
Family-friendly holiday 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.
Holiday 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 Appartement Vue Mer avec Jacuzzi
Un super séjour chez Florence et Nicole, très sympathiques, très accueillantes, réactives et proactives également. Joli duplex, le spa sur la terrasse est un gros plus. Rien à redire, à ne pas hésiter.

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: Bright Studio, Ocean View Lux
This place is great! Located right next to Maho beach and the Morgan! Amazing place for photos and relaxation. Will be coming back!

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, vue sublime, jacuzzi chauffé
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 - Baie Orientale -Jacuzzi privé
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 à la Baie Orientale (Orient Bay)
Excellent séjour chez Sylvie , très bien accueillis. Des hôtes discrets et très sympathiques avec le petit plus pour nous , blue et june ! Très bonne communication , logement parfait pour nous deux , propre , tout ce qu'il faut pour un séjour. Petit déj en terrasse tous les jours , au frais , quel bonheur malgré beaucoup de passages à cet endroit. Merci !
Family- and pet-friendly home rentals

2 Bedroom Duplex up to 5 guests right on the beach
Excellent stay in a perfect location. Within a short walk to shops and restaurants but far enough away to feel secluded. Short drive to Super U for supplies. Beautiful view! Would stay here again!

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.

Mont Vernon "B&C Collection" Studio + Sofa
Le logement était impeccable, propre, joli, fonctionnel, bien placé. La petit terrasse extérieur est super, facile d’accès vers la plage, la piscine et le chemin au bord de l’étang pour se promener. Nous reviendrons c'est certain!

Princess Anouk, Orient Bay, piscine, sur la plage
Geweldige airbnb, met een prachtig uitzicht op de zee. Was heerlijk wakker worden. Je hebt een gedeeld zwembad, maar we hebben de gehele vakantie alleen gebruik kunnen maken van het zwembad. Fijne omgeving je voelt je veilig en hebt eetplekken en een kleine supermarkt op 3 min loopafstand. We komen hier zeker terug.

Apt luxueux, accès direct à la plage
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
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

Villa Marine les pieds dans l'eau face 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!
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.

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 !
Wat een prachtige plek, met een nog mooier uitzicht op het water en Pinel Island. Op deze plek kom je helemaal tot rust, de buitenruimte met genoeg zitplaatsen en het kleine zwembad is echt geweldig, meer heb je niet nodig. Binnen is de ruimte van alle gemakken voorzien, airco, plafondventilatoren, handige keuken, goede bedden en fijne badkamers. Als je een stukje richting de zee loopt kom je ezeltjes en wilde paarden tegen, werkelijk fantastisch! Ze houden erg van wortels. Verder heb je zeker een huurauto nodig om wat van het eiland te zien, boodschappen te doen of naar een restaurant gaan. Deze plek is echt een verborgen parel waar je je heerlijk thuis zult voelen. Bedankt Isabelle !!

Appartement en résidence avec terrasse, piscine
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!

Caribbean Riviera 4 : confort les pieds dans l'eau
De accommodatie is prachtig en ruim opgezet. Op de foto’s lijkt de woonkamer kleiner dan in het echt. Restaurants, ontbijtentjes en kleine supermarkt op loopafstand bereikbaar en het strand ligt letterlijk op een steenworp afstand. Zwembad ook groter dan op de foto. Speelgoed voor kinderen aanwezig. Kortom een aanrader. Een paar strandstoelen bij het zwembad zou wel een verbeterpunt zijn.

Porto Cupecoy 4 BR PH OceanView Pool Tennis Gym
This was our second time staying at this condo, and once again, we had a wonderful time. As expected, the unit was clean, well-maintained, and had everything our family could possibly need. The pool and hot tub are fabulous bonuses, and enjoying breakfast on the patio quickly became a daily highlight for all of us. Having a grocery store and multiple restaurants right on the property is incredibly convenient, and the location is perfect—especially if you’re planning to spend time at Mullet Bay Beach. We can’t wait to book our next stay!

Private Orient Bay Villa with Spectacular Views
We had an absolutely wonderful stay. This was our first time to St. Martin. The house was perfect for us and even more beautiful in person. The view is amazing. They island was amazing. A short walk down the hill to access the beach, restaurants and stores was great. Dan and Flo were wonderful, helpful and very responsive. Would highly recommend this house to anyone looking to stay in this area. We can't wait to come back!

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 holiday rentals that are family-friendly in Simpson Bay
Total rentals
150 properties
Nightly prices starting at
$193 SGD 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 Holiday rentals
- Marigot Holiday rentals
- Philipsburg Holiday rentals
- Gustavia Holiday rentals
- Cul-de-Sac Holiday rentals
- Bakers Bay Holiday rentals
- Cole Bay Holiday rentals
- Anse Marcel Holiday rentals
- Les Terres Basses Holiday rentals
- Anegada Holiday rentals
- Basseterre Holiday rentals
- San Juan Holiday rentals
- Villa rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with breakfast Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Beach apartment rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- House rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a hot tub Simpson Bay
- Flat 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