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, 194 reviews
    From
    US$223
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 483 reviews
    From
    US$148
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 294 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, 205 reviews
    From
    US$152
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 140 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 9.5
    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, 860 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$225
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 514 reviews
    From
    US$188
    1 night, 2 adults
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 59 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 8.4
    Very good - What previous guests thought, 182 reviews
    From
    US$148
    1 night, 2 adults
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 516 reviews
    From
    US$158
    1 night, 2 adults
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 104 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$84
    1 night, 2 adults
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 342 reviews
    From
    US$190
    1 night, 2 adults
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 672 reviews
    From
    US$141
    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, 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
  • Il Giglio B&B

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 672 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$140.76 per night
  • Affittacamere del Corso

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 358 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
  • 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$98.53 per night
  • Perfect view to Galdiator walk

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 24 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.

  • Agriturismo La Collina

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 538 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$164.22 per night
  • Le Maribelle

    Monticchiello
    Free cancellation options available
    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.

  • 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.

Enjoy breakfast in Pienza and nearby

  • ROSSELLINO®

    Pienza
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 342 reviews

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

    From US$158.35 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 514 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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 26 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.

  • L'Olmo

    Monticchiello
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 171 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$498.52 per night
  • Tenuta Santo Pietro

    Pienza
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 234 reviews

    Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away.

    From US$262.99 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$368.32 per night
  • 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.

    From US$242.81 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, 516 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
  • Scored out of 10, guest rating 9.3
    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$120.82 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 9.7
    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
  • 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
  • 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
  • Podere Spedalone

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 860 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$233.02 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.

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, 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
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 385 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$233.02
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 860 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, 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
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 58 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