,640 square feet & has two terraces with an additional large wood deck. Just a few steps from the deck your feet will be in the sand. Enjoy a gourmet kitchen, walk-in shower with handheld & rain shower, Sonos in-ceiling sound system & more. Location is ideal as you can walk to ten restaurants. Being on the Caribbean side of the island, the beach is typically always calm.

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
4.95 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.

Top guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Flat in Simpson Bay
5 out of 5 average rating, 223 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

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, 20 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
Flat in South Hill Village
5 out of 5 average rating, 5 reviews

Chic Apartment with Pool Access with Breakfast

Enjoy a relaxing stay at this modern one-bedroom apartment with shared pool and balcony views. The cozy bedroom, full kitchen, and bright living area are perfect for couples or solo travelers. Just minutes from Anguilla’s best beaches, your stay includes breakfast for two at Tasty’s POV, where fresh island flavors and local ingredients create a truly delicious start to the day. Comfortable, convenient, and full of Caribbean charm—your ideal getaway.

Top guest favourite
A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Flat in Lowlands
4.97 out of 5 average rating, 139 reviews

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Guest favourite
Flat in West End
4.9 out of 5 average rating, 108 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 $40 per day including insurance. only take cash. we will pick you up take you back to the ferry or airport for free.if you are coming to work we will give you a discount

Top guest favourite
A stunning view of the turquoise sea is visible from a private balcony, featuring a railing with vertical bars. The sandy beach is directly accessible, framed by palm trees and distant hills under a clear blue sky with scattered clouds.
Flat in Grand Case
4.95 out of 5 average rating, 103 reviews

"Blue beach" On the beach with a AMAZING VIEW

" Blue beach "est un Appartement situé au deuxième étage dans une Résidence les pieds dans l'eau avec une vue exceptionnelle à 180° sur la mer des CARAÏBES et a un accès direct sur la plage de Grand Case. Proche du centre du village bien reconnu pour sa gastronomie , ainsi que de tous les commerces et de l'aéroport coté Français. Idéal pour un couple d'amoureux, entre amis ou pourquoi pas en famille .

Top guest favourite
Loft in Grand Case
4.94 out of 5 average rating, 112 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Popular amenities for Maundays Bay holiday rentals

  1. Airbnb
  2. Anguilla
  3. Maundays Bay