
Vacation rentals with outdoor seating in Upper Prince's Quarter
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Top-rated accommodations with outdoor seating in Upper Prince's Quarter
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
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Popular amenities for Upper Prince's Quarter outdoor seating rentals
House rentals with outdoor seating

Newly Renovated! Villa Paradis - A jungle getaway.
Our stay was nothing short of amazing!! Easily the best Airbnb we’ve ever stayed in. The views (especially at sunset) are gorgeous, the house is very well maintained and comfortable, and Hugh/Tess were quick to respond to any questions we had. Like everyone else says, we were so sad to leave at the end.

Life's Good
Don’t waste your time looking at any other villa in Sint Maarten, book this one! Words can’t describe how beautiful this villa is. You have everything you need and more; from silverware to seasonings to beach towels, and etc. Danielle was a great host! She gave us a thorough tour of the place and shared many recommendations of the entire island. She was always so quick in responding. Our only regret is that we didn’t stay longer! We will definitely book again!

Puerta Al Mar - Ocean-Side Villa Tranquility
Brian’s listing exceeded my expectations. Everything was perfectly described and highly appealing. Very clean, private and close to all of the local restaurants. They had all of the accommodations to make you feel at home on vacation. I highly recommend and will definitely rebook on my next visit.

Family friendly 2 bedroom home with private pool
Mariana and Manoj were great hosts. Communication was very effective and they were flexible with our check out time.

Blue Horizon villa
My wife and I spent a lovely nine days at Olivier’s hillside villa. We thoroughly enjoyed the beautiful views and quaint surroundings. Olivier was always immediately responsive to any questions we had. We look forward to returning again soon.

5B Oceanview villa near Philipsburg
Jennifer is an amazing host. She responds quickly and is very courteous; going out of her way to make sure our stay was exceptional. The house is well kept and clean. It was also so nice and convenient to have laundry in house! Our family made great use out of the pool, which was cleaned regularly during our stay. We would definitely recommend this place!!

Villa Allamanda a Indigo Bay
Our stay was amazing! Props to the property manager, he was always there to help and responded super quick to any questions or concerns. Place was beautiful, although the pool was tiny it wasn't a huge deal. Only downside was that, during our stay, a mirror fell off the wall in the middle of the night and slightly shattered due to no fault of our own. My guess is it was hanging on something that broke... we were still asked to pay for the damages even though it was on them to better secure it to the wall. Other than that, great place and host! :)

“Les Medes” 3 bedroom in Beautiful Beacon Hill
The house was exactly what we needed to accommodate us on a work trip with decent wifi and a place to work and just paces from a nice beach and a beach bar when we needed a break. Our host was very helpful from start to finish and even accommodated our early check-in and check out. The layout, the rooms, the furnishings were all that you need and the location is great! We'll be back! Thank you!
Apartment rentals with outdoor seating

Cozy & Cool Cole Bay Apartment – Near Everything
Thank you Jo for hosting us in your home this winter! We enjoyed the space and the location was convenient as well. Very handy to have laundry on site and the rooftop is a very unique amenity! Thank you a ton!!

A102 Cozy Apartment with Garden
awesome stay and location! thank you for letting us stay.

Modern apartment with shared pool and generator
Lovely apartment in perfect spot. Close to everything. Easy communication and the pool is perfect!

Apartment Queen Hills (1-Bedroom)
Me and my partner loved Shameeka’s listing. The place matched the pictures, and the view of the island from the apartment was incredible. Shameeka was very nice and responsive. I would definitely recommend this place to any body and I would definitely book again.

Gorgeous Oceanview Apartment W/Generator
Saul’s place is fantastic with a pool just outside surrounded by picturesque bougainvillea trees. Located toward the top of Pelican Hill, the apartment has a view of the ocean that is absolutely spectacular…like sleeping in the eagle’s nest of the island. The unit is comfortable and quiet; however, its close proximity (3 minute drive or 10 minute walk) to the hustle and bustle of Simpson Bay gives the feeling of being in the center of all the action. As not many areas of the island are walkable, the entire Pelican neighborhood is a wonderful option for its clearly indicated sidewalks and consistently low traffic patterns compared to the rest of Simpson Bay where there are boutiques and grocery stores galore, an endless array of restaurants featuring almost any cuisine you can imagine, nightclubs, bars, and quite a bit of traffic. The unit, itself, was very clean with a large living space that is rare for the island. Saul is a phenomenal host. We can’t wait to come back soon!

Simpson bay beach, spacious, beautiful views!
Alex’s place was the perfect place to stay for our trip. It was roomy, comfortable and the washer and dryer was a huge help! It is walkable to so many great restaurants. We went to The Palms multiple times. Greg, the chef and owner, was fantastic! The beach was practically ours. There was maybe 1 or 2 other groups there whenever we went. The view from the patio was unbeatable! We spent so many of our breakfasts and lunches out there enjoying it! Alex was a great host and checked in every few days to see if we needed anything. We’ve never had such an attentive host before and it was nice to know he cared so much about our experience at his place and on the island.

Gorgeous penthouse the luxe apt with Generator
It was a pleasure staying At this Residence. The place was very clean and comfortable. The bathroom and a half was very convenient. Having a washer and dryer was awesome. The veiw was great of the harbor and the mountains. We were walking distance from so many restaurants, bars, shops. The pool was nice after a day at the beach. The host were very accommodating and responsive. We would definitely stay here again!!

Apartment Secretum
Nada's place looks exactly like the pictures. If you are looking for privacy, beautiful surroundings then this is the place for you. Nada and her husband are very friendly. The place has everything we needed for our week. We definitely would stay again. don't hesitate to book this place.
Condo rentals with outdoor seating

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!
We had a fantastic stay The place was beautiful. As described. Sunsets were amazing as was the view. We rented a car and went to a different beach each day. Rakhi was very helpful in recommending fantastic restaurants. We will definitely be back again. It was one of our all time fav holidays. Would highly recommend

Beachfront Condo| Pool View + Private Beach Access
Harry’s place was perfect for us, especially the private beach! Harry was extremely helpful, responsive and accommodating. Would def recommend his place 😊

Luxury Little Bay- Caribbean Blue
Lovely location! Really enjoyed our stay here and would definitely come back. Felt very homey and comfortable, it was perfect. The view was amazing and made the hill up 100% worth it. You really get used to the drive after the first time. There's an amazing beach called Great Bay Beach right near by and a great on the beach restaurant called Eat Something. Ask for Lenny if you want to eat and rent chairs there, he's the best!

Casa Nova, Indigo Bay SXM
Beautiful accommodations, exactly as shown in the pictures. Indigo Bay is a lovely site, peaceful, serene yet close enough to plenty of action in town. Wonderful host and very helpful with recommended activities and check in was a breeze. Great value for the money. Would definitely return to this air bnb!

SeaLaVie Apartment with Private Pool
We loved our stay at sea la vie. The place was just as described and in the perfect location. After looking at many different places and knowing the area better now, I think we picked the best place! The pool and view are incredible and it had everything we needed to escape the harsh northern winter. We wish we could have stayed longer and hope to be back.

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
Kevin's condo was great met all of our needs. Was clean and comfortable. Plenty of hanger and shelf space. We were 2 couples, plenty of room for together and alone time. Two en suit bathrooms for privacy. Great views, close to pools, and a short walk to beaches, restaurants and grocery stores. Everyone including staff and other owners were extremely friendly and informative. Kevin was a great host. Quick to reply an answered all questions. Would highly recommend to friends and family. Great place to stay.

Island Time- Luxurious 2 BR Condo. Stunning views!
This is the second time I have booked at one of Simona unit , she is an amazing host and made sure we had everything we needed . The condo is very close to maho strip and mullet bay . The place was very clean with great views , will look to book again with her next time in SXM

Beach front Condo Simpson Bay beach
We had a fantastic time at Andrea’s apartment. She was extremely helpful, friendly and responsive from the very beginning, going out of her way to even check and source items for our infant and toddler before our arrival. The apartment was clean and very well laid out for a group of 5 adults and two little ones. There were a ton of sand toys which helped keep our toddler busy and entertained, as well as many beach chairs, umbrellas, coolers etc for the adults to keep us comfy on the beach. You can’t beat the fact that you are a 1min walk from jumping into the beautiful clear ocean, and the evenings spent listening to the sounds of the waves (and the airplanes!!) from the balcony we’re all wonderful. Thank you so much for everything you did to make our stay so great Andrea!
Quick stats about vacation rentals with outdoor seating in Upper Prince's Quarter
Total rentals
180 properties
Nightly prices starting at
$70 CAD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
150 properties have a pool
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