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Waterfront vacation rentals in Simpson Bay

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Popular amenities for Simpson Bay waterfront rentals

Waterfront apartment rentals

Superhost

Apartment in Philipsburg

4.78 out of 5 average rating, 9 reviews

Panoramic Ocean View Condo!

AndrewRating, 5 stars2 weeks ago
Perfect accommodation with the most breathtaking views . The host was so accommodating and helpful . Wish we could have stayed here for longer
Guest favorite

Apartment in Cole Bay

4.95 out of 5 average rating, 20 reviews

A102 Cozy Apartment with Garden

cloudRating, 5 stars2 months ago
awesome stay and location! thank you for letting us stay.
Guest favorite

Apartment in Orient Bay

4.89 out of 5 average rating, 18 reviews

Beautiful Sea view apartment

TrinaRating, 5 stars1 month ago
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!
Superhost

Apartment in Philipsburg

5 out of 5 average rating, 6 reviews

2 bedroom apt on the beach

MeritaRating, 5 stars1 month ago
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.
Guest favorite

Apartment in Simpson Bay

4.96 out of 5 average rating, 188 reviews

Lilly's Beach

Anna & ZachRating, 5 stars5 days ago
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!
Guest favorite

Apartment in SAINT-MARTIN GRAND CASE

4.95 out of 5 average rating, 37 reviews

Excellent Private Apartment -Sea View

AlanRating, 5 stars2 months ago
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.
Guest favorite

Apartment in Simpson Bay

5 out of 5 average rating, 123 reviews

Simpson bay beach, spacious, beautiful views!

MalloryRating, 5 stars2 weeks ago
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. ❤
Guest favorite

Apartment in Lowlands

5 out of 5 average rating, 7 reviews

Luxury apartment, sea view

CamilleRating, 5 stars1 week ago
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

Guest favorite

Home in Collectivity of Saint Martin

4.95 out of 5 average rating, 44 reviews

New! On La Plage Villa 2ch sea view pool

LonaRating, 5 stars1 month ago
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!
Guest favorite

Home in Upper Prince's Quarter

5 out of 5 average rating, 24 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

TaylorRating, 5 stars1 month ago
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!!
Guest favorite

Home in Collectivity of Saint Martin

4.87 out of 5 average rating, 68 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

KatieRating, 5 stars1 week ago
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.
Superhost

Home in Sint Maarten lowlands Maho

4.77 out of 5 average rating, 62 reviews

Villa Blue Lagoon SXM

AndrewRating, 5 stars5 days ago
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.
Guest favorite

Home in St Maarten

4.96 out of 5 average rating, 55 reviews

Villa Vijoux Luxury, Modern OceanView 8 Bedrooms

BarryRating, 5 stars1 month ago
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
Guest favorite

Home in Les Terres Basses

5 out of 5 average rating, 7 reviews

Slowlife - Villa Wellness 4 beds

MarcRating, 5 stars6 months ago
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.
Superhost

Home in Lowlands

4.7 out of 5 average rating, 106 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

CrystalRating, 5 stars1 month ago
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.
Guest favorite

Home in Sint Maarten

4.96 out of 5 average rating, 24 reviews

Luxury Villa "Villamour" w/ Private Pool

ShellyRating, 5 stars1 month ago
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

Guest favorite

Condo in Simpson Bay

4.9 out of 5 average rating, 42 reviews

Encanto -2BR beachfront w/pool & gorgeous sunsets!

AmitRating, 5 stars2 months ago
We had a great stay the place has great views and easy walking distance for food. We will be back.
Guest favorite

Condo in Lowlands

4.9 out of 5 average rating, 103 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

JoyRating, 5 stars4 weeks ago
It was exactly as described! Amazing view, clean area, the beach was walking distance, and easy check in/out process.
Guest favorite

Condo in Sint Maarten

4.93 out of 5 average rating, 15 reviews

Casa Nova, Indigo Bay SXM

NatalieRating, 5 stars1 week ago
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!
Guest favorite

Condo in Lowlands

4.93 out of 5 average rating, 28 reviews

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo

RossRating, 5 stars1 month ago
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.
Superhost

Condo in Cupecoy

5 out of 5 average rating, 3 reviews

Mullet Bay Suite 702 - Your luxury vacation in SXM

DannyRating, 5 stars2 months ago
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
Guest favorite

Condo in Lowlands

4.89 out of 5 average rating, 19 reviews

Rendez-vous à St-Martin - Tropical Waves

Dawn MarieRating, 5 stars5 months ago
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.
Guest favorite

Condo in Lowlands

4.94 out of 5 average rating, 16 reviews

Cupecoy ocean view 2BR condo - pools/private beach

YasirRating, 5 stars5 months ago
The place has an amazing private beech that few people know about it.
Guest favorite

Condo in Maho

4.89 out of 5 average rating, 196 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

JamesRating, 5 stars4 days ago
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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