See all properties
Entire condo

Tradewinds at Simpson Bay

3.5 star property
Condo on the beach, with outdoor pool

Choose dates to view prices

Photo gallery for Tradewinds at Simpson Bay

Exterior
UNIT 7 | In-room safe, individually decorated, individually furnished
UNIT 7 | Living area | Smart TV, Netflix, streaming services
UNIT 4 | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils
View from property

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Air conditioning
  • Kitchen
  • Outdoor Space
  • Free WiFi

Explore the area

Map
23 Simpson Bay Road, Simpson Bay, Sint Maarten
  • Simpson Bay Beach
    ‪4 min walk‬
  • Flamingo Beach
    ‪3 min drive‬
  • Maho Beach
    ‪11 min drive‬
  • Philipsburg (SXM-Princess Juliana Intl.)
    ‪13 min drive‬

Book today, save on your next hotel stay

It's that easy when you're a member of Orbitz Rewards. It's free to join!

Room options

View all photos for UNIT 2

UNIT 2 | Beach/ocean view

UNIT 2

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for UNIT10

UNIT10 | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils

UNIT10

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
  • 1 King Bed and 1 Double Sofa Bed

View all photos for UNIT 9

UNIT 9 | Private kitchen | Fridge, dishwasher, cookware/dishes/utensils

UNIT 9

  • Studio
  • 1 bathroom
  • Ocean view
  • Sleeps 2
  • 1 King Bed

View all photos for UNIT 1

UNIT 1 | Living area | Smart TV, Netflix, streaming services

UNIT 1

  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 1 King Bed, 2 Twin Beds and 1 Double Sofa Bed

View all photos for UNIT 8

UNIT 8 | In-room safe, individually decorated, individually furnished

UNIT 8

  • 1 bedroom
  • 1 bathroom
  • Ocean view
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for UNIT 7

UNIT 7 | In-room safe, individually decorated, individually furnished

UNIT 7

  • 1 bedroom
  • 1 bathroom
  • Ocean view
  • Sleeps 3
  • 1 King Bed and 1 Double Sofa Bed

View all photos for UNIT 6

UNIT 6 | Beach/ocean view

UNIT 6

  • 2 bedrooms
  • 1 bathroom
  • Ocean view
  • Sleeps 5
  • 1 King Bed, 2 Twin Beds and 1 Double Sofa Bed

View all photos for UNIT 5

UNIT 5 | Courtyard view

UNIT 5

  • Studio
  • 1 bathroom
  • Sleeps 3
  • 1 King Bed and 1 Double Sofa Bed

View all photos for UNIT 4

UNIT 4 | Courtyard view

UNIT 4

  • Studio
  • 1 bathroom
  • Sleeps 2
  • 1 King Bed

View all photos for UNIT 3

In-room safe, individually decorated, individually furnished

UNIT 3

  • 1 bedroom
  • 1 bathroom
  • Ocean view
  • Sleeps 3
  • 1 King Bed and 1 Double Sofa Bed

About the neighborhood

Simpson Bay

Located within a 5-minute walk of Simpson Bay Beach, Tradewinds at Simpson Bay is within a 15-minute stroll of Kim Sha Beach. This 10-room, 3.5-star condo building has in-room conveniences like kitchens, private yards, and refrigerators.
View more Condo Rentals in Simpson BayOpens in a new window

What's nearby

  • Simpson Bay Beach - 4 min walk - 0.2 miles
  • Kim Sha Beach - 10 min walk - 0.6 miles
  • Flamingo Beach - 3 min drive - 1.2 miles
  • Hollywood Casino - 3 min drive - 1.2 miles
  • Maho Beach - 11 min drive - 2.7 miles

Getting around

  • Princess Juliana Intl. Airport (SXM) - 13 min drive

Restaurants

  • ‪Buccaneer Beach Bar - ‬17 min walk
  • ‪SkipJack Restaurant - ‬9 min walk
  • ‪Topper's Restaurant & Bar - ‬12 min walk
  • ‪McDonald's - ‬6 min walk
  • ‪Red Piano - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Tradewinds at Simpson Bay

Condo on the beach, with outdoor pool
An outdoor pool and free WiFi in public areas are features at Tradewinds at Simpson Bay.
Each condo is individually decorated and features a kitchen with a refrigerator and a dishwasher. Guests can expect free WiFi and a 32-inch Smart TV with Netflix. Other standard amenities include a private yard, a safe, and an ironing board.
Recreational amenities at the condo include an outdoor pool.

Languages

English, Spanish

Similar properties

Outdoor pool, sun loungers

Hilton Vacation Club Flamingo Beach St. Maarten

  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
9.0 out of 10, Wonderful, 1,005 reviews
The price is $133
includes taxes & fees
$127 per night
May 11 - May 12
Hilton Vacation Club Flamingo Beach St. Maarten

Property amenities

Beach

  • On a white sand beach

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • No onsite parking available

Kitchen

  • Cookware, dishware, and utensils
  • Dishwasher
  • Refrigerator

Bedrooms

  • Bedsheets provided

Bathroom

  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 32-inch smart TV
  • Netflix
  • Streaming services

Outdoor areas

  • Yard

Laundry

  • Laundry detergent

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Safe

Location highlights

  • Near the ocean
  • On the waterfront

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • 10 units
  • Individual decor
  • Individual furnishings

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

Special check-in instructions

There is no front desk at this property
Guests must contact the property in advance for check-in instructions; access will be through a private entrance
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation

Access methods

Private entrance

Pets

  • This property doesn't allow pets

Property payment types

Important information

You need to know

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 is professionally cleaned
  • Check-in: 2:00 PM
  • Check-out: 10:30 AM
  • Minimum check-in age: 15

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • No parking is available onsite.
  • This property accepts credit cards and cash.
  • This property reserves the right to pre-authorize the guest's credit card prior to arrival.
  • Onsite safety features include a smoke detector.
  • The property is professionally cleaned.

Additional information about polices, regulations, and more:

  • There are no elevators.

National rating

This property does not have a Sint Maarten Tourist Board rating. For the benefit of our customers, we have provided a rating based on our rating system.

Property is also known as

Tradewinds At Simpson Simpson
Tradewinds at Simpson Bay Condo
Tradewinds at Simpson Bay Simpson Bay
Tradewinds at Simpson Bay Condo Simpson Bay

Frequently asked questions

Is free cancellation available at Tradewinds at Simpson Bay?

Tradewinds at Simpson Bay offers free cancellation on some room rates. For specific requirements, look at the cancellation policy on our site.

What can I see close to Tradewinds at Simpson Bay?

This condo is located in Simpson Bay, a short 4-minute walk from Simpson Bay Beach and also 10 minutes on foot from Kim Sha Beach. You'll also find Maho Beach and Mullet Bay Beach within a short drive.

Is parking available on site at this condo?

No, this condo doesn't offer parking.

Does Tradewinds at Simpson Bay include a casino on the premises?

No, Tradewinds at Simpson Bay doesn't have a casino.

Will I find an indoor pool at Tradewinds at Simpson Bay?

No, this condo doesn't have an indoor pool; however, there is an outdoor pool.

What will couples enjoy most about a stay at Tradewinds at Simpson Bay?

Amenities that appeal to couples at this beachfront condo include a kitchen and Netflix in each condo unit with some featuring ocean views.

Are there hot tubs at Tradewinds at Simpson Bay?

No, this condo doesn't have a spa tub.

Does Tradewinds at Simpson Bay feature a restaurant that includes a breakfast menu?

No, Tradewinds at Simpson Bay doesn't have a restaurant that serves breakfast.

Will Tradewinds at Simpson Bay allow pets to stay for free?

No, pets aren't allowed at Tradewinds at Simpson Bay.

Does this condo have connecting rooms?

No, this condo doesn't feature connecting guestrooms.

How far is the airport from Tradewinds at Simpson Bay?

The closest major airport to Tradewinds at Simpson Bay is Princess Juliana Intl. Airport (SXM), which is 2.7 mi away (13 minutes by car). Another top airport is Grand Case (SFG-L'Esperance), which is located 8.3 mi away (28-minute drive).

Are there rooms with balconies at Tradewinds at Simpson Bay?

Yes, some condo units at this condo offer a porch where guests can enjoy ocean or garden views.

Tradewinds at Simpson Bay Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 22 out of 27 reviews
Rating 8 - Good. 3 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 1 out of 27 reviews

9.4/10

Cleanliness

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Matthew

Liked: Cleanliness, property conditions & facilities
Very nice host with incredibly fast responses to questions. I would stay there again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Christie

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 4 nights in Jan 2025

10/10 Excellent

Cristian

Liked: Cleanliness, amenities, property conditions & facilities
The property management was very hospitable (Hugo).
Stayed 2 nights in Jan 2025

8/10 Good

Brian, Cameron

Liked: Cleanliness, property conditions & facilities
Well cared for, and though out, interesting location, cooperative and helpful landlords, I would use this location on another list to island.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jeroen

Liked: Cleanliness, property conditions & facilities
Very beautiful place. And walking distance from restaurants and bars. Street itself is not great though.
Stayed 3 nights in Dec 2024

10/10 Excellent

ROGER IVAN

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Hotel was super good, Hugo is a manager of the property He was excellent person, helpful and kind, thanks Hugo for make us feeling as We are at home, hotel was nice, quiet very clean and in my next stay in St. Martin, for sure I’ll be back to Tradewinds. I recommend this Hotel.
Stayed 3 nights in Nov 2024

10/10 Excellent

Roosgini

Liked: Cleanliness, amenities, property conditions & facilities
It’s beautiful and all the restaurants are across the way!
Stayed 3 nights in Sep 2024

10/10 Excellent

Akima

Traveled with partner, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay
Stayed 5 nights in Apr 2024

10/10 Excellent

Tamika

Traveled with partner, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Thoroughly impressed!!!!! Modern furnishings comfortable clean space, the restaurant next door has amazing food and drinks Leo and Nita were so hospitable. The ambiance the views everything was spectacular it really feels like a home away from home. The owners communicated well and were very hospitable . This is a hidden gem I will definitely be back
Stayed 5 nights in Apr 2024

10/10 Excellent

Sonica

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
Tradewinds Apartments is at a location where basically everything this accessible. Communication with the staff was warm and easy going.

10/10 Excellent

Nicole

Stayed 6 nights in Feb 2024

10/10 Excellent

Antoine

Liked: Cleanliness, amenities, property conditions & facilities
Very drop was the view and the space was amazing
Stayed 2 nights in Mar 2024

8/10 Good

Elijah

Liked: Cleanliness, room comfort
Stayed 2 nights in Feb 2024

6/10 Okay

Rosanna

Stayed in unit 4 which was a cozy garden view studio. The unit was nice, however there were certain minor things that require updating. The trash can in the bathroom was very rusty as was the coffee maker and kettle. There was a hole in the bathroom ceiling and a few cracks and chipping paint throughout the unit. Overall my stay was comfortable. I would give the property another try but book a different unit with an ocean view.
Stayed 3 nights in Jan 2024

10/10 Excellent

Mark

Stayed 2 nights in Dec 2023

10/10 Excellent

Anthony

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
Michael was a great host. Went above and beyond when we arrived. Responded quick to any questions or concerns. Highly recommend.
Stayed 3 nights in Dec 2023

2/10 Terrible

PatrickDriscoll, Chicago

Traveled with group
We never received an actual address went to two other locations with the same name and after an hour and a half had to find another hotel. The phone number given was not answered. Someone indicated that a physical address was provided back in September. I just looked for it and cannot find it. More importantly is that no one answered the phone number nor returned our call to locate the little known hotel. Subsequent emails and one received that changed our room did not include the actual address and provided a phone number that was not being attended.
Stayed 1 night in Oct 2020

10/10 Excellent

Gerd, Berlin

Traveled with partner
Liked: Amenities, property conditions & facilities
Personal ist sehr freundlich und flexibel 👍
Stayed 5 nights in Jan 2025

Hotels

Luxury Hotels in Cumberland
Bel Jou Hotel – Adults Only – All Inclusive
Royalton Grenada, An Autograph Collection All-Inclusive Resort
Hotels in Portland
Stonefield Villa Resort - Adults Only
Sandals Grenada - ALL INCLUSIVE Couples Only
Bandabou Breeze Curacao
Hilton Vacation Club Flamingo Beach St. Maarten
Secrets St. Martin Resort & Spa - All Inclusive, Adults Only
Orient Beach Hotel
The Morgan Resort Spa Village
LionsDive Beach Resort
Maca Bana Luxury Boutique Resort
Le Domaine Anse Marcel Beach Resort
Simpson Bay Resort, Marina & Spa
Zoetry Marigot Bay - All Inclusive
Hotel Riu Palace Baja California - Adults Only - All Inclusive
Windjammer Landing Resort and Residences
Shoal Bay Villas
Jade Mountain Resort
Apartments Gambia
Caribbean Palm Village Resort
Ladera Resort - Adults Only
Green Fig Resort & Spa

Flights

Flights from Tijuana to Oaxaca
Flights from Houston to Hartford
Flights from Baltimore to Cabo San Lucas
Flights from Dallas to Anchorage
Flights from Charlotte to Tampa
Flights from Charlotte to New Orleans