Family-friendly vacation rentals in Simpson Bay

We had an amazing stay in St. Maarten celebrating my 65th birthday with my wife and our adult kids. It was our first time on the island, and we loved every minute. The house was cozy, safe, and just a short walk to a beautiful beach and some great local beach bars nearby. We enjoyed peaceful mornings listening to the birds, spotting little lizards, and relaxing by the pool. The sunsets were stunning, and the location made it easy to explore the island. Our hosts were kind and accommodating, letting us drop our bags before check-in and bringing extra towels when needed. We had such meaningful family time and made unforgettable memories. Highly recommend!

The communication with Joe and the stay was excellent. The amenities were great and whoever he has doing the housekeeping, does a great job. The concierge at the front desk is like being at a hotel and there’s a restaurant right on site like staying at a four star hotel with having your complete privacy to yourself

Wonderful location in Simpson Bay. It is walking accessible to everything in the area.

Our stay at the Rock was perfect! Such a great location. Florence was super direct and clear with all of the instructions, very quick to respond. Her mom Nicole was so sweet. The perfects hosts. Will hopefully be back one day! Already miss the views.

Beautiful place on Simpson bay. Perfect location! We were able to walk to many restaurants and Simona helped us with grocery delivery when we arrived, which was very convenient. Make sure to keep doors closed at all times. We briefly left a door open to the balcony and a terrible soiled smell filled the home off and on for a couple days. Home looked just like photos and all amenities were a great addition. Thanks for hosting us!

Great location, host and overall experience.

Veronique was so friendly and helpful. She recommended a local car rental agency that picked us up at the airport and brought us directly to Le Colibri and our rental car, saving us the worry of navigating roads and finding our vacation home. The area was quiet at night and Veronique provided amenities such as beach towels and a small cooler that were very useful and saved us the trouble of obtaining/bringing these items ourselves. She checked in a few times and we relied on her recommendations which were all good.

The condo was very spacious and sparkling clean! Amazing view off of the balcony. Will definitely be coming back! Olga was amazing to work with!

The condo was so close to restaurants, shops and the beach. We loved it there! The beds were comfortable, the ac worked well! It is our plan to return!

Just finished a 7 day stay at this unit & it was as advertised ! Great location with a wonderful beach directly behind us! Wonderful restaurants in Grand Case & it was easy to travel around St. Martin from this location! Please rent a smaller car as it’s helpful. Parking was easy for our unit. Alexandra & Fanny were very helpful & answered all communication quickly. We will be back !

Denis goes out of his way to insure his guests have a wonderful stay at his spectacular villa. His hospitality is top notch, and his property is absolutely perfect for enjoying the beauty and charm of the island. I cannot recommend this host and property any more highly and hope to be able to return in the future.

Wonderful view of the beach and great patio. House had all the amenities you need for cooking your own meals. This was really nicely placed in the middle of Orient beach so you only have a 10-15 minute walk to all the restaurants for dinner.

Jean Pierre is kind and helpful. helped me to carry the luggages upon check in and check out. The entrance is on a beach and have some stairs which would have been difficult without the help of Jean Pierre! the place is modern and well furnished and have everything you need. the view is spectacular and the beach is right in front so you can hear the sound of the sea while in the apartment. I love that! Its perfect for one person or a couple and I will be back again to my lovely St.Maarten and stay at this place if its available.

Beautiful spacious place and was very clean. Felt homy and secured. Host were really nice and attentive to our needs. A bit hard to find but host offered to met us before hand to show us the place.

Wait until you see the view! The photos can’t do it justice. The house was clean, comfortable, and so close to the best places to visit on the French side. Highly recommend!

We loved our stay! The neighborhood is quiet, the location is perfect if you have a car, and the view is beautiful. The secluded beach within walking distance was a real gem, and we enjoyed relaxing in the pleasant shaded dining area in the garden. Everything was exactly as described, and Nada was a wonderful host. Highly recommend!

You couldn’t ask for a better location. It’s steps away from some of the best beach bars in Orient Bay. The house has a lovely deck on the 2nd floor with great views of the water and hills. Very peaceful. And there were some very thoughtful welcome amenities provided at checkin. Overall a great stay.

Very beautiful and pleasant house. Everything was impeccable up to the pool and its terrace to chill at the end of the day Very quiet neighborhood. Ideally located... very close to Grand Case and Orient Bay We would highly recommend this home to all vacationers See you soon Isabelle Fred

We staued at Isabelle's for a month snd by the time we left it felt like home. The neighborhood of Oyster Pomd is welcoming with several small but excellent restaurants within an easy walk. There is also a locsl market to pick up fresh bread and other items. Dawn beach is a quick drive. The unit was clean and provided plenty of room for my husband and I as well as space.for our daughter and three friends when they visited. We contacted Isabelle once because the microwave wasnt working and Maxime quickly replaced it with a new one. The one drawback, and only for when we had six people, was that the ad says two bathrooms which is true but there's only one toilet and it oa separate from the bathrooms. It required a bit of planning in the mornings and getting ready to go out out but it was manageable. Overall, we had a wonderful time and would recommend.

Our stay was magnificent, the location was central and close to everything, the pool, the views and the accommodation was five stars. Luc and his wife were kind enough to recommend and book us reservations at exceptional restaurants around our Airbnb. I would definitely recommend this place to all my friends.

Perfect little villa (actually much bigger than we expected), located in the best neighbourhood of St-Maarten, and managed by a true Superhost!

La Casita Villa was worth every penny! Peter is an amazing host, and truly thought of everything! The kitchen is fully equipped with anything you could need including a coffee maker, French press, blender, bottle opener, etc. And even the finer details have been thought of - for example, there is a cooler that they provide to allow you to bring things to the beach and keep cold. Peter was extremely responsive throughout our stay, and very resourceful. We had a maintenance issue with the fridge and Peter immediately had someone there to fix it. The Airbnb itself is stunning. We travelled with 3 couples and we each had our own room, 2 of which had ocean views. It’s the perfect mix of privacy with each room being separated from one another, while still allowed for the most fun and entertainment in the common areas. We spent a lot of time outside under the new gazebo because we could not get enough of the view! The pool overlooking the ocean at sunset is one we will never forget.

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!

We had a wonderful stay. The villa is as described. We loved the private courtyard and the pool. I would recommend it 100%. Thank you Thierry for the easy communication and thank you to Colette for hosting us.