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Holiday rentals with a pool in Sint Maarten

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sint Maarten

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Lowlands
5 out of 5 average rating, 17 reviews

Casa Bisani, 2BD 2.5BA in Cupecoy

Amazing Lagoon Views & Island Comfort at Villa Casa Bisani B-7 Cupecoy Estate Welcome to your dream getaway just walking distance from the shores of the famous Cupecoy Beach and just minutes away from the famous Mullet Bay Beach where white sands, turquoise waters, and unforgettable sunsets awaits you. This spacious & stylish 2-br, 2.5-bath Vacation retreat is designed for ultimate comfort, whether you're traveling as a couple, family, or on a work-leisure blend your Cupecoy escapes awaits you.

Top guest favourite
An outdoor dining area is set for a meal with an expansive table that accommodates eight or more guests. The space features sleek chairs and offers unobstructed views of the ocean and horizon, framed by clear skies. The surrounding area reflects a serene coastal ambiance.
Home in Sint Maarten
5 out of 5 average rating, 53 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Superhost
Home in Simpson Bay
4.67 out of 5 average rating, 3 reviews

Coco's Beach House - Simpson Bay Beach

Coco's Beach House is a stunning property just steps away from the Simpson bay beach. It will leave you feeling like you are in paradise, 2 King bedrooms with ensuite, full kitchen, 2 private patios, glittering glimpses of the beautiful turquoise ocean and all the comforts of home. It is the perfect spot for 2 couples or a family with small children. Situated in the heart of the Island, we are walking distance to some of the nicest restaurants on the island, bakery, restaurants & nightlife.

Guest favourite
A spacious terrace offers a stunning view of the sea and distant coastline, featuring a glass railing. A dining table and woven chairs are positioned on the tiled floor. Lush greenery is present in a planter, contributing to the serene atmosphere.
Apartment in Sint Maarten
4.87 out of 5 average rating, 39 reviews

Apt2 (2 bedrooms, terrace & sea view)

Spacious and cozy duplex with 2 bedrooms and large sea-view private terrace. Located in Black Palm, an elegant residence of 6 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Shared pool with sea view. Ideal for up to 4 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

Guest favourite
A spacious living area features large glass doors that open to a balcony, allowing natural light to fill the room. Two white sofas and a decorative coffee table are arranged on a patterned rug, while a flat-screen television is positioned on a sleek console. Coastal artwork enhances the décor.
Flat in Lowlands
4.75 out of 5 average rating, 16 reviews

Overseas : Wonderful condo for 4

Ce magnifique appartement, récemment rénové et décoré, est parfait pour accueillir 4 voyageurs, pour un très beau séjour en famille ou entre amis. Résidence sécurisée et moderne, avec piscine, salle de sport et sauna. Idéalement située près du quartier animé de Maho, à quelques minutes des plages de Mullet Bay et de Simpson Bay, des restaurants, des restaurants de plage, des bars, casino, supermarché, pharmacie. Génératrice dans l'immeuble en cas de coupure d'électricité.

Top guest favourite
Flat in Upper Prince's Quarter
5 out of 5 average rating, 15 reviews

Aman_Aria

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Guest favourite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 115 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Guest favourite
An outdoor terrace features a private pool and a dining area with a table and chairs. Sun loungers are positioned nearby, surrounded by tropical greenery. A scenic view of the water and distant buildings can be seen, with sunlight illuminating the wooden deck.
Flat in Lowlands
4.95 out of 5 average rating, 22 reviews

The Lost Paradise

Ce magnifique appartement, situé près des plages de Maho et Mullet bay et du quartier touristique de Maho, est idéal pour passer de superbes vacances. Très fonctionnel, il est parfait pour 4 personnes avec ses 2 salles de bains et sa chambre indépendante. Un lit escamotable dans le salon servira de second lit. Situé sur la presqu’île pittoresque de Point Pirouette, ce logement unique vous fera passez de merveilleux moments.

Top guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.96 out of 5 average rating, 51 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Top guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 168 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Top guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.94 out of 5 average rating, 122 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

Guest favourite
An open-plan living area features floor-to-ceiling glass doors that invite natural light, offering breathtaking ocean views. A contemporary sofa is arranged around a stylish coffee table, while a vibrant area rug adds a touch of color. The space showcases a seamless indoor-outdoor flow.
Flat in Cupecoy Beach
5 out of 5 average rating, 8 reviews

A-1301 Stunning 2 bedrooms Ocean View

Enter this contemporary yet comfortable, brand new, beautiful 2 bedroom 2 ½ bath apartment and enjoy the best views of the island. Amazing sunrises to the east over the mountain, and glorious sunsets to the west on the horizon – all from your spacious wrap around terrace. The views of sunrise and sunset can only be seen from building A units Xx01. <br><br>

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