Entire condo

Tradewinds at Simpson Bay

Beachfront condo with outdoor pool, near Maho Beach

Choose dates to view prices

Where to?

Dates

December 2025

13

January 2026

Exterior - Tradewinds at Simpson Bay (Simpson Bay)

UNIT 7 | Living area | Smart TV, Netflix, streaming services - Tradewinds at Simpson Bay (Simpson Bay)

UNIT 6 | Beach/ocean view - Tradewinds at Simpson Bay (Simpson Bay)

UNIT 4 | In-room safe, individually decorated, individually furnished - Tradewinds at Simpson Bay (Simpson Bay)

Tradewinds at Simpson Bay puts you within a 15-minute drive of Maho Beach and Mullet Bay Beach. Condos feature kitchens, Smart TVs, and free WiFi.

Exceptional

Popular amenities

Pool
Refrigerator
Air conditioning
Non-smoking
Kitchen
Free WiFi

Main amenities (4)

10 smoke-free condos
On the beach
Outdoor pool
Air conditioning

Feel at home (5)

Kitchen
Television
Yard
Netflix
Outdoor swimming pools

Room options

Check availability for these dates

Tonight

Dec 13 - Dec 14

Tomorrow

Dec 14 - Dec 15

All rooms

3+ beds

2 beds

1 bed

Showing 10 of 10 rooms

UNIT 1

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

UNIT 2

Highlights

Porch/lanai

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

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

In-room safe, individually decorated, individually furnished

UNIT 3

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

UNIT 4

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

Sleeps 2
1 King Bed

UNIT 5

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

Sleeps 3
1 King Bed and 1 Double Sofa Bed

UNIT 6

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

UNIT 7

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

UNIT 8

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

UNIT 9

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

Ocean view
Sleeps 2
1 King Bed

UNIT10

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Kitchen

Refrigerator

Dishwasher

Smart TV

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

Similar properties

Pool
Kitchen
Laundry facilities
Free parking

$277 nightly

Dec 15 - Dec 16

Total with taxes and fees

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About the neighborhood

23 Simpson Bay Road, Simpson Bay, Sint Maarten

What's nearby

Simpson Bay Beach - 4 min walk - 0.4 km
Market Garden Supermarket - 13 min walk - 1.1 km
Paradise Plaza - 18 min walk - 1.6 km
Hollywood Casino - 19 min walk - 1.6 km
Flamingo Beach - 2 min drive - 1.9 km

Getting around

Princess Juliana Intl. Airport (SXM) - 13 min drive
Grand Case (SFG-L'Esperance) - 30 min drive
The Valley (AXA-Clayton J. Lloyd Intl.) - 12 miles/19.3 km
Gustavia (SBH-Gustaf III) - 19 miles/30.6 km
Saba (SAB-Juancho E. Yrausquin) - 28.4 miles/45.7 km

Restaurants

‪Balls - ‬7 min walk
‪Palapa Hidden Oasis SXM - ‬8 min walk
‪Secret Seafood House - ‬3 min walk
‪Dinghy Dock Sailors Bar - ‬6 min walk
‪Pollos Hermanos - ‬6 min walk

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

Tradewinds at Simpson Bay puts you within a 15-minute drive of Maho Beach and Mullet Bay Beach. Condos feature kitchens, Smart TVs, and free WiFi.

At a glance

Property size

- 10 condos

Arriving/Leaving

- Check-in start time: 2:00 PM; Check-in end time: 10:00 PM
- Minimum check-in age: 15
- Check-out time is 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
- Information provided by the property may be translated using automated translation tools

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 15

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- No onsite parking

Other information

- Smoke-free property

Property amenities

Beach

On the beach

Pool/Spa

Outdoor pool

Internet

Free WiFi

Parking and transportation

No onsite parking available

Kitchen

Refrigerator
Dishwasher
Cookware/dishes/utensils

Bedrooms

Bed sheets provided

Bathrooms

Shower
Soap
Toilet paper
Shampoo
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 elevators
Smoke-free property

Services and conveniences

Safe
Iron/ironing board

Location highlights

Near the ocean
Near the sea
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 installed (host has indicated there is a smoke detector on the property)

General

10 rooms
Individually decorated
Individually furnished

Fees & policies

Policies

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 does not have elevators.

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 accepts credit cards and cash.

Credit cards accepted: Visa, Mastercard, American Express

This property reserves the right to pre-authorize the guest's credit card prior to arrival.

This property is professionally cleaned.

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

Does Tradewinds at Simpson Bay offer free cancellation for a full refund?

Yes, Tradewinds at Simpson Bay does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.