
Vacation rentals in Pienza
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Top-rated vacation rentals in Pienza
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Top guest favourite

Apartment in Centro Storico
4.98 out of 5 average rating, 220 reviewsArt Apartment Luxury Por Santa Maria
PardeepRating, 5 stars4 days ago
We loved our stay in David’s apartment. Great spot in the middle of everything and a great place to bring a family. Having continuous hot water along a washer and dryer a plus. David was a wonderful host. Would recommend!!
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.
Guest favourite

Cottage in Volterra
4.9 out of 5 average rating, 179 reviewsPodere Grignano, beautiful Tuscany
MarkRating, 5 stars2 months ago
Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!
Top guest favourite

Farm stay in Camucia
5 out of 5 average rating, 7 reviewsIl Giardino degli Ulivi | 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.
Guest favourite

Villa in Asciano
4.95 out of 5 average rating, 76 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.
Guest favourite

Apartment in Croce
4.85 out of 5 average rating, 41 reviewsI Tre Lecci
MarinaRating, 5 stars4 months ago
Amalia e suo marito sono due persone splendide. Ci hanno accolti in modo cordiale ed amichevole, rendendosi disponibili per ogni necessità. Sono molto attenti ai particolari e hanno reso il soggiorno davvero confortevole. Ci ritorneremo sicuramente!
Superhost

Cottage in San Gimignano
4.78 out of 5 average rating, 32 reviewsGlicine romantic cottage in country
JeoffreyRating, 5 stars8 months ago
Airbnb tout simplement incroyable. Le domaine est magnifique, vous pouvez admirer les magnifiques paysages de la Toscane depuis les hauteurs. Vous serez surpris de voir que ce Airbnb est encore plus beau en vrai que sur les photos. Et que dire de Concetta, une hôte toujours disponible, aussi bien pour s’assurer du confort de ses locataires que pour donner des tips sur les sorties/restaurants dans le coin. Je ne saurais que vous le recommander 👌
Guest favourite

Condo in Città della Pieve
4.97 out of 5 average rating, 36 reviewsil nuvoloso
SophieRating, 5 stars2 months ago
The house was beautiful and the balconies were lovely! Dominik was so kind and helpful answering all our questions and gave us baby friendly amenities! He even gave us free eggs from the kitchen! Thank you, Sophie
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
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Terme Dei Papi
- Cala Di Forno
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Basilica of St Francis
- Cala Violina
- Cantina de' Ricci
- Cantina Stefanoni
- Madonna del Latte
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Ugolino Golf Club
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Casa Del Cioccolato Perugina
- Pubblico Palace
- Podere Il Cocco
- Cantina Contucci