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

Villa Nonza : Large luxury Villa, Orient Bay beach
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 Cliff in Cupecoy Beach HEAVEN!!!
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

FLASH SALE! June-Sept. 2025! Ocean&Tropical Views!
Wonderful location in Simpson Bay. It is walking accessible to everything in the area.

The Rock 2 Duplex Sea View Apartment with Jacuzzi
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.

Top of the art penthouse
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!

Beautiful villa Azur ,Low Lands ,private tennis
Great location, host and overall experience.

Le Colibri – Oriental Bay – Private Jacuzzi
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.

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub
Very nice accommodations. Bars, restaurants, beaches and casinos all walkable, which is what we love about this location. Check-in was very easy. Our host was very prompt with response to anything we needed. The pool area and gardens are lovely.
Family- and pet-friendly home rentals

Orient Bay "B&C Collection" 2BD+Sofa
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!

Your Paradise Villa
We appreciate the hospitality from the owner. He went above and beyond in helping us during our stay. Very attentive and friendly throughout our stay. We highly recommend staying here as it will meet all your expectations. Denis we all Thank You in advance for your kindness and hospitality…..

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.

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
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.

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!

Cupecoy Garden Side 1
Kathy is an incredible host, that made our stay unforgettable. She is very friendly and easy-going, responds to messages within maximum one hour. She knows the island and gave us very good recommendations. We came on St Maarten to celebrate my birthday and Kathy brought me a nice cake on my birthday :) The place, Coté Jardin, is cosy, peaceful and private, surrounded by a beautiful tropical garden. We fell in love with this amazing place. Cupecoy beach and Mullet Bay beach are in 5 minutes walk. We could watch stunning sunsets from Cupecoy. This place is absolutely charming ! highly recommended !

Tropical villa and paella party
Our stay at this beautiful villa in Saint Martin was absolutely perfect! We traveled as two families of four, and the villa provided plenty of space for everyone to relax and spread out comfortably. The bedrooms were spacious, and the layout was perfect for our group. The pool was a good size, with a shallow end that was perfect for our little ones. And the private beach? Simply stunning! It was just a short walk away, making it easy to enjoy whenever we wanted. Plenty of towels and chairs for both activities. Monique and Claude were exceptional hosts, going above and beyond to make our stay special. They welcomed us with a delicious dinner and stocked the villa with groceries for our first night, which was such a thoughtful touch. Throughout the week, they surprised us with fresh pastries, and the paella they made for us was absolutely to die for! This was truly a fabulous vacation, and if we ever have the chance to visit Saint Martin again, we will 100% book this villa again.
Family-friendly home rentals with a pool

Nice Villa for 6 Orient Bay Beach
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.

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

Condo with a terrace, swimming pool
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.

Pirat's kingsize bedroom
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.

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

Oceanfront Villa with Private Pool
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.

Ocean front "colibris" amazing view
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!

Very pleasant ocean view house with swimming pool
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.
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