
Vacation rentals with a pool in Upper Prince's Quarter
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Top-rated rentals with a pool in Upper Prince's Quarter
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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 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!

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
Even better the 2nd time around. Vincent and team are great - communication is excellent. Couldn’t ask for a better place to spend a week!

Paradise View, Creole house with private pool
Our stay at this Airbnb was absolutely fantastic! The home was spotless and had everything we needed for a comfortable and relaxing trip. The swimming pool was so nice and refreshing after a long day at the beach, and we loved hanging out by the pool in the afternoons. It was also so fun to see the iguanas that would show up on the deck—they were such a unique and entertaining part of the experience. Pierre was an outstanding host who went above and beyond to help us with everything we needed. His kindness and attentiveness made our stay even better. We highly recommend this place and would love to come back again!
Condo rentals with a pool

Studio Iguana
Great appartement, perfectly renovated with a fantastic sea view terrasse where you can enjoy breakfast and dinner. You can easily accommodate a family of 4, and for 2 it is perfect. We will certainly come back.

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!

cosy apartment
Loved Yoan! So helpful! Met me to help find the apartment and was a gentleman helping with my bags. Space was clean and spotless. Recommended me so many places to see, do and eat. Definitely would come to him again🥰

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
Georgi was an amazing host, she was very communicative, helpful, and very accommodating . Her place was clean, modern, and has a great view of the beach. I would highly recommend booking her for your trips to the island.

Apt5 (2 bedrooms, terrace & sea view)
We really enjoyed our stay at Emmanuel’s place , the view was amazing , the pool , the balcony , everything was wonderful , we wish we could stay longer

Seneca Condo
Had a great stay, great service

Casa Nova, Indigo Bay SXM
Luc checked us in and was very friendly and helpful. Leanne's place is exactly as pictured and they even granted us access to the community's workout facilities. Luc was very helpful with restaurant recommendations and the driver he recommended (Simon) was prompt, polite, and always available to drop us off and pick us up all over the island. I would highly recommend a stay at Leanne's place. You won't regret it.
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
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