The 10 best holiday rentals in Pienza, Italy | Booking.com
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Holiday Rentals in Pienza

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The best holiday rentals in Pienza

Check out our pick of great holiday rentals in Pienza

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GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA

Pienza

Set just 46 km from Mount Amiata, GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA provides accommodation in Pienza with access to a garden, a bar, as well as a housekeeping service.

R
Rohit
From
Singapore
Great location, beautiful surrounding atmosphere and absolutely amazing hosts. Truly the most friendly and helpful staff ever. Everything about the place was exceptional. It was clean, stylish, roomy with excellent breakfast. Room itself was well equipped and comfortable. We were so pleased with our stay. We wish our visit was longer.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 488 reviews
Price from
US$145.93
1 night, 2 adults

Vento d’Orcia

Pienza

Vento d’Orcia, a property with a garden, is located in Pienza, 16 km from Parco dei Mulini, 19 km from Terme di Montepulciano, as well as 29 km from Bagni San Filippo.

J
Jose Vicente
From
Spain
Our stay at Vento d’Orcia was wonderful. Ana, the host, made our stay unforgettable, making us feeling like we are at home. Breakfast were spectacular. Moreover we had a dinner which simply was a memorable Tuscany experience, everything was delicious!! Thanks again Ana!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 288 reviews
Price from
US$179.51
1 night, 2 adults

Pienzalettings

Pienza

Offering a terrace and inner courtyard view, Pienzalettings is set in Pienza, 45 km from Mount Amiata and 10 km from Parco dei Mulini.

S
Spyros
From
Greece
Fantastic apartment, 2-3 minute walk from: restaurants, cafes, gelato places,super market,free parking, in the heart of Tuscany area. What else do you need???
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$119.93
1 night, 2 adults

Residenza d'Epoca La Rosa

Pienza

Located 45 km from Mount Amiata, Residenza d'Epoca La Rosa in Pienza provides rooms with air conditioning and free WiFi.

F
Francesca
From
United States
The place was in a perfect location, really nicely decorated and very clean. The host was extremely helpful, providing information on where to park, and suggestions for restaurants, activities and hikes. Oh, and he dropped off warm croissants in the morning - what a treat!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 209 reviews
Price from
US$150.56
1 night, 2 adults

PienzaLettings "Casa Olivieri"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Olivieri" features air-conditioned rooms with free WiFi.

M
Milos
From
Austria
Excellent apartment with a fantastic location.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 140 reviews
Price from
US$126.53
1 night, 2 adults

PienzaLettings "Casa Gioia"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Gioia" features rooms with city views and free WiFi.

M
Mateusz
From
Poland
The most comfortable bed that I have to chance sleep on. The room was very spacious and equipped with some food for self prepared meal
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 261 reviews
Price from
US$113.33
1 night, 2 adults

Agriturismo Il Casalino

Pienza

Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza.

R
Renata
From
Brazil
This hotel is simply INCREDIBLE! Way better than the pictures!! First of all, the location couldn’t be better. It’s in the heart of Val d’Orcia, with easy access to the villages. And it is just a 5min drive to Pienza, a lovely city, so it was pretty easy to have dinner there (since the hotel doesn’t have a restaurant). Pienza ended up being one of our favorite villages. The room also had a fully equipped kitchen, so we enjoyed our breakfasts there. The place itself is truly magical, we were very emotional when we arrived there during sunset - the infinity pool has amazing views to the Tuscan landscape. Seriously, this place is absolutely stunning. After spending the day visiting the cities, there was no better way to spend the afternoon by the pool appreciating the view. The room was extremely charming, it is possible to see that the owners put their heart there. Very spacious, super clean and comfortable. Marco, the owner, is an amazing host and gave us a lot of tips. Please, just book this place, you won’t regret it!! Well for sure stay there in the future.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 765 reviews
Price from
US$245.53
1 night, 2 adults

Agriturismo Marinello

Pienza

Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds.

E
Eric VD and 박희선
From
Belgium
I consider myself very lucky to have been able to stay in this place. Everything was good in a quiet town. The staff was kind, the room was large and comfortable, and the bathroom was clean and nice like a hotel. In particular, the homemade breakfast was fresh, nice, and delicious. I went for a walk to the middle of Pienza early in the morning, and I was really happy because the surrounding scenery was so beautiful. I am very satisfied
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 634 reviews
Price from
US$136.43
1 night, 2 adults

Podere Spedalone

Pienza

Offering an outdoor pool, Podere Spedalone provides country-style rooms and a large garden. It is set in the Tuscan countryside, 7 km from Pienza.

M
Mamut
From
Serbia
Everything was just pure bliss! Loved the whole concept, they are like a second family to us! Love from Pavle & Marija 🙏 Chef was the best!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 878 reviews
Price from
US$230.07
1 night, 2 adults

Tenuta Santo Pietro

Pienza

Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away.

B
BOJAE
From
South Korea
This place was truly amazing. It was spacious and beautiful, and the exterior of the accommodation was absolutely charming. We also had dinner here, and the food was incredibly delicious — not to mention, the portions were by far the most generous we had during our entire month-long trip. I highly recommend this place. Above all, the host lady was incredibly kind. During our stay, my wife injured her ankle. The host showed genuine concern, called the hospital to find out what we needed to do, and even contacted an ambulance for us. (In the end, we didn’t go because the hospital was too busy.) She then kept giving us ice and helped us treat the injury. We are deeply grateful — thank you once again for everything.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 233 reviews
Price from
US$210.71
1 night, 2 adults
All holiday rentals in Pienza

Most booked holiday rentals in Pienza and surroundings in the past month

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Enjoy breakfast in Pienza and nearby

  • L'apparita Camere

    Pienza
    Breakfast options
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 234 reviews

    Situated within 46 km of Mount Amiata and 10 km of Parco dei Mulini in Pienza, L'apparita Camere features accommodation with seating area.

    From US$97.28 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 184 reviews

    Located within 44 km of Mount Amiata and 11 km of Terme di Montepulciano in Monticchiello, La Casa Di Adelina Monticchiello offers accommodation with seating area.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 10 reviews

    Set in San Quirico dʼOrcia, 40 km from Mount Amiata and 45 km from Piazza del Campo, LA TULIPA offers air-conditioned accommodation with a balcony and free WiFi.

    From US$239.74 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 787 reviews

    Located within 41 km of Mount Amiata and 47 km of Piazza del Campo, b&b BORGO CAPITANO COLLECTION Albergo diffuso - Centro Storico features rooms with air conditioning and a private bathroom in San...

    From US$152.88 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 75 reviews

    Situated within 41 km of Mount Amiata and 45 km of Piazza del Campo in San Quirico dʼOrcia, Locanda del sorriso b&b features accommodation with seating area.

    From US$150.56 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 422 reviews

    La Casa di Enrico, a property with a terrace, is located in San Quirico dʼOrcia, 40 km from Mount Amiata, 45 km from Piazza del Campo, as well as 5.7 km from Parco dei Mulini.

    From US$104.23 per night
  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 116 reviews

    On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome.

    From US$955.47 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 760 reviews

    Located in the medieval town of Bagno Vignoni, renowned for its thermal waters, the family-run B&B L’orto Delle Terme features free Wi-Fi throughout and free parking.

    From US$184.15 per night

Highly rated holiday rentals in Pienza and nearby

  • Oliviera Camere

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 105 reviews

    Set in Pienza, 46 km from Mount Amiata, Oliviera Camere offers air-conditioned rooms with free WiFi and a tour desk.

    From US$137.53 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 361 reviews

    Located in Pienza, 45 km from Mount Amiata, Affittacamere del Corso provides accommodation with a terrace, free WiFi, a shared kitchen, and luggage storage space.

    From US$92.65 per night
  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 513 reviews

    Offering city views, Beccofino is an accommodation located in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini.

    From US$156.35 per night
  • Le Maribelle

    Monticchiello
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 114 reviews

    Set within 44 km of Mount Amiata and 11 km of Terme di Montepulciano, Le Maribelle offers rooms with air conditioning and a private bathroom in Monticchiello.

    From US$222.36 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 137 reviews

    Set 44 km from Mount Amiata, La Casa nel Borgo in Monticchiello offers rooms with air conditioning and free WiFi. There is a private entrance at the holiday home for the convenience of those who stay.

    From US$121.61 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 290 reviews

    Agriturismo Riposati features garden views, free WiFi and free private parking, located in Monticchiello, 45 km from Mount Amiata.

    From US$138.98 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 41 reviews

    Set in San Quirico dʼOrcia, 41 km from Mount Amiata and 44 km from Piazza del Campo, VINO SUITE offers accommodation with free WiFi in a historic building.

    From US$180.67 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 399 reviews

    Located in San Quirico dʼOrcia, 40 km from Mount Amiata, DIMORA DEL POGGIO - Charming Historic Centre - San Quirico d'Orcia features rooms with city views and free WiFi.

    From US$166.26 per night

These holiday rentals in Pienza and nearby have options with free cancellation

  • Dimora delle Mura

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 126 reviews

    Offering garden views, Dimora delle Mura is an accommodation situated in San Quirico dʼOrcia, 46 km from Piazza del Campo and 5.1 km from Parco dei Mulini.

    From US$136.70 per night
  • Acquerello

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 140 reviews

    Located within 41 km of Mount Amiata and 44 km of Piazza del Campo, Acquerello provides rooms with air conditioning and a private bathroom in San Quirico dʼOrcia.

    From US$138.98 per night
  • Affittacamere Casa Mac & Rose

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 134 reviews

    Set just 40 km from Mount Amiata, Affittacamere Casa Mac & Rose features accommodation in San Quirico dʼOrcia with access to a garden, a shared lounge, as well as a housekeeping service.

  • Il Colombaiolo

    Castelmuzio
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 134 reviews

    Set in Castelmuzio and only 20 km from Parco dei Mulini, Il Colombaiolo offers accommodation with pool views, free WiFi and free private parking. 23 km from Terme di Montepulciano and 34 km from Bagni...

  • La Chiusa dei Monaci

    Castelmuzio
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 122 reviews

    La Chiusa dei Monaci, a property with a garden and barbecue facilities, is situated in Castelmuzio, 49 km from Piazza Grande, 21 km from Parco dei Mulini, as well as 23 km from Terme di Montepulciano.

    From US$127.40 per night
  • La terrazza da Barbara

    Torrita di Siena
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 27 reviews

    Featuring mountain views, La terrazza da Barbara offers accommodation with balcony, around 16 km from Terme di Montepulciano. This property offers access to a terrace and free private parking.

    From US$104.23 per night
  • Agriturismo I Roseti

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 169 reviews

    Boasting a garden and views of mountain, Agriturismo I Roseti is a recently renovated farm stay situated in Montepulciano, 47 km from Mount Amiata.

    From US$162.14 per night
  • 15 min da Montepulciano - Villa Chiara

    Montefollonico
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 39 reviews

    Situated in Montefollonico and only 16 km from Terme di Montepulciano, 15 min da Montepulciano - Villa Chiara features accommodation with garden views, free WiFi and free private parking.

    From US$231.63 per night

FAQ about holiday rentals in Pienza

Holiday rentals that guests love in Pienza

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  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 267 reviews
    Beautiful location in Val d'orcia. Good place to visit the gorgeous villages and cities close by. The staff was very friendly and helpful.
    Guest review by
    Bjorn
    Family with young children
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 260 reviews
    Idyllic setting in rural Val D'Orcia with picture postcard views, generous hosts and close to loads of scenic spots and historic villages and towns.
    Guest review by
    Rudi
    Family with young children
  • Avg. price/night: US$211.11
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 518 reviews
    Perfect way to enjoy the Val d’Orcia: a whole gorgeous view for ourselves, especially at sunset and sunrise. The setting is perfect, the house as well as pool and grounds just beautiful and perfectly maintained. Well located to access all the small villages. Pool was cold but great on a hot day, and it’s close to Pienza so easy to go fsck and forth for shopping etc. Staff was very friendly, especially the guy serving breakfast and the lady welcoming us.
    Guest review by
    Cecile
    Family with young children
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 397 reviews
    Surrounded by vineyards, wheat fields, and ancient villages like Pienza and Montalcino, it offers a serene escape amidst rolling hills and stunning views of Val'd Orcia.
    Guest review by
    Thilini
    Young couple
  • Avg. price/night: US$253.87
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 878 reviews
    Property was charming, very beautiful, well maintained. Villa was quiet and clean, very spacious. Hosts were available and helpful. Appertivo was a unique and tasty experience and is highly recommended. Short drive to Pienza, easy half day trip to Sienna.
    Guest review by
    Zachary
    Family with young children
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 209 reviews
    LOVED IT!!! What an amazing place! So beautiful!!! Very clean,comfortable bed, excellent breakfast. It is located just in the middle between Montalcino and Montelpuciano, which is very convenient for visiting all the beautiful villages in the area. Do not miss the tour they offer in their mill and pasta factory with a lunch with pasta, bread, and cakes made from their own flours. Highly recommended!Thank you, Laura, for your hospitality.
    Guest review by
    Gali
    Young couple
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 62 reviews
    Everything. OgniVolta is a beautifully apartment - made even more so by the care and consideration of Sandra, the host/owner. The location is in the village, but still very accessible by car, with a large paid municipal parking lot close by. The apartment is clean, spacious and modern with all the facilities for a long stay - full kitchen, starter fruits, pastries and juices. Pienza (and Orvieto) were highlights of our 3 weeks in Slovenia and Tuscany. Cannot recommend more highly.
    Guest review by
    Grant
    Young couple