
Waterfront vacation rentals in Simpson Bay
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Top-rated waterfront rentals in Simpson Bay
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Popular amenities for Simpson Bay waterfront rentals
Waterfront apartment rentals

Designers Delight-3 BR, Pool, Gym, Tennis Courts
Property exceeded my expectations. Even better in person than the pics. The location was ideal and perfect for the 6 of us. We were so comfortable in the condo. Very spacious, well appointed and super walkable. Enzo was a gem. Very responsive and super proactive with recommendations. Can not say enough about how much we enjoyed this rental. Will definitely return.

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay
Tamara was such a sweet and responsive host, she made everything seamless from start to finish. The unit was even better in person: super spacious, spotless, and the view was absolutely incredible. We felt right at home with how well-stocked everything was, from toiletries to detergent to coffee. The building amenities were clean and easy to access, and we especially loved the restaurant by the pool, perfect for lazy breakfasts without leaving the property. The staff onsite were warm and welcoming, and we felt completely safe the entire time. I would 100% stay here again. Thank you for an amazing stay, Tamara!

"Black Pearl"
We had a great stay. The unit is even better than in the photos. We encountered a few maintenance issues but host was quick to respond. Stephanie was always reachable and very helpful. The resort grounds are beautiful. Would stay again.

Studio Coconut
If you’re looking for a quiet place to relax and unwind this place is for you. It’s on a beach but the waters weren’t so calm so I didn’t want to take the chance. Lola is very hospitable & was very responsive and helpful before and after arriving. The studio is just as seen in photos, very clean and has a modern cozy vibe. I’d suggest you rent a car…Lola helped with that before I arrived so I was able to pick up the car at the airport. I think this is a great option for a solo traveler as well.

Escape by the Lagoon
Home was exactly as described with an amazing host!! Thank you for making my birthday special.

Luxury apartment, sea view
The pictures of the condo unit were EXACTLY as they were advertised on this site. The Condo was in Excellent condition. They complex where the unit is located is a wonderful with location that is in the heart of the Cupecoy area of the island. The host was very accommodating and answered important questions prior to us booking. The service we received upon arrival was equally outstanding and responsive. The overall experience was Excellent. The combination of location, the complex, the unit and host all added up to be one of the best units we have rented on this platform, to date. I would 100% recommend this location and the unit to anyone who wants an amazing place to stay in St. Maarten. It is a perfectly located spot on the island. We'll be back for sure! Thanks

Amazing "Colosseo" duplex ocean view
This is such a beautiful property, the view is breathtaking. Leda was very helpful, and responsive any and everytime I needed her. You won't be disappointed ❤️

Studio Ocean Front, Infinity Pool
Michelle and Brent’s spot is absolutely perfect for a couple. You have a beautiful view of the ocean right outside the doors. This is one of 3 villas she has on the property. This studio is below a 2 bedroom space that you share the infinity pool with. I can’t wait to come back and stay with them. The location was perfect and a quick ride to everything on the island. 10/10 would recommend 🤌🤌🤌
Waterfront house rentals

New! On the beach, 2 bedroom villa, sea view, pool
It was lovely to watch the waves and listen to the ocean everyday from our patio. Laure was so welcoming and offered ideas for places to go during our 6 week stay. She was very responsive to messages from us and genuinely want to make sure we had a wonderful visit. We were close to a variety of cafes and restaurants. The French bakery was a wonderful morning walk and Boat On Yacht Club a charming afternoon excursion. It took us a short time to get used to the to driving in Marigot but by the second week, we were comfortable with our route. I recommend getting out and about throughout the island. There is plenty to explore! Laure is a gem! We would stay here again.

ALMOND BLUE ...Pinel bay view - caribbean feeling
Villa Almond Blue enjoys an extraordinary, sublime view facing the bay. You can see Pinel and Saint Barth from the terrace, installed in a pleasant covered outdoor lounge The house, very pleasant and simple to live in, offers all the essentials for pleasant moments of relaxation.

Water access, heated pool, kayaks & snorkeling
We had an excellent week at Villa Cote Mer! I honestly can’t say enough good things. It is better than described. Pictures don’t even do it justice. It is very private and quiet, with a gorgeous view. There are plenty of places to eat within a 10 minute drive. Grocery store is less than 5 minutes. Melissa and Nina have provided a helpful guide to area restaurants, shops, and other attractions that make it so easy. The place was spotless, and the pool was pristine. It was very nice having midweek cleaning with fresh towels and linens. The garden area is gorgeous with many beautiful trees, flowers, and native foliage. The house sits down some from the road making it even more private. We have stayed in many Air BnBs in several international locations, and this one is one of the best! Melissa and Nina have been incredibly responsive and communicative making this a seamless, easy vacation. We will definitely stay here again the next time we visit St. Martin!

New-Sunset Place Villa w Stunning Waterfront Views
The villa was perfect. Beautiful view, upscale and clean. Joy was easy to communicate with and offered help with logistics such as car service private yachts, groceries and private chef service. The private pool off our deck was clean and refreshing We started planning our next trip before this one ended.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
An amazing place even better in person

Newly Renovated 2 Bedroom Villa
Aline and Katie were great to work with leading up to our trip. They looked into finding the best place for us to watch the Super Bowl (Go Birds!) and went on a shopping hunt to look for a thermos for the beach for us. Eli made our trip great!! He met us at the airport, led us to the villa, showed us around and had a welcome snack and beverage awaiting our arrival as well as the shopping list of groceries we asked for. Eli also arranged for us to get a Firestick to watch the Super Bowl in the comfort of our villa to watch the Eagles win! He checked in on us multiple times during our 9 night stay. The pool was the warmest of any we have rented in the Caribbean. The rooms were spacious and clean. Our only critique was that showers needed to be spaced apart for 4 people due to lack of hot water but it was manageable. Great stay!!!

The best view on the island!
Casa Victoire is one of the best rentals we have ever used for vacation- the pictures do not do it justice and Maly was an amazing host! If you are thinking about staying here just go ahead and click that button and you will not be disappointed. The pool was fabulous overlooking the bay and Pinel Island. Within a few minutes drive of Grand Case and Orient Bay- both with plenty of activities and food. Maly provided so much useful information before arrival and during our stay. The layout worked great for myself and 4 adult children- plenty of space for all. If you rent a car I highly recommend Nono car rental recommended by Maly- car will be waiting on you at the house and they will pick you up at the airport so you can get right to your vacation without worrying about driving as soon as you arrive Thank you Maly- we look forward to our next trip to St Martin!

Teresa’s Ocean Paradise
Marcus & Jocelyn’s place was extremely nice. The location is about 30 mins from the airport which allowed us to view more of the island. The place was extremely nice, quiet and the view is beautiful. Irene the host was very friendly and provided treats at check in. The home was stocked with plenty of refreshments which was very thoughtful. I truly enjoyed my stay.
Waterfront condo rentals

Comfort & Charm – Premium Studio
Thank you Aurelien. We really were so comfortable at your place and admired the cute and clean style! We will recommend your place to friends snd family

Modern Oceanview Apartment
Incredible location, clean unit and building, literally a 5min walk to mullet bay beach, 5min walk to Cupecoy beach, and two grocery stores one right next door to the building the other just a 3min walk away and two good cafes. Host was available and quick to respond to any needs, i will definitely be booking this unit again! Thank you

Villa Belharra, amazing view
We were amazed by this rental. We’ve always had great ones in the past but this one is the most beautiful one we’ve had. Rachel and her husband were amazing people and are taking care of your needs as soon as you get there. The views you have from the patio is amazing and relaxing. We will return for sure.

Beachfront Condo| Pool View + Private Beach Access
We loved everything about our stay! Beach is right in your backyard and Marigot is within walking distance. Will definitely be staying here again in the future!

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

BLUE JUNGLE♡ Duplex Terrace Amazing Sea View
The two of us had a wonderful long-weekend getaway! The unit and surrounding property is absolutely stunning. We loved the modern touch of the unit and how clean everything is. We got way more than we paid for and I’m so thankful we discovered this property.

Sea Lover - Las Brisas (Sea Lover)
Thank you so much. We enjoyed it.very comfortable to stay with kids.

*NEW* Coco's 15 Modern beachfront Retreat
The place was steps from the beach! Beautiful and clean. Host very helpful. We loved st. Martin and this family friendly beach next to Mary Boons! We ate lunch there and cooked in dinner at home. Great appliances And every cooking tool you could need. Andrea was very helpful. The only thing I was a little worried about was the airplanes noise and honestly you forget they are even there after first day.
Quick stats about waterfront rentals in Simpson Bay
Total rentals
130 properties
Nightly prices starting at
G$8,393 GYD before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
90 properties have a pool
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