
Family-friendly vacation 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
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 Apartment Sea View with Jacuzzi
Kind and responsive hosts, incredible views, wonderful location - best stay in SMX!!!

The Cliff in Cupecoy Beach HEAVEN!!!
Joe was extremely helpful, with accommodating, recommendations, and very responsive. His place felt like home, location was perfect and fast walk to mullet bay. The room was clean well equipped with all your needs. I would definitely stay here every time I visit. Thank you Joe

Villa Allamanda, sublime view, heated jacuzzi
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 .

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

Le Colibri – Oriental Bay – Private Jacuzzi
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.

Beautiful villa Azur ,Low Lands ,private tennis.
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!

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
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.
Family- and pet-friendly home rentals

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.

Villa Kailani 4 bedroom with Stunning Ocean Views
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.

Mont Vernon "B&C Collection" Studio + Sofa
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!

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!

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

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

Flamingo Beach Resort- Studio
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.

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 !
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!!

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.

Condo with a terrace, swimming pool
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!

Caribbean Riviera 4: waterfront comfort
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.

Porto Cupecoy 4 BR PH Ocean View 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!

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 vacation rentals that are family-friendly in Cole Bay
Total rentals
180 properties
Nightly prices starting at
G$16,787 GYD 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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