Family-friendly holiday rentals in Simpson Bay

we were a family of 13 the house seduced us with all its possibilities terrace spa pool a second well appointed kitchen with all the amenities and a great ping pon table with synthetic lawn. our friendly and very quick host no request we had a very nice stay in St Martin

The condo was beautiful and clean. The kitchen was well stocked for cooking. Beach chairs and toys were available, which was great for the kids. The pool was beautiful and clean and there is also a kiddie pool that the kids loved. There is a little market about 100 yards from the condo which was super convenient, they have most everything you would need. Joe was great. He had us call him a few days before the trip and gave us a run down of the place. Priscilla, the housekeeper, was also great. She had already had the master bedroom cleaned when we arrived around 1, so she let us go in and change for the pool while she finished cleaning the rest of the condo. You will have no regrets renting this place. 5 stars!

This location is excellent ..everything is near by ..the host is amazing ...thank you for everything its definitely worth it...I wiill be back again and again

We loved our stay at The Rock! Couldn’t have asked for a better location to explore everything the island has to offer!

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!

We had a great stay! It was a fun location- felt safe, walkable to a lot of good restaurants, across the street from the beach, could watch the planes landing and right next to the famous Maho Beach. Also walkable to beautiful Mullet Bay beach. Our host was very responsive and helpful and even dropped off some French pastries our last night. I would definitely recommend this place.

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!

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.

Awesome home with a relaxing feel, unbelievable views and very comfortable setting for 8 people. This is our second stay and can’t wait to come back again. Every bedroom has a picturesque view and sunrises are beautiful. There is ample room for everyone with multiple outdoor seating areas and a huge pool deck. Maayke is a great host who was super helpful and very quick to respond to questions. Absolutely recommend this place for an unforgettable vacation.

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.

I would like to thank Judy for trusting us. I enjoyed the house, the perfectly professional equipment. I have never seen such a functional house there is everything 😂 but really everything. Thank you for your hospitality and kindness. I recommend beautiful for a group.Thanks Judy

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!

Kathy is truly an all-star host who thought about every detail. There was ice in the freezer and a few beverages in the refrigerator when we arrived after a long travel day. We had absolutely everything we needed during our stay. We really appreciated the cooler, freezer packs, beach chairs, towels and umbrella. Kathy is super knowledgeable and gave us great recommendations during our stay. She has a packet available when you arrive that will provide information for just about anything you might need to know or want to do during your visit. We enjoyed Kathy’s interesting furnishings and accent pieces as well as the outdoor patio area. The outdoor shower was nice to have too, to rinse off after a day at the beach. The market next door was an awesome convenience that we absolutely loved and used daily. There was a really nice variety of supplies available and we cooked several meals in the well-equipped kitchen. We will definitely visit again & I can’t imagine staying anywhere else!

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.

Isabelle’s property came even better than advertised and Isabelle was a very gracious hostess from pre-arrival throughout our stay. Incredible views of the bay in the evening, and can even see St Barth in the distance when clear. The property had all the comforts of home (US) with the charm of St. Martin. I sent Isabelle a couple of messages for local recommendations during our visit and she was quick and helpful with her responses. Merci beaucoup for a wonderful stay!!

This home is amazing! Can’t wait to come back next year! Everything you need for an amazingly relaxing stay. Highly recommend!! Very clean, comfortable and walking distance to Orient Beach restaurants, shopping and grocery! Katia is a fantastic host!!

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.

Beautiful home and stunning views/surroundings. The apartment is on the lower floor of the owners house but it is very private. You get private use of the swimming pool and separate access down to the apartment. There were monkeys in the garden which was amazing! The only thing was there were lots of moskitos but the bed has a netting around it so you are safe. After a couple of days with some spray and plugs the moskitos stayed out of course with the doors closed. There is a microwave, sink and fridge, no stove or oven. Out of the way of the main town but super easy to get there by car. Ideally, you need a car to get to the property or taxi. Fantastic stay. Thank you

We had the honor of renting John’s place to celebrate a girls 40th birthday trip. The location was a perfect mix of walkable to restaurants/bars/beach and felt secluded on the beautiful back porch and pool with an amazing view. We stayed in and watched movies two nights even, because it felt like home! Loved how it had character and felt familiar, and John was extremely great at corresponding and giving us awesome recommendations. I hope to go back!!! After exploring other neighborhoods driving around, we realized this was a right choice. Having live entertainment so close at the red piano was a big plus too!! Thanks, John!!!

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.