
Family-friendly holiday rentals in Simpson Bay Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Simpson Bay Beach
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay Beach family-friendly rentals
Family-friendly home rentals with a hot tub

The Cliff, Ocean View Luxury units
This is our 2nd time staying at the Cliff and it was everything we remembered and more. the grounds are beautiful and well maintained. Someone is always cleaning or doing some sort of maintenance to the property to keep it pristine! the pool renovation is beautiful and a fantastic spot to watch the sunsets. the beach is easily accessible and virtually private with very little interruptions other than some boats passing by. the pictures dont do this place justice. my husband made use of the spa amenities everyday with the sauna and steam room, indoor pool, outdoor pool and beach -he essentially had a hydrotherapy circuit routine every morning. this apartment itself is well maintained and was exactly as advertised. our favorite spot was on the balcony enjoying the perfect views of the ocean. We have so many spots on the island close by as far as restuarants and two grocery/markets. there are also many rest. in a close drive. when we come back to St Martin, i'm staying here again!

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

Discount Offer Ocean & Tropical Garden Views+PERKS
Wonderful location in Simpson Bay. It is walking accessible to everything in the area.

The Rock 2 Duplex Apartment Sea View with Jacuzzi
My sisters and I stayed at this amazing Airbnb for my birthday, and we absolutely loved it! The place was spotless, with a breathtaking view that made our stay even more special. The host was incredibly friendly and quick to respond, making everything seamless. It was the perfect spot to celebrate, and we can’t wait to return. Highly recommend!

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, Terres Basses, Private Tennis
Great location, host and overall experience.

Le Colibri - Baie Orientale - Private Jacuzzi
We loved our stay! The space is beautiful and an easy walk to the beach and amenities there. The kitchen is well stocked and the beds comfy. Loved the outdoor shower and use of jacuzzi. Veronique was very helpful and proactive with instructions. 💗

2 Bed Suite in Condo Hotel, Ocean view, Concierge
We recently returned from our vacation at Princess Heights where we throughly enjoyed the beautiful views and hospitality we experienced during 10 day stay. After having some difficulty finding the resort( St Maarten has almost no street signs or route numbers) we were very impressed with this resort. The rooms and kitchen were updated and very well cared for. The ocean view from our balcony was beautiful. We used the pool frequently which was never crowded as we were able to find beach chairs easily. We swam almost daily as the pool was kept clean, was quite large and the water temperature was comfortable. The staff at this resort was terrific, very responsive to any concerns and we found them to be quite respectful. Although there some really good restaurants/bars close by it would have been nice to have one on site. This resort is gated which added to the feeling of security we felt during our stay which is important when you are away in a foreign country. Highly recommend this reso
Family- and pet-friendly home rentals

Orient Bay "B&C Collection" 2BD+Sofa
Aurelie's place was really nice and spotless. The location was ideal and at the center of it all. The beach, restaurants, a grocery store, a bakery and even a spa were at walking distance from the apartment. Aurelie was responsive to all of our inquiries. We would definitely stay there again.

Your Paradise Villa
Denis was the best host we’ve had at any Airbnb. He picked us up at the airport, provided some wine & fruit, and was extremely helpful and responsive. When our coffee maker stopped working he brought a replacement immediately. We were very impressed with Denis!!!

Princess Anouk, Orient Bay, pool, on the beach
Beautiful Airbnb on Orient Bay. The covered balcony was our favourite part of the place, with a beautiful ocean view and lots of space. The location is terrific, only a few minute walk into the main square where you can find restaurants, bars, groceries, etc. Our host was very responsive and flexible with our requests. I would recommend!

Luxury apt, direct access to the beach
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 Dream, Orient Beach. Mont Vernon.
Damiens Apartment is situated in a former hotel, now residence area, so its very quiet. there is direct access to the beach, but while we were there there were a lot of algae, so walking till to the beach chairs and bars took about 15-20min walking on the beach. If you drive its about 10 min drive away to the main square of the beach with all the restaurants and the beach bars. directly at the grounds is a pizzeria which is great for your first day, when you dont havr the energy to go anywhere and still get food. Two other good restaurants are a 2-5 min by car and the supermarket is also just about 5 min away by car and no matter where you are going you always pass the supermarket, so its convenient that its on the way. Contact with Damien was good, he always replied fast. At the beginning we would have wished for a little bit better communication about the water cuts due to a break in the water facility on the french side, but after we asked he sent us to links to newspapers where we could look up the times ourselves. You definitely need a car and there was enough parking space on the grounds. overall we enjoyed our stay at Damiens apartment!

Villa Azur, great view of the Orient Bay
We stayed at Villa Azur for 2 weeks and had a great time. The villa’s location is in a quiet and safe neighborhood, it was clean and had all the necessary amenities we needed. It’s a quick drive to orient bay and near many restaurants, grocery stores. We had no trouble communicating with Guylene and would not hesitate to stay here again.

Cupecoy Garden Side 1
Kathy's Côté Jardin apartment was an absolute gem. It had everything we needed for a cozy, stress-free stay, plus a gorgeous garden patio perfect for unwinding after the beach under the stars. The location was spot on -just 5 to 10 minutes from some of St. Martin’s most stunning beaches. If you're looking for the ultimate home base to soak up the island vibes, this is it. Highly recommend!

Villa tropicale et paella party
Our family vacation at Villa Tropicale was an absolutely enjoyable experience ! Our hosts Claude and Monique treated us like family. We arrived to a bolognese pasta meal the night of our arrival after Claude welcomed us to his beautiful home. We were surprised to find a refrigerator stocked with cold drinks, beautiful cheese tray and the groceries to make breakfast the following morning. The surprises did not stop there! Claude charmed us one morning with fresh French pastries, croissants and baguettes. Claude also prepared a delicious paella meal on the night of our choice which we thoroughly enjoyed. The pool was beautiful and refreshing and outside area was relaxing and perfect for our family. We ate all our meals at the outside dining table. The beach was beautiful and secluded and just a short walk away. We enjoyed preparing meals in the fully stocked kitchen with cooking supplies and spices provided. Thank you Claude and Monique for your hospitality!
Family-friendly home rentals with a pool

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.

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 spotless up to the pool and its terrace to chill at the end of the day Very Quiet Neighborhood Conveniently located..very close to Grand Case and Orient Bay We would highly recommend this house to all vacationers See you soon, Isabelle Fred

Pirat's kingsize bedroom
We had a wonderful time! The garden and the pool were nice and quiet. Luc and his wife were always friendly and warm

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.

Waterfront newly built Villa
I left a piece of my ♥️ in St Martin and can’t wait to travel back and absolutely stay at Cyrille’s again!!! Stunning views, comfy seats everywhere, inside and out, including the mattress☺️. Air conditioning inside if needed. The kitchen is so well stocked, you will be amazed. With a wonderful French market just down the street, preparing a scrumptious meal for dining on the deck was delightful🥰 Thanks Cyrille, see you soon😏

Ocean front "colibris" amazing view
Beautiful villa with stunning ocean views, Located on a hill overlooking the bay of Cul-de-sac, Pinel Island and Tintamarre are both visible from the pool deck. The living room is very comfortable for a large living room and with 2 large sofas perfect for holidays for families or groups of friends. There are the best restaurants on the island and very beautiful beaches close to the villa. The neighborhood is very quiet and relaxing. Camille is a great host, she made sure we had everything we needed to have a great stay which was the case!! The views are really beautiful!

Very pleasant ocean view house with swimming pool
Thierry’s house was perfect, clean, beautifully decorated, lovely outside space, we loved the little pool ….. it was just perfect, the photos don’t do it justice. Colette who met us was lovely too and very helpful We would return in a heartbeat!!
Destinations to explore
- Family-friendly rentals Saint Martin
- Family-friendly rentals Sint Maarten
- Family-friendly rentals Saint Barthélemy
- Kid-friendly rentals Simpson Bay Beach
- Rentals with a patio Simpson Bay Beach
- Condo rentals Simpson Bay Beach
- Apartment rentals Simpson Bay Beach
- Beachfront rentals Simpson Bay Beach
- Rentals with pools Simpson Bay Beach
- Monthly Rentals Simpson Bay Beach
- Holiday rentals Simpson Bay Beach
- Rentals with a washing machine and dryer Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
- Waterfront rentals Simpson Bay Beach
- Rentals with outdoor seating Simpson Bay Beach
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom