Vacation rentals with a pool in Simpson Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Simpson Bay

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

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Guest favorite

Guesthouse in Cole Bay

4.91 out of 5 average rating, 23 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 favorite

Condo in Marigot

4.94 out of 5 average rating, 32 reviews

Beachfront property with pool view

Welcome to Perle des Sables, nestled in Marigot, this exquisite vacation rental lives up to its name, offering an idyllic escape on a private beach. Immerse yourself in the tranquil embrace of turquoise waves, sink your toes into the soft white sand and witness breathtaking golden sunsets painting the skies of St. Martin. With its prime location in a secured private residence, it ensures both serenity and peace of mind. Experience the epitome of beachfront paradise in this extraordinary haven.

Superhost

Rental unit in Collectivity of Saint Martin

5 out of 5 average rating, 6 reviews

Just in paradise with lagoon's view

Situé au 2ème étage, avec une superbe vue , dans une charmante résidence à la Baie Nettlé. Joliment décoré, tout confort, entièrement équipée et climatisé. D'une surface de 50m2, idéal pour une ou deux personnes (deux à deux places) , cet appartement peut accueilr jusqu'à 9 personnes (lit bébé et lits singles supplémentaires fournis sur demande) Coin salon Espace bureau salle à manger sur la terrasse et canapé-lit single Salle de bain avec baignoire 2 piscines Coucher de soleil inoubliable !

Guest favorite

Rental unit in mont Vernon 2

4.94 out of 5 average rating, 17 reviews

2 bedroom in Mont Vernon 2

friends and family can enjoy their stay in this 2 bedroom apartment, fully equipped and nicely decorated . the outdoor and pool areas are shared. 1 minute away from a commercial area with supermarket, banks and stores, 3 minutes from Grand case and it's amazing restaurants. 5 minutes from Orient Bay with it's water sports and tasty dishes. Guests can also rental a car which includes airport pick up. contact for more info. For everyone to enjoy a peaceful stay we do not allow any parties

Guest favorite

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 52 reviews

Feet in the ocean, Orient Bay, Beach apartment

Si vous rêvez de mer turquoise et de sable blanc cet appartement est fait pour vous. Grace à son accès direct à l’immense plage de la Baie Orientale et les deux piscines de la résidence, c'est l'endroit idéal pour des vacances les pieds dans l'eau. Idéalement situé en première ligne face à la mer, dans le domaine sécurisé d'Orient Bay. Venez profiter de ce spacieux T2 tout confort à la décoration soignée, dans une résidence calme, verdoyante et proche de toutes commodités.

Guest favorite

Rental unit in Oyster Pond

4.88 out of 5 average rating, 110 reviews

Lovely Studio Apartment with Pool & Nature Views!

Take a break and unwind at this peaceful studio apartment, perfect for your Caribbean getaway! This fully equipped studio is located just 7-10 minutes away from the capital, Philipsburg, and a few minutes away from several beautiful beaches. It also has gorgeous scenic views and an inviting and relaxing pool! As well as a rooftop terrace with scenic 360 views. Baby crib and grill available upon request for small fee and washer & dryer available on premise for free use.

Guest favorite

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

4.75 out of 5 average rating, 55 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 penthouse boasts breathtaking panoramic views of the turquoise waters and the endless horizon.

Superhost

Villa in St Martin

5 out of 5 average rating, 11 reviews

Villa Jeluca with pool - sxm island vacation

Located on the heights of the eastern bay, a recent villa, 3 bedrooms and swimming pool, in the immediate vicinity of the most beautiful places of the French part. From the huge terrace you have a breathtaking view of the eastern bay and its ocean. A few minutes from the beach of the eastern bay and the village square. Enjoy with your family this fabulous accommodation that offers good moments in perspective.

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!

Guest favorite

Rental unit in Lowlands

4.92 out of 5 average rating, 48 reviews

Modern Studio in gated Resort pool & gym.generator

This Resort-like living Studio is close to the island main attractions, Mullet Beach, Maho night life area, Casino Royale, shops, supermarket. 5 minutes drive from international airport. Walk to the beach, restaurants and nightlife. Sports club next door, padel, soccer, pickleball. Pool, bbq, gym, bakery, fitness center, sand volleyball on property.

Superhost

Guesthouse in Little Bay

4.86 out of 5 average rating, 222 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos