Search Condo Rentals in Simpson Bay

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Compare 68 Condo Rentals in Simpson Bay with updated reviews, rates, and availability.

Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.0 out of 10, Wonderful, (14)
"Well cared for, and though out, interesting location, cooperative and helpful landlords, I would use this location on another list to island."
Tradewinds at Simpson Bay
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Pool

OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style

9.8 out of 10, Exceptional, (28)
"We had the most incredible experience at this property! The views were absolutely breathtaking—it felt like we were right in the ocean. The location was perfect as well—just a short 10min walk to great restaurants and the beach, making it incredibly convenient. A special shout-out to Stacey, the property manager, who went above and beyond to make our stay memorable by having birthday balloons waiting for us when we arrived. We had an amazing time and can’t wait to return. Highly recommend...
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Roof Top Pool

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

8.0 out of 10, Very Good, (2)
"Great location, very clean beautiful well kept and host was amazing and responsive "
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!
Pool

SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!

SIMPSON BAY YACHT CLUB NEW VERY LARGE STUDIO CONDO 872 SQFT IN THE HEART OF SXM!
Oceanfront amazing 2 bedrooms Condo
Pool

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (50)
"Spacious condo style unit with secure parking spot (huge benefit). Rooftop pool where you can see the planes taking off was a highlight for our son. TIP: Double check with property manager address prior to arriving. What was sent on our VRBO confirmation was a little confusing based on the address labeling."
Oceanfront amazing 2 bedrooms Condo
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio

Anchor House - Direct Oceanfront - Luxury & Modern Style

10.0 out of 10, Exceptional, (133)
"Went in with high expectations and all expectations were exceeded. Fantastic property, staff, and host. Highly recommend"
Anchor House - Direct Oceanfront - Luxury & Modern Style
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo
Pool

Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

10.0 out of 10, Exceptional, (4)
"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
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
Beautiful Corner Location

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

10.0 out of 10, Exceptional, (6)
"Great place all was great"
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
Living area

The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.

10.0 out of 10, Exceptional, (7)
"By far best vacation rental we have stayed in. The condo was spotless and fully equipped. Truthfully the owner went above and beyond to ensure we had everything we needed, especially that we were travelling with small children. The complex was quiet and safe and on the most perfect beach. We were steps from the sand every day. We are planning our return :)"
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
Cozy condo in Blue Pelican - 5 min from the beach!
Room

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
Pool

Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor

Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Interior

Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.

10.0 out of 10, Exceptional, (27)
"Our daughter and her husband joined us to St MAARTAN which for all 4 of us needed to be just very relaxing trip. We have been coming to St MAARTAN for over 28 years and staying at various areas on the island. We found this gem and it owner and we were so delighted with EVERYTHING. Can’t say anything negative about the order or the condo, it was Eve we needed and more. "
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Living area

*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO

9.6 out of 10, Exceptional, (75)
"great location, rented car and was able to see alot on the island. comfy bed, quiet and peaceful, excitement just a few blocks away. This was our 3rd visit to Aqualina."
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Maho Beach Escape; Sunset Ocean View
Ocean Studio Apartment

Maho Beach Escape; Sunset Ocean View

10.0 out of 10, Exceptional, (3)
"Self check in and out was a nice experience "
The price is AED 862
AED 1,153 total
includes taxes & fees
5 Jan - 6 January 2025
Maho Beach Escape; Sunset Ocean View
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Property grounds

2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

10.0 out of 10, Exceptional, (8)
"This beachfront condo is located in the heart of Simpson Bay and has a perfect view. The hosts were extremely communicative and very easy to work with. We will definitely be back!"
The price is AED 1,267
AED 1,841 total
includes taxes & fees
31 Jan - 1 February 2025
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!

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

10.0 out of 10, Exceptional, (23)
"The rental was located on the beach with three spacious master suites. Chairs were available as well. Just make sure you know the villa number and how to get the key. I didn’t know that ahead of time. They even let me stay later than expected due to a delayed flight. I’d definitely return."
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Caribbean Oasis on Sunset Beach
Living area

Caribbean Oasis on Sunset Beach

10.0 out of 10, Exceptional, (2)
"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...
Caribbean Oasis on Sunset Beach
Pirates Booty - Beach Bar Studio next to The Morgan Resort
Room

Pirates Booty - Beach Bar Studio next to The Morgan Resort

9.0 out of 10, Wonderful, (2)
"This property had all that we needed for our stay. The hotel room was a good size with a king bed and a small kitchenette. Our room was on the first floor and just beyond the balcony waves rolled onto a small sandy area shared with the Sandbar restaurant. There was more beach area just on the other side of that restaurant. We had an opportunity to meet the owner during our stay which allowed us to thank him personally for accommodating our need for 2 additional nights. The owner and his team...
Pirates Booty - Beach Bar Studio next to The Morgan Resort
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, (33)
"Nice condo… the host was great… you need to rent a car since is a not in a walking distance to restaurants and coffee shops"
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
Outdoor Pool

Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!

10.0 out of 10, Exceptional, (6)
"This is a wonderful place to stay. We had stayed in this condo complex about 10 years ago and had a great time. When we looked at going to st Maarten for a vacation we were pleasantly surprised we had an opportunity to stay in this complex again. It is on a great beach overlooking great sunsets. The pool is nice and quiet and you can go thru a gate right onto the beach for a walk or swim or snorkel. It’s on Simpson bay and we would walk a block to go to the restaurants surrounding us, bars, and...
Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
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

Simpson Bay Suites
Exterior

Simpson Bay Suites

3.5 star property
6.8 out of 10, (106)
"They are very accommodating 👍"
The price is AED 621
AED 695 total
includes taxes & fees
2 Jan - 3 January 2025
Simpson Bay Suites
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.0 out of 10, Wonderful, (14)
"Well cared for, and though out, interesting location, cooperative and helpful landlords, I would use this location on another list to island."
Tradewinds at Simpson Bay
The Horny Toad Guesthouse
View from room

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The Horny Toad Guesthouse
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?
The price range for condos in Simpson Bay is AED 862 to AED 1,267 per night. Whatever your budget, you’ll find someplace that fits the bill — as well as your whole crew! 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 9.6. Light House 3c By Redawning is a top pick here. Guests staying at this 3-star condo can enjoy conveniences like a swimming pool and a nearby beach. Ocean’s Luxury 2 Bedroom Suites is also very popular with travelers to the area. This 3.5-star property features an ocean view and WiFi.
How many condos are there in Simpson Bay?
Choose from 68 condos in Simpson Bay. No matter if you’re traveling with the little ones or organizing a weekend break with friends, Expedia will help you find the ideal base for your crew.
Are there any 5-star condos in Simpson Bay?
Condo Corfu will be your perfect match. Amenities at this stay, around 5 kilometers from central Simpson Bay, include massage services and a swimming pool. Condo Figueira is another 5-star condo. It offers massage services and concierge services and is 5 kilometers from the downtown area.
Why book your condo in Simpson Bay with Expedia?
Getting away should be stress-free, so if you’re on the lookout for condos at the perfect price, Expedia is here to help. Stick to the budget and select something small and affordable, or splurge on a luxury condo and spoil the ones you love most. Use our search filters to secure a stay in Simpson Bay that meets your needs.
How can I find cheap condos in Simpson Bay?
Expedia can help you search for cheap condos in Simpson Bay. To find your perfect stay in a matter of clicks, use our convenient filter tool to tailor your search results by budget, star rating and amenities.