Villa vacation rentals in Simpson Bay

We had an absolutely amazing week at Your Paradise Villa in St. Maarten! The villa was stunning, perfectly clean, and had breathtaking views. Every detail was thoughtfully arranged, making our stay incredibly comfortable and relaxing. We can’t wait to come back! We would like to extend our heartfelt thanks to Denis, the gracious owner of Your Paradise Villa. Your exceptional hospitality and thoughtful gestures made our stay truly unforgettable. The special gifts and treats you provided were delightful surprises that added a personal touch to our experience. Your attention to detail and genuine care ensured that every moment of our week in St. Maarten was filled with comfort and joy. Thank you, Denis, for going above and beyond to make our vacation so special.

Great place with an amazing view. Could walk to town in 20mins. House was perfect for our group with en-suite bedrooms. The pool was great. Saul was very responsive and friendly.

Our stay at Sea Haven was amazing! We had great weather and could walk down and swim at Dawn Beach almost every afternoon. My kids enjoyed swimming in the pool everyday, nighttime swimming was their favourite! The home was in a great location but definitely need a car. Sleeping accommodations worked out well for us, my parents stayed in the bedroom in the main house, my 2 kids and us in the two bedrooms underneath. I would definitely return and stay again. Thank you Esheen for making our stay so wonderful and stress-free!!

The house was great! Very clean, beautiful kitchen, amazing outdoor living space, great views and loved the access to the water! We came with two couples and two toddlers and the place had everything we needed! Perfect location right on the water, close to Orient Beach area and very easy to get to Pinel Island either by kayak or by the ferry boat. We will definitely stay again! Thank you!

Second time staying and the hosts were awesome as usual, very responsive! We will be back!

We had a wonderful stay at Laura’s place! What an amazing setting with a view that you could look at all day and night long! We spent most of our time next to the infinity pool and couldn’t get enough of it. A quick trip down the hill to the local beach and restaurant provided a nice change of scenery (not that it was needed). The house is perfectly appointed with everything you need. We were met upon arrival by their friendly staff. Communication was perfect and we had a great kitchen and very comfortable bedrooms. Highly recommend Laura’s place!

One of the best stays I’ve ever had on Airbnb! The villa was even more beautiful than the pictures — spacious, clean, and thoughtfully designed. I especially loved the stunning view and the outdoor shower, which made the experience feel even more special. Our host Marie was incredibly friendly and helpful, making us feel welcome from the moment we arrived. I wouldn’t hesitate to stay here again. Highly recommended!

Our family had a wonderful vacation. The villa was everything that we could have hoped and dreamed for. Everything that was listed in the description is accurate. Eric was always very accommodating and responsive. We appreciated the thoughtful goodies that he provided once we arrived to the island. The villa is in a safe area and we enjoyed exploring the island by renting a car. It is helpful to have at least a compact SUV in order to drive to the villa due to the steeper inclines.

Wonderful stay at this super clean well equipped villa. Spacious and matches the description online. The outdoor patio and pool area is nice with great views. The host was incredibly friendly and helpful. Very flexible on check in and check out times. Extremely responsive. Stocked the fridge with complimentary drinks including wine and beer. The daily cleaning service was a pleasant surprise and explained why the place was in pristine condition. A great casual villa for a family or group of friends to enjoy the west Indies islands. Loved it.

Thoroughly enjoyed our stay. Host was super helpful and communicative from moment of booking to arrival and throughout the trip. House was beautiful. Quiet area in private community. Plenty of common area to enjoy with friends on a group trip. Walkable to restaurant and beach. Wish we had more time!

We loved staying here. The location was quiet and peaceful but can get to many places within 10 minutes. The property was beautiful and nothing was better than having a cup of coffee in the morning and overlooking the bay. Sylvie was also amazingly accommodating and worked with us through our flight diversion and getting in late. I would totally come back again and we loved every minute!

We can’t say enough how much we love this place. It was perfect for our adult family of 5. Loved the location. Beachfront was less than 2 minutes walk. The bedroom views were stunning and beds so comfortable. Kitchen was full of everything we needed and more. Loved the few stocked items when we arrived. Being close to the hotel and the Veranda store and cafe made everything even more perfect. We loved our pool and beach days in and also a great location to explore the island. Thank you for the great hospitality!!!

We had an amazing stay at this property! The location was absolutely perfect—just a short walk to local shops, restaurants, and the beach, making it so convenient for everything we wanted to do. The home itself was top-notch—spacious, clean, and beautifully decorated. It had everything we needed for a comfortable and relaxing stay. The highlight, though, was definitely the pool! It was pristine and the perfect spot to unwind after a day of exploring. I highly recommend this place and can’t wait to return!

We absolutely loved staying at this villa for many reasons. First, its location and three features we appreciated: it is on the west side of the island which means we saw beautiful sunsets every night; it is near Friar’s Bay Beach that we enjoyed a lot, including delicious food and great music at the Friar Bay Beach Café (quick note: you can walk to Friar’s Bay through the road - probably a 10 mins walk - but with the heat, we preferred to drive); and finally, it is secure and very private - we did not see nor hear neighbours. Second, its comfort. We spent most of our time outside, either in the pool or the covered patio. We also made friends with the turtles! The villa is well equipped with all we needed. And I would be remiss not to mention Julia’s quality service. She welcomed us at the villa and was very efficient to explain all its features. It was easy to communicate with her. Merci Julia!

Clea’s place was a very nice setting in the hills with a quick drive or even walk from the beach and restaurants. The open air dining room over looking the hills and lit up pool was amazing. The villa offered plenty of space with multiple levels to enjoy. Clea was very responsive and helpful with anything we needed.

From the breathtaking view to your own private pool, this is one of the best Airbnb you could ever stayed in. The location is amazing as it is nestled within a very quiet neighborhood on the Dutch side. Perfect for our family with three young children with plenty of room to enjoy the beautiful island

Great place for a family with kids. 3 big rooms. A big living room area off the kitchen to hang out in. Great to have a pool when little ones are napping. The lounge chairs are super comfortable. Very walkable. Minutes to the beach and restaurants. A 5 minute drive to the big super market. 10 minutes to Anse cove and the Pinel island ferry. Super convenient and tons to do we couldn't do everything we wanted. Will be back.

It was a perfect place to enjoy the view with the pool. The house was big enough for 6 people. Orient bay is 5 min away for restaurants and beach. We had a wonderful 2 weeks! The host was really reactive to our demands. We will be back!

The villa was great. Very private except for the cameras. Make sure you ask up front for enough keys and remotes for the gate. Very comfortable beds. Great pool. Fantastic place to stay.

Christine’s place is beautiful. The location is fantastic, as it feels both quiet and peaceful and private, and yet close to anything and everything you might need/desire. It is a great space for a family (we traveled with two small children). Christine’s place is well-stocked with anything you might need, from spices in the kitchen to pool toys, a first aid kit, and other amenities. Highly recommend!

Great location and also great communication with very responsive host. Easy walk to many beaches, restaurants and bar.

We've been to St Maarten at least 12 times. We've never stayed in this area, usually Simpson Bay. We loved it, close to everything. The place has an amazing view and pool. Nadine made check-in very easy and check-out. The place makes it comfortable. Everything was clean. As others have reviewed, a little worn, but certainly did the job. Plenty of places to get sun or hide out in the shade. For the money, a few things could be stepped up a bit: glassware ( one wine glass, the rest water glasses), silver ware, the master mattress was a rock, and few other things. I would rent it again.

This was my first time staying at an Airbnb and I’m converted! Crystal was an amazing host and so responsive and helpful. I felt as though I’ve known her for years! Her place was amazing and the views are breathtaking. Waking up to seeing blue water and three different islands from multiple rooms was just unreal. The private pool was A+ and my entire family loved every second of privacy and exclusivity. The neighborhood is quiet and the surrounding newly built homes at night was just a beautiful sight. The rooms were comfortable, the kitchen was super spacious and had every single thing we needed on a daily basis. Crystal was flexible with my concerns and always responded super fast on messenger. I felt like I was at my own home! She was a blessing and I will definitely return to her place again! 10/10!!!! Thanks again, Crystal <3

We had a lovely time at Marina’s place. The panoramic view was exceptional. We enjoyed watching the boats and cruise ships go by. Sunsets were amazing right from the deck. The welcome champagne and goodies were a pleasant surprise and got our vacation off to a great start. Jael was prompt and helpful. Indigo Bay restaurant was delicious. We went there twice. Would definitely stay here again and recommend it to everyone.