Upper Prince's Quarter Vacation Rentals from $71: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Upper Prince's Quarter?

Villa Amalia : Visitors like this Upper Prince's Quarter vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and an oven. You and your friends and family can relax into your vacation with amenities like a terrace. Some other homes for rent in Upper Prince's Quarter include SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR and 1-Bedroom Loft Apartment in Point Blanche .

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Vacation Rentals in Upper Prince's Quarter

Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

"Wonderful vacation spot in st maarten"

$723 nightly

Jul 14 - Jul 15

Total includes taxes and fees

Escape to a serene beach surrounded by lush greenery, perfect for swimming, sunbathing, and sailing.

"The property was perfect for our family of five, my parents and a sister. Beautiful property!"

Relax by the serene pool surrounded by palm trees and enjoy a clear view of the ocean.

"Great experience hope to come again"

Enjoy breathtaking ocean views from the balcony with lush greenery and vibrant flowers.

"The place was amazing and had everything we needed. It was very quiet here and was great for relaxing. Our family enjoyed this location very much. "

Relax by the ocean-view pool surrounded by a low, curved deck and lounge chairs.

"Had a wonderful experience at the villa with beautiful scenery and plenty of entertainment for all ages in our family. "

Surrounded by lush tropical vegetation, this deck offers a tranquil outdoor space with a central table and benches.

"The host was incredibly communicative throughout our entire stay, from pre-arrival to departure. The location was perfect, with supermarkets and shopping centers nearby, and just a 12-minute walk to the town center. The apartment was beautifully presented, featuring a lovely shared pool and equipped with everything we needed. We'll definitely be staying here again on our next visit. "

Relax by the serene pool surrounded by lush greenery and a distant ocean view.

"The house was perfect … the beach, the pool/ the bedrooms / the location Chris was always available but not pesty !!"

Relax by the serene pool surrounded by lush greenery and a scenic mountain view.

"We stayed at the Jewel for a week with 4 adults and 4 young kids. We had the best time, if not for the adults wanting to explore the island the kids would have been fine swimming and hanging out at the house. The view is incredible, the house provides everything you could need, and Ursula was so kind making us a meal for the evening we arrived, pina coladas, muffins for the kids. We will only stay at the Jewel when we return. "

Stunning marina views surround this serene waterfront retreat.

$785 nightly

Jul 14 - Jul 15

Total includes taxes and fees

Relax by the ocean-view pool surrounded by lounge chairs and a vibrant float.

"The property is Wonderfull. Plenty of space, The Pool Beautiful, and convince to the beach is great. Chris the property manager was very easy to work with and gave great advice for places to go and Things to do!!!"

Relax by the ocean-view pool surrounded by a deck and lounge chairs.

"The villa was very comfortable and well equipped. The view is awesome. The property management and staff were very helpful. Thank YouBob & Rose"

Relax by the pool with a clear view of the ocean.

$4,406 nightly

Jul 14 - Jul 15

Total includes taxes and fees

Relax by the pool surrounded by palm trees and lounge chairs.

"Great place to stay"

$281 nightly

Aug 13 - Aug 14

Total includes taxes and fees

Enjoy a tranquil ocean view from this balcony, featuring a table and two chairs for relaxing or dining.

"It's absolutely gorgeous and the staff was amazing especially Anja and Thomas. "

Enjoy breathtaking views of the golf course, beach, and ocean from this balcony.

"This is our 2nd stay at Mullet Bay Suites and we love it!! Our unit was stunning, beautiful furniture, and the the view was amazing. The location was convenient and right in the center of everything. We look forward to returning again in the near future!!"

$288 nightly

Jul 15 - Jul 16

Total includes taxes and fees

Relax in the serene outdoor space with wicker chairs and a small table, surrounded by lush potted plants and a view of the water.

"The rooms are affordable "

$68 nightly

Jul 14 - Jul 15

Total includes taxes and fees

Relax on the balcony with a scenic view of the coastal town and distant mountains.

"Nice, clean I realy feel home"

$267 nightly

Jul 28 - Jul 29

Total includes taxes and fees

Enjoy breathtaking marina views from our rooftop terrace, featuring lounge chairs and a pool.

"Was an amazing stay definitely recommend this place ! "

Enjoy stunning views of the beach and sea from this beachside retreat, where you can relax under the shade of a beach umbrella or lounge on a comfortable chair.

"Great stay. Staff were very polite and professional. Accomodation excellent, large rooms, very clean and in a great location. "

Enjoy breathtaking ocean views from this beachside retreat, where sailboats bob gently in the distance.

"Highly recommended and friendly staff…"

$116 nightly

Jul 14 - Jul 15

Total includes taxes and fees

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Price trends for vacation rentals in Upper Prince's Quarter

Less expensive	More expensive	This month	Next month
June	December	$391	$418

Month	Price
January	$407
February	$450
March	$450
April	$425
May	$415
June	$343
July	$391
August	$418
September	$383
October	$396
November	$420
December	$456

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Upper Prince's Quarter. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Upper Prince's Quarter

Everything you need to know about Upper Prince's Quarter vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Prince's Quarter vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Prince's Quarter vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Prince's Quarter vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Prince's Quarter. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upper Prince's Quarter in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upper Prince's Quarter rentals

At Expedia, we put the best Upper Prince's Quarter vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upper Prince's Quarter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Prince's Quarter vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Prince's Quarter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Upper Prince's Quarter properties

Princess Heights Luxury Boutique Condo Hotel

5/5 Excellent

"Very clean and spacious, staff was great and very responsive. But its on top of a hill, be prepared to do so walking"

A verified traveler stayed at Princess Heights Luxury Boutique Condo Hotel

Posted 3 days ago

JW Marriott St. Maarten Beach Resort & Spa

5/5 Excellent

"The staff was AMAZING! Our stay started weeks before arrival when Marla reached out to help plan our stay and was super responsive to all my inquiries. Then upon arrival, Frisner greeted us with the warmest and most welcoming smile. (more on Frisner later). At the front desk, Janis asked if we would be interested in a room upgrade but didn't stop there...to make sure the room and location met our expectations she asked Marlon (security) to show us the rooms before checking us in...Marlon gave us a little walking tour of the property as well and made great recommendations for local cuisine and attractions. During our stay Arnaldo was there each morning to greet us with a friendly smile and great advice on things to do on the island. We ended most days at the amazing pool (and swim up pool bar:) for drinks by Jean-Claude and light snacks delivered poolside by Shinde (Pan) and Jareese...their attention to our party and service was incredible. My wife and I had our first couples massage by Odalis and Aracelis at the Hibiscus Spa...HEAVEN! Back to Frisner...we were leaving for a beach day trip to the other side of the island and forgot towels...Frisner noticed and chased us down delivering the towels before we drove away. Amazing! "

A verified traveler stayed at JW Marriott St. Maarten Beach Resort & Spa

Posted 8 days ago

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

5/5 Excellent

This villa was the best part of our stay!

"If you are looking at booking this property- DO IT! The information about the island from Daphne on the on land support from Catherine being available at our call was amazing! We have said repeatedly since leaving how much we loved this vacation and it’s basically because of the home and the people. You won’t regret the privacy and splendor of Villa Valhalla! "

A verified traveler stayed at Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Posted 11 days ago

Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts

5/5 Excellent

Fantastic stay at Villa Movina

"Our family group of 10 age 22-85 had a wonderful time staying at Villa Movina. My favorite part of our vacation was morning coffee on the patio overlooking the Ocean and St Bart's. The view is absolutely spectacular and the home is beautiful and well maintained. The photos cannot fully capture how nice and well laid out the house is. All the spaces are comfortable, useful, and attractive. The hosts were so kind and responsive to all our concerns. I cant imagine better hosts to have. I believe this hiuse wou"

A verified traveler stayed at Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts

Posted 3 weeks ago

5/5 Excellent

Views

"Overall Sint Maarten owes me nothing, the host was absolutely amazing from beginning to end. The views from Villa Angelina were phenomenal despite the sea weed rolling in for the week. The local iguanas and monkeys gave my family and i a laugh. I’ll be back thank you for every thing! "

A verified traveler stayed at Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

Posted 2 months ago

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

5/5 Excellent

Best Birthday Ever

"I booked the Villa for myself and 11 close friends to help me celebrate my 60th birthday. Ginny (the owner) was so helpful and made sure that everything went smoothly, gave us so many ideas and things to do. She really went out of her way to make this wonderful. In addition, Ursula (Villa staff) was an absolute gem. She helped us navigate all the amenities, as well as show us trails and give so much support. She also prepared a huge birthday dinner that rivaled any restaurant......all I can say is wow....what an amazing experience"

A verified traveler stayed at Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

Posted 3 months ago

Frequently asked questions

Are there vacation rentals in Upper Prince's Quarter?

Yes, you can find vacation rentals near the most popular local attractions in Upper Prince's Quarter, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Upper Prince's Quarter?

Villa Amalia: Visitors like this Upper Prince's Quarter vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and an oven. You and your friends and family can relax into your vacation with amenities like a terrace. Some other homes for rent in Upper Prince's Quarter include SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR and 1-Bedroom Loft Apartment in Point Blanche.

How many vacation rentals will I find in Upper Prince's Quarter?

Choose from 31 Expedia vacation rentals in Upper Prince's Quarter for a memorable vacation.

What can I see and do in Upper Prince's Quarter?

Dawn Beach and Guana Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Guana Bay Beach are other places worth a visit.

What are vacation rentals like in Upper Prince's Quarter?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Upper Prince's Quarter. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.

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Upper Prince's Quarter Vacation Rentals

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Vacation Rentals in Upper Prince's Quarter

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Cozy one-bedroom & mezzanine apartment

Cozy one-bedroom & mezzanine apartment

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

Fourteen at Mullet Bay

Fourteen at Mullet Bay

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits

July Apartments

July Apartments

The Hills Residence

The Hills Residence

Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

Sea Palace

Sea Palace

Simpson Bay Suites

Simpson Bay Suites

Price trends for vacation rentals in Upper Prince's Quarter

Price trends for vacation rentals in Upper Prince's Quarter

Find out more about Upper Prince's Quarter

Find out more about Upper Prince's Quarter

Recent reviews of Upper Prince's Quarter properties

Recent reviews of Upper Prince's Quarter properties

Princess Heights Luxury Boutique Condo Hotel

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Explore a world of travel with Expedia

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Frequently asked questions