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

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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.

J
Joseph R
From
Canada
Very personalized to our tastes and dietary needs. Mattia could not have done more to make our stay more comfortable. Complete with asking us ahead if we preferred feather or foam pillows!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 488 reviews
Price from
US$146.46
1 night, 2 adults

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, 290 reviews
Price from
US$180.17
1 night, 2 adults

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.

L
Laura
From
Lithuania
Well renovated and spacious apartment in the old town of Pienza. Wonderful experience staying for one night there. Was everything you need - even complimentary coffee and snacks in the morning.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 165 reviews
Price from
US$120.37
1 night, 2 adults

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.

B
Brewer
From
Ireland
Andrea is a fantastic host who looked after us so well. We felt so welcome at La Rosa from the moment of our arrival. Tha apartment is a gem in a wonderful location and is really well equipped, comfortable and spacious. We will definitely return. Grazie mille, Andrea.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 209 reviews
Price from
US$151.11
1 night, 2 adults

PienzaLettings "Casa Olivieri"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Olivieri" features air-conditioned rooms with free WiFi.

N
Nobuyoshi
From
Canada
The location and the comfortable clean rooms.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 141 reviews
Price from
US$97.18
1 night, 2 adults

PienzaLettings "Casa Gioia"

Pienza

Situated in Pienza, 45 km from Mount Amiata, PienzaLettings "Casa Gioia" features rooms with city views and free WiFi.

O
Oana
From
Romania
Wonderful, clean, quiet and spacious apartment in the heart of Pienza. Easy check in and communication.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 262 reviews
Price from
US$113.74
1 night, 2 adults

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.

P
PEI YU
From
Singapore
The view is superb and breathtaking, host Marco is so watm and helpful, do get a bottle of wine from him as is really good!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 765 reviews
Price from
US$246.43
1 night, 2 adults

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
Erlantz
From
Spain
The place is wonderful, the greatest way to enjoy Turcany. It´s close to Pienza, about 5 minutes by car, but far enough to be a peaceful quiet place. The downs from the garden are memorable and the swimmingpool is an impressive point (I couldn´t enjoy it, but reagrding the place we would be back, for sure). It´s surrounded by olives and meadows and the sell their own olive oil. The room was spaceous with classic Tuscan furnitures, but everything was clean and in good condition.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 627 reviews
Price from
US$139.14
1 night, 2 adults

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.

K
Karja
From
Estonia
Very beautiful location. Dinner was super!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 882 reviews
Price from
US$230.91
1 night, 2 adults

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.

H
Henk
From
South Africa
Outstanding breakfast included, comfortable beds, excellent restaurant, amazing staff, lovely pool and most beautiful farm with a view of Pienza in the distance.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 234 reviews
Price from
US$211.49
1 night, 2 adults
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, 106 reviews

    Set in Pienza, 46 km from Mount Amiata, Oliviera Camere offers air-conditioned rooms with free WiFi and a tour desk.

    From US$130.77 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$87.18 per night
  • Beccofino

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 511 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$156.92 per night
  • ROSSELLINO®

    Pienza
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 349 reviews

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

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 589 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.

    From US$108.10 per night
  • Le Maribelle

    Monticchiello
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 115 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$223.18 per night
  • 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.

    From US$139.49 per night
  • 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$139.49 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, 237 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$97.64 per night
  • Antica Sosta

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 655 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.

    From US$92.99 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$260.38 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$158.09 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 401 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$156.73 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 797 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$118.56 per night
  • Dimora delle Mura

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 127 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$142.07 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 287 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$113.92 per night

Holiday Rentals with swimming pools in Pienza and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 182 reviews

    SARNA Residence is situated in San Quirico d’Orcia, a 10-minute walk from the city centre. The property offers a garden with a seasonal outdoor swimming pool.

  • Lupaia

    Montepulciano
    Swimming pool
    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$958.98 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 134 reviews

    Set in Castelmuzio and only 20 km from Parco dei Mulini, Il Colombaiolo offers accommodation with pool views, free WiFi and free private parking. 23 km from Terme di Montepulciano and 34 km from Bagni...

    From US$83.57 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 255 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$197.03 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 79 reviews

    Situated in Castiglione dʼOrcia, 34 km from Mount Amiata, Podere le Mulina features accommodation with pool with a view, free private parking, a garden and barbecue facilities.

    From US$156.92 per night
  • Situated in Trequanda and only 48 km from Piazza Grande, Luxury Apartment in Siena Resort features accommodation with mountain views, free WiFi and free private parking.

    From US$431.48 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 366 reviews

    Located within 46 km of Mount Amiata and 2.5 km of Terme di Montepulciano, The Grapevine by MANVI provides rooms with air conditioning and a private bathroom in Montepulciano.

    From US$156.92 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Featuring lake views, Luxury Resort with swimming pool in the Tuscan countryside, Villas on the ground floor with private outdoor area with panoramic view provides accommodation with a seasonal...

    From US$355.68 per night

Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 429 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.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 588 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$127.86 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 760 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$187.15 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 470 reviews

    Boasting a garden and views of garden, Agriturismo Cognanello is a farm stay set in a historic building in Montepulciano, 46 km from Mount Amiata.

    From US$148.79 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 47 reviews

    Boasting a garden and views of mountain, B&B Il Glicine is a bed and breakfast set in a historic building in Montefollonico, 15 km from Terme di Montepulciano.

    From US$136 per night
  • Il Tosco

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 141 reviews

    Located in Montepulciano and only 47 km from Mount Amiata, Il Tosco provides accommodation with lake views, free WiFi and free private parking.

    From US$320.82 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 214 reviews

    Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano.

    From US$410.09 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 84 reviews

    Located in Montepulciano and only 47 km from Mount Amiata, Contucci Residenze d'Epoca provides accommodation with city views, free WiFi and free private parking.

    From US$215.04 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, 266 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
  • Avg. price/night: US$517.45
    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
  • Avg. price/night: US$185.98
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 401 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$230.91
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 883 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 9.7
    Exceptional - What previous guests thought, 213 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, 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