Vacation rentals in Simpson Bay

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Top-rated vacation rentals in Simpson Bay

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Guest favourite

Guesthouse in Simpson Bay

4.93 out of 5 average rating, 57 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.

Jun. 5 – 12

$159 CAD per night

Guest favourite

Condo in Simpson Bay

5.0 out of 5 average rating, 55 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

Mar. 21 – 28

$1,270 CAD per night

Guest favourite

Apartment in Simpson Bay

4.85 out of 5 average rating, 20 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.

May 25 – Jun. 1

$161 CAD per night

Superhost

Apartment in Simpson Bay

4.87 out of 5 average rating, 177 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.

Jun. 15 – 22

$234 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 24 reviews

The luxe 1 bedroom apt with pool

This brand new apartment is located in the best spot of the island. It is a split unit whit connecting door. You have everything right at your doorstep. Of course the gorgeous pool is right at your apartment and Kim Sha Beach is at 2 minutes walking and so is Market Garden Supermarket but also lots of restaurants, bakeries, bars, casinos etc. This is a perfect 1 bedroom apartment if you want to enjoy all of SXM. This place is great for couples, families, friends and business travelers.

Aug. 27 – Sep. 3

$214 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 171 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

Sep. 28 – Oct. 5

$417 CAD per night

Superhost

Apartment in Simpson Bay

4.93 out of 5 average rating, 99 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

Sep. 11 – 18

$311 CAD per night

Guest favourite

Apartment in Simpson Bay

4.97 out of 5 average rating, 154 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. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Jul. 24 – 31

$380 CAD per night

Superhost

Condo in Simpson Bay

5.0 out of 5 average rating, 6 reviews

Renovated 2-Level Condo @ Simpson Bay Yacht Club

This spacious and luxurious 1-bedroom 2-level condo, has been appointed with high-end Miele appliances, granite counters, rain-shower heads in both bathrooms, Stressless leather couches and Posture-pedic beds for your ultimate comfort. The main floor balcony and very private upper balcony offer gorgeous views across the lagoon to nearby marinas and mountains. Your reserved parking is steps from your door in this sought after gated community in the heart of Simpson Bay.

Aug. 12 – 19

$230 CAD per night

Guest favourite

Apartment in Simpson Bay

4.98 out of 5 average rating, 64 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.

Sep. 19 – 26

$172 CAD per night

Guest favourite

Apartment in Lowlands

4.83 out of 5 average rating, 18 reviews

The Emerald at Maho

Welcome to "Hangar 310W" , a unique and cozy condo located in the heart of Maho with views of Princess Julianna International airport. The condo is in walking distance to all the basics you need for your intended stay. Just a 5 minute walk to Maho village which is full of shops, a variety of restaurants, bars, casinos and nightclubs. The world famous Maho Beach is a 10 minute walk where you can smell the jet fuel up close and personal.

May 16 – 23

$119 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 105 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

Oct. 21 – 28

$466 CAD per night