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Check prices for these dates

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Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Condo Rentals in Simpson Bay

Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (28)
"We enjoyed the stay to the fullest"
Tradewinds at Simpson Bay
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio

Anchor House - Direct Oceanfront - Luxury & Modern Style

10.0 out of 10, Exceptional, (144)
"The property itself was beautiful and the view was or if this world! Access to nightlife, beaches, restaurants was perfect. So quiet and peaceful. We were so sad to leave!"
Anchor House - Direct Oceanfront - Luxury & Modern Style
1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC
On the beach, sun loungers, beach towels

1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC

1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC
The Penthouse at LaSiesta Stunning views in luxurious surroundings!
Outdoor pool

The Penthouse at LaSiesta Stunning views in luxurious surroundings!

10.0 out of 10, Exceptional, (55)
"We had an amazing time, we were able to walk to plenty of restaurants and bars."
The Penthouse at LaSiesta Stunning views in luxurious surroundings!
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
On the beach

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.8 out of 10, Exceptional, (12)
"I would stay here again"
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Maho Beach House - Spacious 1 Bedroom Suite
Property grounds

Maho Beach House - Spacious 1 Bedroom Suite

10.0 out of 10, Exceptional, (3)
"I booked this very last minute for a short (2 night) stay. They were very quick to reply and confirm. It was a big place for a one bedroom on a island. It was very clean, well decorated and with a nice view of the ocean and planes coming in to land. The air-conditioning worked well and I was happy to find the bedroom had a ceiling fan. The location worked well for me, there was a charge for parking, but it is gated and guarded. When I had an issue logging onto the wifi I sent a msg via the VRBO...
The price is ￥30,839
￥43,981 total
includes taxes & fees
Aug 1 - Aug 2
Maho Beach House - Spacious 1 Bedroom Suite
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
On the beach, sun loungers, beach towels

Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten

10.0 out of 10, Exceptional, (57)
"We had such a wonderful stay. The hosts are beyond wonderful! They are attentive and helpful with so much attention for detail. Anytime my husband or I thought of something it was already there in the condo. A perfect spot for unplugging and enjoying quality family time. I cannot wait to be back again! "
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Spacious Studio Overlooking Simpson Bay Beach
Property grounds

Spacious Studio Overlooking Simpson Bay Beach

10.0 out of 10, Exceptional, (4)
"It has everything for a single person or couple. loved the property & location. I will be back"
Spacious Studio Overlooking Simpson Bay Beach
SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!
Pool

SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!

8.4 out of 10, Very Good, (6)
"Host was very informative, accommodating and very responsive. Went out of her way to have property manager get me a hairdryer. Location is in a wonderful area with lots of things to do near by. Only thing needed was a firm pillow. "
SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
On the beach

Sunny Outlook - Beautiful 1 bedroom in beachfront complex!

9.2 out of 10, Wonderful, (5)
"Had a wonderful time at this condo unit. "
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub
Outdoor spa tub

Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub

9.6 out of 10, Exceptional, (34)
"Gorgeous views of the ocean & steps to the beach. Great location & within walking distance to restaurants & bars."
Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub
Cozy condo in Blue Pelican - 5 min from the beach!
Pool

Cozy condo in Blue Pelican - 5 min from the beach!

Cozy condo in Blue Pelican - 5 min from the beach!
Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
Beach towels

Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor

Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
Oceanfront amazing 2 bedrooms Condo
Property grounds

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (57)
"Gorgeous property, great pool, and convenient location... walkable to maho beach! Would stay again!"
Oceanfront amazing 2 bedrooms Condo
Large WATERFRONT 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Outdoor dining

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

10.0 out of 10, Exceptional, (9)
"Will stay again. "
Large WATERFRONT 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
On the beach, sun loungers, beach towels

Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.

10.0 out of 10, Exceptional, (30)
"Lovely decks and pool area. Walking distance to town for restaurants, casino, stores, etc. Close to the beach to jump in the waves. Lovely beach bar & restaurant close by. Host always reachable. "
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
On the beach

Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

10.0 out of 10, Exceptional, (14)
"Can't beat this location and view."
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
Delightful centrally located Simpson Bay Yacht Club condo.
Property grounds

Delightful centrally located Simpson Bay Yacht Club condo.

Delightful centrally located Simpson Bay Yacht Club condo.
Luxury Penthouse with Private Rooftop Directly on Beach, Best Location, pool!
Terrace/patio

Luxury Penthouse with Private Rooftop Directly on Beach, Best Location, pool!

10.0 out of 10, Exceptional, (2)
"The entire complex was nice and well kept. Very close to the airport with stellar views! The unit was very clean and was overall a great experience. I would stay there again. "
Luxury Penthouse with Private Rooftop Directly on Beach, Best Location, pool!
2-Bedroom Beachfront Condo with Pool & Epic Sunsets at Encanto
Outdoor pool

2-Bedroom Beachfront Condo with Pool & Epic Sunsets at Encanto

10.0 out of 10, Exceptional, (9)
"Had a great time in Simpson Bay. The condo has all the necessities, the view is amazing. Perfect place for a beach vacation. "
2-Bedroom Beachfront Condo with Pool & Epic Sunsets at Encanto
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.
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Top Simpson Bay Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"The hotel is located very close to the airport, right on the beach. There was free parking, great restaurants in walking distance. The beach was clean and beautiful and included umbrellas/chairs and a bar. Service was really great. The room was clean and well furnished. The windows are rather thin, so if you are close to the pool, you might have a hard time sleeping in. Next time, we will request to be on a higher floor. Check in was easy, but slow. we would definitely come back. "
Anonymous traveler 4-night trip
Posted 18 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from ￥30,839 to ￥30,839 per night. These properties offer lots of room for the entire family at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Simpson Bay?
You can pick from multiple condos in Simpson Bay with a total average guest review rating of 9.7. Light House 3c By Redawning comes highly rated if you're traveling with the family or you simply want to spread out. This 3-star stay also has a swimming pool and an oven. Ocean's Luxury 2 Bedroom Suites is another top option. It has a 3.5-star rating and conveniences such as an ocean view and clothes washing facilities.
How many condos are there in Simpson Bay?
You'll find 86 condos in Simpson Bay. Whether you're taking a trip with the kids or planning a weekend escape with your pals, Expedia will help you find the right space for your squad.