
Vacation rentals in Pienza
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Top-rated vacation rentals in Pienza
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Other great vacation rentals in Pienza
Superhost

Apartment in Centro Storico
4.98 out of 5 average rating, 219 reviewsArt Apartment Luxury Por Santa Maria
JasonRating, 5 stars5 days ago
David’s home steps from the Arno was perfect. It was clean, had all the needed amenities, and was the perfect location to explore both the city center and the Oltrano. The little private square was a nice break from the bustle of the surrounding streets. We would definitely stay again!
Superhost

Villa in Chianciano Terme
5 out of 5 average rating, 10 reviews3bdr deLux Villa in Montepulciano Tuscany,Top View
LorieRating, 5 stars21 months ago
When you stay with Fulvia you feel like you are a long lost relative coming for a visit! The surroundings are calming and picturesque and the home has a wonderful history as a restaurant. The house is very warm and inviting and spacious but maybe not good for those who crave minimalism. The AC works well and although there is no pool, the hot tub became a nice cool soak at night. She gave us a cooking class which was a wonderful experience and she arranged the menu around our likes and dislikes. She also had great recommendations for towns to visit and places to eat and also organized a wine tour close by. She and her family live on the ground floor, but it still feels private in the outdoor areas. We stayed there after a few days in Florence on our way to Rome and it was half way in between, so it was great location to visit towns on the way in and on the way out.
Superhost

Villa in Poppi
4.8 out of 5 average rating, 5 reviewsVilla for 22 people w/private pool
Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Superhost

Villa in Allerona
5 out of 5 average rating, 32 reviewsVakantievilla Farmhouse Dolci Hills
StavRating, 5 stars1 week ago
Very nice and classic villa. Great for big family or group of friends who want to spend time together and also have privacy. The yard is amazing. The hot tub is great for cold days. The location is in the middle of the hills wineries which is beautiful but do take in mind every ride to any town is at least 20-30 minutes down and up the hills.
Superhost

Farm stay in Camucia
5 out of 5 average rating, 7 reviewsThe Garden of Olives | Casa Ippocastano
ViktorijaRating, 5 stars7 months ago
Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.
Superhost

Villa in Asciano
4.95 out of 5 average rating, 75 reviewsPodere on the Crete Senesi
ChulaRating, 5 stars6 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.
Superhost

Cottage in Volterra
4.92 out of 5 average rating, 78 reviewsPodere Grignano, beautiful Tuscany.
TraceyRating, 5 stars1 week ago
A beautiful place to stay in the Tuscan countryside. Our hosts were kind and welcoming. They were also quick to respond to any questions we had. Wonderful!
Superhost

Apartment in Arezzo
4.5 out of 5 average rating, 4 reviewsPozzale Apartment 2+2 | 50m
KatrienRating, 5 stars9 months ago
We loved this place. The grandmother welcomed us and she was such a nice lady! There is a lot of space for the kids to play and the view from the swimming pool with the sunsets is amazing! It’s an ideal place to visit some villages in the neighborhood during the day and to relax at the end of the day at the pool. We would love to come back a bit longer!
Quick stats about vacation rentals in Pienza
Total rentals
60 properties
Nightly prices starting at
$111 CAD before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Marina di Grosseto beach
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Kite Beach Fiumara
- Terme Dei Papi
- Basilica of St Francis
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Cala Violina
- Cantina Stefanoni
- Madonna del Latte
- Cala Di Forno
- Cantina de' Ricci
- Golf Club Toscana
- Castiglion del Bosco Winery
- Pubblico Palace
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Contucci
- Podere Il Cocco
- Casa Del Cioccolato Perugina
- Ugolino Golf Club