
Holiday rentals with a pool in Simpson Bay Beach
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Top-rated rentals with a pool in Simpson Bay Beach
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*New* SeaScapes Luxury Condo At Aqualina SXM
Imagine waking up to the sound of rolling waves, stepping onto your private balcony with a cup of coffee at this stunning 2bedroom condo in the exclusive Aqualina Beach Club, every day feels like a dream vacation. The condo opens directly onto Simpson Bay Beach, one of the island’s longest and most beautiful stretches of soft white sand. Spend mornings swimming in crystal-clear waters, afternoons lounging by the pool, and evenings sipping cocktails while the sky turns shades of pink and orange.

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 Beach Condo
The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Sunny Outlook - 1-bdr condo - Beachfront Residence
✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

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 Shack: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.

"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * 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, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Vitamin sea 2
Welcome to Vitamin Sea 2 ! This one bedroom condo is well located in Simpson Bay Yacht club, central location in the heart of the action, and nonetheless peaceful atmosphere, tucked away by lush yet elegant landscaping and architecture. The living room and the master bedroom have an amazing view over the lagoon, offering a fresh respite from the town of Simpson Bay. 24/7 security gated residence, swimming pool, parking.

Simpson Bay Yacht Club condo
This beautiful 2 bed - 2 bath luxurious condo in Simpson Bay Yacht club (SBYC) is located in the best spot of the island. 2 bedrooms have King beds, we can also add a crib. SBYC has 3 pools and 2 tennis courts for you to use. The Beach is at 5 min walking and so are Supermarkets, restaurants, bakeries, bars, casinos etc. This is the perfect 2bdr house if you want to enjoy all of SXM. This condo has everything you need.

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.
Popular amenities for Simpson Bay Beach rentals with a pool
House rentals with a pool

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

Fleur De Lis, Private POOL, 2 bed. 2 bath

Pelican key - BEACH FRONT Villa

Sunrise Over St. Barths

Blue Palm Estate Townhouse w/ Ocean View

Modern Bungalow with Stunning Seaview & Pool

The best view on the island!

2 Bedroom Ocean Front Villa, Private Infinity Pool
Condo rentals with a pool

4 Bedroom Beachfront Condo with Private Pool C2.1

Simpson Bay Beach - Modern 2 Bedroom -#1 Location

Villa Belharra, amazing view

cosy apartment

Studio premium vue mer Caraïbes & piscine-Marigot

'Emerald Pearl' Studio in Maho with Full Amenities

Saint Maarten La Terrasse Maho

Studio on the water in the Simpson Bay Yacht Club
Other holiday rentals with a pool

Waterfront "Bonjour" Beacon Hill St Maarten

New a Paradise on the beach!

Villa Kyanéa | Facing the ocean · Private pool

Brand new! - Slowlife - Enjoy Villa

Indigo Bay Villa Poolside - Ocean 14

Escape by the Lagoon

Beachfront Royal Palm 1-BR

CondoSTmaarten panoramic (Adults Only)
Destinations to explore
- Condo rentals Simpson Bay Beach
- Rentals with a washing machine and dryer Simpson Bay Beach
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- Waterfront rentals Simpson Bay Beach
- Family-friendly rentals Simpson Bay Beach
- Beachfront 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
- Rentals with pools Sint Maarten




