A wooden pier extending into calm waters with sailboats anchored nearby.

Search Condos Rentals in Simpson Bay from CA $175

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Our top choices for Simpson Bay condo rentals

Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is CA $145
CA $175 total
includes taxes & fees
Jul 12 - Jul 13
Blue Sail Apartments - Double room

Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach House - Spacious 1 Bedroom Suite
Maho, Sint Maarten
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Spacious room. "
Canada
Sinisa
The price is CA $255
CA $379 total
includes taxes & fees
Jul 12 - Jul 13
Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach Suite

Maho Beach Suite
Simpson Bay
The price is CA $569
CA $769 total
includes taxes & fees
Jul 14 - Jul 15
Maho Beach Suite

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 CA $272
CA $382 total
includes taxes & fees
Jul 12 - Jul 13
Maho Beach Escape; Sunset Ocean View

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
The price is CA $175
CA $204 total
includes taxes & fees
Jul 12 - Jul 13
Blue Sail Apartments - Two bedroom apartments

Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is CA $247
CA $280 total
includes taxes & fees
Jul 12 - Jul 13
Blue Sail Apartments - 1 bedroom apartments

Hillside Penthouse large 2-bed/bath condo, retro feel, modern appliances

Hillside Penthouse large 2-bed/bath condo, retro feel, modern appliances
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is CA $177
CA $331 total
includes taxes & fees
Jul 14 - Jul 15
Hillside Penthouse large 2-bed/bath condo, retro feel, modern appliances

Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is CA $566
CA $813 total
includes taxes & fees
Jul 12 - Jul 13
Starfruit Condo with ocean view in Kombawa Domaine

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 CA $331
CA $481 total
includes taxes & fees
Jul 14 - Jul 15
The Maho Hideaway on Sunset "Airplane" Beach

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.
The price is CA $216
CA $569 total
includes taxes & fees
Aug 4 - Aug 5
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
The price is CA $451
CA $738 total
includes taxes & fees
Jul 12 - Jul 13
Delight (Apt4) - Amazing Sea View # 1 bedroom

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 CA $255
CA $395 total
includes taxes & fees
Jul 14 - Jul 15
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

SXM Hillside Retreat large 3-bed/bath condo, traditional decor, modern amenities

SXM Hillside Retreat large 3-bed/bath condo, traditional decor, modern amenities
South Reward
The price is CA $248
CA $443 total
includes taxes & fees
Jul 16 - Jul 17
SXM Hillside Retreat large 3-bed/bath condo, traditional decor, modern amenities

Lagoon (Apt1) Sea view, Garden, Terrace

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
The price is CA $551
CA $889 total
includes taxes & fees
Jul 12 - Jul 13
Lagoon (Apt1) Sea view, Garden, Terrace

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

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Indigo Bay
The price is CA $585
CA $927 total
includes taxes & fees
Jul 20 - Jul 21
Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -

Sunrise (Apt2) - Terrace & Sea View -

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
The price is CA $501
CA $831 total
includes taxes & fees
Jul 14 - Jul 15
Sunrise (Apt2) - Terrace & Sea View -

2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is CA $181
CA $556 total
includes taxes & fees
Jul 14 - Jul 15
2BR Maho Oasis | Walk to Beaches & Nightlife!

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 CA $149
CA $323 total
includes taxes & fees
Jul 14 - Jul 15
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

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
18
Accommodation
70 Condo Rentals
Lowest Price
CA $175
Highest Price
CA $927

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from CA $175 to CA $927 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 7.3. 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 70 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 CA $175 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 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 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.