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Kid-friendly holiday rentals in Simpson Bay

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Simpson Bay family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Lowlands
4.98 out of 5 average rating, 43 reviews

Aloha apartment

IngoRating, 5 stars1 month ago
Tolle Unterkunft, sehr geräumig, super ausgestattet, die Dachterasse ist wunderschön, vor allem mag ich die Umgebung, sicher, ruhig und vom Flughafen in 20 Minuten zu Fuß zu erreichen. Ich war jetzt das zweite mal in einer Unterkunft von Paul und kann dieses Appartement zu 100% empfehlen. Preis / Leistung stimmen.
Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 51 reviews

Endless Views @ Acqua Bleu

JaredRating, 5 stars1 month ago
I was completely blown away by this property—it exceeded all of my expectations! The views were absolutely breathtaking; relaxing on the patio while overlooking Saint Bartholomew was a dream. The home itself was exactly as described: spacious, modern, and beautifully maintained. The kitchen was fully equipped with high-end appliances, and the bedrooms were comfortable and stylish, each with large, luxurious bathrooms. While it’s about a 25-minute drive from the downtown area, the peace, privacy, and stunning scenery more than made up for the distance. One of the best surprises was the fully stocked refrigerator provided at no extra cost—a thoughtful and much-appreciated touch. And then there’s Irene—she was simply incredible. From greeting us with champagne to helping us plan our outings and even assisting with a small issue at the residence, her hospitality made our trip unforgettable. Irene went above and beyond, and we are so grateful. Thank you for making our stay truly special!
Guest favourite
Home in Simpson Bay
4.92 out of 5 average rating, 12 reviews

Townhouse Villa LX

EboneeRating, 5 stars1 month ago
Oliver's place is a gem for its location and amenities. The property was very nice, and the views from the pool were truly great. Its location is excellent - a quick and easy walk to the beach and a variety of restaurants. The convenience of a local market and shopping nearby was also a real bonus. I appreciated how quiet and safe the area felt.
Top guest favourite
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars2 weeks ago
The villa was perfect. Beautiful view, upscale and clean. Joy was easy to communicate with and offered help with logistics such as car service private yachts, groceries and private chef service. The private pool off our deck was clean and refreshing We started planning our next trip before this one ended.
Top guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 32 reviews

Luxury Bungalow Sea & Pool View

AlfredricRating, 5 stars2 months ago
Palmyre a été top. Endroit paisible, vue incroyable. À refaire.
Superhost
Home in Sandy Ground
4.57 out of 5 average rating, 14 reviews

Blyss Condo

TanguyRating, 5 stars1 month ago
Nous avons passé un très bon court séjour dans cet appartement décoré avec goût et avec une très grande terrasse appréciable pour s'y reposer. Malgré une coupure de courant à notre arrivée la situation a très vite été gérée par GioNads (le cadeau de compensation a été très fortement apprécié). Les 2 petits bémols sont l'absence de certains produits de première nécessité à notre arrivée et la propreté de certaines parties du logement ou accessoirs (traces de moisi dans le réservoir de la machine Nespresso, toiles d'araignées au plafond et tâches visibles sur le bord du canapé une fois déplié pour servir de lit. L'ensemble de notre séjour a été cependant très agréable.
Superhost
Home in Indigo Bay
4.83 out of 5 average rating, 175 reviews

Préstige - Luxurious 3 bedroom by the Beach

TheresaRating, 5 stars1 month ago
The host was very pleasant and made herself available to answer any questions. The home was beautiful, clean and had everything we needed to enjoy our trip. The view was amazing and the pics did it no justice. I will be booking again on my next trip to Saint Marteen♥️
Superhost
Home in Simpson Bay
4.64 out of 5 average rating, 11 reviews

“Les Medes” 3 bedroom in Beautiful Beacon Hill

RichardRating, 5 stars3 weeks ago
one night stay. Nice space. very comfortable. great neighborhood. short walk to simpson bay. cleaners were working when we arrived but host allowed us to drop off our luggage. one bedroom airconditioner was not working when we arrived but it just the circuit breaker had been turned off (fixed ourselves) Be advised that the airport runway is adjacent and large jets land and takeoff every day between about 10am and 3 pm. no planes dusk to dawn.

Family-friendly apartment rentals

Top guest favourite
Flat in Marigot
5 out of 5 average rating, 14 reviews

Studio Coconut

Esther-JoyRating, 5 stars1 month ago
If you’re looking for a quiet place to relax and unwind this place is for you. It’s on a beach but the waters weren’t so calm so I didn’t want to take the chance. Lola is very hospitable & was very responsive and helpful before and after arriving. The studio is just as seen in photos, very clean and has a modern cozy vibe. I’d suggest you rent a car…Lola helped with that before I arrived so I was able to pick up the car at the airport. I think this is a great option for a solo traveler as well.
Superhost
Flat in Lowlands
4.84 out of 5 average rating, 75 reviews

Modern Studio in gated Resort pool & gym.generator

LydiaRating, 5 stars1 month ago
Our stay at Ricardo's was absolutely amazing. The location is unbeatable, just steps away from the famous Maho Beach where you can watch planes land up close ✈️, and also super close to the airport and all the local hotspots, restaurants, shops. The apartment was spotless, beautifully maintained, and smelled amazing the moment we walked in. The bedding was extremely comfortable, the kitchen was well stocked and every detail was thoughtfully arranged for a relaxing and enjoyable stay. Although the standard arrival time was after 4:00 pm, we were generously offered an earlier slot at 1:00 pm. The self check-in process was a breeeze. Everything went smoothly, and departure was just as easy. A lovely bonus was the complimentary bottled water in the fridge, which was much appreciated. Whether you’re looking to explore the island or unwind in a clean, cozy, and well-located home base, this spot is perfect. 👏 We highly recommend this five stars listing! Thanks for hosting us Ricardo! 🙏
Superhost
Flat in Lowlands
4.88 out of 5 average rating, 24 reviews

Ocean&airport view condo,walk to beach, pool&gym

BrandonRating, 5 stars1 week ago
Super responsive and friendly host. Will definitely stay here again!!!
Superhost
Flat in Simpson Bay
4.67 out of 5 average rating, 18 reviews

Pearl by the beach Cozy Studio - Unit 6

CallisteRating, 5 stars2 months ago
I stayed here for one week and the property is amazing. Very clean and comfortable accommodation. Host was extremely responsive. Lovely location, I would highly recommend.
Guest favourite
Flat in Cole Bay
4.92 out of 5 average rating, 36 reviews

Beautiful Spacious Studio with spectacular view

IdaRating, 5 stars2 weeks ago
Had a wonderful time at Rosyenni, the apartment got everything you needed, Eventually you need to rent a car as the location is a little far by walking distance from the village Pelican Bay, and Simpson Bay, plus the view from the balcony is breath taken, you can chill at night watching the boat traffic, will recommend it 100%🙏😃
Guest favourite
Flat in Simpson Bay
4.96 out of 5 average rating, 102 reviews

Top of the art penthouse

HariRating, 5 stars1 month ago
Just an awesome place to spend time in Simpson bay. The penthouse was awesome and would love to come back in the future. The kids had so much fun in the water. Simona went out of her way to ensure we had everything to enjoy our trip.
Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 133 reviews

Simpson bay beach, spacious, beautiful views!

JoshRating, 5 stars3 weeks ago
Alex’s place is amazing! He met us there for a super easy checkin, even though our flight was delayed by a day. The apartment is very spacious, well appointed, and has a gorgeous outside living area (covered). Alex also provided beach towels and chairs, as well as two sit-on-top kayaks! Its location is just steps from the beach and a short walk to tons of restaurants. The roads aren’t that easy to walk on, but there was also parking everywhere we went. There are a lot of dogs roaming the island, including this neighborhood so there’s barking, but they seem friendly. All in all, a lovely place to stay, and Alex is a top-notch host. I would highly recommend Alex’s place!
Superhost
Flat in Lowlands
4.83 out of 5 average rating, 48 reviews

A Maho Studio

Maryne ValerieRating, 5 stars3 weeks ago
Un super séjour, le logement est agréable et identique à la description. Je remercie mon hôte pour sa réactivité car réponse très très rapide. Je vous conseille vivement !!

Family-friendly apartment rentals

Guest favourite
Apartment in Simpson Bay
4.95 out of 5 average rating, 64 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

SameerRating, 5 stars1 month ago
awesome location, 3 steps to beach. corals nearby with great snorkeling place right behind the house. clean and convenient, close to all action, with dedicated parking and all amenities you would ever need.
Superhost
Apartment in Lowlands
4.81 out of 5 average rating, 140 reviews

Convenient Studio Apt Near Airport, Beaches & Food

AminaRating, 5 stars1 week ago
I had a wonderful stay! The place was very clean and beautifully maintained, with a gorgeous balcony that made it even more special. The studio is in a great location—surrounded by shops and restaurants—and it's just a 10-minute walk to Mullet Bay Beach and about a 10-minute drive to Maho Beach. Everyone I met was very friendly and welcoming. The only challenge was finding a taxi, so I ended up arranging a private driver to pick me up and drop me off wherever I needed. Overall, a fantastic experience—I'll definitely be back!
Guest favourite
Apartment in Simpson Bay
4.9 out of 5 average rating, 48 reviews

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!

TinaRating, 5 stars3 weeks ago
We enjoyed our stay at Encanto. Rakhi was a very informative and she responded quickly to any questions we had. Gordon, the property manager, gave us instructions on the unit when we arrived. Rakhi provided recommendations which were helpful. The condo was very spacious and the balcony was large with a beautiful view. Our favorite restaurant was Palapa which was within walking distance (we ate there twice). The breakfast at the Yellow Sub in Orient Beach was delicious - best croissants. Carrefour was a great place to get provisions for the week and were reasonably priced. Every place took American dollars but only a few took American Express. We highly recommend spending a day at Pinel Island - Karibuni has chairs, umbrellas and cold beer!! The UnderSXM snorkel tour was really interesting. We rented a car to explore the island and the drivers are crazy so be careful - lol.
Top guest favourite
Apartment in Simpson Bay
4.93 out of 5 average rating, 30 reviews

SeaShores Beach Front 1 Brm Apt With Generator

JacquelineRating, 5 stars3 weeks ago
Yulia’s flat in Simpson Bay is a perfect spot to relax and rejuvenate. The patio overlooks peaceful Simpson Bay, lined with sailboats and activities happening on the ocean. The beach was very private, not crowded with tourists. The flat is well equipped, I can really appreciate all the hangers in the closet as well as having a cordless vacuum to tidy up. The location is my favorite in Sint Maarten, walkable to many restaurants. Yulia checked in with me a few times, I appreciate the hospitality and consideration. I will absolutely book here again!
Top guest favourite
Apartment in Sint Maarten
4.96 out of 5 average rating, 80 reviews

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

DennisRating, 5 stars1 month ago
This location is excellent ..everything is near by ..the host is amazing ...thank you for everything its definitely worth it...I wiill be back again and again
Top guest favourite
Apartment in Lowlands
4.97 out of 5 average rating, 68 reviews

Brand New- Maho Condo Studio with Seaview and Pool

De'AnnaRating, 5 stars2 weeks ago
Our short 3 night stay at Maho Condo was excellent. The space is very clean and small but functional. There are two large closets with plenty of hangers and four drawers of under bed storage. Kitchen: Stocked with glasses, dishes and cutlery as well as appliances like a ninja blender, air fryer and toaster. Bathroom: Rainfall shower with nice pressure, hot water and plenty of towels. They even have darker makeup towels. Misc. Robot vacuum, ironing board, smart tv. Amenities: Fully equipped gym and although we never used the pool it’s a nice size and has plenty of chairs. The onsite security made us feel safe coming and going at night. Location: close to the airport with about a 10 min walk to Maho beach. 5 min drive to Mullet Bay beach. In walking distance to bars/restaurants and the Maho market. We had a car and parked often in the gravel lot across the street. Communication: Great. We got a nice welcome and had an open communication with the hosts should we need anything.
Top guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 28 reviews

Beachfront Caribbean Breeze in Paradise, SXM

JasonRating, 5 stars1 month ago
all i can say is wow! what a great stay from helpful communication,to the location all of this was what we were looking for and we found that and more at Sylvia's wonderful place,thanks for having g us,and look forward to staying there again
Guest favourite
Apartment in Maho
4.91 out of 5 average rating, 33 reviews

'Emerald Pearl' Studio in Maho with Full Amenities

StephanieRating, 5 stars3 weeks ago
We had the pleasure of staying at the Emerald Pearl Studio in Maho, and it was an absolutely fantastic experience. The studio is well equipped with everything you could possibly need for a comfortable stay-from a functional kitchen to a cozy bed (too soft for us) but that’s our preference. The location is unbeatable, just a short walk to the famous Maho Beach,where you can enjoy beautiful sunsets,watch planes fly overhead, or just relax by the ocean. It’s also conveniently located near some great restaurants, bars, shops and a supermarket. The host was incredibly accommodating and provided excellent communication she even left me a bottle of wine for my birthday which I thought was very nice and she even let us check in early. I recommend renting a car for the whole island experience, but taxis are only a 5 minute walk away. If you’re looking a relaxing, comfortable and stylish place to stay in Maho I recommend Emerald Pearl Studio. I will definitely be returning. 2 ppl only ;)

Quick stats about holiday rentals that are kid-friendly in Simpson Bay

  • Total rentals

    50 properties

  • Nightly prices starting at

    $154 SGD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

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