Tradewinds at Simpson Bay | Condo in Simpson Bay

Q: How much does it cost per night to stay in Tradewinds at Simpson Bay?

Best-rates for the Tradewinds at Simpson Bay starts from $220 per night with includes Air Conditioner, Pool, TV, View, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Bedding/Linens, Entertainment, Child Friendly, Internet, Kitchen, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

| 9.6 (49 Reviews) | 1 Bedroom 1 Bathroom 2 Guests

Simpson Bay Condo | Tradewinds at Simpson Bay

1 Bedroom Condo in Simpson Bay

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and a dishwasher, as well as free WiFi and a Smart TV. Other amenities include towels, kitchenware and utensils, an ironing board, and a safe.

Unique Amenities

Air Conditioner
Pool
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Bedding/Linens
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in Check-in start time: 2:00 pm; check-in end time: 10:00 pm minimum check-in age: 15

Check-out Check-out before 10:30 am

Child Policy Children are welcome.

Pet Policy Pets not allowed

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip 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 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 this property reserves the right to pre-authorize the guest's credit card prior to arrival.

23 Simpson Bay Road, Simpson Bay, Sint Maarten

What Our Guests say 500 + Reviews

Apr 21, 2026 09:01:22 PM

Summary: 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

randy

Apr 17, 2026 06:04:41 AM

Summary: It was a clean and nice place.

Joseph

Apr 13, 2026 11:15:00 AM

Summary: 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

Niariah

Mar 31, 2026 08:57:39 AM

Summary: Beautiful ocean view ! Clean & managed very well. Excellent convenient location .

Susan

Mar 21, 2026 09:27:51 AM

Summary: 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!

Catherine Ann

Mar 2, 2026 10:54:48 PM

Summary: Fairly nice property with a great view of the ocean. Unparalleled access to restaurants, shopping, etc.

Aja

Feb 20, 2026 10:15:39 PM

Summary: 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.

PEGGY

Feb 19, 2026 09:12:51 PM

Summary: Friendly staff clean room and common areas

Shaniefa

Dec 29, 2025 08:15:22 PM

Summary: 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.

Rene

Dec 6, 2025 01:45:00 AM

Summary: 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.

Sabina

FAQ's

Is this Tradewinds at Simpson Bay pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Tradewinds at Simpson Bay have a swimming pool?

Yes, this Tradewinds at Simpson Bay has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Tradewinds at Simpson Bay?

Best-rates for the Tradewinds at Simpson Bay starts from $220 per night with includes Air Conditioner, Pool, TV, View, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Bedding/Linens, Entertainment, Child Friendly, Internet, Kitchen, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Tradewinds at Simpson Bay a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Tradewinds at Simpson Bay wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Tradewinds at Simpson Bay has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Tradewinds at Simpson Bay?

Based on the information reported by the owner or manager, the Tradewinds at Simpson Bay indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Tradewinds at Simpson Bay?

Based on the information reported by the owner or manager, details for the cancellation policy for the Tradewinds at Simpson Bay are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Nightly rates from:

US $220

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