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

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 484 reviews
    From
    US$148
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 296 reviews
    From
    US$182
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 164 reviews
    From
    US$122
    1 night, 2 adults
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 324 reviews
    From
    US$115
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 205 reviews
    From
    US$153
    1 night, 2 adults
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 376 reviews
    From
    US$153
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 141 reviews
    From
    US$128
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 263 reviews
    From
    US$115
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 762 reviews
    From
    US$249
    1 night, 2 adults
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 854 reviews
    From
    US$233
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 238 reviews
    From
    US$225
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 516 reviews
    From
    US$188
    1 night, 2 adults
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 58 reviews
    From
    US$159
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 24 reviews
    From
    US$290
    1 night, 2 adults
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 180 reviews
    From
    US$148
    1 night, 2 adults
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 519 reviews
    From
    US$159
    1 night, 2 adults
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 105 reviews
    From
    US$117
    1 night, 2 adults
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 358 reviews
    From
    US$85
    1 night, 2 adults
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 337 reviews
    From
    US$197
    1 night, 2 adults
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 671 reviews
    From
    US$141
    1 night, 2 adults

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

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Enjoy breakfast in Pienza and nearby

  • ROSSELLINO®

    Pienza
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 337 reviews

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

    From US$158.54 per night
  • L'apparita Camere

    Pienza
    Breakfast options
    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$98.65 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 184 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$306.51 per night
  • 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$243.09 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 772 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$183.20 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 82 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$152.67 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 275 reviews

    B&B Il Girasole - Rooms & House in country - air conditioned - 1500 meters from historic center, a property with a garden, barbecue facilities and a shared lounge, is set in Montepulciano, 47 km from...

    From US$129.18 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 751 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$217.25 per night

Highly rated holiday rentals in Pienza and nearby

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 295 reviews

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

    From US$140.92 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$475.38 per night
  • 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$183.20 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 9.5
    Exceptional - What previous guests thought, 121 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$147.63 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 38 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.

    From US$393.03 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 15 reviews

    Located in San Quirico dʼOrcia in the Tuscany region, Molino della Tuoma provides accommodation with free WiFi and free private parking, as well as access to a hot tub.

    From US$240.74 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 93 reviews

    Located in the centre of Castelmuzio, a small village in the heart of Val d’Orcia and not far from Siena, this family- run hotel is situated within an antique building.

    From US$105.69 per night

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

  • Appartamenti Il Leone

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 178 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$99.82 per night
  • Casa GINESTRA a Bagno Vignoni

    Bagno Vignoni
    Free cancellation options available
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 57 reviews

    Set in Bagno Vignoni in the Tuscany region, with Parco dei Mulini nearby, Casa GINESTRA a Bagno Vignoni offers accommodation with free WiFi and free private parking.

  • La Chiusa dei Monaci

    Castelmuzio
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 125 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$129.18 per night
  • Agriturismo I Roseti

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 160 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$140.92 per night
  • Agriturismo San Marcello

    Castiglione dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 326 reviews

    Offering an infinity pool and garden view, Agriturismo San Marcello is set in Castiglione dʼOrcia, 36 km from Mount Amiata and 4.3 km from Parco dei Mulini.

    From US$229 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, 37 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$234.87 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 230 reviews

    Set in a historic 16th-century building in central Montepulciano, Palazzo Bellarmino is 50 metres from the town’s main square. It offers spacious apartments with free Wi-Fi.

    From US$144.68 per night
  • Residenza San Donato

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 222 reviews

    Situated in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano, Residenza San Donato provides accommodation with amenities such as free WiFi and a flat-screen TV.

    From US$166.76 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, 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
  • 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
  • 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, 383 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$233.28
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 854 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 9.6
    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