
Holiday 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!

Villa close to the beach
My family and I have stayed at dozens of rental homes all over the world. This was the absolute best experience we have ever had. First things first, the house is CLEAN. So very clean and modern. The beds are comfortable with lovely linens and good quality pillows. The bathrooms are spa-like with great water pressure and plenty of hot water. The kitchen is a dream! Fully stocked with great quality appliances and tools. The pool was crystal clear the entire week. The backyard is an absolute oasis. There are houses all around, but the backyard is so private. The owners did a wonderful job with trees and flowering bushes. You're just a short stroll from the gorgeous beach. The beach clubs, water sports and restaurants are excellent! My teen daughters loved the pool area, upstairs deck (with charming swing!) and beautiful beach to take all of their hundreds of photos! The best part of renting this house is the wonderful Laurette! She made us all feel like VIP guests! 10 Stars!

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

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!
Apartment rentals with a pool

Oceanfront w Pool | Maho Beach area
It was our second time staying at Jean’s place and it was even better than the last. The location is fantastic, right next to the airport and still very quiet and peaceful. Gorgeous views from the living room, shower & rooftop. Bed was extremely comfortable & the entire place was spotless. We plan on coming back & staying here again whenever we do. You will not regret staying here. Thank you so much Jean — he gave great recommendations for restaurants and activities as well :)

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!

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.

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.

Apt5 (2 bedrooms, terrace & sea view)
Had an amazing time celebrating my birthday here with friends. Everything is exactly as described. This property is truly beautiful and located in a convenient and VERY safe area. Our host was very helpful and gave plenty of recommendations. The place could use a full length mirror, but other than that…literally nothing negative to say. Would recommend to anyone and would definitely stay here again.

Baie Orientale Cosy Duplex 1
Loved our stay, the house had everything we needed. The pool area is so serene and beautiful and so many places to relax and take in the views. 10 minute walk to the restaurants and beach, and a quick drive to so many island spots and beaches. We loved it here!

Seneca Condo
Had a great stay, great service

Sint Maarten La Terrasse Maho
The location was amazing. The accommodation had a fully stocked kitchen and bathroom... including coffee, spices, creamers, hair products and everything you would have at home. I will definitely stay here again!
Quick stats about holiday 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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