239+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Radda in Chianti

Radda in Chianti pickleball Stays, Resort Rentals, & Homes

About Radda in Chianti Vacation Rentals

Discover over 239 amazing vacation rental options in Radda in Chianti 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 Radda in Chianti.

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 1450.81 ft², with prices averaging US $775 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 Radda in Chianti.

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Top Pickleball-Ready Accommodation Types in Radda in Chianti

Type Count
Villas 107
Vacation Homes 62
Holiday Apartments 37
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Radda in Chianti

★ 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 Radda in Chianti with PickleTrip™.

Top Attractions Around Radda in Chianti, IT

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


Castello di Radda Winery
Castello d'Albola
Borgo di Vescine - Tenute di Castelvecchi
Uffizi Gallery
Ponte Vecchio
Cathedral of Santa Maria del Fiore
Pitti Palace
Palazzo Vecchio
Piazza del Duomo
Piazza della Signoria
Piazza del Campo
Piazzale Michelangelo
Gallery of the Academy of Florence
Basilica of Santa Maria Novella
Leonardo da Vinci Museum
Siena Cathedral
Fortezza da Basso
Basilica of Santa Croce
The Mall Luxury Outlet
Academy of Fine Arts

Other Places to Stay in Radda in Chianti, IT


Lucarelli 599 Properties
Villa 506 Properties
Borgo di Vescine - Tenute di Castelvecchi 484 Properties
Colle Petroso 468 Properties
Volpaia 399 Properties
Castello d'Albola 390 Properties
Castello di Radda Winery 354 Properties

Frequently Asked Questions About Radda in Chianti?

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

How many pickleball-ready properties have private pools in Radda in Chianti?

Discover 57 accommodations with private or nearby pickleball courts in Radda in Chianti. Some of the best destinations to stay and play pickleball are:

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

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

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 239 properties listed in Radda in Chianti 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 239 Radda in Chianti, IT Vacation Rentals

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