
Vacation rentals with a pool in Simpson Bay Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Simpson Bay Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

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.

Beachfront Caribbean Breeze in Paradise, SXM
Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to mainstream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room , bathrooms, dining area,etc. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters, 1 minute walk away. Amenities enclosed & Wi-Fi included.

Sint Maarten La Terrasse Maho
It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

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

Ocean Breeze at Las Arenas
This Beach Front Modern Condo is located in Simpson Bay, making it central to many of St. Maarten's popular restaurants, bars, stores, supermarkets, casinos and beaches. Comfortable and spacious enough for a family or group of friends, you get to enjoy your privacy and be minutes away from fun activities on the island. Escape from the busy city center of St. Maarten within minutes and relax on your balcony while watching amazing sunsets and listening to the sound of the waves.

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.

Secret View amazing apartment- Private pool
Welcome to Secret View, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

Appartement indépendant bas de villa - Indigo Bay
L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

Shore Thing - Cosy Condo on Simpson Bay Beach
✨ Shore Thing with IRE Vacations ✨ Welcome to Shore Thing, your beachfront escape in the heart of Simpson Bay, located within the exclusive Coco’s Beach Club complex. Perfect for couples or solo travelers, this elegant oceanfront condo offers the ideal blend of comfort, privacy, and island style. The condo features a king-size bed, a fully equipped kitchen, and a relaxing living area that opens directly to the sea breeze.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !
Popular amenities for Simpson Bay Beach rentals with a pool
House rentals with a pool

Life's Good

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

New-Sunset Place Villa w Stunning Waterfront Views

Aman Oceanview

Casa Bisani,2BR 2.5BH Townhouse in Cupecoy Estates

Préstige - Luxurious 3 bedroom by the Beach

Teresa’s Ocean Paradise

"Sweet Home on the Beach"
Condo rentals with a pool

Appartement «Seaduction» 2 chambres Nettle Bay

Les pieds dans l'eau, ELBA magnifique ! 2 à 4 Pers

New "Coco Beach" 2 bedrooms beachfront

Studio «SeaBird» les pieds dans l’eau sur la plage

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

Studio neuf superbe vue sur la mer des Caraïbes

Mullet Bay Suite 802 - Your luxury vacation in SXM

Havya Cozy Stays
Other vacation rentals with a pool

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

"Black Pearl"

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

Brand new! - Slowlife - Enjoy Villa

Beachfront Royal Palm 1-BR

CondoSTmaarten panoramic (Adults Only)

Luxury Ocean View Condo - The Cliff

Cozy condo with 2 balconies
Destinations to explore
- Condo rentals Simpson Bay Beach
- Apartment rentals Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
- Rentals with outdoor seating Simpson Bay Beach
- Rentals with a patio Simpson Bay Beach
- Beachfront rentals Simpson Bay Beach
- Rentals with a washer and dryer Simpson Bay Beach
- Waterfront rentals Simpson Bay Beach
- Family-friendly rentals Simpson Bay Beach
- Rentals with pools Sint Maarten




