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 9.8
    Exceptional - What previous guests thought, 482 reviews
    From
    US$148
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 290 reviews
    From
    US$182
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 165 reviews
    From
    US$121
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 208 reviews
    From
    US$152
    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, 262 reviews
    From
    US$115
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 764 reviews
    From
    US$248
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 641 reviews
    From
    US$136
    1 night, 2 adults
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 866 reviews
    From
    US$233
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 234 reviews
    From
    US$213
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 516 reviews
    From
    US$185
    1 night, 2 adults
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 60 reviews
    From
    US$158
    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 8.6
    Fabulous - What previous guests thought, 513 reviews
    From
    US$158
    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, 360 reviews
    From
    US$84
    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
  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 235 reviews
    From
    US$100
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 110 reviews
    From
    US$204
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 230 reviews
    From
    US$246
    1 night, 2 adults

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 8.8
    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$139.10 per night
  • Il Giglio B&B

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 671 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$140.56 per night
  • Affittacamere del Corso

    Pienza
    Free cancellation options available
    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$93.71 per night
  • 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$98.39 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 8.6
    Fabulous - What previous guests thought, 542 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$140.56 per night
  • Agriturismo Barbi

    Monticchiello
    Free cancellation options available
    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.

  • Palazzo Massaini - La Pieve

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 471 reviews

    Set in Pienza, 50 km from Mount Amiata, Palazzo Massaini - La Pieve offers accommodation with an infinity pool, free private parking, a garden and a terrace.

    From US$269.41 per night

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 516 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.

  • L'Olmo

    Monticchiello
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 173 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$631.36 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 182 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$242.47 per night
  • Podere Spedalone

    Pienza
    Breakfast options
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 866 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$561.66 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 782 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$196.79 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$152.28 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 414 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$117.13 per night

Highly rated holiday rentals in Pienza and nearby

  • 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$124.16 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$158.13 per night
  • Casa Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 183 reviews

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

    From US$140.56 per night
  • Le Maribelle

    Monticchiello
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 112 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$224.90 per night
  • 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.

    From US$122.99 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 294 reviews

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

    From US$140.56 per night
  • 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$474.16 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$182.73 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, 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, 516 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
  • Avg. price/night: US$257.70
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 391 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$561.66
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 866 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, 211 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, 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