Family-friendly vacation rentals in Simpson Bay Beach

This is our 2nd time staying at the Cliff and it was everything we remembered and more. the grounds are beautiful and well maintained. Someone is always cleaning or doing some sort of maintenance to the property to keep it pristine! the pool renovation is beautiful and a fantastic spot to watch the sunsets. the beach is easily accessible and virtually private with very little interruptions other than some boats passing by. the pictures dont do this place justice. my husband made use of the spa amenities everyday with the sauna and steam room, indoor pool, outdoor pool and beach -he essentially had a hydrotherapy circuit routine every morning. this apartment itself is well maintained and was exactly as advertised. our favorite spot was on the balcony enjoying the perfect views of the ocean. We have so many spots on the island close by as far as restuarants and two grocery/markets. there are also many rest. in a close drive. when we come back to St Martin, i'm staying here again!

Staying at Joe’s place was by far the best decision for an airbnb in St. Maarten. Between a beautiful private beach off The Cliff, an awesome infinity pool, and wide patio with a view of- I couldve stayed there the whole time and been content with the trip. The near by restaurants, grocery stores and things to do less than a mile or so drive made everything so convenient. Will certainly be coming back!

Joy and Dale are wonderful hosts. Great communication, easy check in. Condo is located in the middle of everything, if you are going to Sint Maartin this is where you want to stay. Close to Maho beech good restaurants and night life all in walking distance. Thanks again Joy and Dale

Superb! Everything was perfect. Florence and Nicole were excellent hosts, easily reachable and an abundant source of information. Check-in was simple and in-person with a full explanation of how things work. The apartment was super clean with comfortable beds and all the necessary amenities. And the location is ideal, very quiet with an amazing view. Total relaxation. It is only a 5-10 minute drive to either coast and the beautiful beaches and fantastic restaurants. There is also a supermarket a 2-3 minute drive away. We did have one issue though, a leaky toilet which was fixed within hours of me notifying Florence. Now that’s service! All in all, it was an excellent stay. The hosts truly are accommodating and really strive to make your stay comfortable. Highly recommend.

Great location, host and overall experience.

We loved our stay! The space is beautiful and an easy walk to the beach and amenities there. The kitchen is well stocked and the beds comfy. Loved the outdoor shower and use of jacuzzi. Veronique was very helpful and proactive with instructions. 💗

We had a wonderful Christmas trip here. The villa was very comfortable and had beautiful views. The staff were friendly and when our door lock stopped working they were very responsive (even at 8pm on Christmas Day). The pool was perfect!! We hope to come back again someday. Perfect place to stay for all ages. Thank you for sharing your amazing place with us.

Nice place to stay with your family and it was very private, and I had a great time. The only issue I had the electricity went off four one hours when I contacted that Sarah, she instructed me what to do , then, we had electricity . Sarah is very responsive to her messages. Thank you for having us in your beautiful home.

Selected for the beauty of the location, pool and price! Frank was an excellent airbnb host. From the beginning communications, initineary suggestions, few questions we had - til the end of our trip wishing us safe travels! Max checked on us twice, and was there when we had questions (one brown out in the evening, lasting less than 1 hr - enjoyed games on the porch). The villa was beautiful with a heavenly view! The beach is best for hiking and exploring. We had everything we needed, very well equipt (except washer (or at least a dryer) which we knew weren't there, no worries, but we really did miss having at least a dryer, since most things do not dry out as quickly as you would like them to. Upstairs guest wanted darker blinds - allowing for sleeping in - and we all would have enjoyed the deck more if there was a way to provide even a little shade. St. Maarten is beautiful, we WILL be back. Thanks Frank!

Wow! This was an excellent find and already looking to book for next year! Amazing host, best communication we’ve had and the apartment was exactly what we needed for two couples on vacation! Thank you for allowing us to stay and make some great memories!

We had a good time there. 9 people had plenty of room. Convenient to orient beach but also to supermarkets, restaurants, and specialty stores. Very quiet area and secure. Denis was a great host and very helpful. Rooms were spacious and comfortable. Nice showers and plenty of hot water.

Excellent place, just like the photos. Host was very communicative throughout and answered all questions promptly. Nearby beaches were all great.

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.

Damiens Apartment is situated in a former hotel, now residence area, so its very quiet. there is direct access to the beach, but while we were there there were a lot of algae, so walking till to the beach chairs and bars took about 15-20min walking on the beach. If you drive its about 10 min drive away to the main square of the beach with all the restaurants and the beach bars. directly at the grounds is a pizzeria which is great for your first day, when you dont havr the energy to go anywhere and still get food. Two other good restaurants are a 2-5 min by car and the supermarket is also just about 5 min away by car and no matter where you are going you always pass the supermarket, so its convenient that its on the way. Contact with Damien was good, he always replied fast. At the beginning we would have wished for a little bit better communication about the water cuts due to a break in the water facility on the french side, but after we asked he sent us to links to newspapers where we could look up the times ourselves. You definitely need a car and there was enough parking space on the grounds. overall we enjoyed our stay at Damiens apartment!

We stayed at Villa Azur for 2 weeks and had a great time. The villa’s location is in a quiet and safe neighborhood, it was clean and had all the necessary amenities we needed. It’s a quick drive to orient bay and near many restaurants, grocery stores. We had no trouble communicating with Guylene and would not hesitate to stay here again.

Such a great spot to stay while exploring the island. A lovely patio to sit and relax with your morning coffee. A good number of spots to eat within walking distance. Kathy provided us with some recommendations on local things to do which was super helpful.

Dec 2024 pre Christmas visit and can't say enough. Great location,weather and views. Comfy, restful atmosphere. Exceeded expectations. We had 2 cars park in driveway. Enough lounge chairs by pool to watch sunsets/cruise ships.Spacious rooms, exc internet, large balcony, swimming pool, washer/dryer. Family vacation with a surprise engagement at sunset. Emerg nail repair-Beautique, Airport Rd. Irini, so responsive, helped with planning dinner and referred (Chef Ronny- fabulous) and we hired photographer, Loic, for 'family photos' and to capture the surprise moment. He was so warm and friendly. Irini, Ronny and Loic all suggested places to visit. Recommend Maho; the Fort; Orient beach;Captain Bob's 6 hr Snorkeling expedition; 'Big Bastards' in Philipsburg to sunbathe - ask forJeremy/Luis; huge lobster lunch at Camille's Lolos bbq restaurant in Grand Case. Surprise visitors- day 1 large iguana. Day 2 a pair of monkeys on the railing outside upstairs bedroom. Hope to return. 11/10 !!

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.

Very beautiful and pleasant house Everything was spotless up to the pool and its terrace to chill at the end of the day Very Quiet Neighborhood Conveniently located..very close to Grand Case and Orient Bay We would highly recommend this house to all vacationers See you soon, Isabelle Fred

We loved our stay at this little piece of paradise that is conveniently located near all amenities and at the same very private and surrounded by nature. Luc and Lou are amazing hosts, and we really enjoyed their conversations. They are also very helpful with their recommendations on the island. We will be back!

La Casita Villa was worth every penny! Peter is an amazing host, and truly thought of everything! The kitchen is fully equipped with anything you could need including a coffee maker, French press, blender, bottle opener, etc. And even the finer details have been thought of - for example, there is a cooler that they provide to allow you to bring things to the beach and keep cold. Peter was extremely responsive throughout our stay, and very resourceful. We had a maintenance issue with the fridge and Peter immediately had someone there to fix it. The Airbnb itself is stunning. We travelled with 3 couples and we each had our own room, 2 of which had ocean views. It’s the perfect mix of privacy with each room being separated from one another, while still allowed for the most fun and entertainment in the common areas. We spent a lot of time outside under the new gazebo because we could not get enough of the view! The pool overlooking the ocean at sunset is one we will never forget.

Beautiful villa with amazing view of orient bay. Camille is a great host, she made sure that we had everything we needed for a great stay.

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.

Thierry’s house was perfect, clean, beautifully decorated, lovely outside space, we loved the little pool ….. it was just perfect, the photos don’t do it justice. Colette who met us was lovely too and very helpful We would return in a heartbeat!!