2718+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Naples
  4. Old Naples

Old Naples pickleball Stays, Resort Rentals, & Homes

About Old Naples Vacation Rentals

Discover over 2718 amazing vacation rental options in Old 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 Old 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 898.24 ft², with prices averaging US $367 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 Old Naples.

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Top Pickleball-Ready Accommodation Types in Old Naples

Type Count
Vacation Homes 840
Holiday Apartments 308
Villas 147
Cottages 26

Use these Quick Filters to Find a Vacation Rental in Old 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 Old Naples with PickleTrip™.

Weather in Old Naples, FL

View the weather forecast for Old Naples before booking your Old 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

Other Places to Stay in Old Naples, FL


Naples 11,367 Properties
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Ole Marina Docks 1,891 Properties
Heritage Trail Museum 1,841 Properties
NCH Baker Hospital 1,819 Properties
Ridge Lakes 1,811 Properties
Naples Regional Library 1,775 Properties
Cambier Park 1,745 Properties
Von Liebig Art Center 1,723 Properties
Norris Center 1,708 Properties
Fifth Avenue South 1,640 Properties

Frequently Asked Questions About Old Naples?

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

How many pickleball-ready properties have private pools in Old Naples?

Discover 471 accommodations with private or nearby pickleball courts in Old Naples. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Old 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 Old 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 2718 properties listed in Old 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.

Nearby Neighborhood (6) 
Neighborhood Property Count
West Naples Vacation Rentals in Naples, Florida 1660
Redevelopment Area Vacation Rentals in Naples, Florida 39
Lake Park Vacation Rentals in Naples, Florida 30
Coquina Sands Vacation Rentals in Naples, Florida 28
Aqualane Shores Vacation Rentals in Naples, Florida 1501
Ridge Lakes Vacation Rentals in Naples, Florida 1811

People Also Ask

There are 2718 Old Naples, FL Vacation Rentals

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