
Waterfront vacation rentals in Upper Prince's Quarter
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Top-rated waterfront rentals in Upper Prince's Quarter
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Popular amenities for Upper Prince's Quarter waterfront rentals
Waterfront apartment rentals

"Black Pearl"
Book this place!! you will not regret it. It is amazing. Clementine’s place is very well located with the pool and the sea just a few steps away from the terrace. Across the road you will find a small grocery store, pharmacy, petrol station, restaurants and bakery. We are already planning our trip back and if Black Pearl is available we will stay there without a doubt.

Beautiful apartment with sea view
I really enjoyed my two week vacation in this great apartment! It is very spacious. Another couple stayed with me for a few days, and we were all very comfortable. Wonderful restaurants are right nearby, and the ocean is a very short walk away (you can see it from the balcony). Manuela is a delightful person and very helpful. I look greatly forward to returning soon and staying again in this perfect spot!

Enclave Penthouse Unit 3
Wow, just wow! Could not have asked for better accommodations for our stay in Anguilla. This is a top notch condo with high end amenities. To make it even better the property managers Ortisha and Norbert are extremely attentive and helpful. We loved the chairs and umbrellas out in front of the condo as well as the floats for in the ocean. The location of the condo is central on the island and so easy to access many great things on Anguilla. An added bonus are all of the phenomenal restaurants within walking distance. If you’re looking for a fantastic place to stay on Anguilla you won’t be disappointed staying at Enclave!

Lilly's Beach
The stay was amazing! Great location, cozy spacing and super clean! When it comes to home necessities anything you may need Amélie has it already nearby. She is very helpful and informative. BOOK HER LISTING! Money well spent !

Simpson bay beach, spacious, beautiful views!
Alex’s place is amazing! He met us there for a super easy checkin, even though our flight was delayed by a day. The apartment is very spacious, well appointed, and has a gorgeous outside living area (covered). Alex also provided beach towels and chairs, as well as two sit-on-top kayaks! Its location is just steps from the beach and a short walk to tons of restaurants. The roads aren’t that easy to walk on, but there was also parking everywhere we went. There are a lot of dogs roaming the island, including this neighborhood so there’s barking, but they seem friendly. All in all, a lovely place to stay, and Alex is a top-notch host. I would highly recommend Alex’s place!

Studio ZEN
Beautiful Airbnb experience! Just as described and better. Our stay was amazing. Everything was pristine, clean and accessible. We had a nice kitchen with everything needed inside. A/C unit. Comfortable bed, clean linens. We especially loved our balcony overlooking the beach. Maxwell was extremely helpful in providing us guidance for visiting the island. He also had very clear instructions on how to access the property and check in was super easy and straightforward. Maxwell is extremely responsive and kind. Couldn’t ask for a better host, highly recommend!

New designer apartment – Residence with pool
Great stay! Beautiful location, very functional apartment. Emma is a super co-host! We are thankful.

Secret View amazing apartment- Private pool
I recently booked this property for a recent trip to St Maarten to celebrate my husband's 40th birthday in May 2025. I wanted a property that felt like an intimate villa space. When I came across this listing, it was PERFECT. The deck overlooking the lagoon and the pool was a huge selling factor for me. Isa the property manager is extremely responsive, she messaged me ahead of time, obtained our flight details and provided several resources such as car rentals, restaurants, private drivers etc. The neighbourhood (Point Pirouette) is very close to the Maho main strip but you do require access to a car. It a very quiet, peaceful, residential, gated community. The unit has all amenities required, wifi works, AC in living room and bedroom, the deck was my fav place to unwind with my husband, to watch the sunrise and the sunset. There's ample natural lighting and the space is tastefully decorated. I would stay at this property again without thinking twice about it.
Waterfront house rentals

Peaceful secluded 2BR apt w. sunrise & ocean views
Adventurous and romantic! Exactly what we are looking for! It felt private despite the convenience of having the host nearby. Melissa was wonderful and very helpful. We sat on the patio and watched boats and cars and birds galore! There are some critters on the cliffs, like iguanas, but they won’t bother you. The breeze and air felt wonderful and I loved listening to the waves at night. I am very happy to chose to rent a Suzuki Jimny, as we observed other vehicles without 4x4 getting stuck on some nearby roads. It was exciting to see our cliff AirBnB from the catamaran tour we took. A lot of excursions go out of Bobby’s Marina, which is conveniently nearby and has secure parking for day trips. Trust the journey, the destination is beyond worth it!

NEW House 2 bathrooms, 3 terraces and ocean view
Laurent was very helpful and friendly. The property was very nice and secure .

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!

ALMOND BLUE ...Pinel bay view - caribbean feeling
Villa Almond Blue enjoys an extraordinary, sublime view facing the bay. You can see Pinel and Saint Barth from the terrace, installed in a pleasant covered outdoor lounge The house, very pleasant and simple to live in, offers all the essentials for pleasant moments of relaxation.

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!

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.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Great place !! Loved the location and the villa was beautiful

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!
Waterfront condo rentals

Comfort & Charm – Premium Studio
Thank you Aurelien. We really were so comfortable at your place and admired the cute and clean style! We will recommend your place to friends snd family

Hamaka condo, a beachfront retreat on Simpson Bay
awesome location, 3 steps to beach. corals nearby with great snorkeling place right behind the house. clean and convenient, close to all action, with dedicated parking and all amenities you would ever need.

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!

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.

OCEAN FRONT Steps From BEACH!
An amazing stay all around! I went in May so we were greeted with an entrance of lush trees and gorgeous flowers that led up to the front door (great for pictures). The unit looks even better in person-- extremely clean and spacious with beautiful decor. The living room couch is super comfy, my friend barely slept in her room that's how comfy it was. The view of the beach was great. Although the planes are nearby, there was no noise pollution when we were inside, which was great for peace and quiet. Sylvia was very responsive, thorough, kind and friendly. I highly recommend booking with them!

Casa Nova, Indigo Bay SXM
My husband and I stayed at this beautiful place for 4 nights and had a wonderful experience. The apartment was very clean, spacious, and located within a gated community, which made us feel safe and secure throughout our stay. It had everything we needed for a comfortable visit. We especially loved the large balcony where we enjoyed breakfast each morning while taking in the breathtaking views of Indigo Bay. Leanne and her team were very responsive and helpful, making everything from check-in to check-out seamless. We enjoyed the Indigo Bay beach club (walking distance or a very short car ride away) - beautiful beach and delicious food. We highly recommend this place and would love to return!

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 waterfront rentals in Upper Prince's Quarter
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
80 properties have a pool
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