
Condo vacation rentals in Simpson Bay
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Top-rated condo rentals in Simpson Bay
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Simpson Bay condo rentals
Condo rentals with a pool

Amenity-Filled Maho Studio, 5Mins to Airport/Beach
I loved the location! You can walk to restaurants, shops, Maho beach, Mullet Bay, even a pharmacy. Room was comfy and felt like home. Environment was safe as well. Perfect.

WHY NOT Splendid apartment right on the beach
The view from the room is immaculate. You are steps away from the water, sand, beach, and the pool is a 1 minute walk away. We felt very safe in the condo with electronic storm shutters over the windows - we closed every night before bed, gated entrance to property, and an attendant at the gate. Bed is wonderful - nice and firm. Good storage for clothes. The kitchen is fully stocked. Huge fridge. Spacious shower. We rented our car through Elisa (host’s) recommendation a driver escorted us from airport to car rental lot - a two minute drive from the gated beach club. Elisa is a wonderful host very responsive to messages, respectful of privacy.

Sea Lover - Las Brisas (Sea Lover)
Thank you so much. We enjoyed it.very comfortable to stay with kids.

New studio with superb view of the Caribbean Sea
Georgi was an amazing host, she was very communicative, helpful, and very accommodating . Her place was clean, modern, and has a great view of the beach. I would highly recommend booking her for your trips to the island.

Brand New- Maho Condo Studio with Seaview and Pool
Our short 3 night stay at Maho Condo was excellent. The space is very clean and small but functional. There are two large closets with plenty of hangers and four drawers of under bed storage. Kitchen: Stocked with glasses, dishes and cutlery as well as appliances like a ninja blender, air fryer and toaster. Bathroom: Rainfall shower with nice pressure, hot water and plenty of towels. They even have darker makeup towels. Misc. Robot vacuum, ironing board, smart tv. Amenities: Fully equipped gym and although we never used the pool it’s a nice size and has plenty of chairs. The onsite security made us feel safe coming and going at night. Location: close to the airport with about a 10 min walk to Maho beach. 5 min drive to Mullet Bay beach. In walking distance to bars/restaurants and the Maho market. We had a car and parked often in the gravel lot across the street. Communication: Great. We got a nice welcome and had an open communication with the hosts should we need anything.

*NEW* Coco's 15 Modern beachfront Retreat
The place was steps from the beach! Beautiful and clean. Host very helpful. We loved st. Martin and this family friendly beach next to Mary Boons! We ate lunch there and cooked in dinner at home. Great appliances And every cooking tool you could need. Andrea was very helpful. The only thing I was a little worried about was the airplanes noise and honestly you forget they are even there after first day.

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
My family and I had an amazing time at Kevin’s Airbnb. The unit was clean, well presented and very spacious. The view is amazing as you are essentially right on the beach, steps away from the building. As it is west facing it does get hot but the unit has a centralised air conditioning system that works really well. Checkin process was easy and convenient. Would recommend for any family visiting Sint Maarten.

Royal Palm-1st floor-walk right out to the beach
Great Condo! Steps from the beach. Within walking distance to many amenities.
Weekly condo rentals

The Cliff in Cupecoy Beach HEAVEN!!!
Joe was extremely helpful, with accommodating, recommendations, and very responsive. His place felt like home, location was perfect and fast walk to mullet bay. The room was clean well equipped with all your needs. I would definitely stay here every time I visit. Thank you Joe

Blue Sky apt with lagoon view- with Generator
Very happy with everything as it is all as described in the listing. Clean, modern, and secure. Short walk to everything. Would stay here again.

New "Coco Beach" 2 bedrooms beachfront
An exceptional stay!! We spent 3 nights at Coco Beach and we really enjoyed our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very beautiful and clean. Coco Beach has nice amenities and is close to a lot of things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.

Apt3 - 3 bedrooms amazing sea view, terrace, Pool
Gorgeous property. Close to everything. Responsive host. Very spacious! I look forward to staying again soon.

cosy apartment
Loved Yoan! So helpful! Met me to help find the apartment and was a gentleman helping with my bags. Space was clean and spotless. Recommended me so many places to see, do and eat. Definitely would come to him again🥰

Beautiful Large 2 Bedrooms apartment in Maho
Elettra was who I had communication with and she was awesome, extremely friendly and responsive. The Airbnb was nicer in person than in the photos, the neighbors were friendly and extremely helpful. I would definitely would stay there again and would recommend their place to any of my friends.

Casa Nova, Indigo Bay SXM
Luc checked us in and was very friendly and helpful. Leanne's place is exactly as pictured and they even granted us access to the community's workout facilities. Luc was very helpful with restaurant recommendations and the driver he recommended (Simon) was prompt, polite, and always available to drop us off and pick us up all over the island. I would highly recommend a stay at Leanne's place. You won't regret it.

Studio on the water in the Simpson Bay Yacht Club
Absolutely recommend Kim’s place! We had the best time. Area is wonderful and safe - with endless things to do in walking distance. View of the marina was stunning, and Kim was so kind and flexible. Can’t thank you enough for making this trip so memorable!
Pet-friendly condo rentals

Princess Manon, Orient Bay, Plage, Wifi 100mpbs
We have stayed at Orient once before and were very happy with our stay at Princess Manon. The apartment was clean, light, and bright. There were tons of towels provided (more than the one per person that is usually supplied) as well as practical things like liquid hand soap at all sinks and two big water bottles in the fridge. Check in and check out was easy and quick. Water pressure was great the entire stay and the ACs worked beautifully. We love staying in Orient and will be back!

Feet in the ocean, Orient Bay, Beach apartment
This place exceeded all our expectations - fantastic location right on the beach, and also easy walking distance to great shops and restaurants, and of course the amazing bakery. We rented a car and found driving really easy - explored this lovely island each day and then came back and chilled on the beach by the condo. Such a relaxing holiday and the condo was perfect. And Virginia was super responsive whenever we had a question. We will be back!

Modern Oceanview Apartment
Incredible location, clean unit and building, literally a 5min walk to mullet bay beach, 5min walk to Cupecoy beach, and two grocery stores one right next door to the building the other just a 3min walk away and two good cafes. Host was available and quick to respond to any needs, i will definitely be booking this unit again! Thank you

Rare gem, breathtaking sea views
Lovely accommodations. It was clean and well equipped.

Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces
Laurent was a fantastic host. He was very accommodating and helpful throughout our stay. He provided us great recommendations for the whole island. The residence itself was beautiful. It was tucked overlooking the restaurants of the resort and only seconds from the water. The whole area is beautiful and peaceful. Would highly recommend and would definitely stay again!

BLUE JUNGLE♡ Duplex Terrace Amazing Sea View
The two of us had a wonderful long-weekend getaway! The unit and surrounding property is absolutely stunning. We loved the modern touch of the unit and how clean everything is. We got way more than we paid for and I’m so thankful we discovered this property.

Baie Orientale Cosy Duplex 1
Loved our stay, the house had everything we needed. The pool area is so serene and beautiful and so many places to relax and take in the views. 10 minute walk to the restaurants and beach, and a quick drive to so many island spots and beaches. We loved it here!

Modern / cosy Studio next to university / Beach
Very peaceful and wonderful stay, host was very helpful and making sure everything was to our liking
Quick stats about condo rentals in Simpson Bay
Total rentals
100 properties
Nightly prices starting at
G$14,687 GYD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
90 properties have a pool
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