
Apartment vacation rentals in Simpson Bay
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Simpson Bay
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

A-1001 1 bedroom with incredible view
Excellent séjour ! Une vue à couper le souffle et une hôte très réactive ! Logement très confortable, agréable et bien situé.

"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.

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!

Nouveau un Paradis sur la plage !
Nouveau un Paradis sur la plage — 5 stars! This place was everything we hoped for and more. The beachfront deck absolutely steals the show — it made it nearly impossible to start our day because we were too busy soaking in the view and the peace of the moment. Marie, our host, was fantastic. Thoughtful, responsive, and had everything laid out in a guest book, from must-see spots to local tips. The condo was tastefully decorated and made you feel comfortable and relaxed. it was equipped with all the essentials — and even extras for the beach, which was a really nice touch. You’ll definitely want a car if you're planning to explore, but there’s great food and a convenient little grocery store just a short walk away. Truly a slice of paradise. Would come back in a heartbeat!

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.

Creative Suite: Modern Studio Unit
A truly lovely studio with many wonderful touches and amenities. I especially loved the little balcony and bench to drink my coffee in the morning while enjoying the sunrise and the beautiful view of St. Martin in the distance. Thomas was an excellent host and always very responsive to any questions or requests. The location is absolutely ideal and very convenient to a good grocery store (Best Buy), many fabulous restaurants and some of the most gorgeous beaches, all within easy driving distance. I definitely recommend staying with Thomas in his Creative Studio and I hope to come back again soon!

Pearl by the beach Cozy Studio - Unit 6
I stayed here for one week and the property is amazing. Very clean and comfortable accommodation. Host was extremely responsive. Lovely location, I would highly recommend.

"Paradise Beach" - Impressive 2 bedrooms seafront
Coralie was fantastic!!! She sent us directions so detailed that she even counted the speed bumps for us! Her house was in a beautiful location and decorated so wonderfully. It was right on the water and we loved sitting on the porch watching the waves. The pictures dudnt do it justice. it was so calm and serene. Absokutely the best air bnb we have ever stayed in. She even had electric converters on the kitchen table in case we forgot ours. She thought of everything! We so enjoyed our stay here. Even met some fun neighbors to visit with. Stay here, you won't regret it. Thank you Coralie for allowing us to stay in your home.
Private apartment rentals

Loblolly 1, Suite vue mer sur la plage + piscine !
Loblolly was in a great location and very convenient to the Beach and all of the Restaurants. It was very clean and had everything that you could possibly need. The patio is steps from the pool and is so nice for an afternoon / evening beverage. Contact with the owners was prompt and they answered all our questions.

10min walk to Beach/Modern Fully Equipped+Pool/BBQ
Great Stay ! Perfect location to Mullet Bay Beach. Walking distance to the airport and maho beach as well. Great strip around the corner. Alizée was quick and responsive and also provided great recommendations and options for different activities and transportation. Great place for a weekend stay and quiet location. Looks exactly like the pictures and easy to find.

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.

Charming apartment on the beach, 1 or 2 bedrooms
My friends and I had such an amazing stay here. I can’t say enough about this air bnb! Tibo and his father were extremely accommodating about arrival and check out times. The place is even more beautiful than the photos and simultaneously private and peaceful but in the middle of town. Grand Case is a really vibrant and welcoming area with a great food and dance/music culture. We hope to stay here in the future!

Jade-La perle rare d'Anse Marcel
Lovely accommodations. We enjoyed our stay. It felt like a high end hotel. The linens were clean and beautiful. I really like nice white sheets on the bed. The view was great and it was quiet and peaceful. The walk to the beach was easy. The kitchen was well equipped.

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!

Exquisite 2 Bed Luxury Apt w Views Walk to Beach
The unit was beautiful, had a great view and was very clean. The host was responsive and answered all questions timely. Check in process was super easy and The Fourteen is a perfect location to everything on the island. I would highly recommend and would def book again if I return. Also, s/o to our driver Thomas, at the Fourteen. Taxis can be very expensive on the island but he was very reasonable & always available. If you ever need a driver, I suggest asking the concierge for Thomas! Everything 10/10

Luxueux appartement, vue mer
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
Apartment rentals with a hot tub

The Rock 1 Duplex Appartement Vue Mer avec Jacuzzi
Un super séjour chez Florence et Nicole, très sympathiques, très accueillantes, réactives et proactives également. Joli duplex, le spa sur la terrasse est un gros plus. Rien à redire, à ne pas hésiter.

A101 - Outstanding Lagoon View & Garden
The hills was an amazing place to stay for our time in St. Maarten. It was a perfect location close to a lot of the places we wanted to go to. It was a beautiful room and the pool was outstanding. Everything was clean and everyone was very friendly and sweet. Will definitely stay here again for my next trip!

Grand loft avec vue lagon
We had a lovely time Jerome! Thank you for hosting my family and I during our visit. Your place is very unique and beautifully placed amongst the surrounding area. We could have stayed much longer your place was so well equipped. Thank you again for being a super host during our visit!! We would absolutely come back. My best, Marc

Studio apartment at Sapphire hotel 314
Mariana and Manoj’s place was extremely clean and had all the amenities needed for a great vacation. Sapphire Beach Club staff was extremely helpful and friendly at all times.

Studio - Simpson Bay Yacht Club
We had an absolutely wonderful stay at this Airbnb. It was exactly as shown in the photos. It was close to numerous restaurants, night life options, and water options. It is a wonderful central location in Simpson Bay. There is gate security that added an extra level of comfort. Larger towels and beach towels were supplied. The unit was very peaceful and quiet at night as well. I would highly recommend this unit and hope to stay here again in the future. Tanguy (or his mother) were very responsive on the couple of occasions that we had any questions.

The Perch - A unique jungle experience.
This AirBnB is nothing less than perfect. Right in the jungle, with the nature, peaceful and private. Tess and Hugh are extremely responsive, helpful and friendly. The recommendation book is a huge plus. Nobody should ever give anything less than 5 stars of this AirBnB! We truly enjoyed our stay and spending our 1 year wedding anniversary here. We love it! Thank you!!

Gorgeous 2 bedroom beachfront condo
Thank you for incredible stay, we enjoyed not only the apartment itself but also the whole building, pool and area with shop, restaurant and nice walks. Close to the best beach on the island 🏝️

Appartement indépendant bas de villa - Indigo Bay
We had a lovely stay at Lionel’s charming little villa- Luna made us feel right at home- the dryer was not working so we were unable to wash clothes which would have been nice before we headed to Anguilla and back home, the AC in the master closest to pool seemed to struggle to stay cold but not worth complaining about - just to note maybe needing some maintenance- thank you for a lovely time- highly recommend! Beautiful view- private oasis, just lovely, I never saw or met Lionel but my husband did. Thanks again-
Quick stats about apartment rentals in Simpson Bay
Total rentals
130 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
70 properties have a pool
Destinations to explore
- Grand Case Vacation rentals
- Marigot Vacation rentals
- Philipsburg Vacation rentals
- Gustavia Vacation rentals
- Cul-de-Sac Vacation rentals
- Bakers Bay Vacation rentals
- Cole Bay Vacation rentals
- Anse Marcel Vacation rentals
- Les Terres Basses Vacation rentals
- Anegada Vacation rentals
- Basseterre Vacation rentals
- San Juan Vacation rentals
- Beachfront rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with breakfast Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a hot tub Simpson Bay
- Villa rentals Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Serviced apartment rentals Simpson Bay
- Condo rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Apartment rentals Sint Maarten
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom