
Holiday rentals in Valpiana
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Top-rated holiday rentals in Valpiana
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Valpiana
Guest favourite

Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviewsStageROOM03 -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 reviewsStudio 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 reviewsCasa 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 reviewsHerons 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 reviewsOld 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 reviewsPodere 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 reviewsLuxurious 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.
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- Elba
- Giglio Island
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- CavallinoMatto
- Cala del Leone
- Spiaggia della Padulella
- Spiaggia di Cavo
- Pubblico Palace
- Castiglion del Bosco Winery