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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Monastero Sant'Anna in Camprena

Pienza

Monastero Sant'Anna in Camprena, a property with a garden, is situated in Pienza, 19 km from Parco dei Mulini, 22 km from Terme di Montepulciano, as well as 32 km from Bagni San Filippo.

P
Pletea
From
Romania
Stefano was kind and gave us tips&triks about hidden gems in the area. Also the room was very clean, the complex is amazing and the view breathtaking! Good&elegant breakfast!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 187 reviews
Location 9.8
Price from
US$282.19
1 night, 2 adults

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.

y
yuan
From
United States
very nice owner,6 stars service ! Super comfortable bed and bath, wonderful background music, delicious snack…enjoy the staying, so romantic place, will come back again!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 485 reviews
Location 9.9
Price from
US$148.15
1 night, 2 adults

Vento d’Orcia

Pienza

Situated in Pienza, in a historic building, 50 km from Mount Amiata, Vento d’Orcia is a farm stay with a garden and terrace.

N
NML
From
Canada
The property is set in a quiet location, a little away from the town. The landscape is stunning! We enjoyed waking up to the view from our window. Ana, our hostess, was very pleasant and hospitable. She cooked a lovely and generous spread every morning for our breakfast.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 299 reviews
Location 9.9
Price from
US$182.25
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.

D
Dawid
From
Poland
Perfectly situated in the Heart of Pienza. The rooms were clean and all amenities like coffee, towels, even biscuits were for us to use, also, huge bathroom!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 163 reviews
Location 9.7
Price from
US$121.75
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 9.8
Exceptional - What previous guests thought, 205 reviews
Location 9.9
Price from
US$152.85
1 night, 2 adults

Incanto b&b

Pienza

Boasting a seasonal outdoor swimming pool and views of inner courtyard, Incanto b&b is a bed and breakfast set in a historic building in Pienza, 46 km from Mount Amiata.

K
Kenneth
From
Malta
Federico was very nice and helpful, even late in the evening when I called him about a problem with the AC, he came onsite and sorted it out. The B&B is spot on in the middle of Pienza and it's absolutely lovely walking through the small roads at night. Highly recommended
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 372 reviews
Location 9.9
Price from
US$152.85
1 night, 2 adults

Poggio ai Gelsi

Pienza

47 km from Mount Amiata, Poggio ai Gelsi is a recently renovated property located in Pienza and provides air-conditioned rooms with free WiFi and private parking.

m
mengjia
From
China
This stay was absolutely wonderful! The location is very close to Pienza, and the private pool at the accommodation was fantastic. The host was also very kind—it’s the perfect place to spend a week!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 383 reviews
Location 9.5
Price from
US$169.32
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, 139 reviews
Location 9.8
Price from
US$128.46
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.

M
Mateusz
From
Poland
The most comfortable bed that I have to chance sleep on. The room was very spacious and equipped with some food for self prepared meal
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 263 reviews
Location 9.7
Price from
US$115.05
1 night, 2 adults

Back Home

Pienza

Offering a garden and inner courtyard view, Back Home is located in Pienza, 16 km from Terme di Montepulciano and 26 km from Bagni San Filippo.

H
Hanh
From
Poland
We enjoyed our stay at Back Home very much. The house is lovely and arty. It is in a great location with just few minutes walking to the center. The host was also helpful. And we also loved the presence of Brando :)
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 105 reviews
Location 9.9
Price from
US$149.91
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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Enjoy breakfast in Pienza and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 299 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.

  • 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.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 232 reviews

    Located in Torrita di Siena and only 14 km from Terme di Montepulciano, Agriturismo Santa Maria provides accommodation with garden views, free WiFi and free private parking.

  • 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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 767 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$225.75 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 281 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$129.34 per night
  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.7
    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 9.0
    Superb - What previous guests thought, 750 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$228.11 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, 180 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$99.94 per night
  • Agriturismo Riposati

    Monticchiello
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 298 reviews

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

    From US$141.10 per night
  • Agriturismo Zampugna

    Montefollonico
    Free cancellation options available
    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$475.96 per night
  • La Chiusa dei Monaci

    Castelmuzio
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 126 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$129.34 per night
  • La terrazza da Barbara

    Torrita di Siena
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 28 reviews

    Featuring mountain views, La terrazza da Barbara offers accommodation with balcony, around 16 km from Terme di Montepulciano. This property offers access to a terrace and free private parking.

    From US$105.82 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.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 229 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$144.86 per night
  • Residenza San Donato

    Montepulciano
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 221 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$184.60 per night

Highly rated holiday rentals in Pienza and nearby

  • 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$241.04 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 44 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$129.34 per night
  • Montorio

    Montepulciano
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 154 reviews

    Located in Montepulciano, in a historic building, 46 km from Mount Amiata, Montorio is a holiday home with a garden and barbecue facilities.

    From US$151.68 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 9 reviews

    Offering city views, La Zia Marisa is an accommodation situated in Montepulciano, 5.1 km from Terme di Montepulciano and 21 km from Parco dei Mulini.

    From US$678.07 per night
  • Il Tosco

    Montepulciano
    8.0+ review score
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 143 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$411.06 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 208 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$578.49 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 310 reviews

    Located in Montepulciano, 47 km from Mount Amiata, Camere Bellavista features rooms with mountain views and free WiFi.

    From US$129.34 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 249 reviews

    Offering city views, Palazzo del Mercante is an accommodation situated in Montepulciano, 4.9 km from Terme di Montepulciano and 20 km from Parco dei Mulini.

    From US$270.43 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, 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
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 255 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, 519 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
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 847 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, 215 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