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Apartment holiday rentals in Simpson Bay

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Top-rated apartment rentals in Simpson Bay

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

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Top Guest favourite
An open living space features a modern kitchen with a light countertop and wooden stools. A cozy seating area includes a soft white couch and a low wooden coffee table, complemented by a tall green plant and natural light streaming through the windows.
Apartment in Simpson Bay
4.93 out of 5 average rating, 29 reviews

Escape at Seagrape

This apartment is in an ideal location Located in Beaconhill 's gated community with night security This location is special because it's only a 3 min walk away from the beautiful Simpson Bay beach located in Beaconhill and 5 min walk to Maho beach and Mullet Bay beach is 15 min walk. Just 10 min within walking distance of Restaurants, casino, supermarket,pharmacy , live music to the Maho area Unit comes with 2 beach chairs, beach umbrella and cooler bag Also private parking for my guests

Top Guest favourite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Apartment in Simpson Bay
5 out of 5 average rating, 63 reviews

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.

Guest favourite
A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.
Apartment in Simpson Bay
4.88 out of 5 average rating, 229 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Top Guest favourite
A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.
Apartment in Simpson Bay
4.96 out of 5 average rating, 212 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Guest favourite
The living area offers a spacious layout with a comfortable sofa and armchair, complemented by a wooden coffee table. Large windows display panoramic views of the lush landscape, while natural light highlights the neutral color palette and elegant decor.
Apartment in Lowlands
5 out of 5 average rating, 21 reviews

A-504 Cozy unit facing mullet beach

Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. <br><br>Welcome to our exquisite one-bedroom apartment, nestled on the fifth floor and offering stunning views of the Simspon bay Lagoon and Mullet Bay golf course. Prepare to indulge in a world of luxury and sophistication, where every detail has been meticulously designed to create an unforgettable coastal retreat.

Superhost
An open-concept studio showcases a light-filled living area featuring a comfortable white sectional sofa. To the left, a spacious bed is visible, while a kitchenette is located in the background, highlighted by blue tiled walls. A dining table for four is positioned next to a wooden cabinet.
Apartment in Maho Beach
4.89 out of 5 average rating, 108 reviews

Turtle Den YOUR Maho Escape!

Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.

Guest favourite
A dining table with colorful chairs and a large yellow umbrella is positioned on a terrace. The ocean is visible in the background, with bright blue waters contrasted by a sky featuring light clouds and distant birds.
Apartment in Lowlands
5 out of 5 average rating, 12 reviews

Penthouse Dominick

Vous serez conquis ! 3 terrasses avec une vue époustouflante sur la mer Caraibes ! Une chambre, une salle de bain. Salon avec canape lit neuf et tres confortable ! Bureau pour télétravail. Acces direct a la plage. A pieds : 2 minutes du terrain de golf. 5 minutes de la plage de Mulet Bay, avec ses boutiques, restaurants et de la vie nocturne de Maho. 2 minutes d une épicerie. 3 minutes des boutiques, restaurants et des 2 casinos de Cup Coy A 2 kilometres de l aéroport Princess

Top Guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 227 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite
Apartment in Simpson Bay
4.93 out of 5 average rating, 139 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Guest favourite
A serene view of the Caribbean Sea is captured, displaying vivid turquoise waters under a bright blue sky with fluffy white clouds. Palm trees are positioned on the left, gently swaying in the ocean breeze, complementing the tranquil beachfront setting.
Apartment in Simpson Bay
4.94 out of 5 average rating, 31 reviews

SeaWaves Beachfront 1 Brm Apt with Generator SXM

Escape to paradise in this charming 1-bedroom beachfront apartment located in the heart of Simpson Bay, Sint Maarten. Wake up to the soothing sounds of the ocean and step out onto your private balcony to enjoy stunning views of the turquoise Caribbean Sea. This bright and airy apartment features a spacious bedroom with a comfortable queen-sized bed, a fully equipped kitchen, and a cozy living area perfect for relaxing after a day of island adventures.

Guest favourite
A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Apartment in Lowlands
4.97 out of 5 average rating, 143 reviews

Cupecoy Garden Side 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Top Guest favourite
A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.
Apartment in Simpson Bay
4.99 out of 5 average rating, 89 reviews

Second Home Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

Popular amenities for Simpson Bay apartment rentals

When is the best time to visit Simpson Bay?

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Avg. price$230 AUD$244 AUD$237 AUD$215 AUD$201 AUD$201 AUD$198 AUD$185 AUD$182 AUD$174 AUD$194 AUD$237 AUD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about apartment rentals in Simpson Bay

  • Total holiday rentals

    Explore 160 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $115 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Simpson Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Simpson Bay rentals

  • 4.8 Average rating

    Simpson Bay stays are highly rated by guests—averaging 4.8 out of 5!