466+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Castiglion Fiorentino

Castiglion Fiorentino pickleball Stays, Resort Rentals, & Homes

About Castiglion Fiorentino Vacation Rentals

Discover over 466 amazing vacation rental options in Castiglion Fiorentino 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 Castiglion Fiorentino.

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 1431.42 ft², with prices averaging $300 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 Castiglion Fiorentino.

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Top Pickleball-Ready Accommodation Types in Castiglion Fiorentino

Type Count
Villas 158
Vacation Homes 156
Holiday Apartments 104
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Castiglion Fiorentino

★ 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 Castiglion Fiorentino with PickleTrip™.

Top Attractions Around Castiglion Fiorentino, IT

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


Cassero Tower
Vasari Loggia
Agricola Buccelletti Winery
Tennis Club Castiglionese
Archaeological Museum
Municipal Art Gallery
Lake Trasimeno
Pienza Cathedral
Arezzo Equestrian Centre
Piscine Termali Theia
San Donato Hospital
San Giovanni Terme Rapolano
Centro Chirurgico Toscano
Terme di Montepulciano Spa
Valdichiana Outlet Village
Valdarno
Val di Chiana
Terme di Chianciano
Terme Antica Querciolaia
Monte Oliveto Maggiore Abbey

Other Places to Stay in Castiglion Fiorentino, IT


Ristonchia 1,145 Properties
Pergognano 1,054 Properties
Poggiolo 1,024 Properties
Pievuccia 979 Properties
Orzale 955 Properties
Tennis Club Castiglionese 813 Properties
La Strada-Santa Cristina 708 Properties
Podere Viti 474 Properties
Castroncello 424 Properties
Brolio 323 Properties
Polvano 153 Properties
Montecchio 33 Properties

Frequently Asked Questions About Castiglion Fiorentino?

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

How many pickleball-ready properties have private pools in Castiglion Fiorentino?

Discover 136 accommodations with private or nearby pickleball courts in Castiglion Fiorentino. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Castiglion Fiorentino 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.

How many PickleTrip vacation rentals or resorts are available in Castiglion Fiorentino?

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 466 properties listed in Castiglion Fiorentino 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.


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There are 466 Castiglion Fiorentino, IT Vacation Rentals

Recently Booked Vacation Rentals in Castiglion Fiorentino