
Vacation rentals with a pool in Upper Prince's Quarter
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upper Prince's Quarter
Guests agree: these homes with a pool 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 Upper Prince's Quarter rentals with a pool
House rentals with a pool

Le Spot - Unique house with view
Apartment with fantastic views. You look all around over St Maarten and the sea. Apartment was very fully equipped, dishwasher and washing machine available. There were also new bath towels ready. Everything looked taken care of. Definitely recommended!

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
This property was absolutely breathtaking. The home looked better in person. Very clean, accessible to most attractions and a beautiful quiet neighborhood. 10/10 experience we will definitely come back!

Life's Good
"Life is good" is a secluded villa with a very interesting set up. it has two separate bedrooms with in suite bathrooms on the top level with a separate kitchen and living room as well as a reasonable size infinity pool on a lower level. This would work well for either two couples or parents with preteens/teens of the same sex. The view is to die for. Indigo bay is a heavily developing neighborhood but this villa stands on the opposite side of the bay from the new hotel construction so it is not affected by it at all. There is a short drive to Indigo Bay beach (small and feels private) and another 5 min drive to a nearby grocery store. It is only 10min away from Simpson bay and 15 min from Marigot. it was easy to communicate with the owner of this villa and their local management company who gave us a warm welcome. we definitely plan to come back and spend more time in this lovely place.

Spacious villa 8 people swimming pool sea view
Hidden gem! Such a beautiful home and thoughtfully put together. We had a child and the house felt so safe even the pool had an alarm if a child fell in. The house has everything you need and more. We will be back again!

Water access, heated pool, kayaks & snorkeling
We just got back from an incredible trip in SXM celebrating a milestone birthday with friends at this absolutely amazing villa! The villa is designed beautifully and so very comfortable. We were a group of three couples and it was the perfect amount of space. Melissa was an excellent host! We have traveled extensively and she was truly the best. She went above and beyond to make our stay memorable. We hired the chef she recommended and enjoyed delicious gourmet meals! All of her restaurant recommendations were top notch. We also went on a magical boat ride with a captain she recommended. Lastly, the location is so perfect! It was easy to get to many of the main beaches and super close to shopping. The short kayak ride to Pinel Island was a highlight of our trip, not to be missed!! We loved the option for easy, quick kayak adventures to explore the beautiful surroundings. St. Martin was extra wonderful thanks to Melissa and this fabulous villa! We hope to return someday!

The Island House
House is as shown in photos. Large enough for a group of six or a couples outing. Very secluded, beautiful estate to walk around. House is very secure in addition to a security gate at the entrance. One of the most well stocked Airbnb homes I have ever rented in regard to kitchen utensils/ supplies, toiletries, and linen. The property managers/hosts are very accommodating. I have heat driven migraines and they graciously brought me a fan ASAP. We will return next year and hopefully rent the same property! Thanks again

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.

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!
Condo rentals with a pool

1 bedroom apartment in the heart of Orient Bay
Florence was a great host. The place was just as described, clean and had everything you need, in a great convenient location, within walking distance (5 min) to the beach and restaurants.

Favorite on the beach. Sublime view. Swimming pool.
Terrace with such a beautiful and quiet view that we preferred to cook and dine on our balcony rather than go to the restaurant. Quality dishes and kitchen utensils. Beach chairs and umbrellas provided. Television with French stations. Adapters for power outlets. Two small grocery stores within walking distance and a well-stocked super U (small formats suitable for short stays) and what about the 3 km beach which is cleaned every day. In summary we had a wonderful week!

Apt3 - 3 bedrooms amazing sea view, terrace, Pool
Gorgeous property. Close to everything. Responsive host. Very spacious! I look forward to staying again soon.

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!

Oceanfront Penthouse with Stunning Views & Pool
I celebrated my birthday with friends at Lesley’s place and we absolutely loved it. Lesley and the staff we interacted with were responsive and welcoming. If you stay at this location, you won’t regret it!

Beautiful sea view studio !
The walk to the apartment from the garage was not so nice. Specially when you have problems after a knee or hip surgery, and also need to carry your luggage down with you. At arrival we needed to wait until 14.00 hours to be able to drive the car inside as close to the apartment as possible. But at check out the car was not allowed inside. We checked out was early in de morning at 04.45 am at that our the car was not permitted to drive inside the premisses, so we needed to carry our luggage up to the garage ourselves. This experience was NOT nice. Apart from this the apartment was nice and very relaxing.

New studio with superb view of the Caribbean Sea
Our stay at this Airbnb was truly exceptional. My girlfriend and I were blown away by how clean, comfortable, and well-stocked the place was from water, soda, and sunscreen to even phone chargers. The view of Saint Martin from the balcony was absolutely breathtaking and made our trip even more memorable. We’ve had good hosts before, but Georgi was by far the most helpful and genuinely caring we've ever met. She went above and beyond to make sure we felt welcome and had everything we needed throughout our stay. If you’re looking for a beautiful Airbnb with a scenic view and an amazing host, this is definitely the one to book!

Seneca Condo
Had a great stay, great service
Quick stats about vacation rentals with a pool in Upper Prince's Quarter
Total rentals
370 properties
Total number of reviews
2.3K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
360 properties include access to wifi
Destinations to explore
- Apartment rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Kid-friendly rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with breakfast Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with pools 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