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Pienza houses

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Pienza vacation rentals

Stay near Pienza's top sights

Pienza Cathedral3 locals recommend
VintageTours Toscana - Rent e Tour in Vespa Scooter, Vespa Lambretta Fiat 500 VintageCar e Bici10 locals recommend
Idyllium10 locals recommend
Pienza station9 locals recommend
Trattoria La Buca delle Fate8 locals recommend
Sette Di Vino7 locals recommend

Pienza vacation rentals

Superhost
Apartment in Cortona
4.6 out of 5 average rating, 5 reviews

Medieval Cottage near Cortona

AnneRating, 5 stars44 months ago
Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!
Superhost
Villa in Chiusi
5 out of 5 average rating, 3 reviews

Villa Febea - Febea House

MartynaRating, 5 stars8 months ago
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).
Superhost
Home in Certaldo
4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

AzaleaRating, 5 stars5 days ago
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.
Superhost
Apartment in Montespertoli
4.9 out of 5 average rating, 10 reviews

12/14 people, WiFi, SW pool, catering

AndreaRating, 5 stars2 weeks ago
Beautiful farm and very competent and available host. Definitely recommended
Superhost
Apartment in Croce
4.85 out of 5 average rating, 41 reviews

And Tre Lecci

MarinaRating, 5 stars4 months ago
Amalia and her husband are two wonderful people. They welcomed us in a friendly and friendly way, making themselves available for every need. They are very attentive to details and have made the stay really comfortable. We'll definitely be back!
Superhost
Villa in Castelnuovo Berardenga
4.72 out of 5 average rating, 32 reviews

Private Villa: Panoramic Pools and Wellness

Jean-MarcRating, 5 stars19 months ago
Great place ! Great host as well. Thank you Camilla
Superhost
Apartment in Arezzo
4.5 out of 5 average rating, 4 reviews

Pozzale 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!
Superhost
Apartment in Villastrada
4.92 out of 5 average rating, 38 reviews

Elisa's vacation home

PauletteRating, 5 stars7 months ago
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

Superhost
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa 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.
Top guest favorite
Apartment in Mercatale Valdarno
4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars6 months ago
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!
Guest favorite
Cottage in Volterra
4.9 out of 5 average rating, 179 reviews

Podere 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 favorite
Farm stay in Camucia
5 out of 5 average rating, 7 reviews

The 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.
Guest favorite
Villa in Asciano
4.95 out of 5 average rating, 75 reviews

Podere 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 San Gimignano
4.78 out of 5 average rating, 32 reviews

Glicine romantic cottage in country

BartRating, 5 stars19 months ago
Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.
Guest favorite
Condo in CittĂ  della Pieve
4.97 out of 5 average rating, 36 reviews

overcast

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
Guest favorite
Farm stay in Bucine
4.81 out of 5 average rating, 21 reviews

Greti - Agri Fattoria Le Ginestre

PatriziaRating, 5 stars8 months ago
My boyfriend and I stayed only one night but we had a very good time, the house was very clean we had asked to anticipate the check-in time and our request was accepted without problems, really very kind. The farmhouse is located a little outside the village and especially the last piece of road is a little unpaved but nothing excessive, overall however we really enjoyed it.

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.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Pienza