140+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Naples

Naples pickleball Stays, Resort Rentals, & Homes

About Naples Vacation Rentals

Discover over 140 amazing vacation rental options in Naples 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 Naples.

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 1388.15 ft², with prices averaging US $520 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 Naples.

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Top Pickleball-Ready Accommodation Types in Naples

Type Count
Vacation Homes 89
Cottages 14
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Naples

★ 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 Naples with PickleTrip™.

Weather in Naples, NY

View the weather forecast for Naples before booking your Naples Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Naples, NY

PickleTrip offers a large selection of top attractions around Naples . Research things to do on your vacation before you visit Naples.


Hunt Hollow
Ontario County Park at Gannett Hill
Reservoir Creek Golf Course
Cumming Nature Center
Grimes Glen
Majestic Hills Golf Course
Naples Community Park Disc Golf Course
Conklin Gully
Bristol Valley Theater
West River Marsh
Inspire Moore Winery and Vineyard
Hill Cumorah Visitors Center
State University of New York-Geneseo
Keuka Lake
CMAC Performing Arts Center
Bristol Mountain Ski Resort
Finger Lakes Gaming and Racetrack
CaNonedaigua Lake
Hobart and William Smith Colleges

Other Places to Stay in Naples, NY


Cumming Nature Center 204 Properties
Middlesex 180 Properties
Majestic Hills Golf Course 113 Properties
Town of Italy 103 Properties
Hunt Hollow 73 Properties
Conklin Gully 55 Properties
West River Marsh 49 Properties
Ontario County Park at Gannett Hill 49 Properties
South Bristol 44 Properties
Naples Community Park Disc Golf Course 39 Properties
Inspire Moore Winery and Vineyard 37 Properties
Reservoir Creek Golf Course 34 Properties

Frequently Asked Questions About Naples?

What are the top vacation rentals, resorts, and hotels in Naples 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 Naples. 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 Naples!

Which vacation rentals, resorts, or hotels in Naples is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Naples? 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 Naples?

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 140 properties listed in Naples in 2026, 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.


People Also Ask

There are 140 Naples, NY Vacation Rentals

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