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Vacation rentals in Simpson Bay

Vacation rentals in Simpson Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Simpson Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Simpson Bay Beach Apartment. Roof deck. Ocean View
    SUPERHOSTEntire guest house · 4 guests · 1 bed · 1 bathroom
    Simpson Bay Beach Apartment. Roof deck. Ocean View

    Modern 1 bedroom luxury apartment detached from the main house. Marble floors throughout. All stainless appliances in full size kitchen. Granite counter top. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Newly opened private roof deck with 360° views. Beach chairs, beach towels umbrella, coolers, snorkel and masks. Parking right outside your entry gate.

    What guests are saying:

    “This is a wonderful place to stay if your visiting. It is very clean especially the bathroom. The kitchen has all the gadgets that you would need. The rooftop and balcony is a great place to lounge if you are not feeling the beach. There is this walk way what is direct access to the beach literally in ten steps from the apartment. The beach by the apartment was actually our favorite even though we made our way to pinel island and orient bay. The water was the bluest and the sand was soft and untouched. It’s like a private beach with a few others who are our neighbors. Mark is the best host he responded really quickly and is very helpful it made us feel like home. Thank you Mark for everything! We will sure come back and your place is the place to stay.”

  • The Beach House Apartment
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1.5 bathrooms
    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, kayak and paddle boards to complete beach side experience Amenities include free WIFI, full kitchen, king size bed, beach chairs, umbrella's and much more

    What guests are saying:

    “If you get the chance, booking the beach house is something you have to do. Having researched many resorts and other Airbnb’s in the area, this seemed to have everything we would want and need and not were we not disappointed. Not only were Roel and his wife amazing hosts (even got my GF a balloon and bottle of champagne for her birthday) but like many other have said, the photos do not do this place justice. You are literally 25 feet from aqua blue ocean waters. The deck is perfect for those who want to relax, take frequent swims in the ocean, and just enjoy the sunshine. The place is also well maintained, with a decent sized kitchen and king sized bed. For those wanting a wonderful place to spend a vacation in paradise, this is the spot, no need to look anywhere else.”

  • Oceans edge condo Last minute deals
    SUPERHOSTEntire apartment · 3 guests · 1 bed · 1.5 bathrooms
    Oceans edge condo Last minute deals

    Location , Location Location ! You can not get any closer to the ocean then in this cliff side apartment with views of the turquoise ocean from every room and the glowing lights of Simpson bay by night. This newly renovated apartment has everything you need for a dream vacation to St Maarten. Just steps from Simpson bay beach and a 5 minute walk to the world famous Maho Beach where you can see the planes take off and land. There are plenty of restaurants, bars,casinos within walking distance.

    What guests are saying:

    “This place is a gem. We stayed here for 7 days in February and enjoyed every minute of it. The location is prime with close walking distance to numerous beaches, grocery stores, restaurants, shopping and the airport. It is tucked away in a quiet, safe neighbourhood and gives you the feeling of truly living like a local. The sea views from the condo are incredible. We have travelled to numerous Carribean countries and nothing compares to the sea breeze that floats through the home, and the sound of waves crashing against the rocks and the smell of the fresh salt water. I recommend to wake up early and watch the sunrise from the couch over the coast. We rented a Jeep and explored the entire island for a couple days. We mutually agreed Jean’s place is in the best location on the island and the best value for the price. We spent a lot of time in the condo as you feel you are still surrounded by nature and enjoying the scenery even from the kitchen. It was refreshing to take a break from the sun but still watch the sailboats and mega yachts out the open windows bob over the waves. The views from the rooftop are 180 ocean and island view, incredible for pictures. We never used the pool as were swim-in-the-ocean kind of people but on hot days the convenience to dip in and cool off is reassuring. Jean was wonderful to deal with with quick responses to questions and great local recommendations. We felt we had the whole place to ourselves which was nice but if we needed assistance Jean would be there within a minute. The wifi works great and we appreciated the already programmed Netflix. This island is breathtaking, the weather was awesome, and we will definitely return one day in the future. I would recommend this home to anyone!”

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Popular amenities for Simpson Bay holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Simpson Bay

TOP OF THE ART PENTHOUSE - 4560 sq. feet of luxury
SUPERHOSTEntire flat
TOP OF THE ART PENTHOUSE - 4560 sq. feet of luxury
Price:$ 778 SGD / night
On the Beach!
SUPERHOSTHotel room
On the Beach!
Price:$ 167 SGD / night
EDEN ROCK - Lovely 2 bedroom 2-1/2 bathroom condo
SUPERHOSTEntire apartment
EDEN ROCK - Lovely 2 bedroom 2-1/2 bathroom condo
Price:$ 207 SGD / night
White Sands Tropical Garden
SUPERHOSTPrivate room
White Sands Tropical Garden
Price:$ 118 SGD / night
MAHO,La Terrasse 2 BDR SUITE, SLEEPS 6, WIFI, POOL
SUPERHOSTEntire apartment
MAHO,La Terrasse 2 BDR SUITE, SLEEPS 6, WIFI, POOL
Price:$ 188 SGD / night
Blue Sky 1 bedroom  in the middle of Simpson Bay
SUPERHOSTEntire flat
Blue Sky 1 bedroom in the middle of Simpson Bay
Price:$ 174 SGD / night
Reina’s Chateau St. Maarten SXM
Entire apartment
Reina’s Chateau St. Maarten SXM
Price:$ 207 SGD / night
FIG Paradis, ocean front personal pool and jacuzzi
SUPERHOSTEntire flat
FIG Paradis, ocean front personal pool and jacuzzi
Price:$ 209 SGD / night
A great surprise 1 bedroom up to 3 persons
SUPERHOSTEntire flat
A great surprise 1 bedroom up to 3 persons
Price:$ 124 SGD / night
Your private floating apartment
SUPERHOSTBoat
Your private floating apartment
Price:$ 196 SGD / night
Five Star Luxury Beachfront Condo Private Hot Tub
SUPERHOSTEntire apartment
Five Star Luxury Beachfront Condo Private Hot Tub
Price:$ 556 SGD / night
Indigo Sweet
SUPERHOSTEntire guest suite
Indigo Sweet
Price:$ 209 SGD / night
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