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

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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.

G
Gerardo
From
United Kingdom
the super welcome and availability for any information .. excellent place and super friendly manager .... super recommended
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 488 reviews
Price from
US$145.91
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.

R
Ronelle
From
South Africa
This is truly a gem. Anna is such an inspired host. Everything was perfect. The location is unforgettable, the ambiance pure Tuscan magic, the breakfast to die for! Can’t wait to stay here again. Thank you Anna for a magical time.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 288 reviews
Price from
US$179.49
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.

A
Andrew
From
Ireland
Location was excellent. The room was very clean and tidy with beautiful character consistent with the magical vibe of Pienza. The hosts were very helpful and incredibly responsive on WhatsApp for tips and advices.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$119.91
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.

I
Irene
From
France
Pienza is incredibly beautiful and Residenza d'Epoca La Rosa is ideally located. We enjoyed the very tastefully decorated apartment, you have everything you may need, fresh croissants are delivered in the morning and Andrea a very attentive host. Grazie mille Andrea!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 209 reviews
Price from
US$150.54
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, 140 reviews
Price from
US$126.51
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.

K
Kevin
From
United States
Outstanding location, facilities, service. What more is there? We will be back!!!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 261 reviews
Price from
US$113.31
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.

K
Kseniia
From
Czech Republic
It’s the most amazing property we stayed at! Cozy room with fabulous territory and terrific view! Place would like to return and slow down at.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 762 reviews
Price from
US$245.50
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.

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, 631 reviews
Price from
US$136.41
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.

Y
Yunsil
From
South Korea
We stayed 2 nights and had 1 dinner here, and now I think we should have stayed more nights here and had dinner for all nights during our stay. All the staff were super kind and professional, the food was really fresh. And it has breathtaking view of Tuscany field where you can enjoy from the front yard. What we agreed unanimously was that among all the dinners we have had during our 3 week vacation from Swotzerland to Italy, dinner here was the best in terms of beautiful sun set over the golden field, lively chattet with other friendly guests, entertaining and soothing music from the speaker, and delicious food made from fresh material. I miss there already.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 880 reviews
Price from
US$230.04
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.

C
Colleen
From
New Zealand
Loved the relaxed location. Staff very helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 232 reviews
Price from
US$210.69
1 night, 2 adults
Check availability
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, 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$137.51 per night

  • La Dimora Di Pienza

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 140 reviews

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

  • Il Giglio B&B

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 660 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.

    From US$138.96 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 360 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$92.64 per night

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 510 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$156.33 per night

  • ROSSELLINO®

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 350 reviews

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

    From US$156.33 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 90 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$132.24 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 25 reviews

    Set in Pienza and only 45 km from Mount Amiata, Perfect view to Galdiator walk offers accommodation with mountain views, free WiFi and free private parking.

    From US$286.43 per night

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, 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$97.27 per night

  • Le Maribelle

    Monticchiello
    Free cancellation options available
    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$222.34 per night

  • La Casa Di Adelina Monticchiello

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 185 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.

  • La Casa nel Borgo

    Monticchiello
    Free cancellation options available
    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$121.59 per night

  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 289 reviews

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

    From US$138.96 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$239.71 per night

  • VINO SUITE

    San Quirico dʼOrcia
    Free cancellation options available
    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$180.65 per night

  • Podere Spedalone

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 880 reviews

    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.

    From US$253.83 per night

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 519 reviews

    Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.

    From US$206.77 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 27 reviews

    Featuring pool with a view and views of pool, Agriturismo La Fonte is a farm stay situated in a historic building in Pienza, 47 km from Mount Amiata.

    From US$196.86 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 789 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$152.86 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$150.54 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 285 reviews

    Situated within 40 km of Mount Amiata and 44 km of Piazza del Campo, Palazzetto del Pittore in San Quirico d'Orcia features rooms with air conditioning and a private bathroom in San Quirico dʼOrcia.

    From US$114.64 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$104.22 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$955.35 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 585 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$150.54 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, 266 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, 262 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
    Avg. price/night: US$206.77
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 519 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, 400 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$253.83
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 880 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 9.7
    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

  • OgniVolta

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 63 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