Vacation rentals with a pool in Sint Maarten

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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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Guest favorite

A rectangular pool features clear blue water, reflecting light from the sun. The surrounding walls are painted white, with large windows allowing natural light to enter the space. A metal ladder is positioned at one end of the pool.

Condo in Simpson Bay

4.8 out of 5 average rating, 173 reviews

Oceanfront w Pool | Maho Beach area

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Guest favorite

An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.

Home in Upper Prince's Quarter

4.96 out of 5 average rating, 53 reviews

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Superhost

An infinity pool extends over the edge, offering panoramic views of the lagoon. The tranquil water reflects the blue sky, while steps lead from the pool's edge to the terrace. Lush greenery is visible, enhancing the serene atmosphere of the space.

Guest suite in Cupecoy

4.9 out of 5 average rating, 111 reviews

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

Guest favorite

Condo in Maho

4.9 out of 5 average rating, 211 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Top guest favorite

An infinity pool seamlessly blends into the horizon, reflecting the sky’s soft blue tones. A shaded lounge area with comfortable seating is positioned nearby, providing an inviting space to enjoy the panoramic ocean views.

Home in Upper Prince's Quarter

5 out of 5 average rating, 17 reviews

Aman Oceanview

The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Guest favorite

A private pool is framed by a wooden deck, offering lagoon views. Two lounge chairs are positioned nearby, with a small round table beside them. The surrounding area is brightened by natural sunlight, enhancing the serene waterscape.

Apartment in Point Pirouette

4.91 out of 5 average rating, 119 reviews

Secret View amazing apartment- Private pool

Welcome to Secret View, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

Superhost

A spacious outdoor seating area features comfortable wicker furniture, including a circular sofa and lounge chair. Lush tropical plants and vibrant flowers provide a scenic backdrop, while distant green hills are visible under a partly cloudy sky. A glass coffee table sits centrally among the seating.

Home in Calabash Rd, Cole Bay

4.89 out of 5 average rating, 151 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

Guest favorite

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

4.94 out of 5 average rating, 109 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.

Superhost

Cottage in Sint Maarten

4.92 out of 5 average rating, 108 reviews

"La Vue SXM" Luxe "Villa La Vue" + Beach / Bar / Food

Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

Top guest favorite

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.

Apartment in Little Bay

4.99 out of 5 average rating, 153 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 !

Guest favorite

An expansive infinity pool extends toward the horizon, blending with the vibrant blue sea. The sky is clear with a few clouds. Lush ocean waves can be seen in various shades of turquoise and azure, creating a serene and picturesque backdrop.

Home in Upper Prince's Quarter

4.94 out of 5 average rating, 18 reviews

Breathtaking view of St Barth – 8 people

-> 1 KING BED + SAFE -> HEATED POOL -> TANK AND GENERATOR -> FULLY AIR-CONDITIONED HOUSE -> STARLINK WIFI -> PRIVATE PARKING -> electric 110V and 220V -> SECURE RESIDENCE WITH GATE -> PRIVATE PARKING -> GAS BBQ -> MID-STAY HOUSEKEEPING (for reservations of 6 nights or more) -> INTERNATIONAL TV CHANNELS -> BEDROOMS AND BATHROOMS WITH SEA VIEW -> NO SCREW -> NEW HOUSE CONSTRUCTION 2025 -> AMAZING SEA VIEW

Guest favorite

A serene outdoor space features two lounge chairs adorned with towels, facing a small plunge pool. The area overlooks the stunning Caribbean Sea, enhancing the calm ambiance with lush greenery in the background and a clear blue sky.

Apartment in Indigo bay

4.95 out of 5 average rating, 106 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.