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Waterfront vacation rentals in Upper Prince's Quarter

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Upper Prince's Quarter waterfront rentals

Waterfront apartment rentals

Guest favorite
A comfortable outdoor seating area is featured, consisting of a white sectional sofa and individual chairs, all accented with red cushions. A small table sits in the center, surrounded by lush greenery and a view of the beach in the background.
Apartment in SAINT MARTIN
5 out of 5 average rating, 16 reviews

"Black Pearl"

DenisseRating, 5 stars2 weeks ago
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.
Guest favorite
The terrace features a dining table set for four, with elegant tableware arranged on a white surface. A comfortable seating area with light-colored cushions is visible, framed by decorative railings. Palm trees and a clear blue sky create a serene backdrop.
Apartment in Orient Bay
4.89 out of 5 average rating, 19 reviews

Beautiful apartment with sea view

GeorgeRating, 5 stars3 months ago
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!
Top guest favorite
A panoramic view reveals a pristine sandy beach meeting calm turquoise waters, with lush greenery in the background. The beachfront penthouse is visible on the left, showcasing a spacious terrace. Small boats are anchored offshore, enhancing the serene coastal scene.
Apartment in Sandy Ground
5 out of 5 average rating, 13 reviews

Enclave Penthouse Unit 3

JulieRating, 5 stars5 days ago
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!
Guest favorite
An outdoor terrace features a dining table set for four with wine glasses and two plates. A comfortable sofa, positioned against a bright turquoise wall, offers views of the sea and sky, with white sandy beach visible in the foreground.
Apartment in Simpson Bay
4.96 out of 5 average rating, 197 reviews

Lilly's Beach

TshanaviaRating, 5 stars3 weeks ago
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 !
Top guest favorite
A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.
Apartment in Simpson Bay
5 out of 5 average rating, 133 reviews

Simpson bay beach, spacious, beautiful views!

JoshRating, 5 stars4 weeks ago
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!
Top guest favorite
A serene coastal view is captured from an elevated position, highlighting a sandy beach bordered by turquoise waters. Lush greenery frames the image, with palm leaves and shrubs creating a natural border, contrasting against the bright blue sky.
Apartment in Mont vernon
5 out of 5 average rating, 33 reviews

Studio ZEN

AlinaRating, 5 stars3 days ago
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!
Guest favorite
A bright living area features a vibrant orange sofa adorned with a decorative pillow. Outside, visible on the terrace, red chairs face the water. Natural light fills the space, highlighting a minimalistic design complemented by a decorative plant and a wooden accent piece.
Apartment in Rue
4.84 out of 5 average rating, 32 reviews

New designer apartment – Residence with pool

ArtemRating, 5 stars2 months ago
Great stay! Beautiful location, very functional apartment. Emma is a super co-host! We are thankful.
Guest favorite
A bright living area features large glass doors opening to a waterfront view. Neutral-toned furnishings include a comfortable sofa and a unique wooden coffee table atop a circular area rug. Decorative greenery and modern art elements provide subtle accents against the white walls.
Apartment in Point Pirouette
4.91 out of 5 average rating, 116 reviews

Secret View amazing apartment- Private pool

GraceRating, 5 stars1 month ago
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

Guest favorite
A vibrant sunrise casts warm hues over the tranquil ocean, reflecting on the water's surface. Rocky cliffs frame the view, while distant islands are visible on the horizon amidst scattered clouds.
Home in Upper Prince's Quarter
4.86 out of 5 average rating, 35 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

KimberlyRating, 5 stars1 month ago
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!
Guest favorite
A vibrant view of the coastline and distant hills is framed by the greenery of palm leaves and a tall cactus. The blue rooftops of nearby houses contrast with the clear blue water, creating a serene outdoor setting.
Home in Collectivité de Saint-Martin
4.92 out of 5 average rating, 25 reviews

NEW House 2 bathrooms, 3 terraces and ocean view

ThandieRating, 5 stars3 weeks ago
Laurent was very helpful and friendly. The property was very nice and secure .
Top guest favorite
An outdoor dining area features a large wooden table set for a meal, with comfortable chairs surrounding it. The space is shaded by a wooden roof and white curtains, overlooking a pool surrounded by greenery. Glasses, plates, and a fruit centerpiece are arranged on the table.
Home in Oyster Pond
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

ShaylaRating, 5 stars2 months ago
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!
Guest favorite
A tranquil pool reflects the azure sky and distant boats. Surrounded by lush greenery, the pool area features a cascading waterfall and is bordered by smooth stones. A wooden partition provides privacy, enhancing the serene atmosphere of the waterfront retreat.
Home in Collectivity of Saint Martin
4.88 out of 5 average rating, 77 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

JoelRating, 5 stars2 months ago
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.
Top guest favorite
A serene outdoor area features a heated swimming pool surrounded by comfortable loungers. Lush tropical plants and palm trees frame the space, while scenic views of the bay and ocean are visible in the background under a clear blue sky.
Home in Les Terrasses de Cul de Sac
4.96 out of 5 average rating, 23 reviews

Water access, heated pool, kayaks & snorkeling

KirstenRating, 5 stars6 days ago
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!
Top guest favorite
A modern pool area is positioned by the ocean, featuring a clear blue water pool and two sun loungers. A potted palm adds a tropical touch, with the horizon visible beyond gentle waves and scattered clouds.
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars3 weeks ago
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.
Superhost
The villa is presented from an elevated angle, showcasing a private pool surrounded by a sleek patio. Large glass doors provide a view of the inviting interior, while sun loungers are placed alongside the pool, integrating seamlessly with the lush surroundings.
Home in Lowlands
4.72 out of 5 average rating, 114 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

RenayRating, 5 stars1 week ago
Great place !! Loved the location and the villa was beautiful
Top guest favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in SAINT MARTIN
5 out of 5 average rating, 14 reviews

The best view on the island!

LeslieRating, 5 stars1 week ago
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

Superhost
A spacious bed is positioned against a wall adorned with a vibrant tropical painting featuring flamingos. Soft lighting is provided by two wall-mounted fixtures on either side, complemented by decorative plants and towels laid out for a welcoming touch.
Condo in Marigot
4.85 out of 5 average rating, 136 reviews

Comfort & Charm – Premium Studio

NaomiRating, 5 stars2 weeks ago
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
Guest favorite
An outdoor lounge area features comfortable seating with decorative pillows and beach chairs under a large umbrella. The clear turquoise water and sailboats in the distance create a serene backdrop, while the vibrant greenery overhead adds a touch of nature.
Condo in Simpson Bay
4.95 out of 5 average rating, 64 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

SameerRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Cul-de-Sac
4.92 out of 5 average rating, 24 reviews

Favorite on the beach. Sublime view. Swimming pool.

DianeRating, 5 stars2 months ago
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!
Guest favorite
A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.
Condo in Marigot
4.94 out of 5 average rating, 47 reviews

Beachfront Condo| Pool View + Private Beach Access

SarahRating, 5 stars2 weeks ago
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!
Top guest favorite
A balcony is presented with two yellow chairs and a small table, set against a backdrop of a sparkling blue sea dotted with sailboats. Lush green plants add a touch of nature, and a clear blue sky creates a bright and open atmosphere.
Condo in Marigot
5 out of 5 average rating, 18 reviews

New studio with superb view of the Caribbean Sea

AbdoulayeRating, 5 stars1 week ago
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.
Guest favorite
Condo in Simpson Bay
4.98 out of 5 average rating, 50 reviews

OCEAN FRONT Steps From BEACH!

CloriceaRating, 5 stars4 weeks ago
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!
Top guest favorite
The living area features modern furnishings, including a light sofa, a coffee table, and two armchairs. A dining area with a wooden table is visible, along with large sliding doors that reveal an ocean view and a spacious balcony. Natural light floods the space.
Condo in Sint Maarten
4.95 out of 5 average rating, 21 reviews

Casa Nova, Indigo Bay SXM

JuliaRating, 5 stars3 days ago
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!
Top guest favorite
A scenic view reveals a large swimming pool surrounded by lounge chairs and colorful flower gardens. The sparkling blue ocean and a distant boat can be seen, under a bright sky with fluffy clouds. Palm trees gently sway in the breeze, adding to the tropical ambiance.
Condo in Lowlands
4.96 out of 5 average rating, 116 reviews

Sint Maarten La Terrasse Maho

TammyRating, 5 stars2 weeks ago
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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