Upper Prince's Quarter vacation rentals

We found 3,264 vacation rentals — enter your dates for availability

Select from 30 houses, 64 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:Dec 5 - Dec 12

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
10 out of 10 rating
Exceptional
(5 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses, Collectivité de Saint-Martin

9% off
Price is $1,548
$10,834 for 7 nights
All fees included
Luxury 5 Bedroom Villa

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Find out more about Upper Prince's Quarter

Find out more about Upper Prince's Quarter

Why visit Upper Prince's Quarter

  1. Beautiful Beaches: Relax at stunning beaches like Philipsburg Beach, perfect for sunbathing and swimming.
  2. Outdoor Activities: Enjoy snorkeling and exploring scenic lowlands, ideal for adventure seekers.
  3. Cultural Attractions: Discover local culture and history through various attractions in the area.
  4. Family-Friendly Atmosphere: Engage in activities suitable for all ages, making it a great spot for families.
  5. Diverse Accommodations: Choose from cozy apartments to luxurious villas to suit your vacation needs.

Popular types of accommodation in Upper Prince's Quarter

Planning a getaway to Upper Prince's Quarter? You're in for a treat! This vibrant area offers a variety of vacation rentals, including apartments, apart-hotels, and condos. Whether you're searching for luxurious homes, hotels on the street, or a beach resort in St. Maarten, you'll find the perfect place to unwind. Explore your options and discover the ideal spot to make your vacation unforgettable!

  • Apartments: A top choice for visitors, apartments in Upper Prince's Quarter offer a homely feel with essential amenities, perfect for couples or small families.
  • Condos: Ideal for those seeking luxury and comfort, condos provide stunning views and resort-style facilities in a vibrant setting.
  • Villas: For a more upscale experience, villas offer spacious living areas and private pools, catering to larger groups or families.
  • Houses: Offering a unique and personalized experience, these homes are great for families or friends wanting to enjoy local charm.**

Top attractions in Upper Prince's Quarter

Upper Prince's Quarter in Philipsburg, Sint Maarten, is a perfect destination for beach lovers and outdoor enthusiasts. Visitors can enjoy beautiful beaches, explore cultural attractions, and experience the stunning bay scenery. Popular activities include snorkeling and relaxing at Philipsburg Beach, making this area ideal for travelers seeking a blend of adventure and relaxation in a picturesque setting.

  1. Dawn Beach: A serene beach just 1 mile from Upper Prince's Quarter, Dawn Beach offers stunning sunrises, soft sands, and crystal-clear waters, perfect for relaxation and sunbathing.
  2. University of St. Martin: Located 1 mile away, this modern college features a vibrant atmosphere with a focus on education and culture, ideal for exploring local student life and events.
  3. Guana Bay: Only 0.5 miles away, Guana Bay is a picturesque spot perfect for outdoor activities, boasting breathtaking scenery and a peaceful beach environment.

Things to do recommended for couples

For a romantic getaway in Upper Prince's Quarter, stroll along the Philipsburg Boardwalk, just a mile away. Enjoy the beautiful beach vibes, dine at seaside cafes, and take in stunning sunset views. It's the perfect setting for couples to create lasting memories together.

Things to do recommended for families

Families visiting Upper Prince's Quarter can experience thrills at Rainforest Adventures St. Maarten, a recreation park located 2 miles away. With wellness and relaxation vibes, it's perfect for a day of fun and adventure for all ages.

Things to do recommended for groups

In Upper Prince's Quarter, groups can enjoy a thrilling night at Hollywood Casino or Paradise Plaza, both offering vibrant city vibes. For sports enthusiasts, Mullet Bay Golf provides a fantastic outdoor experience, perfect for a day of friendly competition amidst stunning scenery.

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

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist 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. Luckily, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Upper Prince's Quarter with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Upper Prince's Quarter: For many families, a vacation isn't truly complete without their furry companions. If you can relate, take a look at Vrbo rentals that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Upper Prince's Quarter: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using 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 for the perfect getaway.

Where to stay in Upper Prince's Quarter

Upper Prince's Quarter in Philipsburg, Sint Maarten, offers a perfect blend of relaxation and adventure. With stunning waterside locations and nearby beaches, visitors can bask in the sun or explore the scenic lowlands. This family-friendly area is ideal for romantic getaways and leisurely excursions, providing breathtaking views and a tranquil atmosphere. Whether you're seeking outdoor activities or simply a place to unwind, Upper Prince's Quarter promises an unforgettable vacation experience.

  • Simpson Bay: Located approximately 4 miles from Upper Prince's Quarter, Simpson Bay is a vibrant coastal city known for its stunning beaches and scenic outdoor experiences. Visitors can enjoy a leisurely stroll along the picturesque boardwalk, relax on the sandy shores, or explore the local resorts that offer a range of activities. The area is home to attractions such as a nudist beach and the beautiful Simpson Bay Beach, perfect for sunbathing or water sports. With its lively atmosphere and stunning bay views, Simpson Bay is a must-visit destination for sun-seekers and adventure lovers alike.
  • Oyster Pond: Just 2 miles away from Upper Prince's Quarter, Oyster Pond is a charming destination that blends natural beauty with a laid-back vibe. The area is known for its serene beaches and outdoor activities, making it ideal for those looking to unwind and enjoy the scenery. Travelers can explore the local boardwalk, visit nearby resorts, and take in the views of the bay. With access to nudist beaches and picturesque coastal landscapes, Oyster Pond is perfect for relaxation and exploration, offering a peaceful escape from the hustle and bustle.
  • Lowlands: Situated 6 miles from Upper Prince's Quarter, Lowlands is a captivating area that promises a blend of beach relaxation and outdoor adventure. The region boasts beautiful beaches and a variety of resorts, making it an excellent choice for travelers seeking both leisure and excitement. Visitors can enjoy activities along the boardwalk or indulge in the local cuisine at nearby restaurants. The stunning views of the bay and access to nudist beaches add to the allure of Lowlands, making it a fantastic spot for those looking to soak up the sun and experience the natural beauty of Sint Maarten.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January76.6°F (24.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February76.1°F (24.5°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March76.3°F (24.6°C)No Rain (Dry)Mostly SunnyAverageAverage
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 SunnyAverageSlightly Low
July80.4°F (26.9°C)Light RainMostly SunnyModerately LowSlightly High
August81.0°F (27.2°C)Light RainMostly CloudyAverageSlightly High
September81.3°F (27.4°C)Light RainMostly SunnyModerately LowSlightly Low
October80.8°F (27.1°C)Light RainMostly CloudyModerately LowAverage
November79.5°F (26.4°C)Light RainMostly CloudyAverageSlightly Low
December78.1°F (25.6°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial discounts. To discover a Vrbo property that aligns with your budget, utilize our filters to narrow down options by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you'll gain immediate access to member savings and the ability to earn and redeem OneKeyCash™ on qualifying reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, keep your travel arrangements on track, or organize your existing bookings. You’ll find that your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

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

  • Orient Bay Beach (4.2 mi / 6.7 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)
  • Flamingo Beach (4.4 mi / 7.1 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 when booking a vacation rental?
When considering a vacation rental in Upper Prince's Quarter, Sint Maarten, the area of Dawn Beach stands out as an excellent choice. This neighborhood is known for its stunning shoreline and crystal-clear waters, making it a paradise for beach lovers. Dawn Beach also offers convenient access to top attractions such as the beautiful snorkeling spots at nearby reefs and the lively atmosphere of the beach bars and restaurants lining the coast.

Another appealing area is Oyster Pond, which provides a more tranquil setting with breathtaking views of the Caribbean Sea. This neighborhood is great for those looking to enjoy serene sunsets and easy access to activities like sailing and kayaking. Attractions like the nearby Coralita Beach and the scenic Oyster Pond Marina add to the charm of this area.

In Upper Prince's Quarter, there are a variety of vacation rental properties available, suiting different preferences and budgets.
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?
In Upper Prince's Quarter, Sint Maarten, visitors can explore a range of attractions that highlight the island's natural beauty and vibrant culture. The area is close to the stunning Maho Beach, famous for its dramatic sunsets and the experience of watching planes land just overhead. Nearby, the renowned Mullet Bay offers soft sands and clear waters, great for swimming and relaxation.

For those interested in local culture, the vibrant nightlife and dining options in Simpson Bay are just a short drive away, offering a variety of restaurants and bars with waterfront views. The area's proximity to the beautiful Simpson Bay Lagoon also provides opportunities for water sports and yacht charters.

Additionally, travelers can visit the historic Fort Louis, which offers panoramic views of Marigot and the bay, making it an excellent spot for photography and enjoying the scenery.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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