The 10 best vacation rentals in Pienza, Italy | Booking.com
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Vacation Rentals in Pienza

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The best vacation rentals in Pienza

Check out our selection of great vacation rentals in Pienza

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Monastero Sant'Anna in Camprena

Pienza

Featuring a garden, Monastero Sant'Anna in Camprena features accommodations in Pienza.

K
Kathleen
From
United States
Stephano, our host,was gracious and helpful and the monastery was magical with incredible history and panoramic views of the valley. Our room was spacious, quiet, and comfortable and the shower was powerful—best shower we’ve had in Italy. Dinners were delicious—particularly last night’s homemade ravioli. We will definitely come back and recommend it to all of our friends—what a magical place.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 185 reviews
Price from
$281.46
1 night, 2 adults

GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA

Pienza

GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA enjoys a location in Pienza, 10 miles from Montepulciano Terme and 16 miles from Bagni San Filippo.

r
rahal
From
Israel
Maurizio and Anna were extremely helpful, nice and kind. Maurizio made us a list of recommended sites and parking lots, and tried to help us with an issue we had with the local authorities. The hotel and the yard is absolutely amazing, beautiful and perfectly designed. They clearly thought about every little detail. Breakfast was perfect and intimate, with great tuscan ingredients. We absolutely recommend you to stay there :)
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 480 reviews
Price from
$147.77
1 night, 2 adults

Vento d’Orcia

Pienza

Vento d’Orcia enjoys a location in Pienza, 31 miles from Mount Amiata and 10 miles from Bagno Vignoni. This farm stay features free private parking, full-day security, and free Wifi.

C
ChongQing
From
United States
Beautiful and quiet countryside living with so many nearby towns that are full of history and arts. The open landscape of the countryside is relaxing and healing. Come for a visit and one wants to stay.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 297 reviews
Price from
$181.78
1 night, 2 adults

Pienzalettings

Pienza

Pienzalettings enjoys a location in Pienza, 28 miles from Mount Amiata and 6.1 miles from Bagno Vignoni. Featuring garden and city views, this apartment also features free Wifi.

A
Aaron
From
Germany
Very clean and perfect location
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews
Price from
$121.44
1 night, 2 adults

Residenza d'Epoca La Rosa

Pienza

Residenza d'Epoca La Rosa provides air-conditioned rooms in Pienza. There's a private entrance at the apartment for the convenience of those who stay.

M
Mošnja
From
Croatia
Andrea was an amazing host, giving us a warm welcome and great recommendations for sightseeing and dining. His restaurant recommendation was particularly good. The apartment is spacious and clean, with plenty of water, coffee, and things to eat for breakfast. On top of that, Andrea will bring you croissants of your choice each morning of your stay. Highly recommended!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 206 reviews
Price from
$152.46
1 night, 2 adults

Incanto b&b

Pienza

Incanto b&b offers accommodations in Pienza, 28 miles from Mount Amiata and 6.4 miles from Bagno Vignoni. With inner courtyard views, this accommodation provides a swimming pool.

S
Siyi
From
China
really really good and the host is soooo nice!! Recommend to everyone
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 369 reviews
Price from
$152.46
1 night, 2 adults

Poggio ai Gelsi

Pienza

Poggio ai Gelsi provides a solarium and air-conditioned accommodations in Pienza, 29 miles from Mount Amiata. Private parking is available on site at this recently renovated property.

D
Don
From
United States
Very serene location. The host is most gracious and helpful. Beautiful vistas.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 384 reviews
Price from
$168.88
1 night, 2 adults

PienzaLettings "Casa Olivieri"

Pienza

PienzaLettings "Casa Olivieri" features air-conditioned accommodations in Pienza. There's a private entrance at the apartment for the convenience of those who stay.

S
Sumy
From
South Africa
We had a wonderful time. Great location and excellent service.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 135 reviews
Price from
$128.12
1 night, 2 adults

PienzaLettings "Casa Gioia"

Pienza

PienzaLettings "Casa Gioia" enjoys a location in Pienza, 10 miles from Bagno Vignoni and 10 miles from Montepulciano Terme.

M
Marc
From
United States
Absolutely beautiful apartment, two floors up, on the main street of Pienza. Two windows in the master bedroom look right out over the street. Windows on the back side look out over the quaint buildings of Pienza. The stairs may be difficult for some, but the view and height were totally worth it!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 264 reviews
Price from
$114.75
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.

H
Hsiao Yun
From
Taiwan
Spectacular place for a gateway. Would love to visit again and stay longer
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 761 reviews
Price from
$248.62
1 night, 2 adults
All vacation rentals in Pienza

Most booked vacation rentals in Pienza and surrounding area in the past month

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Enjoy breakfast in Pienza and nearby

  • L'Olmo

    Monticchiello
    Breakfast options
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 167 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.

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

    Agriturismo Santa Maria offers accommodations in Torrita di Siena, 8.4 miles from Montepulciano Terme and 14 miles from Bagno Vignoni.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 10 reviews

    Offering a terrace, LA TULIPA offers accommodations in San Quirico dʼOrcia.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 761 reviews

    B&b BORGO CAPITANO COLLECTION Albergo diffuso - Centro Storico features a steam room and air-conditioned accommodations in San Quirico dʼOrcia, 25 miles from Mount Amiata. 29 miles from Piazza del...

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 88 reviews

    Locanda del sorriso b&b offers accommodations in San Quirico dʼOrcia, 25 miles from Mount Amiata and 28 miles from Piazza del Campo.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 391 reviews

    La Casa di Enrico enjoys a location in San Quirico dʼOrcia, 25 miles from Mount Amiata and 28 miles from Piazza del Campo.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 288 reviews

    B&B Il Girasole - Rooms & House in country - air conditioned - 1500 meters from historic center in Montepulciano provides accommodations with a garden, barbecue facilities, and a shared lounge.

  • Lupaia

    Montepulciano
    Breakfast options
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 118 reviews

    On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome.

These vacation rentals in Pienza and nearby have options with free cancellation

  • Agriturismo Zampugna

    Montefollonico
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 130 reviews

    Offering pool views, Agriturismo Zampugna in Montefollonico offers accommodations, pool with a view, a garden, and barbecue facilities.

  • VINO SUITE

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 41 reviews

    VINO SUITE offers accommodations in San Quirico dʼOrcia, 26 miles from Mount Amiata and 27 miles from Piazza del Campo. Featuring city and inner courtyard views, this apartment also has free Wifi.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 386 reviews

    DIMORA DEL POGGIO - Charming Historic Centre - San Quirico d'Orcia provides air-conditioned rooms in San Quirico dʼOrcia.

  • Dimora delle Mura

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 118 reviews

    Dimora delle Mura offers accommodations in San Quirico dʼOrcia, 25 miles from Mount Amiata and 28 miles from Piazza del Campo.

  • Residence Hill

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 41 reviews

    25 miles from Mount Amiata in San Quirico dʼOrcia, Residence Hill offers accommodations with access to a hot tub and spa center. This apartment features air-conditioned accommodations with a balcony.

  • Acquerello

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 139 reviews

    Acquerello provides free Wifi and rooms with air conditioning in San Quirico dʼOrcia.

  • Dimora in San Quirico d'Orcia

    San Quirico dʼOrcia
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 103 reviews

    Dimora in San Quirico d'Orcia offers accommodations in San Quirico dʼOrcia, 25 miles from Mount Amiata and 28 miles from Piazza del Campo.

  • Il Colombaiolo

    Castelmuzio
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 134 reviews

    Il Colombaiolo enjoys a location in Castelmuzio, 12 miles from Bagno Vignoni and 15 miles from Montepulciano Terme. This farm stay is 21 miles from Bagni San Filippo.

Highly rated vacation rentals in Pienza and nearby

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 16 reviews

    Providing quiet street views, Molino della Tuoma in San Quirico dʼOrcia provides accommodations and a garden. This property offers access to a terrace, free private parking, and free Wifi.

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 97 reviews

    Located in the center of Castelmuzio, a small village in the heart of Val d’Orcia and not far from Siena, this family- run hotel is located within an antique building.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 586 reviews

    Offering quiet street views, Locanda Il Porcellum in Bagno Vignoni features accommodations and a garden.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 747 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.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 125 reviews

    La Chiusa dei Monaci in Castelmuzio provides accommodations with a garden and barbecue facilities. This farm stay features free private parking, private check-in and check-out, and free Wifi.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 29 reviews

    La terrazza da Barbara offers accommodations in Torrita di Siena, 10 miles from Montepulciano Terme and 16 miles from Bagno Vignoni.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 35 reviews

    15 min da Montepulciano - Villa Chiara offers accommodations in Montefollonico, 23 miles from Bagni San Filippo. 10 miles from Montepulciano Terme and 16 miles from Bagno Vignoni, the property...

  • Da Leo

    Montefollonico
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 187 reviews

    Da Leo offers accommodations in Montefollonico, 9.5 miles from Montepulciano Terme and 15 miles from Bagno Vignoni.

FAQ about vacation rentals in Pienza

Vacation 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, 254 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
    Wonderful - What previous guests thought, 518 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
    Wonderful - What previous guests thought, 384 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
    Wonderful - What previous guests thought, 843 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, 218 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

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