Search Condo Rentals in Simpson Bay

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Compare 76 Condo Rentals in Simpson Bay with updated reviews, rates, and availability.

Tradewinds at Simpson Bay
3.5 star property
8.8 out of 10, Excellent, (11)
"It’s beautiful and all the restaurants are across the way! "
Tradewinds at Simpson Bay
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
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
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (26)
"It was located in a pretty beach, on the beginning we were scared of the neiborhood but is not bad because you have restaurants walking distance, the apartment has everything and is really clean and confortable. Also Andrea always responds very quickly. We’ll be back there definitely "
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
10.0 out of 10, Exceptional, (7)
"Serenity in the Sand was perfect for our week stay in St. Maarten! Condo was very clean and exactly as pictured. It was well stocked with everything we needed. The view is simply amazing! We started every day with time on the porch watching the gorgeous blue water, all the sailboats. We also enjoyed watching the sunsets from the porch or the beach. We loved the private access to the beach and the provided loungers. Restaurants and stores are close by and we walked to several. We rented a car to...
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
10.0 out of 10, Exceptional, (21)
"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!
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
9.8 out of 10, Exceptional, (49)
"This is our second stay at this property and we plan to return again next year. The property is nicely decorated & maintained; with comfortable beds and furniture; with all the items in the kitchen you’ll need for your stay. Located in the center of Simpson Bay, minutes from the airport, grocery stores and dining options. Sylvia was our host and is extremely responsive to your requests and needs. Highly recommend this property."
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
10.0 out of 10, Exceptional, (6)
"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!
Cozy condo in Blue Pelican - 5 min from the beach!
Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
*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
10.0 out of 10, Exceptional, (3)
"Self check in and out was a nice experience "
The price is AED 520
AED 777 total
includes taxes & fees
26 Nov - 27 Nov
Maho Beach Escape; Sunset Ocean View
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...
The price is AED 585
AED 890 total
includes taxes & fees
22 Nov - 23 Nov
Caribbean Oasis on Sunset Beach
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...
The price is AED 555
AED 834 total
includes taxes & fees
22 Nov - 23 Nov
Pirates Booty - Beach Bar Studio next to The Morgan Resort
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.
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
9.8 out of 10, Exceptional, (26)
"What a wonderful property. Everything was as it should be, and the view and amenities were unsurpassed. I would recommend this property to anyone."
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
10.0 out of 10, Exceptional, (5)
"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!
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
10.0 out of 10, Exceptional, (6)
"The location was great, choose walking distance to grocery stores and restaurants. Pool and beach on compound. AC worked great. Had a full kitchen available. Apartment was very spacious and host was very easy to communicate with. Would absolutely return here. "
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
8.8 out of 10, Excellent, (5)
"Awsome location "
The price is AED 559
AED 820 total
includes taxes & fees
22 Nov - 23 Nov
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
The Sand Bar Condo - next to The Morgan Resort
8.8 out of 10, Excellent, (3)
"It close to dining ..beach and entertainment. Will definitely be staying again. Thank you"
The price is AED 803
AED 1,207 total
includes taxes & fees
23 Nov - 24 Nov
The Sand Bar Condo - next to The Morgan Resort
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

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 price is AED 631
AED 817 total
includes taxes & fees
22 Nov - 23 Nov
The Horny Toad Guesthouse
Simpson Bay Suites
3.5 star property
6.8 out of 10, (104)
"They are very accommodating 👍"
The price is AED 496
AED 555 total
includes taxes & fees
22 Nov - 23 Nov
Simpson Bay Suites
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator
9.8 out of 10, Exceptional, (67)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator
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 520 to AED 585 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 76 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.