
Beachfront holiday rentals in Simpson Bay
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Top-rated beachfront rentals in Simpson Bay
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Popular amenities for beachfront rentals in Simpson Bay
Pet-friendly beachfront home rentals

"Black Pearl"
Book this place!! you will not regret it. It is amazing. Clementine’s place is very well located with the pool and the sea just a few steps away from the terrace. Across the road you will find a small grocery store, pharmacy, petrol station, restaurants and bakery. We are already planning our trip back and if Black Pearl is available we will stay there without a doubt.

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

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!

Ocean&airport view condo,walk to beach, pool&gym
Super responsive and friendly host. Will definitely stay here again!!!

Mojito, Beachfront loft overlooking the sea
This is one of the best AirBnBs that I've ever had the pleasure of staying at. Grand Case is an incredible beach, and the views from the loft are unforgettable. Laurent and Muriel's loft is beautifully decorated. I want to move in permanently. 😂 I hope to visit again some day. thank you! -Kirsten

Simpson Bay- generator, internet, parking, beaches
We loved the apartment! We ended up staying there twice, on either end of a timeshare week, and it was perfect. It's a great location and walkable to a lot of restaurants and bars and the beach! We didn't end up using any appliances but it was nicely stocked with dishes and pots if you needed them. We would definitely stay here again!

♡ Duplex JUNGLE BLEUE Terrasse vue mer incroyable
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.

Modern / cosy Studio next to university / Beach
Very peaceful and wonderful stay, host was very helpful and making sure everything was to our liking
Beachfront home rentals with a pool

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
Our time at 37 Green Way Drive was nothing short of perfection. The villa is beautifully designed with modern touches, immaculate cleanliness, and breathtaking views of the beautiful blue ocean. Waking up each morning to the sound of the waves and ending the day with a vibrant sunset from the terrace was an unforgettable experience. The check-in process was smooth and easy with the keys left in a secure lockbox, and all the information we needed was clearly provided. We appreciated the thoughtful touches and helpful local recommendations that made our stay even more enjoyable. Everything exceeded our expectations!!

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!
We enjoyed our stay at Encanto. Rakhi was a very informative and she responded quickly to any questions we had. Gordon, the property manager, gave us instructions on the unit when we arrived. Rakhi provided recommendations which were helpful. The condo was very spacious and the balcony was large with a beautiful view. Our favorite restaurant was Palapa which was within walking distance (we ate there twice). The breakfast at the Yellow Sub in Orient Beach was delicious - best croissants. Carrefour was a great place to get provisions for the week and were reasonably priced. Every place took American dollars but only a few took American Express. We highly recommend spending a day at Pinel Island - Karibuni has chairs, umbrellas and cold beer!! The UnderSXM snorkel tour was really interesting. We rented a car to explore the island and the drivers are crazy so be careful - lol.

Townhouse Villa LX
Oliver's place is a gem for its location and amenities. The property was very nice, and the views from the pool were truly great. Its location is excellent - a quick and easy walk to the beach and a variety of restaurants. The convenience of a local market and shopping nearby was also a real bonus. I appreciated how quiet and safe the area felt.

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

Maho 1 Bed Condo with ocean view & Free Wi-Fi
Phil is a fantastic host who communicates proactively, ensuring you have all the information you need for a smooth and hassle-free stay. His well equipped apartment is located in Maho Beach, one of the best spots in St. Maarten. From the balcony, you can enjoy views of the sea, the pool, and the island’s famous attraction—the nearby airport—where you can watch planes land right before your eyes. We'll certainly come back!

Beacon Hill Hideaway: Luxury Condo in Simpson Bay
We spent three amazing days in this beautiful Airbnb! As soon as we arrived, we were amazed by the view of the beach and planes landing. The view is just spectacular. The condo was exactly as pictured, and we really didn’t have any issues during our stay. The condo has a beautiful view of Simpson Bay Beach. The balcony is very large, and we spent a lot of time hanging out there while we were at the unit. Every detail is thoughtfully thought out, making the place special. The pool was perfect for relaxing and the view from the terrace is so beautiful. Perfect for viewing arriving and departing aircraft. It was worth the money spent. It was close to everything including the airport and within walking distance to Maho Beach and the casino and restaurants. We look forward to staying again! I would recommend to anyone who needs a spacious home with great views and relaxing atmosphere. Thank you, Wei and Fritz.

Brand New- Maho Condo Studio with Seaview and Pool
Our short 3 night stay at Maho Condo was excellent. The space is very clean and small but functional. There are two large closets with plenty of hangers and four drawers of under bed storage. Kitchen: Stocked with glasses, dishes and cutlery as well as appliances like a ninja blender, air fryer and toaster. Bathroom: Rainfall shower with nice pressure, hot water and plenty of towels. They even have darker makeup towels. Misc. Robot vacuum, ironing board, smart tv. Amenities: Fully equipped gym and although we never used the pool it’s a nice size and has plenty of chairs. The onsite security made us feel safe coming and going at night. Location: close to the airport with about a 10 min walk to Maho beach. 5 min drive to Mullet Bay beach. In walking distance to bars/restaurants and the Maho market. We had a car and parked often in the gravel lot across the street. Communication: Great. We got a nice welcome and had an open communication with the hosts should we need anything.

Beachfront Caribbean Breeze in Paradise, SXM
all i can say is wow! what a great stay from helpful communication,to the location all of this was what we were looking for and we found that and more at Sylvia's wonderful place,thanks for having g us,and look forward to staying there again
Private beachfront home rentals

Le Papillon -Modern, beachfront, 550sq. ft terrace
My fiancé and I thought this was the PERFECT space for a romantic getaway! The ocean and beach views were absolutely breathtaking. We enjoyed the private beach access. The unit is even more beautiful in person! Simona was very accommodating. Would definitely stay here again!

Sur la Plage ! Villa Marina piscine vue splendide
Laure’s villa was a perfect place for a relaxing vacation for me and my boyfriend. The villa is very private and offers amazing views of the water. Every morning we walked to the local bakery where they offer amazing pastries and sandwiches. There is also an Italian restaurant that is in walking distance from the villa that we went to twice. I recommend renting a car and exploring the island and the different beaches. Our favorite was mullet bay! Also, we spent a day at Loterie Farm and it did not disappoint! We rented a cabana at the pool and even saw some monkeys! Finally, we rented a private boat through captain Jo and it was the highlight of our trip! We got to explore several small islands off of st Martin and learn history about the island and went to three great snorkeling spots. We will definitely be back to stay at Laure’s villa again. It was exactly how it looks in pictures and Laure was a great host. If you’re looking for a private, beautiful villa this is your spot!

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.

Villa Spice For Life SXM 2
Amy was very accommodating and was quick to respond. The home is close to Maho Beach, the airport, and one of the ferry docks to Anguilla. We appreciated the extra snacks and toiletries. Thank you for the amazing hospitality.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Great place !! Loved the location and the villa was beautiful

A Maho Studio
Un super séjour, le logement est agréable et identique à la description. Je remercie mon hôte pour sa réactivité car réponse très très rapide. Je vous conseille vivement !!

The Hideaway
The Hideaway was the perfect accommodation for a solo traveler - convenient location in proximity to the St Martin "strip", walking distance to beautiful beaches and the local supermarket; a modern apartment unit with all the amenities you need to feel right at home. Chris and Renee were amazing and kept in contact throughout my stay, even going out of their way to bring me extra tp! The property is regularly patrolled by security so I felt completley safe relaxing on the pool patio any time. 10/10 would highly recommend and would stay again if given the opportunity.

Spacious Studio just minutes to the Beach
The place looked just the photos! It was a beautiful stay and the space looks larger in person compared to the photos. My husband and I stayed 8 days in the unit. The kitchen was packed with everything we needed, there were extra chargers and cables around the house which was helpful since we lost our charger at the airport. Beach chairs, towel, and umbrellas were all provided. A rental car place was within walking distance. They provided excellent recommendations for food and activities for places all around the island. 10/10 would absolutely recommend.
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Nightly prices starting at
$141 SGD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
80 properties have a pool
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