177+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Italy
  2. Tuscany
  3. Montescudaio

Montescudaio pickleball Stays, Resort Rentals, & Homes

About Montescudaio Vacation Rentals

Discover over 177 amazing vacation rental options in Montescudaio 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 Montescudaio.

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 842 ft², with prices averaging US $163 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 Montescudaio.

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Top Pickleball-Ready Accommodation Types in Montescudaio

Type Count
Vacation Homes 72
Holiday Apartments 71
Villas 15
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Montescudaio

★ 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 Montescudaio with PickleTrip™.

Top Attractions Around Montescudaio, IT

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


Teatro del Silenzio
Spiagge Bianche
Dog Beach San Vincenzo
Cavallino Matto
Italian Naval Academy
PalaLivorno
Castello del Boccale
Porta all'Arco
Cathedral of Volterra
Palazzo dei Priori
Marina di San Vincenzo
Fort of Marina di Bibbona
Etruscan Museum
Mazzanta Beach
Castelfalfi Golf Course
Bibbona Beach
Giovanni Chiappini
Terrazza Mascagni
Museo Civico Giovanni Fattori
Palazzo Pretorio

Other Places to Stay in Montescudaio, IT


Fiorino 1,174 Properties
Frassineta 1,107 Properties

Frequently Asked Questions About Montescudaio?

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

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

Discover 3 accommodations with private or nearby pickleball courts in Montescudaio. Some of the best destinations to stay and play pickleball are:

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

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

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 177 properties listed in Montescudaio 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.


People Also Ask

There are 177 Montescudaio, IT Vacation Rentals

Recently Booked Vacation Rentals in Montescudaio