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Holiday rentals with a pool in Pelican Key

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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
An expansive infinity pool extends toward scenic ocean views, framed by gentle hills. Several lounge chairs line the pool area, inviting relaxation. The tranquil bay is dotted with boats, while the horizon features a backdrop of distant islands under a partly cloudy sky.
Home in Pelican
5.0 out of 5 average rating, 18 reviews

Luxurious villa with magnificent view ALSO 6bedr!

This gorgeous 4 bedroom - 4 bath villa is the best place to stay for your next vacation. The villa is also available as 6 bedroom. please reach out to us. The views are the best on the island as you will be overlooking Simpson Bay, the airport, the lagoon, the bridge and of course Anguilla. You are minutes away from restaurants, bars, shops and activities. This luxurious villa with teak furniture inside and outside has a beautiful pool with stunning ocean views and sleeps up to 8 people.

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.

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, 189 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 favourite
A panoramic view of the azure ocean is captured, dotted with sailboats. The sandy beach features thatched umbrellas and lounge chairs. Lush palm trees are visible, alongside a beachside bar area with shaded seating, all under a bright sky with fluffy clouds.
Flat in Simpson Bay
4.92 out of 5 average rating, 66 reviews

Royal Palm Hilton SXM

This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.

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