Holiday rentals with a pool in Sint Maarten

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sint Maarten

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Cole Bay

4.93 out of 5 average rating, 28 reviews

New ! Apartment with pool and ocean view #1

Newly renovated apartment with swimming pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, next to Simpson Bay and close to the airport. This apartment, "Aruba", is part of Ruby Blue Residence with 5 other independent apartments, swimming pool, garden, laundry with washer and dryer, private free parking. Adult only ! Enjoy your vacation in our peaceful place ! Sint Maarten is currently experiencing some daily power outages

Guest favourite

Home in Sint Maarten

4.96 out of 5 average rating, 23 reviews

Luxury Villa "Villamour" w/ Private Pool

Villamour is a brand new, multilevel 5 bed, 4.5 bath villa overlooking the Caribbean Sea. You can watch boats and cruise ships sail by from the comfort of your private pool and patio. The villa was decorated by a top interior designer in South Florida. It is modern, chic, and inviting. It is only a 5 min walk to the beach and a short drive to restaurants, nightlife, supermarkets, & shopping. Top chef available for booking. This is an ideal spot for a romantic getaway or a group/family vacation.

Guest favourite

Home in Sint Maarten

5 out of 5 average rating, 20 reviews

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

Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Guest favourite

Apartment in CUPECOY

5 out of 5 average rating, 8 reviews

Ocean Bliss: Balcony & Pools!

Indulge in relaxation at this spacious apartment in Rainbow Beach Club resort. Enjoy the picturesque private beach via an iconic spiral staircase, and two beautiful pools. Multiple restaurant and bar choices, a French bakery, and a supermarket are all within walking distance. Secure parking on the premises allows for worry-free nights, and famous Mullet Bay Beach is just a few minutes' walk away. Experience the breathtaking sunsets and create unforgettable memories during your stay.

Superhost

Villa in Cole Bay

4.67 out of 5 average rating, 27 reviews

Pelican key Home with the view

This villa provides a great escape for a family vacation, honeymoon or anniversary. Treat yourself with this beautiful villa and an unforgettable ocean view. A gated luxury 3bedroom, 2 bath with a private pool. Enjoy your romantic evenings around the outside dining table or cook a family dinner in the well equipped kitchen. Even though in a very secluded location it is convenient to all amenities including shopping, restaurants, supermarkets, beaches, casinos and night life.

Guest favourite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 133 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramique vue

La maison se compose de 2 belles chambres avec piscine dans le quartier residentiel de Almond Grove Estate, sécurisé 24h/24, (résidence de standing), la villa est entièrement privée, vous ne partagerez pas la piscine et ses extérieurs. Vous allez apprécier le charme de cette maison. La vue est juste magnifique, collines verdoyantes et vue sur Simpson bay, un endroit à la fois discret et proche de l’agitation touristique, des commerces et des plages.

Superhost

Home in Lowlands

4.9 out of 5 average rating, 71 reviews

Sapphire Fantasy : Oceanfront paradise

This 2 bedrooms Beachfront Villa is located in Cupecoy, one of the top 3 area of the island. The beach access is a few steps away. This property is really well decorated by the owner itself. When sitting on the high Value Sofa looking at the Sea you feel life in a Boat which is enjoyable. The private pool with lounge long chairs is a must for a great stay. Each of the bedrooms is equipped with a king Bed and with an adjoining design bathroom.

Superhost

Condo in Pelican

4.68 out of 5 average rating, 62 reviews

SeaLaVie Apartment with Private Pool

Welcome to the stunning St. Maarten Beachfront Apartment with Private Pool! This luxurious Airbnb property offers an unforgettable vacation experience in one of the most beautiful and sought-after destinations in the Caribbean. Perched on the pristine white sands of St. Maarten's exquisite Kimsha beach, this beachfront apartment boasts breathtaking panoramic views of the turquoise waters and the endless horizon.

Guest favourite

Home in Cole Bay

4.89 out of 5 average rating, 28 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

Welcome to Villa del Mar, a luxurious executive home offering breathtaking panoramic views of the Caribbean Sea and stunning sunsets. From this exquisite property, you can see the islands of St. Barts, Nevis, St. Kitts, St. Eustatius, and Saba. Nestled in the premier residential area on the Dutch Side, it provides easy access to vibrant attractions and beautiful beaches while ensuring privacy and tranquility.

Superhost

Villa in Lowlands

4.87 out of 5 average rating, 15 reviews

Reflection Y 5 Star Villa

Our modern style will surely have you feeling like you are living in the lap of luxury. One-of-a-kind panoramic view in this 5-Star Villa! Conveniently located nearby the beautiful Mullet Bay Beach, Casinos, restaurants, shopping in the Maho Village, and the world-famous plane landing experience at the airport. Car Rental deals available upon request and an all-around vacation package!

Superhost

Villa in Simpson Bay

4.74 out of 5 average rating, 43 reviews

Villa Sunset : very close to two beaches !

Very cosy villa with 3 bedrooms, few minutes walking distance from 2 wonderful and famous beaches, with pool and BBQ. Full equipped. Quiet area. With a generator ! Villa très confortable3 chambres, à quelques minutes à pied de deux très belles et réputées plages, avec piscine et BBQ. très bien équipée. Quartier calme. Equipée d'une génératrice en cas de coupures d'électricité.

Superhost

Home in Little Bay

5 out of 5 average rating, 4 reviews

Family friendly 2 bedroom home with private pool

Overlooking the Ocean, the hill and the lagoon, this cozy family friendly 2 bedroom apartment is conveniently located within 18 minutes driving distance from SXM Juliana International airport. The apartment have an outdoor swimming pool with a length of 24 feet and 8 feet wide, with a maximum depth of 5 feet. Distance from the beach: 5 minutes to Great Bay beach.