
Beach condo holiday rentals in Simpson Bay
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Top-rated beach condo rentals in Simpson Bay
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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
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2 BR 2 BA beachfront, amazing view, beach access
Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...
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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.
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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
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Coral Villa- Steps From BEACH!
Step into our oceanfront paradise on Simpson Bay beach. Just steps away from the sandy coast! Cherish sunrise serenity and late-night tranquility. Relax on the patio, absorb vistas, let waves weave their soothing symphony – a cherished moment! : ) Great location too! Close to Sunset Beach Bar—grab an ice-cold Heineken, watch planes land above. Famous Maho is also a quick stroll (5min from Sunset Bar). food, shops, nightlife, casinos its all there. A perfect location to properly discover SXM!
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Beachfront Paradise with Pool & Stunning Sunsets
Escape to a beachfront paradise with a pool and stunning sunsets. Wake up to the soothing sound of ocean waves and lounge on the private patio overlooking turquoise waters. Step onto white sandy beaches with direct access, or stroll to nearby restaurants and vibrant nightlife. Your coastal sanctuary offers unforgettable moments of relaxation and tranquility. Designed for comfort and convenience, the community and unit include: • Ocean-view pool • Elevator access • Full-building generator
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Deep Blue Sea at LaSiesta - Oceanfront Condo
This stunning beach front / poolside ground floor 1 bedroom condo was completely renovated August 2025! Deep Blue Sea is an immaculate and well appointed luxury property centrally located in Simpson Bay right on the sparkling waters of Simpson Bay Beach. Nearly everything in this condo is brand new and updated in a chic & modern beach style with all the amenities and comforts of a luxury resort, but without the crowds or bustle that go with it. Peace, privacy, pool and the Deep Blue Sea...
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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.
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Five Star Luxury Beachfront Condo Private Hot Tub
Luxury 2 bedroom unit at the prestigious Aqualina Beach Club directly on Simpson Bay beach. Unit 101 is ideal for one or two couples that love outdoor living and easy access to the beach. The unit has a large wood terrace just below the terrace with private direct beach access. The interior of the unit is luxuriously appointed with everything one could imagine needing to enjoy their holiday. Both bedrooms feature Temperpedic mattresses & fine linens. The kitchen is a chef's dream come true.
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On the Sea - Beachfront 3 bedroom on Simpson Bay
✨Sur Mer with IRE Vacations ✨ Directly on the beach of Simpson Bay, this spacious 3 bedroom, 3 bathroom apartment is the perfect place for your next Sint Maarten vacation. In a private residence Sur Mer is close to the airport, restaurants, shops and night life. Step out onto the white sandy beach, or catch the sunset on your balcony while listening to the crashing waves below. You can admire planes taking off and landing from your back terrace. Shared pool and gym within the residence.
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Beacon Hill Hideaway Luxury Condo in Simpson Bay
Escape to luxury at Beacon Hill Hideaway, a modern beachfront condo overlooking Simpson Bay Beach. This spacious 2-bedroom property features stunning ocean views, elegant modern interiors, and direct beach access. Enjoy a covered terrace, private gated entry, and proximity to vibrant Maho nightlife. With high-end finishes, ample amenities, and the beach at your doorstep, it’s the perfect Sint Maarten getaway for families, couples, or friends. Book today and experience Caribbean paradise!
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Saint 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...
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Popular amenities for Simpson Bay beach condo rentals
Beachfront condo rentals

Villa Bora Bora - Beach and Caribbean Sea
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Villa Belharra, amazing view
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Beachside Escape
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Gorgeous 2 Bdrm Ground Floor Beach Access
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The Cliff in Cupecoy Beach HEAVEN!!!
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On the beach beautiful villa 2 bedrooms pool
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Beautiful duplex sea view with pool and beach access
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Sunshine Apartment right on the beach
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Pet-friendly beach condo rentals

Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
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Sand and coconut palm studio
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Facing the ocean, lulled by the sound of the waves
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Casita « Coconut » One Bedroom
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❤️❤️❤️beyondseas grand case beach ⭐️⭐️⭐️⭐️
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Orient Bay "B&C Collection" 2BD+Sofa
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Feet in the ocean, Orient Bay, Beach apartment
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Ti case - Beachfront + pool in Grand Case
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Luxury beach condo rentals

Princess Anouk, Orient Bay, pool, on the beach
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WILD-Luxurious apartment with sea view Anse Marcel
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"Shell Beach": Incredible 3 bedroom beachfront
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CARIBBEAN RIVIERA 20 / PLAGE ORIENT BAY / 8 PEOPLE!
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Freebird by the beach
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Princess Coco, Orient Bay, on the beach, sea view
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OCEANFRONT Cupecoy Beach Club
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JW Marriott Luxury 3 Bedroom Condo Sleeps 8
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Destinations to explore
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with pools Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
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- Serviced apartment rentals Simpson Bay
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- Beachfront rentals Simpson Bay
- Beach condo rentals Sint Maarten





