
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.

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

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.

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.

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.

THE HILL HOUSE, 2 Bdr, pool, panoramic view
Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

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!

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.

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.

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.
Popular amenities for Pelican Key rentals with a pool
House rentals with a pool

Life's Good

Aman Oceanview

SeaRenity Villa With Private Pool Indigo Bay

Luxury Bungalow with Amazing Seaview & Pool

2 Bedroom Ocean Front Villa, Private Infinity Pool

Préstige - Luxurious 3 bedroom by the Beach

Ocean view villa at Dawn beach

Infinite Blue – Elegant Villa & Turquoise Views
Apartment rentals with a pool

Loft Condo - STEPS FROM BEACH!

Villa Belharra, amazing view

Popular Beachfront Property Barefoot /Simpson bay

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

cosy apartment

Vacation in Paradise on the Beach

New studio with superb view of the Caribbean Sea

Brand New- Maho Condo Studio with Seaview and Pool
Other holiday rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

New beautiful sea view 2 P renovated

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Villa Sea Forever @ Pelican Key - Paradise Awaits!

"Black Pearl"

Brand new! - Slowlife - Enjoy Villa

Sea Lover - Las Brisas (Sea Lover)

Beachfront Royal Palm 1-BR
Destinations to explore
- Family-friendly rentals Pelican Key
- Flat rentals Pelican Key
- House rentals Pelican Key
- Rentals with outdoor seating Pelican Key
- Rentals with beach access Pelican Key
- Rentals with a hot tub Pelican Key
- Beachfront rentals Pelican Key
- Waterfront rentals Pelican Key
- Smoking-friendly rentals Pelican Key
- Serviced apartment rentals Pelican Key
- Rentals with a patio Pelican Key
- Apartment rentals Pelican Key
- Fitness-friendly rentals Pelican Key
- Villa rentals Pelican Key
- Pet-friendly rentals Pelican Key
- Rentals with a washing machine and dryer Pelican Key
- Rentals with pools Sint Maarten




