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.

d
deng
From
Denmark
I highly recommend staying here! You will truly get the best experience. Anna welcomed me warmly, like greeting an old friend, and Mattia was always kind and helpful during my stay. Breakfast by Maurizio was beautifully prepared, with the best cappuccino I’ve had in a long time. The room was spotless and the bathroom spacious. What touched me most was their generosity: when we needed to get to Chiusi train station, they tried everything to help, contacting many taxi drivers even though prices were unreasonably high because of weddings in town. In the end, Maurizio generously drove us himself. I am deeply grateful to this wonderful family and wish them all the best.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 483 reviews
Price from
US$147.93
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.

U
Uzi
From
Israel
The place is wonderful. Ana is great and giving very good service . The breakfast was very good and also the dinner that was served in a very esthetic way. The view all around is beautiful. We'll be happy to come back again and recommend this place.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 290 reviews
Price from
US$181.98
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$121.57
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.

J
Julia
From
Canada
Spacious, comfortable apartment in a very central location.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 209 reviews
Price from
US$152.63
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.

K
Kamila
From
Slovakia
All the instructions were perfectly clear, communication straightforward and fast. Absolutely no issues with check in, keys collection or assistance from the host.The apartment was just wonderful - located right in the centre of beautiful Pienza. Not only was the place well equipped ( shower and the welcome gift = 100% , ) it was utterly cosy and romantic. The host and the staff were very friendly and helpful - promptly answering our questions and messages. We were amazed and enjoyed our stay to the utmost. Massive thanks.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 140 reviews
Price from
US$128.26
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.

T
Tetiana
From
Ukraine
Prefect location in a beautiful old house in Pienza. Roomy apartment with authentic furniture and attention to detail. We really enjoyed our stay!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 261 reviews
Price from
US$114.88
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.

J
Jaime
From
Canada
The property is gorgeous! The apartment is so comfortable and relaxing I wish we could have stayed longer.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 762 reviews
Price from
US$248.90
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.

A
Anna
From
Finland
Jessica was a super friendly and helpful host! And we loved to buy her self-produced olive oil and pastas. And she has attention to details in how the rooms were planned & decorated.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 638 reviews
Price from
US$136.07
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.

M
Marly
From
Canada
Where to begin!? Three nights at Podere Spedalone is nowhere near enough! We are already planning our return! The entire staff - and the owners - should be commended for the great amount of care that they put into making a stay at Podere Spedalone the most enjoyable experience. The meals (and aperitivo!) were incredible and a heck of a lot of fun, the winery visits that they helped us arrange were top-notch, and the accommodations and grounds were just stunning and impeccable. If you are looking for a beautiful place to eat well, sleep like a baby, and make new friends, this is definitely the place for you!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 871 reviews
Price from
US$233.23
1 night, 2 adults
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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.

J
Jiawen
From
China
Extraordinary! The room is cozy and very nice! The breakfast and dinner is very nice. You must try Pici the handmade pasta!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 235 reviews
Price from
US$213.61
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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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$139.42 per night

  • Il Giglio B&B

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 668 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$140.89 per night

  • Affittacamere del Corso

    Pienza
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 361 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$93.92 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$98.62 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.

  • Le Maribelle

    Monticchiello
    Free cancellation options available
    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$225.42 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, 183 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, 138 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$123.28 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, 138 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$124.45 per night

  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 514 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$158.50 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$140.89 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.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 291 reviews

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

    From US$140.89 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$243.03 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$183.15 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 397 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.

    From US$162.85 per night

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 784 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$197.24 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 76 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$152.63 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 417 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$117.41 per night

  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.8
    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, 586 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$138.54 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 758 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$250.07 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 717 reviews

    La Locanda del Loggiato is housed in a charming and 14th-century building. It is set in the tiny village of Bagno Vignoni in the heart of Tuscany.

    From US$116.23 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 249 reviews

    Agriturismo Belagaggio is located in Montefollonico and features a pool with a view and garden views. A hot tub and a bicycle rental service are available for guests.

    From US$238.80 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, 258 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, 517 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
    Avg. price/night: US$258.29
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 393 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$562.96
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 871 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, 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

  • OgniVolta

    Holiday Rental in Pienza
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 62 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