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

Tradewinds at Simpson Bay
Exterior
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
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio
Anchor House - Direct Oceanfront - Luxury & Modern Style
10.0 out of 10, Exceptional, (131)
"This villa was absolutely beautiful, the pictures do not do it justice. I found this property on TikTok and I’m so glad I booked it. There were a total of 6 of us and it’s more than enough space. The master bedroom has the most gorgeous view & one of the other rooms has a really cool photo-op on their patio area. This villa is very close to the airport and close to a lot of the different restaurants/night life. Keep in mind, this is a condo so you there are people above you and on the other side...
Anchor House - 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
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
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
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, (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
Property grounds
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...
The price is SAR 747
SAR 1,250 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Welcome to Barefoot. Your front yard on Simpson Bay beach.
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
9.8 out of 10, Exceptional, (48)
"We had a great time !! The property was exactly as listed . The beach in front of the condo was the best on the island, and we visited several other beaches !! Sylvia was a great host! "
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
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, (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!
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
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Living area
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
9.6 out of 10, Exceptional, (74)
"The property is large with two full bedrooms and 2 1/2 bath. Overall, we found a number of items in need of repair (wine fridge, microwave) throughout our stay. Nothing major and it did not affect the overall enjoyment of our trip. The condo is in need of a minor facelift. Cabinets are peeling and furniture is worn. The beds were decent as far as comfort goes. The beach in front of the property is not usable with rocks and seaweed. Stacy, the concierge was easy to communicate with and responded...
*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 SAR 479
SAR 730 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Maho Beach Escape; Sunset Ocean View
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...
The price is SAR 501
SAR 805 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
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...
The price is SAR 452
SAR 730 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
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.
OCEAN EDGE - DIRECT OCEANFRONT - Luxury & Modern Style
Pool
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!
Outdoor Pool
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
Exterior
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
10.0 out of 10, Exceptional, (5)
"We love the Atrium, it has always met all of our expectations!"
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
Outdoor dining
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
8.8 out of 10, Excellent, (5)
"Awsome location "
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
The Sand Bar Condo - next to The Morgan Resort
Property grounds
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 SAR 585
SAR 987 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
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

Simpson Bay Suites
Exterior
Simpson Bay Suites
3.5 star property
6.8 out of 10, (102)
"They are very accommodating 👍"
The price is SAR 456
SAR 511 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Simpson Bay Suites
Tradewinds at Simpson Bay
Exterior
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
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 price is SAR 645
SAR 835 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
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 SAR 452 to SAR 747 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.
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.
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.