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.

4.91 out of 5 average rating, 108 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.

4.97 out of 5 average rating, 86 reviews

A modern beach home is visible, positioned on the sandy shore. The expansive deck features lounge chairs and a shaded area, surrounded by tropical greenery. The entrance to the house is marked by wooden steps leading up to sliding glass doors, providing a seamless connection to the beach.

Condo in Simpson Bay

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

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, 42 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.

A tranquil stretch of sandy beach is bathed in sunlight, bordered by gentle turquoise waves. Lush palm trees line the shore, with distant buildings visible against a backdrop of blue sky and scattered clouds. The beachfront invites leisurely walks or relaxing moments by the water.

4.87 out of 5 average rating, 207 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.

Guesthouse in Simpson Bay

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

A sunlit terrace offers a scenic view of the ocean, framed by walls painted in soft turquoise. A dining table is set for four, accompanied by two lounge chairs. Colorful patterned rugs add warmth to the space, enhancing the coastal ambiance.

5 out of 5 average rating, 4 reviews

Ocean Edge Blue Water Beach condo. Newly renovated

Absolutely gorgeous condo with a spacious bedroom and bathroom on the 2nd floor of a luxury building in the heart of Simpson Bay. Which is one of the best beaches on the island. Enjoy the pristine white beach and 50 shades of Blue right in front of you (direct beach access). The large open concept floor plan area features a dining area and a living room with a beach overlooking terrace. Additional features include a full kitchen, a TV in living room, in unit washer and dryer, and WiFi.

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.

An outdoor seating area is showcased, featuring a cushioned bench adorned with decorative pillows. The space opens to a sunlit deck with lounge chairs, offering views of palm trees and the turquoise waters of Simpson Bay.

5 out of 5 average rating, 205 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 modern living area features a comfortable gray sofa and unique wooden coffee table. Natural light filters through the open shutters, revealing views of the turquoise water outside. A ceiling fan enhances airflow, and decorative elements add a touch of charm.

4.93 out of 5 average rating, 121 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

4.96 out of 5 average rating, 113 reviews

A private terrace features a round table and chairs, offering a view of the tranquil Caribbean beach and clear blue waters. Palm trees gently sway in the foreground, providing a serene backdrop to the picturesque shoreline and distant rocky outcrops.

Condo in Marigot

"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.

4.94 out of 5 average rating, 16 reviews

A vibrant pool area is surrounded by palm trees and a thatched-roof bar, with guests enjoying the water. The bright blue pool contrasts with the clear sky, creating a relaxed atmosphere near the waterfront.

Apartment in Cole Bay

Beachfront Royal Palm 1-BR

This one-bedroom unit is located on the 4th floor of the Royal Palm Hilton Vacation Club in Simpson Bay, St Maarten. This property boasts direct beach access and stunning ocean views! Inside you’ll find a spacious open-plan living area with a pull out sofa, and the modern kitchen is fully equipped. Situated in the heart of it all, close to restaurants, bars & nightlife! Please note: The Royal Palm requires a $250 refundable security deposit at check-in.

The private balcony offers a direct view of the turquoise Caribbean Sea, framed by glass railing. A round table with chairs is positioned against the backdrop of the water and blue sky, with a small potted plant adding a touch of greenery.

4.93 out of 5 average rating, 14 reviews

SeaWaves Beachfront 1 Brm Apt with Generator

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.

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Popular amenities for Simpson Bay Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Simpson Bay Beach

4.92 out of 5 average rating, 37 reviews

Home in Pic Paradis

Newly Renovated! Villa Paradis - A jungle getaway.

SarahRating, 5 stars3 months ago

Our stay was nothing short of amazing!! Easily the best Airbnb we’ve ever stayed in. The views (especially at sunset) are gorgeous, the house is very well maintained and comfortable, and Hugh/Tess were quick to respond to any questions we had. Like everyone else says, we were so sad to leave at the end.

5 out of 5 average rating, 31 reviews

An open-concept living area features a spacious dining table surrounded by rattan chairs. A comfortable sofa and large flat-screen TV are present. Soft natural light fills the room through expansive glass sliders, showcasing stunning ocean views and a bright, inviting space.

Home in Sint Maarten

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

KirstenRating, 5 stars3 days ago

This property was absolutely breathtaking. The home looked better in person. Very clean, accessible to most attractions and a beautiful quiet neighborhood. 10/10 experience we will definitely come back!

4.86 out of 5 average rating, 29 reviews

Home in Cole Bay

Luxury, Villa Panoramic Sea Views, Pelican Key

EphraimRating, 5 stars12 months ago

We had an amazing time staying in Mike's home. The house itself is clean, safe, and a perfect place to relax in the pool with a view. Michael was a great communicator leading up to the trip and gave us fantastic recommendations. Once we arrived, Peaches was there for us in everyway, constantly responsive to our questions and even picked up a lost item from a taxi for us! My biggest recommendation if you stay here is to rent a car, the house is a bit further back in a neighborhood ( makes for a nice and quiet area) but pretty difficult if you would like to walk anywhere. There are restaurants and bars just a few minutes away a long with a number of grocery stores. Driving to both Marigot and Phillipsburg only took around 15-20 minutes depending on traffic, so the house was in a great location to get around the island. Would absolutely stay there again.

4.83 out of 5 average rating, 69 reviews

A terrace view showcases a sparkling infinity pool framed by lush greenery. Beyond, the expansive blue bay is visible under a clear sky. A fruit bowl, featuring bananas and pineapples, sits on a nearby table, adding a refreshing touch to the outdoor space.

Villa in Orient Bay

Villa Allamanda, sublime view, heated jacuzzi

TanyaRating, 5 stars5 months ago

Absolutely perfect even better than the photos . Excellent location . Dominique is on site and was absolutely amazing and quick if we needed anything and super nice . Hot tub was warmed for the evenings . Nice and private can’t say enough about this property and hosts . Will definitely stay again . Outstanding . Thank you for hosting our family .

4.96 out of 5 average rating, 46 reviews

A panoramic view of the southeastern coastline featuring calm turquoise waters and a distant hillside. Boats are anchored in the harbor, with the outlines of the shore and hills providing a tranquil backdrop under an overcast sky.

Villa in Little Bay

Sugarbird Nest: Sunrise Ocean Views | Great Bay

BrendaRating, 5 stars3 months ago

Sugarbird Nest was an absolutely wonderful place to stay. During our 2 week holiday Ariana was always available to offer suggestions on places to visit on the island, and restaurants to eat. We really enjoyed walking into Philipsburg and watching the cruise ships come and go. Our view of Great Bay and Divi Little Bay was wonderful. Fiona and Bobby were great animals “hosts” as well. The pictures shown are exactly like it is, and the space was bigger than we expected. There were so many great amenities. We highly recommend this Airbnb. We will be back.

5 out of 5 average rating, 13 reviews

Home in Little Bay

5B Oceanview villa near Philipsburg

SafiyaRating, 5 stars3 weeks ago

This home was absolutely lovely. The place was very clean and spacious. The view on the hill is beautiful. In addition the manager of the property, Anil helped us out a couple times. He was never more than 10 min away and was very friendly/ informative. I would stay here again on my return.

Villa in Lower Prince's Quarter

5 out of 5 average rating, 27 reviews

Mountain View

RonequaRating, 5 stars1 month ago

Soo nice had to do it twice! Would definitely recommend!