Vacation rentals in Simpson Bay Beach

Guesthouse in Simpson Bay

A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.

4.9 out of 5 average rating, 109 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

A stretch of sandy beach is lined with gentle waves, meeting the clear turquoise water. In the background, low-rise buildings and palm trees are visible, along with distant mountains under a partly cloudy sky.

4.86 out of 5 average rating, 44 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

4.96 out of 5 average rating, 116 reviews

A large sculpture depicting a seated figure holds a bowl, surrounded by lush palm trees. In the background, sailboats are anchored in a calm body of water under a bright blue sky, enhancing the serene coastal atmosphere.

Condo in Marigot

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.

Guesthouse in Simpson Bay

A sandy beach stretches along the coastline, framed by gentle waves lapping at the shore. Lush green hills rise in the background, complemented by scattered buildings. The vibrant blue water reflects the clear sky, dotted with a few white clouds.

4.96 out of 5 average rating, 100 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

4.91 out of 5 average rating, 111 reviews

The open-concept living area features modern furniture, including a comfortable sofa and a dining table set for four. Large glass doors provide a clear view of the golf course and ocean, allowing natural light to fill the space. A stylish light fixture hangs above the dining table.

Condo in Lowlands

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

A tropical beach scene features a lone palm tree against a backdrop of clear turquoise waters and soft white sand. Light clouds float in a bright blue sky, creating a serene environment. Vegetation frames the sandy path leading to the water's edge.

4.96 out of 5 average rating, 197 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.

4.92 out of 5 average rating, 63 reviews

A serene bedroom features a spacious bed dressed in light bedding with ocean-themed decorative pillows. On either side of the bed, stylish nightstands hold lamps. Above the bed, three framed artworks depict aquatic scenes. A potted plant adds a touch of greenery to the corner.

Apartment in Maho Beach

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.

4.99 out of 5 average rating, 156 reviews

An expansive terrace features a private pool and lounging area, offering unobstructed views of the serene blue ocean and nearby sailboats. The space is surrounded by greenery, creating a tranquil outdoor environment for relaxation.

Loft in Marigot

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

An outdoor living area is highlighted by a dining table with four chairs, accompanied by a cozy built-in bench adorned with decorative pillows. Lush palms and vibrant greenery frame the view of the beach, while sunlight filters through the breezy overhead fan.

5 out of 5 average rating, 206 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

A relaxing terrace is featured, overlooking the turquoise waters and lined with tropical foliage. Two comfortable seated chairs are positioned invitingly, beside a small table adorned with flowers. Nearby, sailboats can be seen gently swaying in the distance against the calm sea.

4.93 out of 5 average rating, 123 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

4.9 out of 5 average rating, 204 reviews

Condo in Maho

Serene Oasis: 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, at your fingertips!

Guest suite in Simpson Bay

4.82 out of 5 average rating, 212 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

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Popular amenities for Simpson Bay Beach vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Simpson Bay Beach

A spacious bedroom features a large bed adorned with crisp linens and neatly arranged towels. Floor-to-ceiling glass doors offer views of a serene blue ocean, while sunlit access to a private terrace is provided. A comfortable chair and a tasteful rug complete the inviting space.

5 out of 5 average rating, 35 reviews

Le Papillon -Modern, beachfront, 550sq. ft terrace

CandaceRating, 5 stars2 weeks ago

My fiancé and I thought this was the PERFECT space for a romantic getaway! The ocean and beach views were absolutely breathtaking. We enjoyed the private beach access. The unit is even more beautiful in person! Simona was very accommodating. Would definitely stay here again!

A private verandah features a comfortable seating arrangement with wicker-style chairs and a low table. Beyond large sliding glass doors, an inviting interior area can be seen. The expansive ocean view showcases calm blue waters and a cloudy sky, creating a serene atmosphere.

Home in Indigo Bay

4.77 out of 5 average rating, 156 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars6 days ago

Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.

Apartment in SAINT MARTIN

A spacious terrace is seen, furnished with a light-colored sectional sofa and two sun loungers. The view reveals a sandy beach leading to calm, turquoise waters under a clear sky. Tropical plants frame the space, enhancing the serene beachfront setting.

5 out of 5 average rating, 11 reviews

Nouveau un Paradis sur la plage !

TracyRating, 5 stars2 weeks ago

This villa we stayed in was very clean and as described. Very peaceful for the most part - we heard the neighbors a few times but not too bad. What we especially liked was the proximity to the beach/water - right outside our door basically. Also within walking distance of a grocery store, great restaurants, and a very good bakery for breakfasts especially! I would recommend this place!

4.88 out of 5 average rating, 24 reviews

Apartment in Lowlands

Ocean&airport view condo,walk to beach, pool&gym

BrandonRating, 5 stars1 week ago

Super responsive and friendly host. Will definitely stay here again!!!

4.9 out of 5 average rating, 48 reviews

A serene view captures tropical palm trees swaying gently beside a tranquil pool. The vibrant turquoise water of Simpson Bay glistens under a bright sky, with distant views of beachside buildings enhancing the coastal ambiance.

Condo in Simpson Bay

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!

TinaRating, 5 stars3 weeks ago

We enjoyed our stay at Encanto. Rakhi was a very informative and she responded quickly to any questions we had. Gordon, the property manager, gave us instructions on the unit when we arrived. Rakhi provided recommendations which were helpful. The condo was very spacious and the balcony was large with a beautiful view. Our favorite restaurant was Palapa which was within walking distance (we ate there twice). The breakfast at the Yellow Sub in Orient Beach was delicious - best croissants. Carrefour was a great place to get provisions for the week and were reasonably priced. Every place took American dollars but only a few took American Express. We highly recommend spending a day at Pinel Island - Karibuni has chairs, umbrellas and cold beer!! The UnderSXM snorkel tour was really interesting. We rented a car to explore the island and the drivers are crazy so be careful - lol.

4.67 out of 5 average rating, 18 reviews

Pearl by the beach Cozy Studio - Unit 6

CallisteRating, 5 stars2 months ago

I stayed here for one week and the property is amazing. Very clean and comfortable accommodation. Host was extremely responsive. Lovely location, I would highly recommend.

4.96 out of 5 average rating, 24 reviews

An airplane approaches for landing over a calm beach with clear turquoise waters. A sandy shore is visible where beachgoers can be seen enjoying the sun, while rocky formations line the coast. A bright blue sky dotted with fluffy white clouds adds to the vibrant scene.

Apartment in Lowlands

Villa Spice For Life SXM 2

MarleyRating, 5 stars2 weeks ago

Amy was very accommodating and was quick to respond. The home is close to Maho Beach, the airport, and one of the ferry docks to Anguilla. We appreciated the extra snacks and toiletries. Thank you for the amazing hospitality.