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Our top choices for Simpson Bay condo rentals

Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
Maho
9.4 out of 10, Exceptional, (3 reviews)
"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."
United States
David V.
The price is €281
includes taxes & fees
2 Mar - 3 Mar
Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe
Maho, Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
"Nothing fancy just a nice clean place to stay. Great location. Lots of restaurants nearby. Dwayne was a great communicator and very accommodating."
United States
Colleen M.
The price is €409
includes taxes & fees
18 Mar - 19 Mar
Maho Beach House: Studio Getaway, Oceanfront Vibe

Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
The price is €134
includes taxes & fees
29 Mar - 30 Mar
Blue Sail Apartments - Double room

Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Elegant 1-Bedroom, Beach Level
Simpson Bay
The price is €359
includes taxes & fees
17 Mar - 18 Mar
Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Sunset Suite, 1-Bedroom

Maho Beach House: Sunset Suite, 1-Bedroom
Maho
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Noah and Dwayne were great to work with. They were quick to respond to any questions we had or help we needed. We enjoyed out daily walks and spent time enjoying 3 different beaches within walking distance as well great places to eat, drink and enjoy time in the sun."
United States
Dawn A.
The price is €476
includes taxes & fees
11 Mar - 12 Mar
Maho Beach House: Sunset Suite, 1-Bedroom

Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.0 out of 10, Wonderful, (2 reviews)
"Very close to the sunset bar and interesting views of approaching aircraft. Excellent sunset views from the Sunset bar or the Morgan resort on the other side of the unit. Morgan resort also had excellent dining area and bar facilities open to the public."
United States
Roy N.
The price is €285
includes taxes & fees
2 Mar - 3 Mar
Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach Escape; Sunset Ocean View

Maho Beach Escape; Sunset Ocean View
Maho, Sint Maarten
10.0 out of 10, Exceptional, (4 reviews)
"Self check in and out was a nice experience "
United States
Kelva
The price is €302
includes taxes & fees
2 Mar - 3 Mar
Maho Beach Escape; Sunset Ocean View

Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach House: Sand Bar Suite, 2-Bedroom
Maho, Sint Maarten
The price is €518
includes taxes & fees
23 Mar - 24 Mar
Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach Suite

Maho Beach Suite
Simpson Bay
The price is €662
includes taxes & fees
3 Mar - 4 Mar
Maho Beach Suite

Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is €182
includes taxes & fees
22 Mar - 23 Mar
Blue Sail Apartments - 1 bedroom apartments

Luxury 2BDR Indigo Bay Beach Condo with Private Pool

Luxury 2BDR Indigo Bay Beach Condo with Private Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"This property was the perfect stay! There is a beautiful beach and restaurant that is walking distance from the villa. The home and pool was clean and Chad was a great host! Danielle the house manager was also great on ground help she was there when we arrived and was available for any questions, she also helped us find a great reliable taxi service. Overall this was great stay to experience this beautiful island and we will definitely be back!! "
United States
Captain D.
The price is €535
includes taxes & fees
13 Mar - 14 Mar
Luxury 2BDR Indigo Bay Beach Condo with Private Pool

The Maho Hideaway on Sunset "Airplane" Beach

The Maho Hideaway on Sunset "Airplane" Beach
Simpson Bay
9.0 out of 10, Wonderful, (2 reviews)
"Picturesque and breathtaking ocean views! With soothing sounds of the sea and spectacular sunsets. Walking distance to beaches and scenic views of airplanes landing. The condo was perfect for relaxation! "
United States
Nathalie E.
The price is €371
includes taxes & fees
3 Mar - 4 Mar
The Maho Hideaway on Sunset "Airplane" Beach

Luxury 3BR Penthouse W/ Huge Lagoon Pool

Luxury 3BR Penthouse W/ Huge Lagoon Pool
Maho
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful condo! The management company is very accommodating and responsive. The location is great as well. A grocery store steps away and numerous restaurants, and walking distance to the beach. My teenage kids loved the pool. "
United States
Jamie H.
The price is €689
includes taxes & fees
3 Mar - 4 Mar
Luxury 3BR Penthouse W/ Huge Lagoon Pool

SXM Hillside Retreat

SXM Hillside Retreat
South Reward
The price is €265
includes taxes & fees
26 Mar - 27 Mar
SXM Hillside Retreat

Prime Maho 1BR w/ Pool | Front Row to the Action!

Prime Maho 1BR w/ Pool | Front Row to the Action!
Simpson Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very nice and the location was all that. Fritz was a great host and checked on me throughout my stay. The location is a stroll to Maho beach and literally around the block from the airport. Would stay here again in a heartbeat. Thanks Fritz for everything. "
United States
Frank P.
The price is €278
includes taxes & fees
10 Mar - 11 Mar
Prime Maho 1BR w/ Pool | Front Row to the Action!

The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Simpson Bay
6.0 out of 10, (4 reviews)
"Host upgraded us to beautiful 1 bedroom at Morgan condo. Loved it!"
United States
Stephen
The price is €373
includes taxes & fees
2 Mar - 3 Mar
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

Hillside Penthouse

Hillside Penthouse
South Reward
The price is €210
includes taxes & fees
26 Mar - 27 Mar
Hillside Penthouse

Stylish Maho Condo w/ Pool | Walk to Everything!

Stylish Maho Condo w/ Pool | Walk to Everything!
Simpson Bay
2.0 out of 10, (1 review)
"At the very last minute after getting off the airplane, we received a notice that our reservation had been changed and received poor instructions to find the place. Our taxi could not locate, so we were forced to find last minute accomodation costing of course more money. We are not happy about this experience at all. Countless messages back and forth with the host, who was claiming not to be receiving our messages, yet acknowledge some and not others. We are requesting a full refund. We are...
Canada
Elizabeth S.
The price is €220
includes taxes & fees
2 Mar - 3 Mar
Stylish Maho Condo w/ Pool | Walk to Everything!
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

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Simpson Bay Condo Rentals information

Number of reviews
22
Accommodation
80 Condo Rentals
Lowest Price
€220
Highest Price
€689

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from €220 to €689 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 8.7. Light House 3c By Redawning comes highly rated if you're travelling 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 80 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.
What are the best cheap condos in Simpson Bay?
Condos start from only €220 per night, so your Simpson Bay holiday doesn't have to stretch your finances! Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy is a top wallet-friendly pick that offers lots of amenities, including a swimming pool and WiFi. Acadia Lovely Oceanfront, 1 To 3 Bedroom Condo Is Located On The Cliffs Of Cupecoy is another of our favourite condos. Use conveniences such as a swimming pool and WiFi. Seeing free attractions in Simpson Bay makes your travel budget stretch even further. Maho Beach and Orient Bay Beach are visitor favourites. With the dollars you save, you can explore some more! This price was 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.
Are there any family-friendly condos in Simpson Bay?
Get comfortable at Light House 3c By Redawning, a 3-star option just a quick drive from downtown. Amenities here include a swimming pool and clothes washing facilities. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites. An ocean view and a nearby boardwalk help make this 3.5-star escape a guest favourite. After checking in and chilling out together in your new digs, it's time to hit the road and visit some of the local sights. Maho Beach and Orient Bay Beach are fun family-friendly attractions in Simpson Bay.
Are there any 5-star condos in Simpson Bay?
Condo Corfu is a popular 5-star condo in Simpson Bay. Around 5 kilometres from downtown, concierge services and massage services are among its many conveniences. Condo Figueira is another upscale stay around 5 kilometres from the centre. Also rated 5 stars, it features concierge services and a swimming pool.
Why book your condo in Simpson Bay with Expedia?
Use Expedia to find your ideal condo in Simpson Bay. Looking for a luxury stay? Find your way to the filters to search for properties that have a 5-star rating. If you have a budget, choose how much you'd like to spend and then browse our amazing deals. We'll help you find the perfect stay whatever your holiday looks like.
How can I find cheap condos in Simpson Bay?
A good way to uncover cheap condos in Simpson Bay is with Expedia's convenient filter tool. Tailor your search results by star rating, amenities and budget to grab unbeatable prices with only a few clicks.
What is there to do in Simpson Bay near my condo?
There are loads of fantastic things to put on your itinerary in Simpson Bay. Make tracks to well-known attractions like Simpson Bay Beach, Flamingo Beach and Kim Sha Beach. Hollywood Casino, Dunes Casino and Lay Bay Beach also appeal to many visitors.