
Pienza houses
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Top-rated vacation rentals in Pienza
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Pienza vacation rentals

Medieval Cottage near Cortona
Un borgo meraviglioso immerso nel verde ma con tutte le comodità per trascorrere giornate all'insegna del relax e della tranquillità. Il borgo è stato ristrutturato in modo perfetto, lasciando intatto lo stile delle strutture. Gli appartamenti sono attrezzati con tutto il necessario e appena si mette piede fuori da casa si gode dei colori e dei suoni della natura, con la possibilità di fare anche un bel tuffo in piscina. Molto buono anche il ristorante e piacevolissima la compagnia dei cinghiali che si affacciano di tanto in tanto per un saluto. Davvero una bella scoperta!

Villa Febea - Casa Febea
Jacopo’s villa was absolutely stunning and worth every penny paid! The house had every little amenity you could think of, fully equipped kitchen, every room was very clean, the garden area was great with beautiful and frequently cleaned pool, lots of sunbeds, garden furniture and a bbq in place too! There are couple of more villas near but they are located in a way that everyone has a very private experience with no shared areas. The surroundings are very beautiful too, once you enter the premises you get this Tuscany’s experience with the road full of Cypress trees. It is located in the quiet area with not many things around so a car is a must if you want to visit nearby cities and just not stay at the villa the whole stay (although you could because this place is so nice! :D).

Paluffo Torre House
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

12/14 pers,WiFi,Sw-pool,catering
Bellissimo agriturismo e host molto competente e disponibile. Decisamente consigliato

I Tre Lecci
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!

Private Villa: Panoramic Pools and Wellness
Great place ! Great host as well. Thank you Camilla

Appartamento Pozzale 2+2 | 50m
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!

casa vacanza Elisa
Spacious apartment with a private outdoor space. The pool was refreshing at the end of a hot day. Eliza and her mother were friendly and helpful.
Other great vacation rentals in Pienza

Villa for 22 people w/private pool
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.

Panoramic view from stone Apartment- Pool and A/C
While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

Podere Grignano, beautiful Tuscany
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!

Il Giardino degli Ulivi | Casa Ippocastano
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.

Podere on the Crete Senesi
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.

Glicine romantic cottage in country
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 👌

il nuvoloso
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

Greti - Agri Fattoria Le Ginestre
Io e il mio fidanzato abbiamo alloggiato una sola notte ma ci siamo trovati molto bene, la casa era pulitissima avevamo chiesto di anticipare l'orario del check-in e la nostra richiesta è stata accolta senza problemi, davvero molto gentili. L'agriturismo si trova un po' fuori dal paese e soprattutto l'ultimo pezzetto di strada è un po' sterrato però nulla di eccessivo, nel complesso comunque ci siamo trovati davvero molto bene.
Quick stats about vacation rentals in Pienza
Total rentals
60 properties
Nightly prices starting at
$80 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
Frequently Asked Questions
How much does it cost to stay in bed and breakfast rentals in Pienza?
Experience the best of Pienza with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Pienza have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Pienza. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Pienza?
Yes! Work meets play with ease at over 20 vacation rentals in Pienza featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Pienza?
Four-legged friends are welcome in Pienza. Choose from more than 30 vacation rentals for guests traveling with pets.
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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
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