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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 83 Condo Rentals in Simpson Bay with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (7)
"Will stay again. "
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"Was an amazing stay definitely recommend this place ! "
Tradewinds at Simpson Bay
Oceanfront amazing 2 bedrooms Condo
Property grounds

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (55)
"beautiful view....great property"
Oceanfront amazing 2 bedrooms Condo
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, (53)
"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
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 $191
includes taxes & fees
$191 per night
May 4 - May 5
Maho Beach House - Spacious 1 Bedroom Suite
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
On the beach

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.6 out of 10, Exceptional, (8)
"Was very clean and close to the beach and D's Beach Bar."
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio

Anchor House - Direct Oceanfront - Luxury & Modern Style

10.0 out of 10, Exceptional, (142)
"Went in with high expectations and all expectations were exceeded. Fantastic property, staff, and host. Highly recommend"
Anchor House - Direct Oceanfront - Luxury & Modern Style
Pirates Booty - Beach Bar Studio next to The Morgan Resort
Beach

Pirates Booty - Beach Bar Studio next to The Morgan Resort

9.4 out of 10, Exceptional, (3)
"Welcoming love the area we will be coming back thank you so much "
Pirates Booty - Beach Bar Studio next to The Morgan Resort
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, (28)
"Loved the place/ location. Definitely will be back soon! 🐠😊"
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
On the beach, beach bar

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

10.0 out of 10, Exceptional, (27)
"Great beach, great condo, good spaces for 6 adults, perfect location. Would definitely stay here again."
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
SeaScapes 4Brm Penthouse with Private Pool
Outdoor pool

SeaScapes 4Brm Penthouse with Private Pool

SeaScapes 4Brm Penthouse with Private Pool
GORGEOUS Direct Beach Access 2 King Bedrooms Ground Floor
On the beach, sun loungers, beach towels

GORGEOUS Direct Beach Access 2 King Bedrooms Ground Floor

GORGEOUS Direct Beach Access 2 King Bedrooms Ground Floor
Cozy condo in Blue Pelican - 5 min from the beach!
1 bedroom, WiFi, bed sheets

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
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!
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
Outdoor dining

Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

10.0 out of 10, Exceptional, (9)
"Amazing location just steps to the beach. The condo is as you see in pics. Everything is well stocked. I would definitely recommend and would love the opportunity to stay here again!"
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Outdoor pool

OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style

9.8 out of 10, Exceptional, (36)
"The place was just as described and even better. We really enjoyed our stay and we would definitely come back again. Thank you "
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
On the beach

Sunny Outlook - Beautiful 1 bedroom in beachfront complex!

9.0 out of 10, Wonderful, (4)
"Had a wonderful time at this condo unit. "
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
Pool

OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.

10.0 out of 10, Exceptional, (35)
"Great location and right on the water. Really well equipped condo."
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
Property grounds

The Best Little Beach Bar Condo in Maho - next to The Morgan Resort

9.0 out of 10, Wonderful, (6)
"Awsome location "
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
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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Other property types in Simpson Bay

Hilton Vacation Club Royal Palm St. Maarten
Outdoor pool, sun loungers

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Great place to vacation with family "
The price is $169
includes taxes & fees
$161 per night
May 10 - May 11
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.2 out of 10, Wonderful, (25)
"Great place to stay! "
The Hills Residence
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"Was an amazing stay definitely recommend this place ! "
Tradewinds at Simpson Bay
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.

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from $191 to $191 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?
Choose from multiple condos in Simpson Bay with a total average guest review rating of 9.8. Light House 3c By Redawning comes highly rated if you’re traveling with the whole crew or you simply like to spread out. This 3-star stay also comes with a swimming pool and a nearby beach. Ocean’s Luxury 2 Bedroom Suites is another popular option. It has a 3.5-star rating and conveniences such as an ocean view and WiFi.
How many condos are there in Simpson Bay?
You’ll find 83 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.