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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
A cozy living area features a comfortable gray sofa and a wooden coffee table. Two windows offer expansive views of the ocean, with light reflecting off the water. Beams stretch across the ceiling, enhancing the airy feel of the space.
Apartment in Simpson Bay
4.8 out of 5 average rating, 177 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

Top guest favourite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Flat in Simpson Bay
5 out of 5 average rating, 60 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Superhost
An outdoor seating area offers a spacious table and comfortable couch, framed by a wooden pergola. Views of the ocean and sailboats are visible in the distance, while tropical plants add a natural touch to the relaxed atmosphere.
Townhouse in Billy Folly Hill
4.94 out of 5 average rating, 84 reviews

Pelican Sea View 1bdrm Maison Mazu

Beautiful large 1 bedroom 1.5 bathroom. Ocean sunset views from the large balcony. Watch the ships come and go. Located in community of Pelican, walking distance to a beach or steps to the pool, still near the heart of Simpson Bay. Vaulted ceilings with fans in the bedroom & living room. The bedroom has AC, romantic hand carved king size bed with ocean views. Mazu the sea goddess, brings peace and calm. The atmosphere, stunning ocean views create the perfect setting to relax and unwind.

Top guest favourite
Apartment in Maho
4.9 out of 5 average rating, 218 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 for you to indulge.

Guest favourite
Home in Calabash Rd, Cole Bay
4.9 out of 5 average rating, 156 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramique vue

Hébergement avec piscine privée et vue à couper le souffle Offrez-vous une parenthèse de rêve dans cette maison élégante, nichée dans le quartier sécurisé Almond Grove Estate. Profitez de 2 chambres climatisées, d’un salon lumineux, d’une cuisine équipée, et surtout d’un espace extérieur idyllique avec piscine et vue panoramique sur Simpson Bay. À seulement 5 min de Marigot, 10 min de l’aéroport et 15 min des plages, c’est l’adresse parfaite pour un séjour inoubliable !

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
4.96 out of 5 average rating, 112 reviews

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

Guest favourite
A bright living area features large glass doors opening to a waterfront view. Neutral-toned furnishings include a comfortable sofa and a unique wooden coffee table atop a circular area rug. Decorative greenery and modern art elements provide subtle accents against the white walls.
Flat in Point Pirouette
4.91 out of 5 average rating, 125 reviews

Secret View amazing apartment- Private pool

Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

Superhost
A sparkling swimming pool is set against a backdrop of lush palm trees and the ocean. The pool is framed by a deck, offering views of the sea and nearby buildings. The clear blue sky adds to the serene atmosphere of the surroundings.
Guest house in Cole Bay
4.85 out of 5 average rating, 26 reviews

Apartment garden - swimming pool

Take it easy at this unique and tranquil getaway. Enjoy your vacation in this renovated apartment in Ruby Blue Residences, with swimming pool. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, Simpson Bay and close to the airport. This apartment, "Saba" is a ground floor unit by the garden , swimming pool, laundry, private and free parking. You will enjoy this peaceful place ! Adults only

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
4.94 out of 5 average rating, 132 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 vibrant view from the terrace showcases lush greenery and blooming flowers, with colorful buildings framed by palm trees. The sea is visible in the distance, complementing the tranquil residential surroundings. The scene captures a mix of nature and architecture under a clear blue sky.
Flat in Cole Bay
4.8 out of 5 average rating, 10 reviews

Cozy loft style apartment

Enjoy your own apartment close to the beach during your visit to Sint-Maarten. You will be on the first and last floor of the building and will have a private terrace with a view of the sea. In loft style, the bedroom is located on the mezzanine and has its own AC and wardrobe. The apartment is equipped for all your needs and comfort (kitchen equipment, linens etc). Animals are not accepted. Smoking is prohibited inside.

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, 7 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 pool features a spacious deck surrounded by lounge chairs and palm trees. The clear water reflects the sky, with the ocean visible in the background. The building showcases multiple balconies, providing views of the inviting pool area.
Apartment in Sint Maarten
4.8 out of 5 average rating, 20 reviews

Flamingo Beach Resort- Studio

This is a studio sleep 4. Room has a King bed and a sofa bed. Enjoy the convenience of the full kitchen equipped with a refrigerator, coffee maker, microwave and many other modern appliances. Room assigned at check in. Stock photos in listing. There is a mandatory $50 tax collected by the resort at check in. Oceanview units are in a different listing.

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