17887+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Naples pickleball Stays, Resort Rentals, & Homes

About Naples Vacation Rentals

Discover over 17887 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 1002.06 ft², with prices averaging US $399 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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Things to Know Before You Visit Naples

When people think of Florida, the first things that come to mind are usually theme parks, beaches, and sunny weather. The fact is though that there are many great places in Florida away from the theme park crowd. One of these places lies along the southwest coast near Marco Island.

This place is Naples.

Naples is a vibrant and beautiful coastal town in southwest Florida on the Gulf of Mexico. Its a great place to visit for many reasons. First of all, there are tons of different things to do in Naples.

No matter what you enjoy doing, whether it is scuba diving or kayaking, there will be an activity here for you. It has also become famous as a mecca for golfers due to the many beautiful courses in the area.

Another one of the best things to do while visiting Naples is to take a deep sea fishing trip out into the Gulf of Mexico. Of course you dont have to go on a big boat, but if you do choose to take such a tour, be sure it is one with an experienced and knowledgeable crew.

While it can be tempting to spend all your time on the beach or in the water, the town of Naples is also a great place to explore on foot. There are many art galleries, cafes, and shops that you can peruse as well as just walk along the shoreline.

If you choose to visit in early spring or late fall, you will be able to enjoy some of the best weather in all of Florida.

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Top Pickleball-Ready Accommodation Types in Naples

Type Count
Vacation Homes 8498
Holiday Apartments 1490
Villas 547
Cottages 141

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, FL

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, FL

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


Barefoot Beach
Vanderbilt Beach
Bonita Springs Public Beach
Naples Pier
Naples Beach
Seminole Casino Immokalee
Mercato
Tigertail Beach
Naples Zoo at Caribbean Gardens
Tin City
Corkscrew Swamp Sanctuary
Naples Botanical Garden
Artis-Naples
Marco Beach
Bonita Beach Park
Delnor-Wiggins Pass State Park
South Marco Beach
North Collier Regional Park
Naples Grande Golf Club
Lowdermilk Beach Park

Other Places to Stay in Naples, FL


Collier County 9,805 Properties
Marco Island 3,632 Properties
North Naples 1,904 Properties
West Naples 1,732 Properties
Old Naples 1,718 Properties
Fifth Avenue South 1,712 Properties
Bonita Springs 1,647 Properties
Bonita Shores 1,505 Properties
Naples Park 961 Properties
Central Naples 541 Properties
Grey Oaks 525 Properties
East Naples 451 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!

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

Discover 4881 accommodations with private or nearby pickleball courts in Naples. Some of the best destinations to stay and play pickleball are:

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 17887 properties listed in Naples 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 (16) 
Neighborhood Property Count
West Naples Vacation Rentals in Naples, Florida 1732
Old Naples Vacation Rentals in Naples, Florida 1718
Bonita Shores Vacation Rentals in Naples, Florida 1505
Naples Park Vacation Rentals in Naples, Florida 961
Central Naples Vacation Rentals in Naples, Florida 541
East Naples Vacation Rentals in Naples, Florida 451
Vanderbilt Beach Vacation Rentals in Naples, Florida 364
Park Shore Vacation Rentals in Naples, Florida 357
Rural Estates Vacation Rentals in Naples, Florida 157
Bonita Bay Vacation Rentals in Naples, Florida 119
Moorings Vacation Rentals in Naples, Florida 101
Pelican Bay Vacation Rentals in Naples, Florida 80
Redevelopment Area Vacation Rentals in Naples, Florida 42
Coquina Sands Vacation Rentals in Naples, Florida 32
Aqualane Shores Vacation Rentals in Naples, Florida 1384
Masters Reserve Vacation Rentals in Naples, Florida 1071

People Also Ask

There are 17887 Naples, FL Vacation Rentals

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