771+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Montepulciano

Montepulciano pickleball Stays, Resort Rentals, & Homes

About Montepulciano Vacation Rentals

Discover over 771 amazing vacation rental options in Montepulciano 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 Montepulciano.

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 817.94 ft², with prices averaging US $385 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 Montepulciano.

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Top Pickleball-Ready Accommodation Types in Montepulciano

Type Count
Holiday Apartments 345
Vacation Homes 191
Villas 108
Cottages 5

Use these Quick Filters to Find a Vacation Rental in Montepulciano

★ 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 Montepulciano with PickleTrip™.

Top Attractions Around Montepulciano, IT

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


Terme di Montepulciano Spa
Val di Chiana
Piazza Grande
Cantina del Redi
Consorzio del Vino Nobile di Montepulciano
San Biagio
Dome of Montepulciano
Tenuta Valdipiatta
Cantina Contucci
Torre del Pulcinella
Palazzo di Bucelli
Palazzo Ricci
Torre di Pulcinella
Church of St. Augustine
Church of St. Agnes
Palazzo Avignonesi
Palazzo Comunale
Fattoria Le Capezzine
Palazzo Cocconi
Colonna del Marzocco

Other Places to Stay in Montepulciano, IT


Val di Chiana 2,530 Properties
Terme di Montepulciano Spa 1,064 Properties
Sant'Albino 1,048 Properties
Colonna del Marzocco 995 Properties
Church of St. Agnes 994 Properties
Cervognano Montenero 842 Properties
Nottola 811 Properties
Gracciano 463 Properties
Abbadia di Montepulciano 452 Properties
Montepulciano Stazione 348 Properties
Valiano 297 Properties
Acquaviva 28 Properties

Frequently Asked Questions About Montepulciano?

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

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

Discover 80 accommodations with private or nearby pickleball courts in Montepulciano. Some of the best destinations to stay and play pickleball are:

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

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

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 771 properties listed in Montepulciano 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 771 Montepulciano, IT Vacation Rentals

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