
Vacation 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.

The Pineapple Suite
Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines of Simpson Bay Yacht Club's gated community. Unwind in modern luxury, relish on-site amenities like the two swimming pools, tennis courts, bbq area and soak in breathtaking views of the yachts, lagoon, hills and sunset from your balcony. Conveniently located near the airport in Simpson Bay within walking distance from restaurants, the beach, bars and supermarkets.

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.

Villa Zircon in Pelican Key awaits you - Generator
Gorgeous 4 bedroom - 4 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stunning ocean views and sleeps up to 10 people. It has 4 bedrooms and each bedroom has its own bathroom. 2 lounge areas inside, a dining area and of course all the seating outside on the deck to enjoy the sun, the breeze and the incredible views! We look forward having you. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

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

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.

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

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!

Pelican key - BEACH FRONT Villa
Stunning beachfront villa of 200 sqm, 6 steps away to the beach with private pool! It features 3 spacious, AC bedrooms, each with a smart TV and bathroom. Large living room opens onto the Caribbean Sea, whith fully equipped kitchen, dining area that seats 8 and a bar area to enjoy. The terrace is for outdoor living, with bbq, shaded dining area comfortable sofas and sun loungers directly to the beach & swimming pool.

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.

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.

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!

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
House rentals with a pool

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Life's Good

Aman Oceanview

Luxurious Villa "Sea La Vie"

Luxury Bungalow with Amazing Seaview & Pool

2 Bedroom Ocean Front Villa, Private Infinity Pool

Teresa’s Ocean Paradise

Blu Azur : Your Dream Villa on the Lagoon
Condo rentals with a pool

Loft Condo - STEPS FROM BEACH!

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom

Oceanfront w Pool | Maho Beach area

New "Coco Beach" 2 bedrooms beachfront

"SeaBird" studio, feet in the water on the beach

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Sea Lover - Las Brisas (Sea Lover)

Vacation in Paradise on the Beach
Other vacation rentals with a pool

Waterfront "Bonjour" Beacon Hill St Maarten

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Popular Beachfront Property Barefoot /Simpson bay

NEW 1BR apt lagoon & sunset view 2/3p

Sunny Outlook - 1-bdr condo - Beachfront Residence

Indigo Bay Villa Poolside - Ocean 14

Villa Blue Roc

SeaDream Luxury Villa With Private Pool Indigo Bay
Destinations to explore
- Waterfront rentals Pelican Key
- Rentals with a patio Pelican Key
- Rentals with outdoor seating Pelican Key
- Beachfront rentals Pelican Key
- Villa rentals Pelican Key
- Rentals with beach access Pelican Key
- Rentals with a hot tub Pelican Key
- Smoking-friendly rentals Pelican Key
- Pet-friendly rentals Pelican Key
- Apartment rentals Pelican Key
- Condo rentals Pelican Key
- Fitness-friendly rentals Pelican Key
- Family-friendly rentals Pelican Key
- Rentals with a washer and dryer Pelican Key
- House rentals Pelican Key
- Serviced apartment rentals Pelican Key
- Rentals with pools Sint Maarten




