
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!!!

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

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 .

Villa Sunrise - Amazing View of Orient Bay
Excellent place with an amazing view. Great staff.

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.

Beautiful villa Azur ,Low Lands ,private tennis.
Very spacious villa, the terrace is great! Very nice view, fully equipped kitchen, very comfortable room! Cleaning service included 👌 I would highly recommend! We'll go back!

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
My wife and I celebrated our 7th anniversary here. The staff was warm and responsive to our needs and made the effort to ensure we were comfortable. They left personalized card on the day of our anniversary and complementary pastries and champagne for us to enjoy. Our room was a 2 minute walk from the pristine Meads Bay. There was also a nice selection of restaurants right along the beach. Overall the stay was excellent and I would definitely recommend.
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.

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!

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!

Pelican Key 1BR Townhouse
Jackie and Carlos are very accommodating and were really helpful when we extended our stay. The place is in a great location, it is a quick walk to the beach, numerous delicious restaurants and grocery stores. It was great to have the pool to ourselves most days. I would absolutely stay here again the next time I visit the island!

Villa Flagrantia
We had a great stay at Villa Flagrantia. Nada's instructions were clear and easy to follow. The villa looked just like the photos, and we really appreciated how private and peaceful the space was. The bedrooms were cozy, and the beds were very comfortable. The kitchen was well-stocked with plenty of pots, dishes, and other essentials, which made cooking easy. It was also super convenient to have a washer and dryer available, along with laundry supplies provided. One suggestion: the bathroom could use a bit of an upgrade. The tub is quite slippery and could be hazardous without extra grip or support. Overall, we enjoyed our stay and would definitely recommend the villa!
Family-friendly home rentals with a pool

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!

LuxuryOceanfrontClifftop, SuperbView, PrivateBeach
Sergei's property was wonderful! every spacious and truly had everything I needed to make my family's stay easy and comfortable.

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!

Luxury villa with ocean views
Breathtaking view on the ocean, private pool for yourself is a + beds are very comfortable and clean, however the bathroom would have needed more cleaning before we arrived. The whole hosting team is responsive and ready to assist for any question, easy parking, close to a quick drive to services, restaurants and Pinel island ferry.
Quick stats about holiday rentals that are family-friendly in Simpson Bay
Total rentals
150 properties
Nightly prices starting at
₹12,858 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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