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Apartment
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Tradewinds at Simpson Bay

Sint Maarten, Sint Maarten

The Fun Awaits

Guests Like the Location
Guests Like the LocationThe location was rated 4.8 by the guests who stayed here.

Reviews

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4.8/5
FantasticFrom 20 reviews
5.0/57 May 2026
Laporsha • Trip with Friends
Attentive staff, clean, accommodating
5.0/522 Apr 2026
Gina
great staff ....location location location close to everything great dinner spot next door secrets restaurant ..accessible to everything ! 5 minutes drive from airport !!!! definitely can't wait to go back
5.0/521 Apr 2026
randy • Family Trip
We did 4/17-4/20. Location to all most everything night life bar food next door to the secret restaurant food is really good there.the ocean view is great in the morning n sunset. Walk out of your room to the pool
5.0/516 Apr 2026
Joseph • Family Trip
It was a clean and nice place.
5.0/513 Apr 2026
Niariah
It was a perfect location with an ocean view. Near the lively strip of restaurants and bars. A perfect spot for 1st timers because it is impossible to get lost. Everything in the unit was operational and comfortable. We had no issues with our stay
5.0/531 Mar 2026
Susan
Beautiful ocean view ! Clean & managed very well. Excellent convenient location .
5.0/521 Mar 2026
Catherine Ann • Trip with Friends
Our stay at Tradewinds Resort in Simpson Bay, Sint Maarten was absolutely incredible. From the moment we arrived, the hosts made us feel completely welcome but we especially have to give a huge shoutout to Hugo. He was truly exceptional. Hugo went above and beyond in every way possible. He was incredibly friendly, attentive, and always ready to help with anything we needed. Whether it was recommendations, assistance around the property, or just making sure we were comfortable, he made our entire experience that much better. The property itself was spotless and beautifully maintained. Everything was clean, comfortable, and thoughtfully prepared for guests. You can tell a lot of care goes into keeping the resort in top condition. Between the amazing hospitality especially from Hugo and the pristine accommodations, this was easily one of the best stays we’ve had. We highly recommend Tradewinds Resort and would absolutely return without hesitation!
5.0/519 Feb 2026
Shaniefa • Trip with Friends
Friendly staff clean room and common areas
5.0/529 Dec 2025
Rene • Family Trip
Nice appartment with amazing view. The sound of the wave was so relaxing. The kitchen is well equiped so we prapared our breakfast and had a few takeout.
5.0/55 Dec 2025
Sabina • Couple Trip
Wonderful place to stay. Hugo being on site was very nice who went above and beyond plus the owner Adrian stepped when we had a power outage. We 100% recommend this place and can't wait to return.
5.0/526 Nov 2025
Laercio • Couple Trip
O espaço interno do apartamento é ótimo, a limpeza impecável, a gentileza e prestatividade do Sr. Hugo fez toda a diferença para tornar nossa estadia muito agradável, com certeza iremos voltar neste estabelecimento.
5.0/514 Nov 2025
hanan
This place is amazing. Great price. Super helpful and flexible owner and staff. They truly did everything to help and make my stay perfect. The room was clean. The bed was very comfortable. There's beautiful sunset view from this property. Great seafood restaurant next door. I'll definitely be back. 10 out of 10
5.0/521 Jul 2025
Andreas • Couple Trip
We enjoyed the stay to the fullest
5.0/519 Apr 2025
David • Couple Trip
This is a great vacation spot in Simpson Bay. My wife and I celebrated our 25th here. The location and views are perfect. Walking distance to everything Simpson Bay and a great starting point for the whole island ( you need a car). Accommodations are as they look in the photos and the owners are attentive to all needs. Fully recommend. You won’t go wrong.
5.0/519 Apr 2025
Anette • Couple Trip
This was our second year at Tradewinds and won’t be our last. Love staying here. Peaceful, relaxing and love just watching the boats and hearing the waves. Near everything but not bothered by large groups. Love this place.
5.0/515 Apr 2025
Manpreet • Couple Trip
Was an amazing stay definitely recommend this place !
5.0/524 Mar 2025
David • Solo Trip
I was staying for two days of business. But the apartment is very well located on Simpson bay. Close to the beach, shops, bars and restaurants.
4.0/520 Feb 2026
PEGGY • Couple Trip
This was a great stay, in the middle of everything and walking distance to all restaurants. The room was clean will stay here again and I do recommend.
4.0/517 Nov 2025
Mathias Juul • Couple Trip
Lejligheden var rummelig med smuk udsigt og et dejligt udemiljø. Dog var internettet ubrugeligt.
3.0/52 Mar 2026
Aja • Trip with Friends
Fairly nice property with a great view of the ocean. Unparalleled access to restaurants, shopping, etc.

Location

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23 Simpson Bay Road, Simpson Bay, Sint Maarten, SX
All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Check-in Procedure
Check-in2:00 PM-10:00 PM
Check-out10:30 AM

  • Extra-person charges may apply and vary depending on property policy
  • Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
  • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
  • This property accepts credit cards and cash
  • This property reserves the right to pre-authorize the guest's credit card prior to arrival.
  • Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
  • Host has indicated there is a smoke detector on the property
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
  • This property is professionally cleaned

There is no front desk at this property. To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation. Guests must contact the property in advance for check-in instructions. Guests can access their accommodation through a private entrance. Information provided by the property may be translated using automated translation tools.

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Want to check in early? Fill out the Special Requests form on the booking page.

More Policies
  • The property is professionally cleaned.

About Tradewinds at Simpson Bay

Tradewinds at Simpson Bay Location
When you stay at Tradewinds at Simpson Bay in Simpson Bay, you'll be on the beach, within a 10-minute drive of Mullet Bay Beach and St. Martin Beaches. This beach condo is 2.9 mi (4.7 km) from Maho Beach and 5.9 mi (9.5 km) from Grand Case Beach.

Tradewinds at Simpson Bay Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Tradewinds at Simpson Bay Rooms
Make yourself at home in one of the 10 individually decorated guestrooms, featuring kitchens with refrigerators and dishwashers. 32-inch Smart televisions with Netflix provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include safes and irons/ironing boards.

Room Type and Price

Wed, 12 Aug 2026 - Thu, 13 Aug 2026 (1 night)
1 Room, 1 Adult, 0 Children