382+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Volterra
  4. San Cipriano

San Cipriano pickleball Stays, Resort Rentals, & Homes

About San Cipriano Vacation Rentals

Discover over 382 amazing vacation rental options in San Cipriano 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 San Cipriano.

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 828.36 ft², with prices averaging US $278 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 San Cipriano.

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Top Pickleball-Ready Accommodation Types in San Cipriano

Type Count
Holiday Apartments 169
Vacation Homes 104
Villas 52
Cottages 1

Use these Quick Filters to Find a Vacation Rental in San Cipriano

★ 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 San Cipriano with PickleTrip™.

Top Attractions Around San Cipriano, IT

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


Teatro del Silenzio
Piazza della Cisterna
San GimigNoneo Communal Palace
Piazza Duomo
Medieval Criminal and Torture Museum
Tenuta Torciano Winery
Castello della Paneretta
Porta all'Arco
Cathedral of Volterra
Palazzo dei Priori
Sovestro in Poggio Winery
Etruscan Museum
Castelfalfi Golf Course
Torre Grossa
Val di Merse
Casa del Boccaccio
Vernaccia di San GimigNoneo Wine Museum
Palazzo Pretorio
Medici Fortress
Santa Lucia al Borghetto Church

Frequently Asked Questions About San Cipriano?

What are the top vacation rentals, resorts, and hotels in San Cipriano 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 San Cipriano. 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 San Cipriano!

How many pickleball-ready properties have private pools in San Cipriano?

Discover 36 accommodations with private or nearby pickleball courts in San Cipriano. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in San Cipriano? 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 San Cipriano?

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 382 properties listed in San Cipriano 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 382 San Cipriano, IT Vacation Rentals

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