
Waterfront vacation rentals in Simpson Bay
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Top-rated waterfront rentals in Simpson Bay
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Waterfront apartment rentals

Apartment in Philipsburg
4.78 out of 5 average rating, 9 reviewsPanoramic Ocean View Condo!
Perfect accommodation with the most breathtaking views . The host was so accommodating and helpful . Wish we could have stayed here for longer

Apartment in Cole Bay
4.95 out of 5 average rating, 20 reviewsA102 Cozy Apartment with Garden
awesome stay and location! thank you for letting us stay.

Apartment in Orient Bay
4.89 out of 5 average rating, 18 reviewsBeautiful Sea view apartment
Perfect location to restaurants, beach, and entertainment. The apartment was spacious and comfortable. Our host was friendly and always available. We hope to stay there again!

Apartment in Philipsburg
5 out of 5 average rating, 6 reviews2 bedroom apt on the beach
My husband,son and I loved our stay. The location was fantastic right on the water with beautiful crystal clear waters. The apartment is even better in person than in the photos. It’s very spacious, luxurious and clean. The location is awesome you are right on the boardwalk with many shops and restaurants around. It’s right next to the marina so a great location to do a boat ride at the neighbouring islands. Jolanda our host was fantastic with outstanding customer service and very flexible and accommodating with the goal for my family to enjoy our vacation. I would without a doubt stay here again. We loved the nights with breezes though the balconies listening to the waves ease us to sleep.

Apartment in Simpson Bay
4.96 out of 5 average rating, 188 reviewsLilly's Beach
It was a phenomenal location and walkable to restaurants and shops! It is obviously very close to the airport and initially, the sounds of the jets are quite loud, but you get used to it! We quickly learned that you can hear the jets from many places on the island. The planes aren’t active in the evening or morning really so it’s just during the day! We walked a lot and always felt safe while going to and from the condo. It’s near a school which was cute to see! As for a car rental, we did rent a car for half of our stay and the parking at the apartment was very nice to have. Being so close to Mary’s Boon was super nice too as we often used it as an anchor for taxi’s and sharing directions with folks! The beach was PERFECT and made the stay absolutely phenomenal! Amelie had lots of thoughtful things stowed away like a cooler and other beach necessities to make our trip more Comfortable. She also had tons of towels which was nice for our 10 day stay!

Apartment in SAINT-MARTIN GRAND CASE
4.95 out of 5 average rating, 37 reviewsExcellent Private Apartment -Sea View
Beautiful beach. Great apartment with everything you need. Just be sure to get a small rental vehicle to fit into the underground parking. Worth every penny. Will be back.

Apartment in Simpson Bay
5 out of 5 average rating, 123 reviewsSimpson bay beach, spacious, beautiful views!
Me, my husband, and our 3 daughters (11, 9, and 7) stayed here for 7 days at the end of January. Starting with even the week before our vacation, Alex was very friendly and communicative, getting us prepared for the stay. Even days before the trip began, he responded very quickly to any questions I had. Upon landing, he was so nice, super flexible and met us as soon as we got to the neighborhood. Very warm welcome, met us on arrival and showed us around. Gave us the quick rundown, some local recommendations (do yourself a favor and GO TO LITTLE JERUSALEM ASAP. And maybe everyday thereafter for a shawarma. We’ll probably never stop talking about it). The apartment was sparkling clean, well stocked kitchen, extras (beach chairs, umbrellas, snorkeling equipment, etc), the beds were so comfortable - and the patio is everything we could’ve wanted. Beautiful ocean views, and the quick walk across the street to the super quiet beach was amazing. I can’t recommend Alex and this place enough. ❤

Apartment in Lowlands
5 out of 5 average rating, 7 reviewsLuxury apartment, sea view
We had a fantastic stay at Isabelle' s place!Patrick and Isabelle were incredibly responsive and helpful with local recommendations. We felt right at home and would definitely book again! This apartment is in a prime location, it is walking distance to the supermarkets and restaurants. The grounds are manicured and perfect for pictures. The swimming pool was amazing to watch the sunsets and relax. This place was amazing and I highly recommend.
Waterfront house rentals

Home in Collectivity of Saint Martin
4.95 out of 5 average rating, 44 reviewsNew! On La Plage Villa 2ch sea view pool
Laure was a great host, she would immediately answer any questions we had. The place is stunning, right by the water. The beds are super comfortable. I would definitely stay here again!

Home in Upper Prince's Quarter
5 out of 5 average rating, 24 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
We had such a wonderful stay at Melissa’s airbnb!! We had some trouble with the AC at first and they immediately got someone to help fix the issue!! This place is what everyone says - a hidden gem! Beautiful views and a super relaxing atmosphere! If we are ever back in Sint Maarten, we’d be blessed to stay here again. Couldn’t say enough wonderful things about our stay!!

Home in Collectivity of Saint Martin
4.87 out of 5 average rating, 68 reviewsALMOND BLUE ...Pinel bay view - caribbean feeling
Everything was great with the house. the view was amazing, the pictures do not lie! The location was great for a quiet week of relaxation, great restaurants and home base for exploring the neighboring areas. We rented a car, and I'd recommend others to do this. Francois was there to welcome us (in the dark), and he walked us through, explaining everything. he was readily available and checked in on us.

Home in Sint Maarten lowlands Maho
4.77 out of 5 average rating, 62 reviewsVilla Blue Lagoon SXM
Great place if you have a large group of people. The rooms are spacious and the outdoor kitchen and dining area is great for gatherings. Alain is responsive and will help with anything you need while staying at his place.

Home in St Maarten
4.96 out of 5 average rating, 55 reviewsVilla Vijoux Luxury, Modern OceanView 8 Bedrooms
Nisha's place looks just like the photos! There were 12 family members in our group and the place is very spacious and could easily house more people given the layout. it was great for our multi family holiday. The kitchens were spotless and washer dryer worked great to wash up beach towels etc. No need to overpack! Aircon worked perfectly too. The managing team who work with Nisha are amazing and can assist you with dinner reservations, tour planning, reasonable airport transfers and more. Communication with Nisha and the team was immediate. enjoyed the pool area and checking out beach clubs. The restaurant Oasis is a quick 5 minute ride away and serves excellent food and BZH Creperie is also terrific. Big Fish was another winner very close by. We also enjoyed bringing food in from the Lolo's and dining at the Villa Vijoux Veranda and the Bread and Butter Market are very close by and don't forget to pick up your passion fruit infused rum before you make turn on to Rue de Coralita

Home in Les Terres Basses
5 out of 5 average rating, 7 reviewsSlowlife - Villa Wellness 4 beds
We had a wonderful time. The home is absolutely gorgeous, with a beautifully maintained pool that provided a perfect spot to relax. The location felt very safe, adding to our peace of mind throughout the stay. Overall, we had an excellent experience and would definitely recommend this place to others looking for a comfortable and enjoyable getaway.

Home in Lowlands
4.7 out of 5 average rating, 106 reviewsSEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
We had a great stay at this villa. The pictures do not do the villa justice. It looks better in person than the pictures. It is walking distance to everything. There are many restaurants in the area. It is about a 10 minute walk to the beach. If you're a fast walker, you can get to the beach in less than 10 minutes. A misconception I had about the villa from the pictures was I assumed that the villa was secluded. I was happy to see that the villa is not secluded and there are other houses/apartments on the same street. However, there is a lot of privacy. The backyard/pool area is beautiful. You'll have a view of the airport and the beach. The villa was extremely clean. Frederick gave great directions on where everything was located. He responded very quickly to messages. The villa is in a safe area and extremely close to the airport. I highly recommend this villa. I would book again if I ever returned to St. Maarten. Frederick was a great host.

Home in Sint Maarten
4.96 out of 5 average rating, 24 reviewsLuxury Villa "Villamour" w/ Private Pool
This house was beautiful and the view breathtaking! Danielle was very helpful with receiving our groceries before we arrived. We were greeted with a baguette, brie, and grapes that were amazing! She gave us great restaurant recommendations and things to do.
Waterfront condo rentals

Condo in Simpson Bay
4.9 out of 5 average rating, 42 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
We had a great stay the place has great views and easy walking distance for food. We will be back.

Condo in Lowlands
4.9 out of 5 average rating, 103 reviewsModern Oceanview 2-Bedroom Condo on Mullet Bay
It was exactly as described! Amazing view, clean area, the beach was walking distance, and easy check in/out process.

Condo in Sint Maarten
4.93 out of 5 average rating, 15 reviewsCasa Nova, Indigo Bay SXM
Traveling with toddlers can be incredibly stressful, but Leanne and Danielle were amazing hosts. They went above and beyond, providing us with milk when we arrived, great recommendations for kid-friendly activities, and offer helping us with taxi arrangements. Danielle and her daughter warmly greeted us, gave us a tour, and thoughtfully provided a bottle of wine for us to unwind after our long journey. The apartment itself was beautifully designed and had everything we could possibly need, including a well-stocked kitchen perfect for longer stays. There was plenty of space for our toddlers to play and crawl around. The complex also boasts two pools, which our kids absolutely loved. We enjoyed relaxing evenings on the balcony, taking in the starry views and the sound of the waves. The nearby beach was a hit with our kids, especially the restaurant located there, and it even helped them get in some good naps! thank you so much ladies for a wonderful stay!

Condo in Lowlands
4.93 out of 5 average rating, 28 reviewsEnjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
A perfect Airbnb experience. The apartment was perfect for two couples. Choice of an amazing beach or very welcoming pool setting. Kevin was a perfect host. Would highly recommend to friends and family.

Condo in Cupecoy
5 out of 5 average rating, 3 reviewsMullet Bay Suite 702 - Your luxury vacation in SXM
Would highly recommend staying in the suite. We were super impressed by how clean the unit was. You’re a balcony faces mullet Beach and it was a delight to wake up to that view every day. You’re three minute drive from Maho strip. And the host was super welcoming and so responsive. we will definitely be back. 5 stars

Condo in Lowlands
4.89 out of 5 average rating, 19 reviewsRendez-vous à St-Martin - Tropical Waves
This was my second trip to SXM, first time staying at the airbnb & I must say, I’d stay here over an all inclusive resort any day! The privacy and peace atmosphere is top tier! The bed & the rest of the furniture was super comfortable! The water pressure was great & the terrace was the icing on the cake. Being a little further out from the main strip was a plus imo. The beach was a quick 5min walk. I hope to visit SXM & will be sure to stay here again.

Condo in Lowlands
4.94 out of 5 average rating, 16 reviewsCupecoy ocean view 2BR condo - pools/private beach
The place has an amazing private beech that few people know about it.

Condo in Maho
4.89 out of 5 average rating, 196 reviewsSerene Oasis: Unwind by the Rooftop Pool & Hot Tub
We only spent one night because we wanted to experience Maho Bay on our way to Orient Bay. It served us well as it was in the middle of everything and also had a nice little pool bar with a great veiw of the planes taking off and landing.
Quick stats about waterfront rentals in Simpson Bay
Total rentals
120 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
80 properties have a pool
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