403+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Montespertoli

Montespertoli pickleball Stays, Resort Rentals, & Homes

About Montespertoli Vacation Rentals

Discover over 403 amazing vacation rental options in Montespertoli 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 Montespertoli.

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 1125.16 ft², with prices averaging US $313 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 Montespertoli.

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Top Pickleball-Ready Accommodation Types in Montespertoli

Type Count
Vacation Homes 102
Holiday Apartments 94
Villas 64
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Montespertoli

★ 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 Montespertoli with PickleTrip™.

Top Attractions Around Montespertoli, IT

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


Montegufoni Castle
Castello Sonnino
Piazza del Popolo
Castle of Poppiano
Tenuta Maiano
Il Fiaschetto
Montespertoli City Hall
Piazza Machiavelli
Tenuta Barbadoro
Vine and Wine Museum
Azienda Agricola Ammirabile
Uffizi Gallery
Ponte Vecchio
Cathedral of Santa Maria del Fiore
Pitti Palace
Palazzo Vecchio
Piazza del Duomo
Piazza della Signoria
Piazzale Michelangelo
Gallery of the Academy of Florence

Other Places to Stay in Montespertoli, IT


Lucardo 883 Properties
Tresanti 803 Properties
La Torre 793 Properties
Vine and Wine Museum 763 Properties
Tenuta Barbadoro 737 Properties
Polvereto 730 Properties
San Quirico in Collina 711 Properties
Molino del Ponte 630 Properties
Montagnana 620 Properties
Fornacette 615 Properties
Lucignano 542 Properties
Montegufoni 120 Properties

Frequently Asked Questions About Montespertoli?

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

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

Discover 35 accommodations with private or nearby pickleball courts in Montespertoli. Some of the best destinations to stay and play pickleball are:

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

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

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 403 properties listed in Montespertoli 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 403 Montespertoli, IT Vacation Rentals

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