
Family-friendly vacation rentals in Simpson Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Simpson Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
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, Nicest Infinity Pool Overlooking the Oc
Our unit was a great get away from our busy life. The view of the water was amazing and were able to watch boats, ships, and planes while sipping our coffee in the morning and beverage in the evening. The unit was equipped with coffee machine AND nespresso maker. We were lucky enough to find it already had filters which made running to to market for coffee only. Plenty of fridge/freezer storage but with market prices, we ate out mostly. We already miss being there and look forward to going back in the future. For anyone booking, don't forget the cave on the beach! (we almost did) Easy to walk to and enjoy an evening escape for a picnic/wine. Beach is never busy.

Maho Beach House: Petite Studio, Beach Level
Perfect! Clean, cozy, and convenient location with the perfect view of the water! Very happy with the host and this space.

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!!!!

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.

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

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 place was spotless, clean, nice, functional, in a good location. The small outdoor terrace is great, easy access to the beach, pool and pond-side path for walks. 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!

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

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.

Flamingo Beach Resort- Studio
This place was even better than expected! Very modern/updated room with king bed and full kitchen/bath. The kitchen was stocked with essential cooking materials and everything was so clean and organized. The grounds were amazing. Right on a large sandy beach with many chairs and umbrellas readily available for the day. As many fresh towels as you’d like. The pool was right around the corner with two large hot tubs which were nice when we got caught out in a passing rain shower. There were grills available for use and a nice fire pit. Easy free parking on site. Quick walk to multiple restaurants and even a little market across the street for essentials. The only draw backs were the time share fee which you just need to be aware of and the fact that this unit is not ocean view, but otherwise a wonderful spot for an island getaway.

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.

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, since there are tenants in the other condos. This allowed us to get to know the area better! The accommodation is comfortable and met all of our expectations. The air conditioners in the rooms work very well, the kitchen offered everything you needed to cook (we had almost all our meals there), and Isabelle even bought a blender for us, the sitting 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 (mostly 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 away (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!
Quick stats about vacation rentals that are family-friendly in Simpson Bay
Total rentals
150 properties
Nightly prices starting at
R2,673 ZAR 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
Destinations to explore
- Grand Case Vacation rentals
- Marigot Vacation rentals
- Philipsburg Vacation rentals
- Gustavia Vacation rentals
- Cul-de-Sac Vacation rentals
- Bakers Bay Vacation rentals
- Cole Bay Vacation rentals
- Anse Marcel Vacation rentals
- Les Terres Basses Vacation rentals
- Anegada Vacation rentals
- Basseterre Vacation rentals
- San Juan Vacation rentals
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Rentals with pools Simpson Bay
- Beach condo rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with breakfast Simpson Bay
- Villa rentals Simpson Bay
- Waterfront rentals Simpson Bay
- House rentals Simpson Bay
- Family-friendly rentals Sint Maarten
- 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