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

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Simpson Bay condo rentals

A poolside area with a wooden table, lounge chairs, and a view of the ocean.

1. Blue Sail Apartments - 1-Bedroom Apartments

Blue Sail Apartments - 1-Bedroom Apartments
Pelican Key
The price is £134
includes taxes & fees
3 Nov - 4 Nov
Blue Sail Apartments - 1-Bedroom Apartments
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

2. Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 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 £158
includes taxes & fees
3 Nov - 4 Nov
Maho Beach House - Petit Studio Océanique - Charmante Vue
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

3. 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 £94
includes taxes & fees
3 Nov - 4 Nov
Blue Sail Apartments - Two-Bedroom Apartments
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

4. 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 £185
includes taxes & fees
3 Nov - 4 Nov
Maho Beach House - Spacious 1 Bedroom Suite
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

5. 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 £181
includes taxes & fees
5 Nov - 6 Nov
Maho Beach House: Studio Getaway, Oceanfront Vibe
A coastal hotel with multiple balconies overlooking the sea, a beach area with palm trees, and a clear view of the ocean.

6. 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
A beach with sun loungers, umbrellas, and a lifeguard stand.

7. 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 £215
includes taxes & fees
3 Nov - 4 Nov
The Maho Hideaway on Sunset "Airplane" Beach
A rooftop pool with a clear view of the sea and distant hills.

8. D443 - One Bedroom with Lagoon view

D443 - One Bedroom with Lagoon view
Cole Bay
The price is £229
includes taxes & fees
10 Nov - 11 Nov
D443 - One Bedroom with Lagoon view
A balcony with white railings, a bench, and two chairs.

9. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is £165
includes taxes & fees
3 Nov - 4 Nov
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Terrace/patio

10. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is £386
includes taxes & fees
3 Nov - 4 Nov
Starfruit Condo with ocean view in Kombawa Domaine
A covered balcony with a view of trees and a tiled floor.

11. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
South Reward
The price is £213
includes taxes & fees
7 Nov - 8 Nov
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Great Stay!"
Nicholas 3-night trip
Posted 2 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
10
Accommodation
69 Condo Rentals
Lowest Price
£94
Highest Price
£386

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from £94 to £386 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?
Simpson Bay has multiple condos with a total average guest review rating of 8.8. Light House 3c By Redawning is a favourite pick here. Guests of this 3-star condo can access a swimming pool and a nearby beach. Ocean's Luxury 2 Bedroom Suites is also very popular with travellers to the area. This 3.5-star property offers an ocean view and a balcony.
How many condos are there in Simpson Bay?
You'll find 69 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?
With condos starting at just £94 per night, you may want to extend your visit to Simpson Bay! One option that's easy on the pocket is Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy. It comes with the space you want as well as a swimming pool and a nearby beach. Another thrifty choice is Acadia Lovely Oceanfront, 1 To 3 Bedroom Condo Is Located On The Cliffs Of Cupecoy, which features a swimming pool and a nearby beach. Exploring free attractions in Simpson Bay will stretch your travel dollars even further. Tintamarre Beach and Red Bay Beach are must-do's. With the dollars you save, why not sightsee 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. Conveniences here include a swimming pool and an oven. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites. An ocean view and a nearby beach help make this 3.5-star property a guest favourite. Once you've checked in and unpacked your bags, there are plenty of family-friendly attractions to see in and around Simpson Bay. Tintamarre Beach and Red Bay Beach are two of our top suggestions.
Are there any 5-star condos in Simpson Bay?
Condo Corfu is a terrific 5-star condo in Simpson Bay. Around 3 mi from the downtown area, a swimming pool and massage services are among the amenities here. Condo Figueira is another upmarket stay around 3 mi from the centre. Also rated 5 stars, it has massage 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.