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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Monastero Sant'Anna in Camprena

Pienza

Monastero Sant'Anna in Camprena, a property with a garden, is situated in Pienza, 19 km from Parco dei Mulini, 22 km from Terme di Montepulciano, as well as 32 km from Bagni San Filippo.

A
Artem
From
Switzerland
Great location. Easy reach (by car) to all POIs in the reaction Friendly and helpful host and staff. Unbeatable views.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 187 reviews
Price from
US$282.19
1 night, 2 adults

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.

A
Alexander
From
Germany
Very nice (!!) owners, they welcomed us with open arms and were super kind (they even asked what kind of pillow we preferred 🤩). The room was beautiful, very well equipped and decorated, more than enough for a short or a long stay, super clean…amazing breakfast, a lot of variation from salty to sweet options (the owners were actually asking about dietary restrictions beforehand). You have a private parking spot (safe and super practical because parking in Pienza can be a challenge) and you’re in the centre in less than 5 minutes by foot. But most of all, the owners were so nice, super responsive and even prepared a little doggybag for our long trip home. So we would 10000% recommend this place without any restrictions!!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 485 reviews
Price from
US$148.15
1 night, 2 adults

Vento d’Orcia

Pienza

Situated in Pienza, in a historic building, 50 km from Mount Amiata, Vento d’Orcia is a farm stay with a garden and terrace.

N
Nadiah
From
Italy
It was beautiful and so close to Pienza. home cooked breakfast was delicious and the room was comfortable.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 299 reviews
Price from
US$182.25
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.

D
Dagmar
From
Spain
To get to Pienza by public transport was a bit of a challenge but to get there and stay at this place was definitely worth it. We got accommodated in a different place than what we booked but it was equally stunning if not even better. The apartment was huge and still very cosy, located in a medieval stone blocks building in the quiet part of Pienza, and just a few steps from the bustle and gorgeous views of the rolling Tuscan landscape. The place has a genuine rustic feel, is clean and well equipped, has a confortable bed, and good heating. Only thing missing is a kitchen, but there are some basics for breakfast, and honestly, eating out is what you do when visiting Italy :) Communication with hosts was great, they are super friendly and attentive. We enjoyed this place very much, an unforgettable experience, thank you!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews
Price from
US$121.75
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.

B
Brewer
From
Ireland
Andrea is a fantastic host who looked after us so well. We felt so welcome at La Rosa from the moment of our arrival. Tha apartment is a gem in a wonderful location and is really well equipped, comfortable and spacious. We will definitely return. Grazie mille, Andrea.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 205 reviews
Price from
US$152.85
1 night, 2 adults

Incanto b&b

Pienza

Boasting a seasonal outdoor swimming pool and views of inner courtyard, Incanto b&b is a bed and breakfast set in a historic building in Pienza, 46 km from Mount Amiata.

S
Sana
From
Romania
Clean apartment, quiet area. Beautiful views. Very communicative and helpful owner.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 373 reviews
Price from
US$152.85
1 night, 2 adults

Poggio ai Gelsi

Pienza

47 km from Mount Amiata, Poggio ai Gelsi is a recently renovated property located in Pienza and provides air-conditioned rooms with free WiFi and private parking.

m
mengjia
From
China
This stay was absolutely wonderful! The location is very close to Pienza, and the private pool at the accommodation was fantastic. The host was also very kind—it’s the perfect place to spend a week!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 384 reviews
Price from
US$169.32
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.

A
Anca
From
United States
Excellent apartment, with a balcony overlooking the historic center. Perfect location and an easy walk from the parking lot. Thank you for a lovely stay!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 139 reviews
Price from
US$128.46
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.

P
Paula
From
Uruguay
Totally recommended . Great location to enjoy Pienza and the surroundings, the place was very comfortable and clean !
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 263 reviews
Price from
US$115.05
1 night, 2 adults

Back Home

Pienza

Offering a garden and inner courtyard view, Back Home is located in Pienza, 16 km from Terme di Montepulciano and 26 km from Bagni San Filippo.

H
Hanh
From
Poland
We enjoyed our stay at Back Home very much. The house is lovely and arty. It is in a great location with just few minutes walking to the center. The host was also helpful. And we also loved the presence of Brando :)
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 105 reviews
Price from
US$149.91
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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These holiday rentals in Pienza and nearby have options with free cancellation

  • Oliviera Camere

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 100 reviews

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

    From US$139.63 per night
  • Il Giglio B&B

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 670 reviews

    B&B Il Giglio's classic Tuscan rooms are set in a Renaissance building in the historic centre of Pienza. They feature terracotta floors, period furniture, and exposed wood-beamed ceilings.

  • Affittacamere del Corso

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 357 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$88.18 per night
  • Appartamenti Il Leone

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 180 reviews

    Offering city views, Appartamenti Il Leone is an accommodation set in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini.

    From US$99.94 per night
  • L'apparita Camere

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 236 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$98.77 per night
  • Affittacamere Dal Falco

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 586 reviews

    Situated 46 km from Mount Amiata, 15 km from Parco dei Mulini and 17 km from Terme di Montepulciano, Affittacamere Dal Falco features accommodation located in Pienza.

  • Agriturismo La Collina

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 539 reviews

    This Agriturismo with spring-water swimming pool is located on a hill just outside Pienza. All rooms and the restaurant offer a panoramic view of the Tuscan countryside. Parking is free.

    From US$176.37 per night
  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 298 reviews

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

    From US$141.10 per night

Enjoy breakfast in Pienza and nearby

  • ROSSELLINO®

    Pienza
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 332 reviews

    Housed in a historic building, the recently renovated ROSSELLINO® provides accommodation with a terrace and free WiFi.

    From US$158.73 per night
  • L'Olmo

    Monticchiello
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 170 reviews

    Offering a heated outdoor pool, L'Olmo is located in Pienza, in the heart of Val d 'Orcia. Free WiFi access is available. The suites here offer air conditioning and parquet floors.

    From US$692.55 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 232 reviews

    Located in Torrita di Siena and only 14 km from Terme di Montepulciano, Agriturismo Santa Maria provides accommodation with garden views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 652 reviews

    Antica Sosta is situated in San Quirico dʼOrcia, 44 km from Piazza del Campo, 5.4 km from Parco dei Mulini, and 22 km from Bagni San Filippo.

  • 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 767 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$225.75 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 85 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.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 401 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$111.70 per night

Highly rated holiday rentals in Pienza and nearby

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 519 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$158.73 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 87 reviews

    Finestra Dell'Angelo is an accommodation located in Pienza, 17 km from Terme di Montepulciano and 26 km from Bagni San Filippo.

    From US$127.57 per night
  • Casa Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 178 reviews

    Set in Pienza, within 26 km of Bagni San Filippo, Casa Beccofino is an accommodation offering garden views.

    From US$141.10 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 130 reviews

    Agriturismo Zampugna is set in Montefollonico and features a pool with a view and pool views. There is a private entrance at the farm stay for the convenience of those who stay.

    From US$475.96 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 39 reviews

    Featuring air-conditioned accommodation with a balcony, Residence Hill is located in San Quirico dʼOrcia. Built in 2018, the property includes hot tub and spa centre.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 143 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$141.10 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 103 reviews

    Dimora in San Quirico d'Orcia is situated in San Quirico dʼOrcia, 46 km from Piazza del Campo, 5.9 km from Parco dei Mulini, as well as 22 km from Bagni San Filippo.

  • CUGUSI BnB

    Montepulciano
    8.0+ review score
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 598 reviews

    Boasting a garden and views of garden, CUGUSI BnB is a bed and breakfast set in a historic building in Montepulciano, 50 km from Mount Amiata.

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, 255 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
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 517 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, 384 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
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 847 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, 214 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, 57 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
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