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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
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).
Guest favorite
Condo in Centro Storico
4.96 out of 5 average rating, 47 reviews

Thoughts on a Scale

BrendaRating, 5 stars6 months ago
Francesca takes pride in her apartment. She lives next door, too. The apartment is well outfitted. The washer_dryer is a great addition. the walk-in shower is terrific. There is a loose outlet in the bathroom. what a great kitchen with great finishes. The appliances are all in excellent condition and clean; even a toaster. There are potholders, plastic wrap, foil. Francesca has done a great job as host.
Guest favorite
Apartment in Castelfranco Piandiscò
4.95 out of 5 average rating, 19 reviews

Il Trovatore, Casa Lama Apartments, panoramic view

KasperRating, 5 stars6 months ago
Absolutely amazing place and Elettra is ready with recommendations on everything and also offered to take on one of the trips she talked about. Cheap and really amazing place up on a small mountain. You have to drive to everything, and you don't have to get in a large SUV because the roads are small. Our Volvo XC90 had to back up and give way quite a few times.
Superhost
Cottage in Montaione
4.75 out of 5 average rating, 24 reviews

la villetta

Katrina & JamieRating, 5 stars5 months ago
Overall, we loved the home. Can't beat the views, friendly and helpful host and convenient location for visiting numerous attractions in Tuscany. A couple call-outs for future guests. - I used the directions linked in the Airbnb app and it brought me to a different home with an owner who didn't speak English and was confused why we were there. An uncomfortable way to start. The host was kind and helped us find the way. Make sure you have the correct directions before you depart. - if you're sensitive to bugs, it's worth knowing that we had mosquitoes and flies pestering us during our stay. It wouldn't stop us from staying there again but worth noting. - you will need to plan a supermarket trip; consumable essentials are not provided like hand soap, salt & pepper, cooking oil, trash bags, etc. Neither of these things would prevent us from staying again as all the positives outweighed the negative.
Guest favorite
Apartment in Centro Storico
4.9 out of 5 average rating, 544 reviews

The house of Secret in Ponte Vecchio

BrigitRating, 5 stars3 weeks ago
Had a wonderful stay. The apartment is very clean, had everything we needed. Great communication with the host and fantastic location. We were able to get an early check in which was appreciated. Highly recommend!
Top guest favorite
Condo in Bibbiena, AR
5 out of 5 average rating, 16 reviews

ideal for two + porch, swimming pool on the farm

ChloéRating, 5 stars8 months ago
We had a great time at this beautiful place. The farm has several apartments, each with their own privacy. The pool was very clean and warm, there was shade available and a shower and toilet right next door. The apartment was as shown in the pictures, there was no air conditioning but it was very cool inside during the day. A few days before our arrival, Isabella sent us all the necessary information and it was her brother Piero who welcomed us very warmly upon arrival. The place was very clean, the kitchen well-equipped and towels were provided. There are many things to do and see in the area, we even had recommendations available. Overall we are really happy and would definitely recommend this place!
Guest favorite
Apartment in Centro Storico
5 out of 5 average rating, 5 reviews

Perfect Florence Location-Upscale

OlivierRating, 5 stars12 months ago
Great stay, very good location, very good hosting, good restaurant suggestion!
Guest favorite
Apartment in Castiglione della Pescaia
4.83 out of 5 average rating, 40 reviews

Casina country chic

MartaRating, 5 stars7 months ago
We spent 5 nights in Stefano's house and had a great time. The accommodation is very clean and well organized, nothing is missing, there is everything you need to make the most of your stay, including a small well-equipped garden and bicycles to get around. Stefano was very present and his mother was very kind and very attentive to our needs. We will definitely be back!

Other great vacation rentals in Pienza

Guest favorite
Apartment in Centro Storico
4.96 out of 5 average rating, 24 reviews

GREAT APARTMENT IN THE HEART OF FLORENCE

PaulaRating, 5 stars1 week ago
We had a fantastic time at this apartment, it is as grand as it looks in the photos!! Very comfortable beds, lovely lounge area. Great location to dry out after getting soaked in the rain! Excellent location, two minutes from lots of very good cafes and restaurants and a daily market in the square. Easy walk to the main centre and 5 minutes from the Pitti Palace! Elly communicated throughout and made sure we checked in safely as our flight was delayed. We would definitely stay again!
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
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.
Superhost
Villa in Radicondoli
4.94 out of 5 average rating, 18 reviews

A Romantic Villa in the heart of Tuscany

AmandaRating, 5 stars7 months ago
We are 2 couples in our early 60s. We adored the home. The surrounds and views sublime. We cooked and loved sitting in kitchen as sun set. Ahhhh. We enjoyed a drink in village at a little store. Our favourite meal was at Nazionale (book or you won’t get in). The lady there is areal character you will get to like her. The agricento restaurant also good. Coop had groceries. The village of Radicondolli is just beautiful. We drove to many places from there. Siena, san Gin, the Terma Antica ….. ( warm mineral waters with spa) nice to be spoilt. Try the other small villages around Radicondoli, we did better than larger ones, like castle d’elsa. Fabulous museum. Our hosts Francesca and Lorenzo were welcoming and met us on arrival. Each room was well separated with ensuite each room. Kitchen fully appointed. Italian coffee pot (buy you ground coffee at coop in town), some basic condiments. Roomy showers, one bath, lots of room to spread out. Herbs in garden.
Guest favorite
Home in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 139 reviews

Nada Home

JamesRating, 5 stars5 days ago
We had a lovely holiday in Tuscany. The villa is surrounded by beautiful scenery with lots of day trip options nearby. We added on a cooking class with Raimondo and Viola (Nada's daughter) and learnt so much. We will definitely be making fresh pasta from now on! The villa is well equipped, and nicely furnished.
Top guest favorite
Home in Campagnatico
5 out of 5 average rating, 7 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 month ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!
Superhost
Condo in Centro Storico
4.84 out of 5 average rating, 45 reviews

[Free Garage] 15 Min. walk from Art

RogerRating, 5 stars5 months ago
Very good location (just outside the ZTL, traffic-calmed zone) Especially by car super convenient, you should not drive further into the old town and the private parking space in an enclosed courtyard is included in the accommodation. The old town is also within walking distance of restaurants and cafes. The residential area looked clean and secure. The apartment is a good size for two people and a balcony. Basically very satisfied, towards the side street and inside of the building rather clairaudient. Very friendly hostess who responds in a timely manner. I will gladly come back.
Superhost
Villa in San Gimignano
4.58 out of 5 average rating, 12 reviews

Historic watchtower restored Acacia

Sivert AndreasRating, 5 stars21 months ago
We loved it! Tuscany at it’s best!

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