Vacation 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 favorite

Apartment in Koolbaai

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.

LocationValueCheck-in

4.93 out of 5 average rating, 15 reviews

Guest favorite

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.

Apartment in Simpson Bay

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.

ValueLocationTV

5.0 out of 5 average rating, 86 reviews

Guest favorite

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.

Condo in Philipsburg

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.

LocationValueAccuracy

4.81 out of 5 average rating, 103 reviews

Top guest favorite

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

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

FamilyValueAmenities

5.0 out of 5 average rating, 202 reviews

Guest favorite

Apartment in Simpson Bay

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!

ValueLocationComfort

4.76 out of 5 average rating, 25 reviews

Top guest favorite

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

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!

FamilyLocationComfort

4.96 out of 5 average rating, 23 reviews

Guest favorite

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

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.

FamilyLocationWalkability

4.89 out of 5 average rating, 64 reviews

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.

Apartment in pelican key

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.

LocationPoolBeach

4.71 out of 5 average rating, 14 reviews

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

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.

ValueFamilyCondition

4.5 out of 5 average rating, 6 reviews

Superhost

An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.

Home in Indigo Bay

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!

FamilyValueBathroom

4.83 out of 5 average rating, 217 reviews

Guest favorite

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.

Apartment in Koolbaai

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.

FamilyLocationBeach

4.83 out of 5 average rating, 52 reviews

Top guest favorite

An inviting outdoor living space features a covered terrace with comfortable seating, a stylish bar area, and potted plants. The warm wooden flooring complements the soft purple lighting, while ocean views can be seen in the background, creating a relaxing ambiance for gatherings.

Townhouse

Indigo Bay Villa Poolside - Ocean 14

Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.

FamilyValueLaundry

4.96 out of 5 average rating, 113 reviews