Upper Prince's Quarter Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
Why Choose Rent By Owner for your Upper Prince's Quarter vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Upper Prince's Quarter Rentals by Owner
Where are the best neighborhoods to stay in Upper Prince's Quarter?
Discover the vibrant neighborhoods of Upper Prince's Quarter in Philipsburg, Sint Maarten, where your ideal vacation rental awaits. Whether you prefer a lively community close to local amenities or a tranquil retreat with easy access to stunning beaches, this area offers a range of options suited to your preferences. Staying in Upper Prince's Quarter provides you with a convenient base for exploring the best of Sint Maarten, all while enjoying the comfort and reliability that come with booking directly through Rent By Owner. Experience a seamless and trustworthy booking process as you select a charming property that feels like home during your Caribbean getaway.
Sucker Garden
Located within the vibrant region, Sucker Garden offers a peaceful retreat while providing easy access to nearby attractions. Here, you can find charming rental options ideal for exploring the area's natural beauty and local culture.
View 796+ Rentals in Sucker GardenHope Estate
This neighborhood is perfect for visitors seeking serene surroundings with convenient proximity to the dynamic scenes of the region. Rental properties here are well-suited for those looking to enjoy both tranquility and accessibility.
View 777+ Rentals in Hope EstateRed Pond Estates
Nestled in a scenic area, Red Pond Estates provides a comfortable base for travelers wanting to explore the region's natural landscapes. The estate features a variety of rentals that cater to those valuing privacy and picturesque views.
View 671+ Rentals in Red Pond EstatesVineyard
Situated amidst lush surroundings, Vineyard offers an inviting environment for guests interested in experiencing the region’s scenic charm. Its rental options are ideal for visitors eager to soak in the area's lush scenery.
View 780+ Rentals in VineyardTamarind Hill Estates
Set on elevated terrain, Tamarind Hill Estates provides spectacular views and a peaceful atmosphere. This neighborhood is perfect for travelers seeking a relaxing stay while staying close to the region's attractions.
View 661+ Rentals in Tamarind Hill EstatesMiddle Region
In the heart of the area, Middle Region serves as a central spot with a variety of rental options suitable for exploring the region’s main sights. It’s an excellent choice for those who prefer to stay in a location with easy access to local amenities.
View 828+ Rentals in Middle RegionDawn Beach Estates
With its close proximity to the coastline, Dawn Beach Estates offers a perfect setting for beach lovers looking to enjoy the region’s coastal beauty. The rentals here provide convenient access to sandy shores and waterfront activities.
View 30+ Rentals in Dawn Beach EstatesPoint Blanche
Positioned near the region’s historic and commercial areas, Point Blanche is ideal for visitors wanting to combine relaxation with local exploration. Renting here places you near key points of interest in this vibrant part of the island.
View 28+ Rentals in Point BlancheBest Times to Visit Upper Prince's Quarter
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here allows you to fully enjoy the region's beautiful climate while securing the best rental options through Rent By Owner in Upper Prince's Quarter, Philipsburg, Sint Maarten.
Peak Season Highlights
December to April
This period marks the peak season when the region experiences warm, sunny weather ideal for beach activities and outdoor exploration.
June to August
Another popular time to visit, these months offer vibrant local events and lively atmospheres, perfect for those seeking a festive vacation experience.
Off-Season Highlights
May to June
During these shoulder months, you can enjoy fewer crowds and better deals on vacation rentals while still experiencing pleasant weather.
September to November
Later in the year, the area sees a slight drop in tourist traffic, providing a more relaxed experience amid warm temperatures and less humidity.
Weekly Weather Forecast for Upper Prince's Quarter
How to Book Your Upper Prince's Quarter vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upper Prince's Quarter
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to cool off during warm Caribbean days.
- Relax in well-maintained garden areas that offer a peaceful retreat amidst tropical surroundings.
- Utilize an outdoor patio or terrace perfect for dining al fresco and soaking up the sunshine.
- Take advantage of shaded lounging areas equipped with comfortable seating for relaxation.
- Benefit from access to community or private outdoor barbecue grills for outdoor cooking experiences.
- Make the most of nearby beaches with direct access or designated beach seating provided at some rentals.
- Explore scenic walking paths or outdoor recreational spaces conveniently located near your stay.
Top Attractions Around Upper Prince's Quarter
What attractions are nearby?
In this vibrant destination, you can enjoy a variety of nearby activities such as relaxing on picturesque beaches, exploring local shops, and discovering cultural sites, all conveniently accessible from your rental by owner accommodation here in Upper Prince's Quarter, Philipsburg, Sint Maarten.
Family Activities
- Fort Amsterdam Tours: Discover the rich history of this landmark through guided tours that are both educational and engaging for the whole family.
- Philipsburg Courthouse & Cultural Center: Experience the region’s vibrant heritage by exploring exhibits and participating in cultural activities suitable for all ages.
- Seaside Beach Activities: Relax and enjoy family-friendly leisure at nearby beaches offering safe swimming areas, sunbathing spots, and gentle surf perfect for children.
- Local Market Visits: Stroll through the colorful markets to sample local treats and purchase unique souvenirs, immersing your family in the area's lively atmosphere.
Adult Activities
- Explore Great Bay Beach: Enjoy sunbathing, swimming, and water sports along the picturesque shores that are easily accessible from your rental in the area.
- Visit Fort Amsterdam: Discover historical insights and panoramic views of the region at this iconic fort straight from your vacation base.
- Experience Local Dining: Savor authentic Caribbean cuisine at local restaurants that showcase the vibrant flavors of the destination.
- Shop at Philipsburg's Bustling Markets: Find unique souvenirs and handcrafted items while immersing yourself in the lively market atmosphere in the region.
Other Places to Stay in Upper Prince's Quarter
Upper Prince's Quarter Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival: Coordinate your check-in times with your rental owner to ensure a smooth start to your stay in this vibrant area.
- Explore Locally: Take advantage of the nearby shops and eateries to experience authentic regional flavors and culture right from your rental in the region.
- Utilize Transportation Options: Familiarize yourself with local transportation or rental services to easily discover the best spots around here.
- Respect Community Norms: Be mindful of local customs and guidelines to enjoy a harmonious and respectful visit in this destination.
Transportation Options
- Rental Car Services: You can conveniently explore the region with rental car options available nearby, offering flexibility to visit local attractions at your own pace.
- Taxis and Ride-Sharing: Reliable taxi and ride-sharing services provide quick transport within the area, making it easy to get around without the need for personal vehicle ownership.
- Public Buses: Local bus routes connect this destination to key points in the region, offering an affordable way to travel for those preferring public transportation.
- Walking and Biking: The area’s walkable streets and bike-friendly paths allow you to enjoy scenic views while reaching nearby amenities comfortably and sustainably.
Local Customs Options
- Local Greetings and Politeness: In this destination, greeting with a friendly "Hello" or "Good morning" is customary and appreciated when interacting with residents.
- Respect for Religious Customs: Visitors often observe local religious practices, especially during holidays or festivals, to show respect for the area's cultural traditions.
- Community Events and Celebrations: Participating in or observing traditional events, such as street festivals or cultural parades, offers insight into the region's vibrant community life.
- Dress Code Etiquette: When visiting certain local sites or attending community gatherings, modest clothing is generally advised to honor the area's customs and avoid unintentional disrespect.
Frequently Asked Questions About Upper Prince's Quarter Rentals by Owner
1. What are the top vacation rentals in Upper Prince's Quarter?
There are a lot of options in Upper Prince's Quarter. If you plan on staying in the Upper Prince's Quarter area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upper Prince's Quarter:
- Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
- LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR
- Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
- Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
- DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
- Villa Suzanne - Ocean Views
- Villa Tamarind - Luxury Oasis - Ocean Views
- Private Oceanfront Luxury Villa, Infinity Pool, Gym, Short Walk to Sandy Beach
- Luxury Villa - Best View in the Caribbean
- Villa Tropicale and paella party
2. How many Rentbyowner vacation rentals are available in Upper Prince's Quarter?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 411 in the Upper Prince's Quarter area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Upper Prince's Quarter.
3. What is the cancellation policy for rental properties in Upper Prince's Quarter?
4. How do I know if the rental property is available during my preferred travel dates?
5. Are there any additional fees I should be aware of when booking a rental by owner in this area?
6. What amenities are commonly included in rentals by owner in this region?
7. How can I contact the owner of a rental property in Upper Prince's Quarter for special requests or questions?
More Rentals You May Like Near Upper Prince's Quarter
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
