Upper Prince's Quarter vacation rentals

We found 3,133 vacation rentals — enter your dates for availability

Select from 30 houses, 57 apartments, and other vacation rentals to find the perfect place for your stay in Upper Prince's Quarter. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a hot tub. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Upper Prince's Quarter

Showing deals for:Jun 19 - Jun 26

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
9.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses

9% off
Price is $1,328
$9,297 for 7 nights
All fees included
Luxury 5 Bedroom Villa

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Find out more about Upper Prince's Quarter

Why visit Upper Prince's Quarter

  • Stunning Beaches: Upper Prince's Quarter boasts beautiful beaches perfect for relaxation and water sports.
  • Cultural Experiences: Visitors can immerse themselves in local culture through nearby museums and historic sites.
  • Excursions to St. Barts: Take advantage of exciting day trips to the beautiful nearby island of St. Barts.
  • Variety of Accommodations: Choose from luxurious villas, spacious condos, and comfortable apartments for your stay.
  • Scenic Outdoor Adventures: Engage in thrilling outdoor activities that cater to both adventure seekers and relaxation enthusiasts.

Popular types of accommodation in Upper Prince's Quarter

If you're looking for the perfect getaway in Upper Prince's Quarter, we've got you covered. Our most popular vacation rental options include spacious condos, luxurious villas, and comfortable apartments. Whether you're in search of a cozy home rental or a hotel-style experience, Upper Prince's Quarter offers a variety of choices to meet your needs. Enjoy your stay with the reassurance of transparency and savings, making your vacation truly memorable.

  • Condos: The top choice for vacation rentals in Upper Prince's Quarter, offering modern amenities and stunning views.
  • Villas: A luxurious option that provides spacious living areas, private pools, and beautiful surroundings.
  • Apartments: A convenient and budget-friendly choice, perfect for those seeking a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes offer privacy and comfort during your stay.
  • Guest Houses: A cozy and welcoming option, perfect for travelers looking for a more personal touch.**

Top attractions in and around Upper Prince's Quarter

Upper Prince's Quarter in Philipsburg, Sint Maarten, is a fantastic destination for beach lovers and outdoor enthusiasts. Visitors can enjoy stunning beaches, immerse themselves in local culture at nearby museums, and explore historic civic buildings. Don't miss out on activities such as excursions to St. Barts and discovering top attractions in the area. Whether you're seeking relaxation or adventure, Upper Prince's Quarter has something for every traveler.

  • Guana Bay Beach: A beautiful beach offering relaxing vibes with its soft sand and clear waters, perfect for sunbathing and swimming. Enjoy the serene atmosphere away from the crowds.
  • Philipsburg Courthouse: This historic civic building showcases the rich culture of Sint Maarten, featuring beautiful architecture and a glimpse into the island's colonial past. A must-see for history enthusiasts.
  • Guana Bay: A scenic bay perfect for outdoor activities, offering stunning views and opportunities for beach walks or picnicking by the water's edge.

Things to do recommended for couples

Planning a romantic getaway in Upper Prince's Quarter? Enjoy a sunset sail along the stunning coastline, indulge in a candlelit dinner at a beachside restaurant, or take a leisurely walk on the picturesque shores of Great Bay. Create unforgettable memories together in this tropical paradise.

Things to do recommended for families

Families will love exploring the vibrant local markets in Philipsburg, where children can enjoy delicious treats and unique souvenirs. Don't miss a day at the beautiful Great Bay Beach, perfect for swimming and building sandcastles.

Things to do recommended for groups

Explore the vibrant local culture at the Philipsburg Market, where you can shop for handmade crafts and local delicacies. Enjoy a group snorkeling tour at the nearby reefs, or relax together on the beautiful beaches of Upper Prince's Quarter for a memorable day in the sun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Upper Prince's Quarter

When traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Upper Prince's Quarter with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Upper Prince's Quarter with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Upper Prince's Quarter: For many families, a vacation wouldn't feel complete without their furry companions. If you can relate to this, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your entire family feels at home during your stay.
  • Planning for a long term stay visiting Upper Prince's Quarter: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Upper Prince's Quarter

Upper Prince's Quarter in Philipsburg, Sint Maarten offers a delightful vacation experience with its stunning beaches and scenic outdoor adventures. This charming village is ideally located for easy access to nearby attractions, making it a perfect island getaway. Explore the romantic atmosphere and enjoy excursions that showcase the beauty of St. Martin. Whether you're seeking relaxation or adventure, Upper Prince's Quarter is a fantastic destination for an unforgettable holiday.

  • Philipsburg: Philipsburg, the capital city of Sint Maarten, is a vibrant destination known for its stunning beaches and lively boardwalk. Nestled along Great Bay, it offers travelers a unique blend of Caribbean charm and modern amenities. Visitors can enjoy outdoor activities like sunbathing, swimming, and water sports, along with educational experiences at local museums. The scenic boardwalk is perfect for leisurely strolls, with shops, restaurants, and bars offering a taste of local culture. Key attractions include the picturesque beaches, a nudist beach for those seeking a more liberated experience, and breathtaking views of the bay.
  • Point Blanche: Point Blanche is a quaint neighborhood adjacent to Upper Prince's Quarter, offering a more laid-back atmosphere while still providing access to beautiful beaches and stunning scenery. This area is ideal for outdoor enthusiasts, including golf aficionados, as it features several golf courses nearby. Visitors can explore local attractions such as the beach and the nudist beach, making it a perfect spot for relaxation and leisure. The area’s educational venues enhance the travel experience, allowing visitors to learn about the rich culture and history of Sint Maarten while enjoying picturesque views of the bay.
  • Dawn Beach Estates: Dawn Beach Estates is a serene neighborhood located near Upper Prince's Quarter, celebrated for its stunning coastal views and tranquil environment. It is an ideal destination for travelers looking to unwind by the beach or explore the nearby nudist beach. The area is known for its outdoor experiences, including water sports and beach lounging. With a focus on relaxation and scenic beauty, visitors can enjoy educational opportunities and nearby attractions, including the beautiful bay, making Dawn Beach Estates a perfect getaway for those seeking both adventure and serenity.

Best time to go to Upper Prince's Quarter

If you're planning a trip to Upper Prince's Quarter, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.6°F (24.8°C)No Rain (Dry)Mostly SunnyHighSlightly High
February76.1°F (24.5°C)No Rain (Dry)Mostly SunnyHighAverage
March76.3°F (24.6°C)No Rain (Dry)Mostly SunnyHighSlightly High
April77.0°F (25.0°C)No Rain (Dry)Mostly SunnyAverageAverage
May78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
July80.4°F (26.9°C)Light RainMostly SunnyAverageAverage
August81.0°F (27.2°C)Light RainMostly CloudyLowAverage
September81.3°F (27.4°C)Light RainMostly SunnyLowSlightly Low
October80.8°F (27.1°C)Light RainMostly CloudyLowSlightly Low
November79.5°F (26.4°C)Light RainMostly CloudyAverageSlightly Low
December78.1°F (25.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly area to plan new trips, continue from where you last stopped, or review and arrange your travel plans. You can easily access your saved or booked properties, organized into categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Upper Prince's Quarter getaway

Learn about the unique charm of Upper Prince's Quarter with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Upper Prince's Quarter

Do you want to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Upper Prince's Quarter has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Mullet Bay Golf (6 mi / 9.7 km)
  • Aurora International Golf Club (11.7 mi / 18.9 km)

Exploring the natural features in Upper Prince's Quarter

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Upper Prince's Quarter. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Maho Beach (6 mi / 9.6 km)
  • Dawn Beach (1.4 mi / 2.3 km)
  • Great Bay Beach (1.8 mi / 2.9 km)
  • Little Bay Beach (2.3 mi / 3.7 km)
  • Coconut Grove Beach (2.6 mi / 4.2 km)
  • Kim Sha Beach (4.2 mi / 6.8 km)

How to get to and around Upper Prince's Quarter

Fly into Grand Case (SFG-L'Esperance), the closest airport, located 5 mi (8 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Princess Juliana Intl. Airport (SXM), which is 5.5 mi (8.8 km) away.

Frequently asked questions

What is the best area to stay in Upper Prince'S Quarter, Sint Maarten when booking a vacation rental?
When considering a vacation rental in Upper Prince's Quarter, Sint Maarten, the area around the beach is highly recommended. This location offers a beautiful blend of relaxation and entertainment, making it an ideal choice for visitors. You'll find a range of properties available, from cozy apartments to more spacious villas, suiting different preferences and budgets.

One of the top attractions nearby is the stunning Orient Bay Beach, known for its crystal-clear waters and vibrant beach bars. It's a great spot for sunbathing, water sports, or simply enjoying the picturesque views. Additionally, the area is close to the well-known Loterie Farm, a nature reserve that offers hiking trails and a unique treetop adventure park, great for those looking to explore the natural beauty of the island.
How much does it cost to rent a vacation home in Upper Prince'S Quarter?
Prices for vacation rentals in Upper Prince'S Quarter vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper Prince'S Quarter to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper Prince'S Quarter vacation house rentals?
You can find great discounts on house rentals in Upper Prince'S Quarter on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Upper Prince'S Quarter?
A long-stay vacation rental in Upper Prince'S Quarter is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Upper Prince'S Quarter vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Upper Prince'S Quarter with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Upper Prince'S Quarter vacation rental?
Book your Upper Prince'S Quarter vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper Prince'S Quarter, Sint Maarten?
In the Upper Prince's Quarter of Sint Maarten, visitors can enjoy several attractions that highlight the island's natural beauty and vibrant culture. The area is home to the picturesque Great Bay Beach, which offers opportunities for swimming, sunbathing, and water sports, all within a short distance from various vacation rentals.

Additionally, the nearby historic Fort Amsterdam provides a glimpse into the island's historic past and offers stunning views of the coastline. For those interested in local culture, the bustling capital, Philipsburg, is just a short drive away, where visitors can explore shops, restaurants, and the lively boardwalk.

Nature enthusiasts can also venture to the scenic trails of the nearby hills, providing opportunities for hiking and enjoying panoramic views of the Caribbean Sea.
Can I change or cancel my Upper Prince'S Quarter home rental booking on Vrbo?
To find Upper Prince'S Quarter vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upper Prince'S Quarter vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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