542+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Sint Maarten
  2. Philipsburg
  3. Upper Prince's Quarter

Upper Prince's Quarter pickleball Stays, Resort Rentals, & Homes

About Upper Prince's Quarter Vacation Rentals

Discover over 542 amazing vacation rental options in Upper Prince's Quarter with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Upper Prince's Quarter.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1239.63 ft², with prices averaging US $685 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Upper Prince's Quarter.

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Top Pickleball-Ready Accommodation Types in Upper Prince's Quarter

Type Count
Villas 250
Holiday Apartments 93
Vacation Homes 42
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Upper Prince's Quarter

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Upper Prince's Quarter with PickleTrip™.

Weather in Upper Prince's Quarter, SX

View the weather forecast for Upper Prince's Quarter before booking your Upper Prince's Quarter Vacation Rentals to confirm your best time to go.

December - February
High 85°F       Low 69°F
March - May
High 87°F       Low 72°F
June - August
High 89°F       Low 76°F
September - November
High 88°F       Low 73°F

Top Attractions Around Upper Prince's Quarter, SX

PickleTrip offers a large selection of top attractions around Upper Prince's Quarter . Research things to do on your vacation before you visit Upper Prince's Quarter.


Guana Bay Beach
Gibb's Bay Beach
Maho Beach
Mullet Bay Beach
American University of the Caribbean
Great Bay Beach
Kim Sha Beach
Cupecoy Beach
Dawn Beach
Simpson Bay Beach
University of St. Martin
Fort Amsterdam
Starz City Casino
Philipsburg Courthouse
Mullet Bay
Little Bay Beach
Sint Maarten Park
Flamingo Beach
Casino Royale

Other Places to Stay in Upper Prince's Quarter, SX


Sucker Garden 796 Properties
Vineyard 780 Properties
Hope Estate 777 Properties
Guana Bay Beach 676 Properties
Red Pond Estates 671 Properties
Gibb's Bay Beach 671 Properties
Tamarind Hill Estates 661 Properties
Oyster Pond 267 Properties
Dawn Beach Estates 30 Properties
Point Blanche 28 Properties

Frequently Asked Questions About Upper Prince's Quarter?

What are the top vacation rentals, resorts, and hotels in Upper Prince's Quarter with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Upper Prince's Quarter. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Upper Prince's Quarter!

How many pickleball-ready properties have private pools in Upper Prince's Quarter?

Discover 206 accommodations with private or nearby pickleball courts in Upper Prince's Quarter. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Upper Prince's Quarter is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Upper Prince's Quarter? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Upper Prince's Quarter?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 542 properties listed in Upper Prince's Quarter in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

Nearby Neighborhood (8) 
Neighborhood Property Count
Dawn Beach Estates Vacation Rentals in Philipsburg 30
Point Blanche Vacation Rentals in Philipsburg 28
Vineyard Vacation Rentals in Philipsburg 780
Tamarind Hill Estates Vacation Rentals in Philipsburg 661
Middle Region Vacation Rentals in Philipsburg 828
Red Pond Estates Vacation Rentals in Philipsburg 671
Sucker Garden Vacation Rentals in Philipsburg 796
Hope Estate Vacation Rentals in Philipsburg 777

People Also Ask

There are 542 Upper Prince's Quarter, SX Vacation Rentals

Recently Booked Vacation Rentals in Upper Prince's Quarter