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Holiday rentals with a pool in Pelican Key

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pelican Key

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

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Guest favourite
Flat in Koolbaai
4.93 out of 5 average rating, 15 reviews

Cozi Haven Pelican Key: Studio W Free Parking/Pool

Located in the heart of Pelican Key, this cozy studio puts you just seconds away from the island’s most vibrant action. You’re surrounded by lively bars, nightclubs, hotels, and beautiful beaches. Perfect for soaking up the sun by day and nightlife by night. Despite its central location, the studio offers a comfortable, relaxing retreat to unwind after a long day. The airport is only minutes away, making arrivals and departures effortless, and the famous Maho Beach is just a short drive away.

Guest favourite
A master bedroom featuring large windows that offer a view of the ocean and sky. Natural light floods the spacious area, highlighting the white bedding on the bed and the elegant design of the room. A modern freestanding bathtub is seen in the corner.
Apartment in Philipsburg
4.81 out of 5 average rating, 103 reviews

Horizon (Apt3) – Sea & Pool View, Terrace

Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 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
Flat in Simpson Bay
4.76 out of 5 average rating, 25 reviews

2 Bedroom Beachfront Condo with Private Pool D 1.1

Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

Top guest favourite
A serene coastal view is captured, showcasing the shimmering blue ocean under a clear sky. Lush greenery and well-maintained gardens are visible in the foreground, while white buildings with decorative elements rest subtly along the coastline.
Home in Koolbaai
4.95 out of 5 average rating, 22 reviews

Blue Palm Estate Townhouse w/ Ocean View

Welcome to Blue Palm Estate! Sint Maarten/Saint Martin is a very small island owned by the Netherlands and France. This 2 bedroom 3 bathroom is located in Pelican Key. It is a beautiful, safe and private area in a gated 4 unit villa. It is walking distance to many restaurants on the main street which is a very popular area with tons of delicious restaurants and wonderful shops to peruse. You will also see a beautiful sandy beach within 5 minute walking distance to the unit!

Guest favourite
Flat in Simpson Bay
5.0 out of 5 average rating, 8 reviews

Beachfront Condo in Simpson Bay, SXM - 2BR/2BA

Beachfront Luxury Condo in Simpson Bay – 2BR/2BA, Ocean Views, Walk to Dining & Casinos. • Beachfront location with direct ocean views from both balconies • 2 bedrooms with en-suite bathrooms (king-size beds) • Sleeps up to 6 guests • Full kitchen with modern appliances, cookware, and dining essentials • Private Wi-Fi and included parking for your convenience • Laundry facilities available in the building • Spacious layout – 1,500 sq. ft. of comfort and relaxation

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
5.0 out of 5 average rating, 200 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 lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * 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, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favourite
Several sailing vessels are seen gracefully navigating the vibrant turquoise waters. The sails are billowing in varying colors of white, red, and blue, contrasting against the clear blue sky. Gentle waves lap at the shore, creating a serene coastal scene.
Home in Caribbean
4.89 out of 5 average rating, 64 reviews

Pelican Paradise

This home is situated in the upscale Pelican Key neighborhood on the Dutch side of St.Maarten. It is a few steps away from the beach and around the corner from shopping, restaurants and casinos, all within walking distance. The living room is spacious with a wrap around terrace with beautiful views of the sparkling blue Caribbean Sea and the islands of Saba, Nevis and St.Kitts. On the terrace you have a private swimming pool with ocean views.

Top guest favourite
A panoramic ocean view is captured from the terrace featuring a private heated pool. The crystal-clear water of the pool reflects sunlight, while the vast sea and distant islands are visible under a bright blue sky with scattered clouds.
Flat in Little Bay
4.95 out of 5 average rating, 159 reviews

Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay

Treat yourself to the stylish and modern ocean view apartment . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea view, climatized private pool, two master suites (one w/Japanes king bed and walking closet), the other with two double size beds (you can join them and make a king bed) and closet and a third room with daybed. All of them with their own bathroom and ocean view. Welcome!

Superhost
A spacious balcony features two white lounge chairs facing a scenic view of the ocean, framed by palm trees and lush greenery. Soft blue skies and distant waves enhance the inviting outdoor space, perfect for relaxation.
Flat in pelican key
4.71 out of 5 average rating, 14 reviews

Pelican 2 bedr ocean view apt- shared pool

This 2 story condo is gorgeously located in the residential Pelican neighborhood with stunning ocean views . This beautiful house has 2 bedrooms and 3 bathrooms and is perfectly equipped for a relaxing vacation. Enjoy a home cooked BBQ meal on the deck and enjoy the sunsets or spend a day at the beautiful pool which is ocean front. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

Superhost
An outdoor terrace displays a dining table surrounded by four wicker chairs, with a view overlooking the water and mountains. A pool with a tiled border sits adjacent, reflecting the sky and landscape. Ceiling panels allow natural light to illuminate the space.
Home in Koolbaai
4.5 out of 5 average rating, 6 reviews

Bahia - Villa 1

The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want to be on walking distance to our beautiful beaches and bars and restaurants this is just the place to stay. With 3 bedrooms and 2.5 bath you can either share the villa with family or friends up to 6 guests per Villa. Or decide to have a romantic getaway.

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
4.92 out of 5 average rating, 138 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
A bright and airy bedroom features a spacious bed dressed in neutral linens, complemented by a cozy seating area with a textured fabric. Expansive glass doors invite natural light and provide access to an outdoor space with a small dining setup.
Flat in Koolbaai
4.82 out of 5 average rating, 50 reviews

Cozy condo in Blue Pelican

Blue Pelican is a soothing sanctuary of apartments nestled around a lovely garden and zen style dipping pool. Go on, make a splash! Smart and sophisticated: for those who desire ambience and fine accommodations with a relaxed approach. The comfort, intimacy and privacy that only a small boutique property can offer. It's all in the details.

Popular amenities for Pelican Key rentals with a pool