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 9.8
Exceptional - What previous guests thought, 483 reviews
Price from
US$147.80
1 night, 2 adults
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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.

V
Vassil
From
Bulgaria
A unique place to stay in Tuscany. One cannot imagine a better stay with homemade dishes and really feel at home atmosphere. Ana and Francesco made us feel the vibes of Tuscany without the touristic fuss.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 292 reviews
Price from
US$181.81
1 night, 2 adults
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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.

V
Viktoria
From
Czech Republic
it is very lovely cute apartment in old building in the city center! there is so picturesque kitchen with big table and full equipment. I like bed linen with flowers 😍
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$121.46
1 night, 2 adults
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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.

M
Massimo
From
Italy
The apartment is very cozy, the location is perfect for visiting Pienza and the Val d'Orcia. I highly recommend the stay. The host is extremely kind and professional, and provided a truly great service. I'd be happy to return,
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 206 reviews
Price from
US$152.49
1 night, 2 adults
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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, 141 reviews
Price from
US$128.15
1 night, 2 adults
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PienzaLettings "Casa Gioia"

Pienza

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

O
Oana
From
Romania
Wonderful, clean, quiet and spacious apartment in the heart of Pienza. Easy check in and communication.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 261 reviews
Price from
US$114.78
1 night, 2 adults
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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.

Й
Йоана
From
Bulgaria
Breathtaking location and views, wonderful areas to relax on the property, very responsive and friendly staff.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 764 reviews
Price from
US$248.68
1 night, 2 adults
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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.

G
Giovanni
From
Italy
Everything was exceptional and clean
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 639 reviews
Price from
US$135.95
1 night, 2 adults
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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.

P
Petra
From
Czech Republic
Exceptional place in every aspect! Beautiful views, stylish accommodation, fantastic food, very nice and helpful staff. We really enjoyed watching sunsets from the olive orchard with a glass of wine/prosecco. Fantastic was a 4-course dinner together with other guests. The accomodation offers a variety of supplementary services, we went truffle hunting and it was fantastic (we found a lot of truffles!). Great location - good starting point for trips to Pienza, Montalcino and Montepulciano.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 864 reviews
Price from
US$233.02
1 night, 2 adults
Check availability

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.

n
nihan pakize
From
Turkey
Even though we were late, the hotel clerk waited for us. He was very kind and helpful. We were alone at the hotel in the evening, but everything was very safe and very nice. Our room was clean, our bathroom was large.Our breakfast was very good. Balsamic vinegar was delicious.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 234 reviews
Price from
US$213.42
1 night, 2 adults
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All holiday rentals in Pienza

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

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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, 104 reviews

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

    From US$139.29 per night

  • La Dimora Di Pienza

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 139 reviews

    Situated in Pienza and within 46 km of Mount Amiata, La Dimora Di Pienza has a garden, soundproof rooms, and free WiFi.

    From US$124.34 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 359 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$87.97 per night

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 515 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$158.35 per night

  • ROSSELLINO®

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 344 reviews

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

    From US$158.35 per night

  • Casa Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 182 reviews

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

    From US$140.76 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 292 reviews

    Overlooking Val d'Orcia and 8 km from the town of Pienza in southern Tuscany, Azienda Agricola Barbi offers 2 stone farmhouses that still maintain its original features.

    From US$193.54 per night

  • Le Maribelle

    Monticchiello
    8.0+ review score
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 110 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.

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

  • L'apparita Camere

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 235 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$98.53 per night

  • La Casa nel Borgo

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    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.

  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 297 reviews

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

    From US$140.76 per night

  • Agriturismo Zampugna

    Montefollonico
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 129 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$474.83 per night

  • LA TULIPA

    San Quirico dʼOrcia
    Free cancellation options available
    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$242.81 per night

  • VINO SUITE

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 42 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$182.99 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 395 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 780 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$182.99 per night

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 185 reviews

    Villa Poggiano is a 6-hectare estate in the heart of the peaceful Tuscan countryside. It offers an outdoor pool and luxurious guest rooms with free internet access and panoramic views.

    From US$368.32 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 78 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$152.49 per night

  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 117 reviews

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

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 590 reviews

    Featuring a garden and views of pool, Locanda Il Porcellum is a guest house situated in a historic building in Bagno Vignoni, 36 km from Mount Amiata.

    From US$138.41 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 756 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$233.43 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 46 reviews

    Boasting a garden and views of mountain, B&B Il Glicine is a bed and breakfast set in a historic building in Montefollonico, 15 km from Terme di Montepulciano.

    From US$129.03 per night

  • Il Tosco

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 141 reviews

    Located in Montepulciano and only 47 km from Mount Amiata, Il Tosco provides accommodation with lake views, free WiFi and free private parking.

    From US$312.96 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 210 reviews

    Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano.

    From US$436.36 per night

FAQ about holiday rentals in Pienza

Holiday rentals that guests love in Pienza

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  • Agriturismo Poggio Tobruk

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 268 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

  • Poggiosalto in Toscana

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 257 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

  • Agriturismo Il Macchione

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 514 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

  • Poggio ai Gelsi

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 386 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

  • Podere Spedalone

    Holiday Rental in Pienza
    Avg. price/night: US$233.02
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 864 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

  • Agriturismo Castello di Spedaletto

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 212 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

  • OgniVolta

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 59 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