Naples pickleball Stays, Resort Rentals, & Homes
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- 699 ft² House
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Luxury Places to Stay in Naples
- 2950 ft² House
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- 2215 ft² House
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- 2565 ft² House
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- 2565 ft² House
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Top-Rated Villas with a Pool in Naples
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Pet-Friendly Villas in Naples
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- 1417 ft² House
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Large Private Villas in Naples
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- 1999 ft² House
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Wheelchair Accessible Holiday Homes in Naples
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Naples Villas, Airbnb and Holiday Homes Under $200
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- 1049 ft² House
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Instantly Bookable Villa Rentals in Naples
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Book a Last Minute Place to Stay in Naples
About Naples Vacation Rentals
Discover over 19174 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 1030.48 ft², with prices averaging $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.
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.
Top Pickleball-Ready Accommodation Types in Naples
Type | Count |
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Vacation Homes | 9204 |
Holiday Apartments | 1617 |
Villas | 588 |
Cottages | 142 |
Use these Quick Filters to Find a Vacation Rental in Naples
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★ 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.
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.
Other Places to Stay in Naples, FL
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!
- Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
- Great Beach Views, Direct Access, Pickleball, New Kitchen & Heated Pool! Tower 3
- Immaculate 3 ensuite home with Stunning Water view Pool HGTV ideal vacation home
- Have yourself a tropical vacation on The Gulf of Mexico in Marco Island Florida!
- Newly Renovated Corner Unit. Lake Views. Shuttle to Beach. Heated Pool/Spa
- Beachfront 2BR, 2BA on Gulf of America 15th-Floor Direct Pool & Hot Tub Access
- BEST BEACH LOCATION, JUST STEPS TO SOFT, SANDY BEACH w AWESOME TOP FLOOR VIEWS
- SOMERSET 110 - Your Tropical Island Paradise!
- Lely Resort, 3 bed, golf course home Includes Players Club and Spa
- Seawinds 502 - Come Relax with us!
How many pickleball-ready properties have private pools in Naples?
Discover 5081 accommodations with private or nearby pickleball courts in Naples. Some of the best destinations to stay and play pickleball are:
- Beautiful 3-bedroom house in brilliant Naples. Live the Florida dream
- 4BR Beach House Private Pool Minutes to Beach
- House ∙ 3 bedrooms ∙ 8 guests
- Water Front -3 Bedroom- 2 Bathroom with Pool
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 ? 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.
- 3 BEDROOM 2 BATH POOL HOME WITH TRANSFERABLE PLAYERS CLUB & SPA AT LELY RESORT!
- Naples Home with Lanai and Pool Near Vanderbilt Beach!
- 98 m² House ∙ 2 bedrooms ∙ 6 guests
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 19174 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 |
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West Naples Vacation Rentals in Naples, Florida | 1716 |
Old Naples Vacation Rentals in Naples, Florida | 1703 |
Bonita Shores Vacation Rentals in Naples, Florida | 1539 |
Naples Park Vacation Rentals in Naples, Florida | 990 |
Central Naples Vacation Rentals in Naples, Florida | 549 |
East Naples Vacation Rentals in Naples, Florida | 442 |
Park Shore Vacation Rentals in Naples, Florida | 404 |
Vanderbilt Beach Vacation Rentals in Naples, Florida | 370 |
Rural Estates Vacation Rentals in Naples, Florida | 164 |
Bonita Bay Vacation Rentals in Naples, Florida | 122 |
Moorings Vacation Rentals in Naples, Florida | 102 |
Pelican Bay Vacation Rentals in Naples, Florida | 79 |
Redevelopment Area Vacation Rentals in Naples, Florida | 45 |
Coquina Sands Vacation Rentals in Naples, Florida | 30 |
Aqualane Shores Vacation Rentals in Naples, Florida | 1384 |
Masters Reserve Vacation Rentals in Naples, Florida | 1071 |