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785K Ratings
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Tradewinds Apartments Simpson Bay

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23 Simpson Bay Road, Simpson Bay
—
Excellent location
—Show on map
Scored 9.3
Rated superb
  • a villa with a swimming pool in front of a house at Tradewinds Apartments Simpson Bay in Simpson Baya villa with a swimming pool in front of a house at Tradewinds Apartments Simpson Bay in Simpson Bay
1/45

Property highlights

  • Views
    Sea view, Balcony, View, Garden view
  • Free WiFi
    Internet services
  • Kitchen facilities
    Coffee machine, Dining table, Refrigerator, Microwave
  • Accessibility
    Entire unit located on ground floor
  • Swimming pool
    Private, Outdoor swimming pool

Choose dates to see prices

Mon 20 Oct 2025
Tue 21 Oct 2025
Approximate prices in USD for a 1-night stay
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Facilities

  • Outdoor swimming pool
  • Free WiFi
  • Non-smoking rooms
  • Family rooms

Reviews

Scored 9.3
Rated superb
Location
Cleanliness
Value for money
High score for Simpson Bay

Guests who stayed here loved:

  • Maksym
    Ukraine Ukraine
    “We had a wonderful stay and truly enjoyed our time here. Everything was comfortable and welcoming, and we especially loved spending time with Pepita the cat. Thank you very...”
  • Anne
    Australia Australia
    “Excellent location, great facilities, very welcoming staff”
  • Greg
    Germany Germany
    “Property was excellent and very clean. Pepe Chileano was a great help. pool was awesome. Any question Pepe knows.”
  • Cassandra
    United Kingdom United Kingdom
    “Very easy check in, lovely staff. Nice and quiet. Great location. Had everything I needed. I stayed for a couple of days and then booked to stay again!”
  • Robert
    Portugal Portugal
    “Very good location. Friendly welcome, clean and good sized appartement, excellent view.”
  • Leeana
    Trinidad and Tobago Trinidad and Tobago
    “Lovely property that’s near everything! Room was comfortable and we thoroughly enjoyed our short stay”
  • Cindy
    Canada Canada
    “Great comfortable room, with great amenities. Great walkable location! Will definitely stay again! SXM and”
  • Leonie
    Switzerland Switzerland
    “Super nice stay! Amazing appartment with amazing view, owners and employees are super friendly and helpful. Perfect location on the island.”
  • Allian
    Saint Lucia Saint Lucia
    “Great location, very close to bars, restaurants, supermarkets. The view from the apartment was amazing (beach front). The host was wonderful as well.”
  • Karyn
    Canada Canada
    “Terrific location with the ocean view room Beds were comfortable All amenities required including kitchen items were available Friendly restaurant next door with good...”

Two-Bedroom Apartment

Fits: 5 adults x 5
Bedroom 1:
1 extra-large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed

Entire apartment 1076 feet² Air conditioning Private bathroom Bath or shower Free toiletries Garden view Pool view Pool with a view Free WiFi

Show prices

Two-Bedroom Apartment

Fits: 5 adults x 5
Bedroom 1:
1 extra-large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed

Entire apartment 1076 feet² Air conditioning Sea view Private bathroom Balcony Garden view Pool view Cleaning products Free WiFi

Show prices

Studio Apartment

Fits: 2 adults
1 extra-large double bed

Entire apartment 377 feet² Air conditioning Ensuite bathroom Bath or shower Free toiletries Garden view Pool view Pool with a view Free WiFi

Show prices

Studio Apartment

Fits: 2 adults
1 extra-large double bed

Entire apartment 431 feet² Air conditioning Ensuite bathroom Bath or shower Free toiletries Garden view Pool view Pool with a view Free WiFi

Show prices

One-Bedroom Apartment

Fits: 3 adults
Bedroom:
1 extra-large double bed
Living room:
1 sofa bed

Entire apartment 646 feet² Air conditioning Sea view Private bathroom Balcony Garden view Pool view Cleaning products Free WiFi

Show prices

One-Bedroom Apartment

Fits: 3 adults
Bedroom:
1 extra-large double bed
Living room:
1 sofa bed

Entire apartment 646 feet² Air conditioning Sea view Private bathroom Balcony Garden view Pool view Cleaning products Free WiFi

Show prices

One-Bedroom Apartment

Fits: 2 adults
Bedroom:
1 double bed
Living room:
1 sofa bed

Entire apartment 484 feet² Air conditioning Sea view Private bathroom Balcony Garden view Pool view Cleaning products Free WiFi

Show prices

One-Bedroom Apartment

Fits: 3 adults
Bedroom:
1 extra-large double bed
Living room:
1 sofa bed

Entire apartment 538 feet² Air conditioning Sea view Private bathroom Balcony Garden view Pool view Cleaning products Free WiFi

Show prices

Studio Apartment

Fits: 2 adults
1 extra-large double bed

Entire apartment 377 feet² Air conditioning Ensuite bathroom Bath or shower Free toiletries Garden view Pool view Pool with a view Free WiFi

Show prices

One-Bedroom Apartment

Fits: 3 adults
Bedroom:
1 extra-large double bed
Living room:
1 sofa bed

Entire apartment 484 feet² Air conditioning Private bathroom Balcony Bath or shower Garden view Pool view Pool with a view Free WiFi

Show prices

Quality rating

Booking.com rated the quality of this property as 4 out of 5 based on factors such as facilities, size, location and services provided.

Food & drink

Find out what food and drink options you could be enjoying at this property

Property questions and answers

Find more information about the property in the questions and answers. If you can't find what you're looking for you can also send your own questions to the property.

Property surroundings

23 Simpson Bay Road, Simpson Bay, Sint Maarten
—Excellent location

Property description

Elegant Accommodation: Tradewinds Apartments Simpson Bay in Simpson Bay offers a swimming pool with a view, sun terrace, and lush garden. Guests enjoy free WiFi throughout the property. Comfortable Amenities: Each apartment...

  • Check-in
    From 15:00 to 21:00
    You'll need to let the property know in advance what time you'll arrive.
    Check-out
    From 08:00 to 10:00
    Cancellation/ prepayment
    Cancellation and prepayment policies vary according to accommodation type. Please enter the dates of your stay and check the conditions of your required option.
    No age restriction
    There is no age requirement for check-in
    Accepted payment methods
    VisaMastercardMaestroDiscoverCash
    Smoking
    Smoking is not allowed.
    Parties
    Parties/events are not allowed
    Pets
    Pets are not allowed.

  • Child policies

    Children of any age are welcome.

    To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.

    Cot and extra bed policies

    There is no capacity for cots at this property.

    There is no capacity for extra beds at this property.

  • This property will not accommodate hen, stag or similar parties.

  • If you want to request something specific, you can do that after you choose your rate.

    Once you book, we'll provide details so you can contact the property directly.

The best of Simpson Bay

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