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Holiday rentals in Valpiana

Find and book unique accommodation on Airbnb

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Popular amenities for Valpiana holiday rentals

Other great holiday rentals in Valpiana

Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

DanielRating, 5 stars2 weeks ago
We loved the villa. It was private and had an incredible setting. Ivan was very responsive and incredibly helpful in suggesting restaurants and other activities. The only issue we had was finding the unit when we arrived. It was a little confusing at first to find our way to the villa.
Superhost
Flat in Monterotondo Marittimo
4.76 out of 5 average rating, 37 reviews

Studio in Farmhouse, Swimming Pool, Restaurant.

ElenaRating, 5 stars2 months ago
We had a lovely time with delicious food and very friendly hosts. The location was beautiful and the time very relaxing. Thank you :)
Top guest favourite
Apartment in Montalcino
4.99 out of 5 average rating, 114 reviews

"Landscape Notes" Suite

LaurenRating, 5 stars1 week ago
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!
Guest favourite
Farm stay in Simignano
4.89 out of 5 average rating, 198 reviews

Casa al Gianni - Capanna

SanderRating, 5 stars6 days ago
This place is just magical. If you want quiet and peace on an actually working farm but yet very clean you MUST stay here. They were the most hospitable hosts I have ever had. We even adopted one of the little pigs ( MISS YOU BACON! YES, WE EVEN NAMED him BACON ). The property manager was extremely responsive and catered to any need we had. By the end of our stay they had become as family. I dare you to stay here and not be very very impressed. Thank you Christina, Carmelo, and of coarse Fabio. We love you all
Top guest favourite
Flat in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Top guest favourite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 400 reviews

Old hayloft on the Chianti hills

LaurenRating, 5 stars2 days ago
I can’t say enough good things about my stay here — from start to finish, this was one of the best Airbnb experiences I’ve ever had. Giovanni went above and beyond in every possible way. Communication was quick, clear, and kind, and they were always available for questions or local recommendations. Check-in was smooth and easy, and I immediately felt at home. The space itself was spotless, stylish, and incredibly comfortable — exactly as described (if not better). Small thoughtful touches like welcoming wine and snack board made it feel more like staying at a friend’s home than a rental. It’s clear that Giovanni genuinely cares about their guests’ comfort. I wish I could give more than 5 stars.
Top guest favourite
Apartment in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola, Il Sole apartment

SarahRating, 5 stars1 week ago
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!
Top guest favourite
Tower in San Quirico d'Orcia
5 out of 5 average rating, 87 reviews

Luxurious Medieval Tower & Private Concierge

MatthewRating, 5 stars2 weeks ago
Can’t recommend this enough. Beautiful and unique accommodations in a picturesque setting. Leonie and Nico and their family are wonderful, and make you feel like part of a local family in Tuscany. We will definitely be back one day.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Valpiana