
Family-friendly holiday rentals in Cole Bay
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Top-rated family-friendly rentals in Cole Bay
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Popular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Nonza : Large luxury Villa, Orient Bay beach
We had an amazing stay in St. Maarten celebrating my 65th birthday with my wife and our adult kids. It was our first time on the island, and we loved every minute. The house was cozy, safe, and just a short walk to a beautiful beach and some great local beach bars nearby. We enjoyed peaceful mornings listening to the birds, spotting little lizards, and relaxing by the pool. The sunsets were stunning, and the location made it easy to explore the island. Our hosts were kind and accommodating, letting us drop our bags before check-in and bringing extra towels when needed. We had such meaningful family time and made unforgettable memories. Highly recommend!

The Cliff in Cupecoy Beach HEAVEN!!!
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!

FLASH SALE! June-Sept. 2025! Ocean&Tropical Views!
Great location and the view from the balcony is awesome. Easily walkable to beach and restaurants. Great for watching the planes take off and land.

The Rock 2 Duplex Sea View Apartment with Jacuzzi
Our stay at the Rock was perfect! Such a great location. Florence was super direct and clear with all of the instructions, very quick to respond. Her mom Nicole was so sweet. The perfects hosts. Will hopefully be back one day! Already miss the views.

Top of the art penthouse
Beautiful place on Simpson bay. Perfect location! We were able to walk to many restaurants and Simona helped us with grocery delivery when we arrived, which was very convenient. Make sure to keep doors closed at all times. We briefly left a door open to the balcony and a terrible soiled smell filled the home off and on for a couple days. Home looked just like photos and all amenities were a great addition. Thanks for hosting us!

Beautiful villa Azur ,Low Lands ,private tennis
Great location, host and overall experience.

Le Colibri – Oriental Bay – Private Jacuzzi
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.

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub
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

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

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.

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 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!

Cupecoy Garden Side 1
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!

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

Nice Villa for 6 Orient Bay Beach
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.

C’est la Vie! Private pool and amazing views !
Our stay at Isabelle’s place was absolutely amazing. The home is beautifully designed, incredibly comfortable, and offers breathtaking views. Everything in the house worked perfectly, and we didn’t experience a single inconvenience during our stay. We have staying in many different places on the island but this was by far our favorite and can’t wait to return.

Condo with a terrace, swimming pool
We staued at Isabelle's for a month snd by the time we left it felt like home. The neighborhood of Oyster Pomd is welcoming with several small but excellent restaurants within an easy walk. There is also a locsl market to pick up fresh bread and other items. Dawn beach is a quick drive. The unit was clean and provided plenty of room for my husband and I as well as space.for our daughter and three friends when they visited. We contacted Isabelle once because the microwave wasnt working and Maxime quickly replaced it with a new one. The one drawback, and only for when we had six people, was that the ad says two bathrooms which is true but there's only one toilet and it oa separate from the bathrooms. It required a bit of planning in the mornings and getting ready to go out out but it was manageable. Overall, we had a wonderful time and would recommend.

Pirat's kingsize bedroom
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

Pelican Paradise
Perfect little villa (actually much bigger than we expected), located in the best neighbourhood of St-Maarten, and managed by a true Superhost!

Oceanfront Villa with Private Pool
This has to be one of the most beautiful villas on the island! The ocean view was amazing and falling asleep to the sound of the waves crashing was peaceful. We enjoyed our one weeks stay at La Casita and would book again when we come back to SXM. Thank you to the housekeeper for being so kind and giving us tons of local recommendations!

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

Very pleasant ocean view house with swimming pool
We had a wonderful stay. The villa is as described. We loved the private courtyard and the pool. I would recommend it 100%. Thank you Thierry for the easy communication and thank you to Colette for hosting us.
Quick stats about holiday rentals that are family-friendly in Cole Bay
Total rentals
180 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
150 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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