131+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Monticiano

Monticiano pickleball Stays, Resort Rentals, & Homes

About Monticiano Vacation Rentals

Discover over 131 amazing vacation rental options in Monticiano 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 Monticiano.

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 1159.31 ft², with prices averaging US $397 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 Monticiano.

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Top Pickleball-Ready Accommodation Types in Monticiano

Type Count
Vacation Homes 51
Holiday Apartments 37
Villas 29
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Monticiano

★ 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 Monticiano with PickleTrip™.

Top Attractions Around Monticiano, IT

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


Piazza del Campo
Siena Cathedral
Santa Maria alle Scotte Polyclinic
University of Siena
Pienza Cathedral
Abbazia di San Galgano
San Giovanni Terme Rapolano
Banca Monte dei Paschi di Siena
Castello Banfi
Monteriggioni Castle
Val di Chiana
Terme Petriolo
Abbazia di Sant'Antimo
Monte Oliveto Maggiore Abbey
Fortezza Medicea
Porta Camollia
Fonte Gaia
Piazza Pio II
San Martino
Tenuta Greppo Franco Biondi Santi

Other Places to Stay in Monticiano, IT


Bagni di Petriolo 180 Properties
Castello di Tocchi 70 Properties
San Lorenzo a Merse 64 Properties
Tocchi 62 Properties
Lama 52 Properties
Scalvaia 50 Properties
Santo 36 Properties

Frequently Asked Questions About Monticiano?

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

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

Discover 7 accommodations with private or nearby pickleball courts in Monticiano. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Monticiano 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 Monticiano?

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 131 properties listed in Monticiano 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 131 Monticiano, IT Vacation Rentals

Recently Booked Vacation Rentals in Monticiano