Vacation rentals with a pool in Dutch Cul de Sac

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Dutch Cul de Sac

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

An outdoor patio area is depicted, featuring a small round table with two black chairs. Lush greenery surrounds the space, with potted plants adding a natural touch. Sunlight filters through a canopy above, creating a bright and inviting ambiance. The door to the studio is visible.

Apartment in Dutch Cul de Sac

4.99 out of 5 average rating, 78 reviews

Horizon 2945 Blue Sky Residence Studio

Blue Sky Residence Studio 2945 nestles within an elegant enclave in Mary Fancy Estate, offering a splendid vista of the Flying Dutchman, the world’s most daring zipline. This guest suite invites you to relish the outdoors, complete with a meticulously maintained pool and breathtaking hilltop views. Whether you’re a couple seeking an intimate escape, a solo adventurer, or a business traveler in search of a functional workspace, Blue Sky Residence Studio 2945 promises comfort and convenience.

Guest favorite

Condo in Maho

4.9 out of 5 average rating, 211 reviews

Maho Love Nest: 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, 19 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

Superhost

A scenic view showcases a private pool illuminated in soft purple light, surrounded by lush greenery. A gazebo with outdoor seating is visible, providing a serene atmosphere. The sky transitions to twilight, revealing clouds against a backdrop of twinkling lights from below.

Home in Calabash Rd, Cole Bay

4.9 out of 5 average rating, 153 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.

Top guest favorite

A private pool is surrounded by a wooden deck, featuring multiple lounge chairs arranged for relaxation. The space offers a clear view of the sea and distant hills, complemented by a bright sky with scattered clouds. The outdoor area invites enjoyment of the coastal scenery.

Loft in Marigot

4.99 out of 5 average rating, 167 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot marina * 5 min walk to Marigot city center with its restaurants, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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, 154 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

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, 107 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.

Superhost

An inviting terrace features a private swimming pool with clear water, overlooking the shimmering sea and coastline. A barbecue grill is positioned beside the pool, with a view of the lush landscape and azure waters stretching into the horizon.

Home in Indigo Bay

4.83 out of 5 average rating, 186 reviews

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

Top guest favorite

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

Villa in Cul-de-Sac

4.99 out of 5 average rating, 141 reviews

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

Top guest favorite

An outdoor area features a sleek infinity pool extending towards the Caribbean sea, surrounded by spacious tiled decking. A shaded seating area with sun loungers is positioned nearby, while lush greenery adds a vibrant backdrop. Large glass doors provide a seamless view into the interior living space.

Villa in Philipsburg

4.99 out of 5 average rating, 291 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.