Vacation rentals in Maundays Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Maundays Bay

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Jan 16 – 23

€ 776 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.

Dec 1 – 8

€ 972 per night

Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 36 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

SPECIAL: MARCH 18-30 @ $800/NIGHT Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

Aug 24 – 31

€ 943 per night

Guest favorite

Apartment in Grand-Case, St. Martin

5.0 out of 5 average rating, 10 reviews

Charming appartment on the beach, 1 or 2 bedrooms

This new, comfortable and pretty appartment located on the beach, in the heart of Grand-Case has its own sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. It's a privileged spot in town and even in the island. Sea view from your bed, from the salon/kitchen area, wide covered terrace with sofa, red wood deck and gazebo covered with real braided palm leaves. True caribbean style! * Charming decoration * * Great location * 2 bedrooms

Oct 3 – 10

€ 389 per night

Guest favorite

Home in Island Harbour, Anguilla

5.0 out of 5 average rating, 6 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.

Mar 14 – 21

€ 916 per night

Guest favorite

Home in Cul de Sac, St. Martin

5.0 out of 5 average rating, 48 reviews

villa koala saint martin un petit coin de paradis

La Villa Koala, vous accueille sur l'ile de Saint Martin dans les Caraïbes françaises. Pour 2 personnes venez dans un petit coin de paradis avec une vue sur la mer entre L’îlet Pinel et St barth. Un levé du soleil magnifique, une maison moderne avec tous les équipements nécessaires . Dans un décor moderne, salon salle a manger, terrasse et 1 chambres, 1 salle de bain, toilette séparée,... Une terrasse et une piscine privée. Si vous avez besoin, Chhaya sera présent pour vous si nécessaire.

Mar 14 – 21

€ 391 per night

Guest favorite

Villa in Cul-de-Sac, St. Martin

4.99 out of 5 average rating, 116 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....

Aug 13 – 20

€ 274 per night

Guest favorite

Apartment in West end , Anguilla

4.91 out of 5 average rating, 66 reviews

James Hughes nice place in West end

James Hughes apartment located in West end affordable and comfortable. we are close to maundays Bay Beach, shoal Bay West Beach, Barnes Bay beach, meads Bay Beach. we are also close to best buy supermarket. close to picante restaurants. excellent wifi. we have cars for rent $30per day we only take cash. we will take you back to the ferry or airport for free. Electric bikes for rent $25 per day. we also have scooters for rent $25 per day. we can take you to the beaches and pick you up $30

Mar 13 – 20

€ 112 per night

Guest favorite

Guest suite in West End, Anguilla

4.94 out of 5 average rating, 51 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.

Mar 26 – Apr 2

€ 177 per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 172 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

Oct 13 – 20

€ 302 per night

Guest favorite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 118 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Jan 8 – 15

€ 439 per night

Guest favorite

Villa in Oyster Pond , Sint Maarten

5.0 out of 5 average rating, 32 reviews

Ultra Modern Tropical Villa w. stunning sea views

Villa Helios overlooks the Ocean with 210 degree views, including St. Barts. Views from every room. Private and secure, the villa is suitable for an extended family or three/four couples - rooms are well separated. The wind provides a steady cooling breeze on the Atlantic side of the island. Open the sliding door in the morning and enjoy the topical breeze all day. Located on the prestigious quiet and peaceful Plateau, a small gated community of only 6 homes.

Apr 22 – 29

€ 782 per night