Rent Simpson Bay Condos

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Condo Rentals in Simpson Bay

Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

3.5 out of 5
23 Simpson Bay Road, Simpson Bay, Sint Maarten
Stay at this 3.5-star beach condo in Simpson Bay. Enjoy free WiFi, a beach locale, and Netflix. Popular attractions Maho Beach and Orient Bay Beach are located ...
Tradewinds at Simpson Bay
Oceanfront amazing 2 bedrooms Condo

Oceanfront amazing 2 bedrooms Condo

Beacon Hill
Book a stay at this beach condo in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Oceanfront amazing 2 bedrooms Condo
Anchor House - Direct Oceanfront - Luxury & Modern Style

Anchor House - Direct Oceanfront - Luxury & Modern Style

Cupecoy
Stay at this condo in Simpson Bay. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Anchor House - Direct Oceanfront - Luxury & Modern Style
Save an average of 15% on thousands of hotels when you're signed in
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

Simpson Bay
Book a stay at this beach condo in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!

Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!

Simpson Bay
Stay at this condo in Simpson Bay. Enjoy a beach locale, a fitness center, and tennis courts. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay

Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay

Simpson Bay
Stay at this condo in Simpson Bay. Enjoy air conditioning. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

Philipsburg
Book a stay at this beach condo in Simpson Bay. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Maho Beach and Orient Bay Beach are ...
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
SeaScapes 4Brm Penthouse with Private Pool

SeaScapes 4Brm Penthouse with Private Pool

Pelican
Stay at this condo in Simpson Bay. Enjoy private pools, an in-room coffeemaker, and air conditioning. Popular attractions Maho Beach and Orient Bay Beach are ...
SeaScapes 4Brm Penthouse with Private Pool
Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝

Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝

Simpson Bay
Stay at this condo in Simpson Bay. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝
Don't see what you're looking for?
See all available properties in Simpson Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Simpson Bay Condo Rentals essential information

Accommodation
69 Condo Rentals
Lowest Price
NZ$517
Highest Price
NZ$897
Popular accommodation
Tradewinds at Simpson Bay, Oceanfront amazing 2 bedrooms Condo, Anchor House - Direct Oceanfront - Luxury & Modern Style, Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath, Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!, Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay, Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo, SeaScapes 4Brm Penthouse with Private Pool, Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝

Top trending hotels in Simpson Bay

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$897 per night from 20 Mar to 21 Mar
NZ$897
includes taxes & fees
20 Mar - 21 Mar
Stay at this 4-star spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$545 per night from 22 Mar to 23 Mar
NZ$545
includes taxes & fees
22 Mar - 23 Mar
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$631 per night from 5 Apr to 6 Apr
NZ$631
includes taxes & fees
5 Apr - 6 Apr
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Villas at Simpson Bay Resort
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$517 per night from 20 Mar to 21 Mar
NZ$517
includes taxes & fees
20 Mar - 21 Mar
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
Hilton Vacation Club Flamingo Beach St. Maarten
Don't see what you're looking for?
See all available properties in Simpson Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.