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Family-friendly vacation rentals in Simpson Bay Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Simpson Bay Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Villa in saint-Martin
4.93 out of 5 average rating, 59 reviews

Villa Nonza : Large luxury Villa, Orient Bay beach

MarioRating, 5 stars1 week ago
on était un famille de 13 la maison nous a séduit avec tout ses possibilités terrasse piscine spa une deuxième cuisine bien aménagé avec tout les commodité et une super table ping pon avec pelouse synthétique. notre hote sympathique et très rapide a no demande on a fait un très beau séjour à st martin
Superhost
Condo in Lowlands
5 out of 5 average rating, 39 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

TrevorRating, 5 stars2 weeks ago
The condo was beautiful and clean. The kitchen was well stocked for cooking. Beach chairs and toys were available, which was great for the kids. The pool was beautiful and clean and there is also a kiddie pool that the kids loved. There is a little market about 100 yards from the condo which was super convenient, they have most everything you would need. Joe was great. He had us call him a few days before the trip and gave us a run down of the place. Priscilla, the housekeeper, was also great. She had already had the master bedroom cleaned when we arrived around 1, so she let us go in and change for the pool while she finished cleaning the rest of the condo. You will have no regrets renting this place. 5 stars!
Superhost
A panoramic view displays the landscaped gardens surrounding the pool area of the resort. Pathways wind through vibrant foliage, connecting various sections of the property. The ocean can be glimpsed in the distance, with the hotel’s multi-level structure set against a backdrop of rolling hills.
Condo in Sint Maarten
4.96 out of 5 average rating, 79 reviews

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

DennisRating, 5 stars4 days 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
Superhost
A sun-soaked terrace is showcased with a private jacuzzi and lounge chairs, offering panoramic views of the surrounding landscape and bay. Bright blue skies are dotted with fluffy clouds, enhancing the serene outdoor ambiance.
Apartment in Collectivité de Saint-Martin
4.84 out of 5 average rating, 37 reviews

The Rock 2 Duplex Appartement Vue Mer avec Jacuzzi

andyRating, 5 stars4 days ago
Petit coin paisible et très ventilé toute la journée,vu imprenable sur l’aéroport de grand case Magnifique coucher de soleil à contempler tout ça dans le jacuzzi installé sur la terrasse😎😎 J’espère y retourner aux prochaines vacances!!
Superhost
A serene outdoor space showcases a sparkling swimming pool surrounded by wooden decking. Elegant sun loungers with blue towels are positioned around the pool, inviting relaxation. Lush greenery and modern Caribbean architecture provide a tranquil backdrop under a clear blue sky.
Villa in les Terres Basses
4.75 out of 5 average rating, 51 reviews

Beautiful villa Azur ,Low Lands ,private tennis.

YannRating, 5 stars1 month ago
Villa tres spacieuse, la terrasse est super! Tres belle vue, cuisine tout équipée, chambre très confortable! Service de femme de ménage inclus 👌 Je recommande fortement! Nous y retournerons!
Superhost
Apartment in Collectivity of Saint Martin
5 out of 5 average rating, 18 reviews

Le Colibri - Baie Orientale -Jacuzzi privé

CathrineRating, 5 stars1 month ago
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.
Condo in St. Maarten
4.75 out of 5 average rating, 4 reviews

Beachfront Charming Suite, 3 beds,2 baths, 6/8

DanielleRating, 5 stars65 months ago
The condo was very spacious and sparkling clean! Amazing view off of the balcony. Will definitely be coming back! Olga was amazing to work with!
Superhost
Condo in Maho
4.89 out of 5 average rating, 199 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

AndreaRating, 5 stars3 weeks ago
We had a great stay! It was a fun location- felt safe, walkable to a lot of good restaurants, across the street from the beach, could watch the planes landing and right next to the famous Maho Beach. Also walkable to beautiful Mullet Bay beach. Our host was very responsive and helpful and even dropped off some French pastries our last night. I would definitely recommend this place.

Family- and pet-friendly home rentals

Guest favorite
Condo in ORIENT BAY-SAINT MARTIN
4.88 out of 5 average rating, 48 reviews

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

MikeRating, 5 stars1 month ago
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!
Top guest favorite
A spacious game room features a variety of entertainment options, including a foosball table, a pool table, and a dartboard. Light-colored tiles extend across the floor, while artwork adorns the walls. A large ceiling fan provides airflow in the open, well-lit space.
Villa in MF
4.99 out of 5 average rating, 91 reviews

Your Paradise Villa

YanRating, 5 stars2 weeks ago
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.
Top guest favorite
The spacious living area features light hardwood flooring and large glass doors leading to the terrace. A comfortable sofa sits opposite a decorative coffee table. Unique hanging chairs and a dining area are visible, with a modern kitchen in the background.
Condo in Orient Bay
4.84 out of 5 average rating, 97 reviews

Princess Anouk, Orient Bay, piscine, sur la plage

AllisonRating, 5 stars1 month ago
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.
Guest favorite
Condo in Marigot
5 out of 5 average rating, 7 reviews

Apt luxueux, accès direct à la plage

FrankRating, 5 stars4 months ago
Nous avons eu un véritable coup de cœur pour ce condo. Dès notre arrivée, nous avons été frappés par la propreté irréprochable des lieux. C’était comme si le condo était tout neuf, jamais habité avant nous. Chaque coin et recoin brillait, ce qui a immédiatement créé un sentiment de confort et de sérénité. Un immense merci à M. Ricard, leur gestionnaire, qui nous a accueillis sur place avec beaucoup de chaleur et de professionnalisme. Il a répondu à toutes nos questions tout au long de notre séjour, ce qui a été d’une aide précieuse et a rendu notre expérience encore plus agréable. Nos hôtes ont également fait preuve d’un souci du détail exceptionnel. Tout a été pensé pour rendre notre séjour mémorable, des petites attentions jusqu’à l’aménagement parfait des espaces. On sent qu’ils mettent beaucoup d’amour et de soin dans leur accueil, et cela fait toute la différence. Nous recommandons cet endroit sans aucune hésitation. Si vous cherchez un hébergement impeccable et chaleureux
Superhost
The living area features white, vaulted ceilings and a light-colored tiled floor. Two cozy wicker seating arrangements, adorned with yellow and brown cushions, surround a glass table. A modern kitchen with wooden stools and stainless steel appliances is visible in the background, enhancing the spaciousness.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 46 reviews

Caribbean Style Family Home

ChrissieRating, 5 stars1 month ago
Je voudrais remercier Judy de nous avoir fait confiance. J’ai beaucoup apprécié la maison, les équipement parfaitement pro. j’ai jamais vue une maison aussi fonctionnelle il y a tout 😂 mais vraiment tout. Merci pour ton accueille et ta gentillesse. Je recommande magnifique pour un groupe.Merci Judy
Guest favorite
A serene view is provided from the edge of the infinity pool, featuring clear blue waters that blend with the horizon. The lush greenery and distant islands of Pinel and Tintamarre enhance the tranquil landscape, basking under a bright blue sky.
Villa in Residence Hope Hill
4.97 out of 5 average rating, 31 reviews

Villa Azur, great view of the Orient Bay

IdaraesitRating, 5 stars1 month ago
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!
Guest favorite
An outdoor terrace features a painted table surrounded by blue wooden benches and chairs. Lush tropical greenery provides a vibrant backdrop, creating a serene environment. A sun lounger is visible to the side, inviting relaxation in the garden's tranquility.
Apartment in Lowlands
4.97 out of 5 average rating, 132 reviews

Cupecoy Côté Jardin 1

KellyRating, 5 stars4 weeks ago
Kathy is truly an all-star host who thought about every detail. There was ice in the freezer and a few beverages in the refrigerator when we arrived after a long travel day. We had absolutely everything we needed during our stay. We really appreciated the cooler, freezer packs, beach chairs, towels and umbrella. Kathy is super knowledgeable and gave us great recommendations during our stay. She has a packet available when you arrive that will provide information for just about anything you might need to know or want to do during your visit. We enjoyed Kathy’s interesting furnishings and accent pieces as well as the outdoor patio area. The outdoor shower was nice to have too, to rinse off after a day at the beach. The market next door was an awesome convenience that we absolutely loved and used daily. There was a really nice variety of supplies available and we cooked several meals in the well-equipped kitchen. We will definitely visit again & I can’t imagine staying anywhere else!
Superhost
An open living space includes a light-colored sofa facing a window, with views of the lush surroundings. A wooden dining table sits nearby, surrounded by light chairs. The kitchen area features modern appliances and a colorful tiled backsplash, complimented by ceiling fans for comfort.
Home in Upper Prince's Quarter
4.78 out of 5 average rating, 59 reviews

Villa Flagrantia

ClaRating, 5 stars3 weeks ago
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

A dining area is set with a table and six wicker chairs, decorated with a bowl of fresh fruit and tableware. Lush greenery surrounds the space, and palm trees are visible in the background under a clear blue sky.
Home in Orient Beach
4.75 out of 5 average rating, 12 reviews

Nice Villa for 6 Orient Bay Beach

RosioRating, 5 stars28 months ago
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.
Top guest favorite
A tranquil outdoor space features a sparkling pool surrounded by wooden decking and lush palm fronds. The expansive view reveals a calm sea dotted with sailboats, under a clear blue sky, creating a serene atmosphere.
Home in Cul-de-Sac
4.93 out of 5 average rating, 68 reviews

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

BenjaminRating, 5 stars1 week ago
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!!
Superhost
A swimming pool is situated within a wooden deck area, surrounded by lush greenery. Multiple lounge chairs are positioned around the pool, inviting relaxation. The sky is bright with scattered clouds, contributing to a serene environment.
Condo in Collectivity of Saint Martin
4.63 out of 5 average rating, 19 reviews

Appartement en résidence avec terrasse, piscine

ChantalleRating, 5 stars1 month ago
Nous avons beaucoup aimé ce logement: très tranquille et semi -privé, puisqu’il y a des locataires dans les autres condos. Cela nous a permis de connaître davantage la région! Le logement est confortable et a répondu à toutes nos attentes. Les climatisateurs dans les chambres fonctionnent très bien, la cuisine offrait tout le nécessaire pour cuisiner (nous y avons pris presque tous nos repas), et Isabelle a même acheté un mélangeur pour nous, le coin-salon est confortable et la terrasse est très grande. La piscine est un gros boni pour se détendre et profiter du soleil. Il y a aussi une petite bibliothèque où l’on peut emprunter des livres (la majorité en français). Le village est vraiment paisible, tout est situé à distance de marche: boulangerie, 5 minutes; plage Coralita, 8 minutes; plage Dawning, 15-20 minutes et plusieurs collines; quatre restaurants, 5 minutes de marche. Les supermarchés sont à 10-15 minutes en voiture (Carrefour, Super U). Nous serions heureux d’y retourner!
Guest favorite
Tiny home in Cole Bay
4.92 out of 5 average rating, 102 reviews

Pirat's kingsize bedroom

GrantRating, 5 stars4 weeks ago
Beautiful home and stunning views/surroundings. The apartment is on the lower floor of the owners house but it is very private. You get private use of the swimming pool and separate access down to the apartment. There were monkeys in the garden which was amazing! The only thing was there were lots of moskitos but the bed has a netting around it so you are safe. After a couple of days with some spray and plugs the moskitos stayed out of course with the doors closed. There is a microwave, sink and fridge, no stove or oven. Out of the way of the main town but super easy to get there by car. Ideally, you need a car to get to the property or taxi. Fantastic stay. Thank you
Guest favorite
A charming exterior view of the home is framed by lush greenery and trees. The structure showcases a natural stone facade and a stylish staircase leading to the entrance. The sparkling Caribbean Sea is visible in the distance under a clear blue sky.
Home in Caribbean
4.89 out of 5 average rating, 54 reviews

Pelican Paradise

MicheleRating, 5 stars2 days ago
We had the honor of renting John’s place to celebrate a girls 40th birthday trip. The location was a perfect mix of walkable to restaurants/bars/beach and felt secluded on the beautiful back porch and pool with an amazing view. We stayed in and watched movies two nights even, because it felt like home! Loved how it had character and felt familiar, and John was extremely great at corresponding and giving us awesome recommendations. I hope to go back!!! After exploring other neighborhoods driving around, we realized this was a right choice. Having live entertainment so close at the red piano was a big plus too!! Thanks, John!!!
An outdoor lounge area features a green sofa surrounded by colorful cushions, complemented by wicker chairs. A glass-top table sits centrally, and lush greenery is visible beyond the arches, enhancing the serene setting.
Villa in Cul-de-Sac
4.85 out of 5 average rating, 33 reviews

Ocean front "colibris" amazing view

LukasRating, 5 stars1 month ago
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!
An outdoor dining area is showcased with a glass table surrounded by six woven chairs. The space features a vibrant blue rug and offers views of the Caribbean Sea through arched openings. Two blue umbrellas stand beside the private pool, enhancing the inviting atmosphere.
Home in AI
5 out of 5 average rating, 4 reviews

Lockrum Point Villa Oceanside 2bdrm/2bath w/ Pool

JodiRating, 5 stars13 months ago
Lockrum Point is a beautiful home with everything you need for a comfortable vacation. The pictures really don't do it justice. The house is beautiful and the view is spectacular. It is set off the main road, but well-marked (by Caribbean standards) and it is very private and secluded. We felt very safe at all times. Sue was very responsive and answered all of my (many) questions. Her manager, Marcia, is wonderful as well. Thank you for the "goodies" upon check-in. We loved the pool and the outdoor shower and sitting on the pool deck at night counting stars.
A covered terrace is showcased with comfortable seating, featuring a small round table. Lush green plants surround the area, creating a refreshing atmosphere. The flooring is tiled, and a decorative rug adds texture to the space, enhancing the cozy feel.
Home in Collectivity of Saint Martin
4.79 out of 5 average rating, 39 reviews

Very pleasant ocean view house with swimming pool

RoxaneRating, 5 stars2 months ago
Nous avons eu un merveilleux séjour. La villa est conforme à la description. Nous avons adoré la cours privée et sa piscine. Je recommande à 100%. Merci Thierry pour la communication facile et merci à Colette pour son accueil.

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