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Condo holiday rentals in Simpson Bay Beach

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Top-rated condo rentals in Simpson Bay Beach

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
A sun-soaked daybed is positioned beneath a pergola, overlooking a serene beach with soft sand and gentle waves. Lush greenery is visible to the left, providing shade. The vibrant turquoise water meets a clear blue sky, enhancing the tranquil seaside atmosphere.
Condo in Simpson Bay
4.97 out of 5 average rating, 106 reviews

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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Guest favourite
A serene pool area is surrounded by neatly trimmed grass and tropical plants. Several lounge chairs are positioned around the water, offering relaxation space. Shade is provided by umbrellas, while a view of distant buildings and a waterway is visible in the background under soft evening light.
Condo in Lowlands
4.9 out of 5 average rating, 118 reviews

Havya Cozy Stays | In Maho, Near Beaches & Airport

Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

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Guest favourite
A pathway lined with lush greenery leads to sandy shores, with the ocean visible in the distance. The calming hues of the water and gentle curves of palm fronds frame the view, inviting exploration and a connection to the natural landscape.
Condo in Simpson Bay
4.9 out of 5 average rating, 20 reviews

Footsteps to the beach.

Looking for a Caribbean get away? This is what you are looking for.. FOOTSTEPS to the beach! Suited too for single travelers. A quiet beach, morning walks & afternoon sunsets. Comfortable studio, nestled in popular Simpsonbay where supermarkets, beach bars, a diversity of very good restaurants, nightlife & water sports activities are in proximity. No rental - for short stay, most places are within walking distance. Airport 5 mins drive away. View of Planes. Plane activity stops approx. by 7p

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Superhost
Condo in Simpson Bay
4.8 out of 5 average rating, 187 reviews

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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Guest favourite
An inviting swimming pool is highlighted under the evening sky, overlooking the shimmering waters of Simpson Bay. Lounge chairs are positioned alongside the pool area, with nearby palm trees adding a tropical touch to the serene coastal setting.
Condo in Simpson Bay
4.89 out of 5 average rating, 66 reviews

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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Top Guest favourite
Condo in Marigot
4.97 out of 5 average rating, 109 reviews

cosy apartment

Profitez d'un logement élégant et central. Proche de la capital (Marigot) avec des commerces et des restaurants a 10 minutes a pied, un accès piscine et plage privé, le marche de marigot est proche avec son poisson Frais tout les mercredi et samedi matin. Nous attirons l’attention des voyageurs sur le fait que les conditions météo propres aux antilles peuvent amener des coupures temporaires de la distribution de l’électricité et de l’eau. Nous précisons que ces désagréments son peu fréquents

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Top Guest favourite
Condo in Simpson Bay
4.99 out of 5 average rating, 76 reviews

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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Top Guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Condo in Marigot
4.96 out of 5 average rating, 147 reviews

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

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

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Guest favourite
A spacious balcony with a glass railing offers stunning views of the ocean and nearby golf course. A glass-top dining table with seating for six is centered on the balcony, complemented by stylish woven chairs. The scene is enhanced by a bottle of wine in an ice bucket.
Condo in Lowlands
4.91 out of 5 average rating, 144 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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Top Guest favourite
A large swimming pool is surrounded by tall palm trees and lush tropical foliage. The clear blue water reflects the sunshine, creating a vibrant visual. A beautiful residence with a red-tiled roof is visible in the background, blending with the natural landscape.
Condo in Simpson Bay
4.98 out of 5 average rating, 49 reviews

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.

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Top Guest favourite
A sparkling pool is surrounded by lounge chairs under the shade of palm trees. Tropical foliage adds greenery around the pool area. The clear blue sky brightens the scene, while a covered terrace can be seen in the background, providing additional relaxation space.
Condo in Simpson Bay
4.91 out of 5 average rating, 23 reviews

Sur Mer - 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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Top Guest favourite
A serene view of the infinity pool overlooking the ocean, with lush greenery framing the scene. Relaxed guests can be seen sitting at the pool's edge while boats drift in the distance. Gentle waves create a calming visual of the beachfront setting.
Condo in Simpson Bay
4.97 out of 5 average rating, 32 reviews

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.

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Popular amenities for Simpson Bay Beach condo rentals