
Family-friendly holiday rentals in Simpson Bay
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Top-rated family-friendly rentals in Simpson Bay
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Simpson Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Nonza : Large luxury Villa, Orient Bay beach
Loved this Villa we had a group of 5 everybody had there own room. Pictures are accurate pool was clean host was very friendly & responsive he also provided chargers, refrigerator was loaded with all types of beverages. House was equipped with an alarm system for safety we felt very safe in this location. We had a wonderful stay.

The Rock 1 Duplex Apartment Sea View with Jacuzzi
Kind and responsive hosts, incredible views, wonderful location - best stay in SMX!!!

Amazing 1 bedroom apartment in Maho Village
Sint Maarten is definitely one of my favorite islands and this property was amazing! Great views and close proximity to family and friends and local restaurants and the VIEW just WOW!!! Vera was an amazing host and very responsive to my questions and concerns. Would definitely stay here again. 10 out of 10!!!!

Maho Beach House: Petite Studio, Ocean View
This was such a lovely stay. I had a wonderful time. The location is great, the view is stunning and the space is very comfortable. It is small, so perfect for what I'm looking for. I had some concerns being so close to Sand Bar and the airport, but I had a very restful stay. I would definitely recommend this stay and would come back anytime. Thank you !

Villa Allamanda, sublime view, heated jacuzzi
Absolutely perfect even better than the photos . Excellent location . Dominique is on site and was absolutely amazing and quick if we needed anything and super nice . Hot tub was warmed for the evenings . Nice and private can’t say enough about this property and hosts . Will definitely stay again . Outstanding . Thank you for hosting our family .

Le Colibri – Oriental Bay – Private Jacuzzi
My wife and I spent a week at Colibri villa, and it was wonderful. I tend to rise very early, so the separate kitchen side insured my not making too much too much noise to allow her dome sleep. We loved the outdoor covered dining area, the outdoor shower, and the hot tub. Being a 10 minute walk to Orient village, and the beach was exactly as we needed to rest and relax. We would definitely stay again. I highly recommend this villa.

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
What a beautiful place. Tranquility beach was as advertised. This doesn’t happen often, but the room actually was better than the pictures. With the proximity to nearby options you can spend your whole vacation here without leaving. The staff and people are amazing. Sam and Kemeisha were awesome. High recommend tranquility beach. Will be back.

Charming Studio 1 in Baie Orientale (Orient Bay)
The hosts were amazing, made us feel right at home. We plan on visiting again, can't wait! Such nice people, welcoming us into their home to share their experiences. Exceeds expectations!!
Family- and pet-friendly home rentals

Your Paradise Villa
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.

Villa Kailani 4 bedroom with Stunning Ocean Views
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.

Mont Vernon "B&C Collection" Studio + Sofa
The space was spotless, clean, pretty, functional, in a good location. The small outdoor terrace is great, easy to access to the beach, the pool and the path by the pond for a stroll. We'll be back for sure!

Princess Anouk, Orient Bay, pool, on the beach
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.

Luxurious apartment, direct beach access
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.

Caribbean Style Family Home
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

Villa Marine, waterfront, facing Îlet Pinel
Villa Marine is an amazing rental with gorgeous views. We immensely enjoyed our stay in this well appointed house with many different sitting areas. The pool was perfect to take a break from the heat; kayaking to Petit Clef and the sand bar for exploring and seeing sea turtles and manta rays was the best. Thank you!

Villa Azur, great view of the Orient Bay
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!
Family-friendly home rentals with a pool

Oceanfront studio on orient bay
We really enjoyed our stay at this Airbnb. It's an amazing location, with a breathtaking view of the ocean from the spacious balcony. The room has everything you need with a very responsive/helpful host! I highly recommend this Airbnb to anyone looking to stay on the French side and Saint Martin in general.

Searulean, a stylish 3 bedroom abode in Orient Bay
Wonderful stay in Saint Martin. We had everything we needed for a comfortable stay even snacks, water, and drinks at arrival. Easy walk to the small grocery store, restaurants, and beach. The air conditioning worked very well. We were very happy with our stay. The French cuisine was amazing near by.

C’est la Vie! Private pool and amazing views !
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!!

Condo with a terrace, swimming pool
We really enjoyed this place: very quiet and semi-private, sincethere are tenants in the other condos. This allowed us to get to know more about the area! The space is comfortable and met all of our expectations. The air conditioners in the bedrooms work very well, the kitchen offered everything we needed to cook (we had almost all our meals there), and Isabelle even bought a blender for us, the lounge area is comfortable and the terrace is very large. The pool is a big bonus to relax and enjoy the sun. There is also a small library where you can borrow books (the majority in French). The village is really peaceful, everything is within walking distance: bakery, 5 minutes; Coralita beach, 8 minutes; Dawning beach, 15-20 minutes and several hills; four restaurants, 5 minutes walk. Supermarkets are a 10-15 minute drive (Carrefour, Super U). We'd be happy to go back!

Caribbean Riviera 4: waterfront comfort
The accommodation is beautiful and spaciously laid out. In the photos, the living room seems smaller than in person. Restaurants, breakfasts and small supermarket within walking distance and the beach is literally a stone's throw away. Pool also bigger than in the photo. Toys for children provided. In short, highly recommended. A few beach chairs by the pool would be an improvement.

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
Even better the 2nd time around. Vincent and team are great - communication is excellent. Couldn’t ask for a better place to spend a week!

Porto Cupecoy 4 BR PH Ocean View Pool Tennis Gym
This was our second time staying at this condo, and once again, we had a wonderful time. As expected, the unit was clean, well-maintained, and had everything our family could possibly need. The pool and hot tub are fabulous bonuses, and enjoying breakfast on the patio quickly became a daily highlight for all of us. Having a grocery store and multiple restaurants right on the property is incredibly convenient, and the location is perfect—especially if you’re planning to spend time at Mullet Bay Beach. We can’t wait to book our next stay!

Private Orient Bay Villa with Spectacular Views
We had an absolutely wonderful stay. This was our first time to St. Martin. The house was perfect for us and even more beautiful in person. The view is amazing. They island was amazing. A short walk down the hill to access the beach, restaurants and stores was great. Dan and Flo were wonderful, helpful and very responsive. Would highly recommend this house to anyone looking to stay in this area. We can't wait to come back!
Quick stats about holiday rentals that are family-friendly in Simpson Bay
Total rentals
150 properties
Nightly prices starting at
$231 AUD before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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