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Villa vacation rentals in Upper Prince's Quarter

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Popular amenities for Upper Prince's Quarter villa rentals

Private villa rentals

Top guest favorite
Villa in MF
4.99 out of 5 average rating, 91 reviews

Your Paradise Villa

YanRating, 5 stars6 days ago
We had an absolutely amazing week at Your Paradise Villa in St. Maarten! The villa was stunning, perfectly clean, and had breathtaking views. Every detail was thoughtfully arranged, making our stay incredibly comfortable and relaxing. We can’t wait to come back! We would like to extend our heartfelt thanks to Denis, the gracious owner of Your Paradise Villa. Your exceptional hospitality and thoughtful gestures made our stay truly unforgettable. The special gifts and treats you provided were delightful surprises that added a personal touch to our experience. Your attention to detail and genuine care ensured that every moment of our week in St. Maarten was filled with comfort and joy. Thank you, Denis, for going above and beyond to make our vacation so special.
Guest favorite
Villa in Pelican Key
5 out of 5 average rating, 5 reviews

Oceanview Oasis - Villa Del Sol W/Generator

TinaRating, 5 stars1 month ago
Great place with an amazing view. Could walk to town in 20mins. House was perfect for our group with en-suite bedrooms. The pool was great. Saul was very responsive and friendly.
Guest favorite
Villa in Upper Prince's Quarter
4.98 out of 5 average rating, 60 reviews

Sea Haven Villa - Breathtaking Views of Dawn Beach

KristaRating, 5 stars1 month ago
Our stay at Sea Haven was amazing! We had great weather and could walk down and swim at Dawn Beach almost every afternoon. My kids enjoyed swimming in the pool everyday, nighttime swimming was their favourite! The home was in a great location but definitely need a car. Sleeping accommodations worked out well for us, my parents stayed in the bedroom in the main house, my 2 kids and us in the two bedrooms underneath. I would definitely return and stay again. Thank you Esheen for making our stay so wonderful and stress-free!!
Superhost
Villa in Cul-de-Sac
4.88 out of 5 average rating, 26 reviews

Villa Chloé SXM – Beachfront & Pinel View 🌴☀️🐬

AlexRating, 5 stars2 months ago
The house was great! Very clean, beautiful kitchen, amazing outdoor living space, great views and loved the access to the water! We came with two couples and two toddlers and the place had everything we needed! Perfect location right on the water, close to Orient Beach area and very easy to get to Pinel Island either by kayak or by the ferry boat. We will definitely stay again! Thank you!
Superhost
Villa in Orient Bay
4.85 out of 5 average rating, 65 reviews

Villa BO Beach, private pool, 2+1 bedrooms

HeatherRating, 5 stars2 months ago
Second time staying and the hosts were awesome as usual, very responsive! We will be back!
Superhost
Villa in Sint Maarten
4.84 out of 5 average rating, 63 reviews

Villa Indigo Dream, Indigo Bay SXM

GayleneRating, 5 stars2 months ago
We had a wonderful stay at Laura’s place! What an amazing setting with a view that you could look at all day and night long! We spent most of our time next to the infinity pool and couldn’t get enough of it. A quick trip down the hill to the local beach and restaurant provided a nice change of scenery (not that it was needed). The house is perfectly appointed with everything you need. We were met upon arrival by their friendly staff. Communication was perfect and we had a great kitchen and very comfortable bedrooms. Highly recommend Laura’s place!
Superhost
Villa in Collectivité de Saint-Martin
5 out of 5 average rating, 3 reviews

Villa Litchi | Collection Villas Saint-Martin

OnurRating, 5 stars1 month ago
One of the best stays I’ve ever had on Airbnb! The villa was even more beautiful than the pictures — spacious, clean, and thoughtfully designed. I especially loved the stunning view and the outdoor shower, which made the experience feel even more special. Our host Marie was incredibly friendly and helpful, making us feel welcome from the moment we arrived. I wouldn’t hesitate to stay here again. Highly recommended!
Top guest favorite
Villa in SAINT-MARTIN
5 out of 5 average rating, 15 reviews

Villa Hanna-Top spot-Saint Martin

DianaRating, 5 stars2 months ago
This villa is beautiful, with spacious rooms, with a great view and everything needed for a beach-style vacation. Bathrooms were well stocked with towels and amenities. Our local host, Johnny, was available 24/7 to help with minor issues and was responsive to our needs. He helped sort out a car rental issue right away, came over when we had questions or something needed our attention. Our main issue was the lack of a "house book" which would have helped us figure out how to work certain appliances like the oven, which was so "modern" that we college-graduated savvy guests couldn't figure out how to work! Local restaurant suggestions and reviews would have been helpful, though we had pretty good success at finding excellent food on our own.

Luxury villa rentals

Top guest favorite
Villa in Simpson Bay
4.97 out of 5 average rating, 63 reviews

Waterfront "Bonjour" Beacon Hill St Maarten

SamRating, 5 stars2 weeks ago
Wonderful stay at this super clean well equipped villa. Spacious and matches the description online. The outdoor patio and pool area is nice with great views. The host was incredibly friendly and helpful. Very flexible on check in and check out times. Extremely responsive. Stocked the fridge with complimentary drinks including wine and beer. The daily cleaning service was a pleasant surprise and explained why the place was in pristine condition. A great casual villa for a family or group of friends to enjoy the west Indies islands. Loved it.
Superhost
Villa in Indigo Bay
4.8 out of 5 average rating, 5 reviews

Luxury 4BR Villa w/ Private Pool & Ocean Views

NicoleRating, 5 stars3 weeks ago
Thoroughly enjoyed our stay. Host was super helpful and communicative from moment of booking to arrival and throughout the trip. House was beautiful. Quiet area in private community. Plenty of common area to enjoy with friends on a group trip. Walkable to restaurant and beach. Wish we had more time!
Guest favorite
Villa in Collectivity of Saint Martin
5 out of 5 average rating, 29 reviews

OOF architect's villa, sea view facing Pinel Island

LynnRating, 5 stars1 month ago
We loved staying here. The location was quiet and peaceful but can get to many places within 10 minutes. The property was beautiful and nothing was better than having a cup of coffee in the morning and overlooking the bay. Sylvie was also amazingly accommodating and worked with us through our flight diversion and getting in late. I would totally come back again and we loved every minute!
Top guest favorite
Villa in Upper Prince's Quarter
5 out of 5 average rating, 6 reviews

3 Bedrooms with Resort Amenities- Backup Generator

MicheleRating, 5 stars1 month ago
We can’t say enough how much we love this place. It was perfect for our adult family of 5. Loved the location. Beachfront was less than 2 minutes walk. The bedroom views were stunning and beds so comfortable. Kitchen was full of everything we needed and more. Loved the few stocked items when we arrived. Being close to the hotel and the Veranda store and cafe made everything even more perfect. We loved our pool and beach days in and also a great location to explore the island. Thank you for the great hospitality!!!
Guest favorite
Villa in Saint-Martin - Orient Bay
5 out of 5 average rating, 6 reviews

Hidden paradise: comfort, pool, lush nature

ThomasRating, 5 stars3 weeks ago
We had an amazing stay at this property! The location was absolutely perfect—just a short walk to local shops, restaurants, and the beach, making it so convenient for everything we wanted to do. The home itself was top-notch—spacious, clean, and beautifully decorated. It had everything we needed for a comfortable and relaxing stay. The highlight, though, was definitely the pool! It was pristine and the perfect spot to unwind after a day of exploring. I highly recommend this place and can’t wait to return!
Superhost
Villa in Saint-Martin
5 out of 5 average rating, 3 reviews

Villa with sea view and heated pool

JaniqueRating, 5 stars14 months ago
We absolutely loved staying at this villa for many reasons. First, its location and three features we appreciated: it is on the west side of the island which means we saw beautiful sunsets every night; it is near Friar’s Bay Beach that we enjoyed a lot, including delicious food and great music at the Friar Bay Beach Café (quick note: you can walk to Friar’s Bay through the road - probably a 10 mins walk - but with the heat, we preferred to drive); and finally, it is secure and very private - we did not see nor hear neighbours. Second, its comfort. We spent most of our time outside, either in the pool or the covered patio. We also made friends with the turtles! The villa is well equipped with all we needed. And I would be remiss not to mention Julia’s quality service. She welcomed us at the villa and was very efficient to explain all its features. It was easy to communicate with her. Merci Julia!
Guest favorite
Villa in Collectivity of Saint Martin
4.98 out of 5 average rating, 41 reviews

Villa KALYA - Orient Bay - 3 bedrooms

BrittneyRating, 5 stars1 week ago
Clea’s place was a very nice setting in the hills with a quick drive or even walk from the beach and restaurants. The open air dining room over looking the hills and lit up pool was amazing. The villa offered plenty of space with multiple levels to enjoy. Clea was very responsive and helpful with anything we needed.
Top guest favorite
Villa in Sint Maarten
5 out of 5 average rating, 9 reviews

Indigo Oceanfront Condo Poolside - Unit 1

IvanRating, 5 stars1 month ago
From the breathtaking view to your own private pool, this is one of the best Airbnb you could ever stayed in. The location is amazing as it is nestled within a very quiet neighborhood on the Dutch side. Perfect for our family with three young children with plenty of room to enjoy the beautiful island

Villa rentals with a pool

Guest favorite
Villa in ORIENT BAY
4.95 out of 5 average rating, 22 reviews

Orient Bay villa

WilliamRating, 5 stars4 days ago
Great place for a family with kids. 3 big rooms. A big living room area off the kitchen to hang out in. Great to have a pool when little ones are napping. The lounge chairs are super comfortable. Very walkable. Minutes to the beach and restaurants. A 5 minute drive to the big super market. 10 minutes to Anse cove and the Pinel island ferry. Super convenient and tons to do we couldn't do everything we wanted. Will be back.
Villa in Saint Martin
4.75 out of 5 average rating, 24 reviews

VILLA COCCINELLE

CodyRating, 5 stars7 months ago
The house was perfect size for our party 5 adults 1 child. Getting into the house was a little confusing as there are 2 entry points and one you don’t need a key to open main gate to neighborhood which we didn’t know and the other which you do need a key to open the gate which we didn’t know. But after waiting a bit we just followed a car in. The drive way is steep and is tight so smaller the car the better. Lots of 6 point turns. Nice large bedrooms and bathrooms. The kitchen is large with lots of plates and cups but knives are dull as butter knives. There is not storage containers or cooking materials like tin foil or parchment paper. We went during off season so not a lot of restaurants open, if you come during busy season prob not a big deal as you can easily go out. Wi-Fi was not good at all which was hard with also bad international phone service. Judith was nice and easy to communicate with and perfect location on French side with many beaches within 15 min drive or less.
Villa in Cul-de-Sac
4.85 out of 5 average rating, 33 reviews

Ocean front "colibris" amazing view

LukasRating, 5 stars1 month ago
It was a perfect place to enjoy the view with the pool. The house was big enough for 6 people. Orient bay is 5 min away for restaurants and beach. We had a wonderful 2 weeks! The host was really reactive to our demands. We will be back!
Villa in Collectivité de Saint-Martin
4.8 out of 5 average rating, 5 reviews

Villa OB – Luxury, Pool & Close to Beach

JohnRating, 5 stars14 months ago
The villa was great. Very private except for the cameras. Make sure you ask up front for enough keys and remotes for the gate. Very comfortable beds. Great pool. Fantastic place to stay.
Superhost
Villa in Orient Bay
4.92 out of 5 average rating, 13 reviews

Villa Saphir, 3 bedrooms, private pool and beautiful view!

MollieRating, 5 stars16 months ago
Christine’s place is beautiful. The location is fantastic, as it feels both quiet and peaceful and private, and yet close to anything and everything you might need/desire. It is a great space for a family (we traveled with two small children). Christine’s place is well-stocked with anything you might need, from spices in the kitchen to pool toys, a first aid kit, and other amenities. Highly recommend!
Villa in Simpson Bay
4.75 out of 5 average rating, 44 reviews

Villa Sunset : very close to two beaches !

ChrisRating, 5 stars3 months ago
Great location and also great communication with very responsive host. Easy walk to many beaches, restaurants and bar.
Villa in Sint Maarten
4.89 out of 5 average rating, 45 reviews

Ocean front villa, pool, private ocean snorkeling

KenlynRating, 5 stars13 months ago
We've been to St Maarten at least 12 times. We've never stayed in this area, usually Simpson Bay. We loved it, close to everything. The place has an amazing view and pool. Nadine made check-in very easy and check-out. The place makes it comfortable. Everything was clean. As others have reviewed, a little worn, but certainly did the job. Plenty of places to get sun or hide out in the shade. For the money, a few things could be stepped up a bit: glassware ( one wine glass, the rest water glasses), silver ware, the master mattress was a rock, and few other things. I would rent it again.
Guest favorite
Villa in Sint Maarten
4.98 out of 5 average rating, 60 reviews

Villa Crystal Clear - Luxury Villa w/ Private Pool

CeliaRating, 5 stars3 months ago
This was my first time staying at an Airbnb and I’m converted! Crystal was an amazing host and so responsive and helpful. I felt as though I’ve known her for years! Her place was amazing and the views are breathtaking. Waking up to seeing blue water and three different islands from multiple rooms was just unreal. The private pool was A+ and my entire family loved every second of privacy and exclusivity. The neighborhood is quiet and the surrounding newly built homes at night was just a beautiful sight. The rooms were comfortable, the kitchen was super spacious and had every single thing we needed on a daily basis. Crystal was flexible with my concerns and always responded super fast on messenger. I felt like I was at my own home! She was a blessing and I will definitely return to her place again! 10/10!!!! Thanks again, Crystal <3

Quick stats about villa rentals in Upper Prince's Quarter

  • Total rentals

    60 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    850 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    50 properties have a pool

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