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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Simpson Bay condo rentals

Interior

Maho Beach Suite

Maho Beach Suite
Simpson Bay
$532 nightly
The price is $532
Jun 3 - Jun 4
Total with taxes and fees
Maho Beach Suite
Property grounds

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.
Maho Beach House: Studio Getaway, Oceanfront Vibe
Terrace/patio

Blue Sail Apartments - Two bedroom apartments

Blue Sail Apartments - Two bedroom apartments
Pelican Key
6.0 out of 10, (3 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
$147 nightly
The price is $147
Jun 1 - Jun 2
Total with taxes and fees
Blue Sail Apartments - Two bedroom apartments
Exterior

Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
Maho
9.6 out of 10, Exceptional, (4 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.
Maho Beach Modern 1-Bedroom, Ocean Level
Property grounds

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.
$294 nightly
The price is $294
Jun 6 - Jun 7
Total with taxes and fees
Maho Beach House: Sunset Suite, 1-Bedroom
Interior

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
$257 nightly
The price is $257
Jun 5 - Jun 6
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View
Terrace/patio

Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
$203 nightly
The price is $203
Jun 1 - Jun 2
Total with taxes and fees
Blue Sail Apartments - 1 bedroom apartments
Terrace/patio

Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
$126 nightly
The price is $126
Jun 1 - Jun 2
Total with taxes and fees
Blue Sail Apartments - Double room
Terrace/patio

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
$256 nightly
The price is $256
Jun 3 - Jun 4
Total with taxes and fees
Hillside Penthouse
Pool

Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
$521 nightly
The price is $521
Jun 29 - Jun 30
Total with taxes and fees
Delight (Apt4) - Amazing Sea View # 1 bedroom
On the beach

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.
$328 nightly
The price is $328
Jun 3 - Jun 4
Total with taxes and fees
The Maho Hideaway on Sunset "Airplane" Beach
Terrace/patio

SXM Hillside Retreat

SXM Hillside Retreat
South Reward
$343 nightly
The price is $343
Jun 21 - Jun 22
Total with taxes and fees
SXM Hillside Retreat
Property grounds

Beachfront Escape/Rainbow 2BR

Beachfront Escape/Rainbow 2BR
Maho
10.0 out of 10, Exceptional, (6 reviews)
"We had an amazing stay and couldn’t be happier with this rental. The place was spotless, beautifully maintained, and exactly as described. The space was comfortable and thoughtfully set up with everything we needed, which made it easy to relax and feel at home. The location was perfect, close to everything we wanted to do while still feeling peaceful and private. The host was fantastic: friendly, responsive, and clearly cared about making sure we had a great experience. We would absolutely stay...
United States
Andrea C.
$436 nightly
The price is $436
Jun 24 - Jun 25
Total with taxes and fees
Beachfront Escape/Rainbow 2BR
Smart TV, offices

Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Simpson Bay
8.0 out of 10, Very Good, (1 review)
"We were a bit disappointed in our initial assessment of this property. It was a bit hard to find as there is no actual address. With the help of some very kind neighbours we did locate the suite. We found the suite could use some updating. The ad mentions beach extras like beach towels and blanket etc. Those things were not in the suite. At least we never found them. One thing the ad does not mention is that the condo is second floor but 3 flights of stairs on a spiral staircase. Anyone with...
Canada
Tracy W.
$501 nightly
The price is $522
Jun 16 - Jun 17
Total with taxes and fees
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Pool

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
$258 nightly
The price is $258
Jun 1 - Jun 2
Total with taxes and fees
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Pool

Lagoon (Apt1) Sea view, Garden, Terrace

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
$628 nightly
The price is $628
Jun 29 - Jun 30
Total with taxes and fees
Lagoon (Apt1) Sea view, Garden, Terrace
Pool

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Indigo Bay
$676 nightly
The price is $676
Jun 1 - Jun 2
Total with taxes and fees
Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Pool

Sunrise (Apt2) - Terrace & Sea View -

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
$610 nightly
The price is $610
Jun 1 - Jun 2
Total with taxes and fees
Sunrise (Apt2) - Terrace & Sea View -
Beach

2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
$364 nightly
The price is $380
Jun 2 - Jun 3
Total with taxes and fees
2BR Maho Oasis | Walk to Beaches & Nightlife!
Pool

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.
$223 nightly
The price is $232
Jun 1 - Jun 2
Total with taxes and fees
Prime Maho 1BR w/ Pool | Front Row to the Action!
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 Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"We had an awesome stay at the Morgan Resort. I was celebrating my birthday and they decorated the room at my husband’s request. The cake and Prosecco were ready for consumption upon our arrival. The staff was pleasant each time we interacted with them. Carlos, Daven and the rest of the valet team were very attentive. We had a wonderful stay at the Morgan and we will definitely return to the island in the future."
Sharon 7-night trip
Posted 5 hours ago
The Morgan Resort Spa Village

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
27
Accommodation
79 Condo Rentals
Lowest Price
$126
Highest Price
$676

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from $126 to $676 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 8.9. 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 79 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 $126 per night, so your Simpson Bay vacation 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 favorite 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 favorites. 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 favorite. 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 3 miles from downtown, concierge services and massage services are among its many conveniences. Condo Figueira is another upscale stay around 3 miles from the center. 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 vacation 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.

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