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Family-friendly vacation rentals in Simpson Bay

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Simpson Bay family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Villa in saint-Martin
4.93 out of 5 average rating, 60 reviews

Villa Nonza : Large luxury Villa, Orient Bay beach

DalenaRating, 5 stars1 month ago
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.
Top guest favorite
Apartment in Collectivité de Saint-Martin
4.94 out of 5 average rating, 54 reviews

The Rock 1 Duplex Apartment Sea View with Jacuzzi

SaraRating, 5 stars2 months ago
Kind and responsive hosts, incredible views, wonderful location - best stay in SMX!!!
Superhost
Villa in Orient Bay
4.83 out of 5 average rating, 69 reviews

Villa Allamanda, sublime view, heated jacuzzi

TanyaRating, 5 stars5 months ago
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 .
Superhost
Villa in St Martin
4.67 out of 5 average rating, 3 reviews

Villa Sunrise - Amazing View of Orient Bay

PhilRating, 5 stars44 months ago
Excellent place with an amazing view. Great staff.
Top guest favorite
Apartment in Collectivity of Saint Martin
5 out of 5 average rating, 19 reviews

Le Colibri – Oriental Bay – Private Jacuzzi

MarkRating, 5 stars1 month ago
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.
Superhost
Villa in les Terres Basses
4.75 out of 5 average rating, 52 reviews

Beautiful villa Azur ,Low Lands ,private tennis.

YannRating, 5 stars2 months ago
Very spacious villa, the terrace is great! Very nice view, fully equipped kitchen, very comfortable room! Cleaning service included 👌 I would highly recommend! We'll go back!
Top guest favorite
Condo in Meads Bay
5 out of 5 average rating, 38 reviews

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub

RomarRating, 5 stars2 weeks ago
My wife and I celebrated our 7th anniversary here. The staff was warm and responsive to our needs and made the effort to ensure we were comfortable. They left personalized card on the day of our anniversary and complementary pastries and champagne for us to enjoy. Our room was a 2 minute walk from the pristine Meads Bay. There was also a nice selection of restaurants right along the beach. Overall the stay was excellent and I would definitely recommend.
Superhost
Condo in Lowlands
4.91 out of 5 average rating, 22 reviews

St Maartin Maho Condo Comfortable Clean Relaxing

SandraRating, 5 stars3 months ago
Andreas responded immediately if we had a question. He also let us stay late on our last day.

Family- and pet-friendly home rentals

Top guest favorite
Villa in MF
4.99 out of 5 average rating, 92 reviews

Your Paradise Villa

YanRating, 5 stars1 month 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.
Guest favorite
Home in Little Bay
4.95 out of 5 average rating, 81 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

BillRating, 5 stars3 months ago
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.
Superhost
Apartment in MONT VERNON-SAINT MARTIN
4.7 out of 5 average rating, 56 reviews

Mont Vernon "B&C Collection" Studio + Sofa

FloraRating, 5 stars1 month ago
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!
Top guest favorite
Condo in Marigot
5 out of 5 average rating, 8 reviews

Luxurious apartment, direct beach access

MarciaRating, 5 stars4 months ago
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.
Superhost
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 46 reviews

Caribbean Style Family Home

ChrissieRating, 5 stars2 months ago
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
Guest favorite
Villa in Residence Hope Hill
4.97 out of 5 average rating, 31 reviews

Villa Azur, great view of the Orient Bay

IdaraesitRating, 5 stars2 months 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!
Superhost
Apartment in Sint Maarten
5 out of 5 average rating, 6 reviews

Pelican Key 1BR Townhouse

MikeRating, 5 stars99 months ago
Jackie and Carlos are very accommodating and were really helpful when we extended our stay. The place is in a great location, it is a quick walk to the beach, numerous delicious restaurants and grocery stores. It was great to have the pool to ourselves most days. I would absolutely stay here again the next time I visit the island!
Top guest favorite
Villa in Cul-de-Sac
4.96 out of 5 average rating, 48 reviews

AquaZen... 3 bedrooms, pool, private sea access

KellyRating, 5 stars1 month ago
We had a fantastic stay at Aqua Zen! The setting was beautiful and as pictured. We loved having the kayaks available and paddling to Pinel Island. The house was perfect for our family of four and we really enjoyed all the outside living space. Location was convenient to Orient Bay beach, shops and restaurants. Also close to Super U grocery, pharmacy, and L’Express Bakery - which we frequented!

Family-friendly home rentals with a pool

Superhost
Apartment in Philipsburg
5 out of 5 average rating, 7 reviews

Flamingo Beach Resort- Studio

AlisonRating, 5 stars38 months ago
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.
Top guest favorite
Townhouse in Orient Bay
4.98 out of 5 average rating, 42 reviews

Searulean, a stylish 3 bedroom abode in Orient Bay

MatthewRating, 5 stars4 days ago
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.
Top guest favorite
Home in Cul-de-Sac
4.93 out of 5 average rating, 69 reviews

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

BenjaminRating, 5 stars1 month 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
Condo in Oyster Pond
4.65 out of 5 average rating, 20 reviews

Condo with a terrace, swimming pool

ChantalleRating, 5 stars2 months ago
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!
Guest favorite
Apartment in MF
5 out of 5 average rating, 13 reviews

Caribbean Riviera 4: waterfront comfort

DonnyRating, 5 stars1 month ago
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.
Superhost
Condo in Cupecoy
4.69 out of 5 average rating, 81 reviews

LuxuryOceanfrontClifftop, SuperbView, PrivateBeach

KellyRating, 5 stars2 months ago
Sergei's property was wonderful! every spacious and truly had everything I needed to make my family's stay easy and comfortable.
Guest favorite
Home in Upper Prince's Quarter
4.97 out of 5 average rating, 70 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

JasonRating, 5 stars1 month ago
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!
Top guest favorite
Villa in MF
4.96 out of 5 average rating, 57 reviews

Private Orient Bay Villa with Spectacular Views

MimRating, 5 stars1 month ago
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!

Quick stats about vacation rentals that are family-friendly in Simpson Bay

  • Total rentals

    150 properties

  • Nightly prices starting at

    G$31,476 GYD 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

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