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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, 493 reviews
Price from
US$145.43
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, 285 reviews
Price from
US$178.90
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
Dagmar
From
Spain
To get to Pienza by public transport was a bit of a challenge but to get there and stay at this place was definitely worth it. We got accommodated in a different place than what we booked but it was equally stunning if not even better. The apartment was huge and still very cosy, located in a medieval stone blocks building in the quiet part of Pienza, and just a few steps from the bustle and gorgeous views of the rolling Tuscan landscape. The place has a genuine rustic feel, is clean and well equipped, has a confortable bed, and good heating. Only thing missing is a kitchen, but there are some basics for breakfast, and honestly, eating out is what you do when visiting Italy :) Communication with hosts was great, they are super friendly and attentive. We enjoyed this place very much, an unforgettable experience, thank you!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 166 reviews
Price from
US$119.52
1 night, 2 adults

Il Mastio di Spedaletto

Pienza

Featuring a fitness centre, garden and views of inner courtyard, Il Mastio di Spedaletto is located in Pienza, 4.6 km from Parco dei Mulini.

H
HUA YING
From
China
The house is far beyond our expectation. The decoration, facilities and the stunning view are all among the top of all our trips. Cristina is really thoughtful and helpful. Breakfast is excellent!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 464 reviews
Price from
US$218.14
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.

J
Julia
From
Canada
Spacious, comfortable apartment in a very central location.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 211 reviews
Price from
US$150.05
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.

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, 144 reviews
Price from
US$110.75
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.

A
Anna
From
Australia
We loved this beautiful apartment. Right in the centre of town. We loved opening the windows and looking out at daily Tuscan life go by. Apartment was clean, spacious, smelled lovely . Everything we needed . Would love to return .
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 264 reviews
Price from
US$119.52
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.

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, 765 reviews
Price from
US$244.69
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.

T
Tina
From
Slovenia
Near the city center, great view of the city. Room was cosy and spacious. Peaceful surroundings!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 627 reviews
Price from
US$133.77
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.

m
marcela
From
Brazil
I loved! Dinner experience with all guests was amazing. Food was perfect. Place has an amazing view specially if you are leaving a busy city like Rome. Its like entering a peace portal. Great for walking around the property, reading, spending time alone, relaxing, yoga, exercising... amazing vibes! I regreat my very short stay.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 875 reviews
Price from
US$229.28
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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Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 544 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 366 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 657 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 586 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 487 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 875 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 627 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 765 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 460 reviews

Enjoy breakfast in Pienza and nearby

Il Giglio B&B

Pienza
Breakfast options
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 657 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$138.50 per night

ROSSELLINO®

Pienza
Breakfast options
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 355 reviews

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

From US$155.82 per night

L'apparita Camere

Pienza
Breakfast options
Scored out of 10, guest rating 7.6
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$96.95 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 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.

From US$314.87 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 460 reviews

Set in Pienza, 50 km from Mount Amiata, Palazzo Massaini - La Pieve offers accommodation with an infinity pool, free private parking, a garden and a terrace.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 187 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.

Podere Spedalone

Pienza
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 875 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$213.47 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 811 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$152.35 per night

Holiday Rentals with swimming pools in Pienza and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 544 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.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 627 reviews

Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds.

From US$124.65 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 805 reviews

La Pievina is a family-run farmhouse with swimming pool in the Tuscan countryside, 3 km outside Montepulciano.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 261 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$197.37 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 650 reviews

Situated only 1 km from Montepulciano, Podere Fontecastello offers self catering accommodation, a garden and a swimming pool. Free WiFi and a TV are available.

From US$126.96 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 232 reviews

Set within 41 km of Mount Amiata and 5.8 km of Parco dei Mulini, Poggio Al Vento provides rooms with air conditioning and a private bathroom in Castiglione dʼOrcia.

Incanto b&b

Pienza
Swimming pool
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 390 reviews

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.

From US$144.28 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Villa I Cipressini piscina riscaldata spa Toscana is located in Pienza.

Highly rated holiday rentals in Pienza and nearby

Oliviera Camere

Pienza
8.0+ review score
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 108 reviews

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

From US$134.18 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 366 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$83.10 per night

Beccofino

Pienza
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 513 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$155.82 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 89 reviews

Situated 45 km from Mount Amiata, 10 km from Parco dei Mulini and 17 km from Terme di Montepulciano, Finestra Dell'Angelo features accommodation located in Pienza.

From US$105.26 per night

OgniVolta

Pienza
8.0+ review score
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 66 reviews

Located in Pienza, 45 km from Mount Amiata and 16 km from Parco dei Mulini, OgniVolta provides accommodation with free WiFi in a historic building.

From US$182.36 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 25 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.

From US$333.07 per night

Casa Beccofino

Pienza
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 184 reviews

Set in Pienza, within 26 km of Bagni San Filippo, Casa Beccofino is an accommodation offering garden views.

From US$138.50 per night

Le Maribelle

Monticchiello
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 117 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$221.61 per night

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

La Casa nel Borgo

Monticchiello
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 139 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$121.19 per night

Agriturismo Riposati

Monticchiello
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 288 reviews

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

From US$138.50 per night

VINO SUITE

San Quirico dʼOrcia
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 40 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$129.27 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 403 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$162.34 per night

Locanda del sorriso b&b

San Quirico dʼOrcia
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 74 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$150.05 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, 128 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$141.07 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 289 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$120.04 per night

Residence Hill

San Quirico dʼOrcia
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 39 reviews

Featuring air-conditioned accommodation with a balcony, Residence Hill is located in San Quirico dʼOrcia. Built in 2018, the property includes hot tub and spa centre.

From US$386.29 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, 269 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, 275 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$314.87
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 508 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$184.67
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 406 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$213.47
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 875 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, 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
Avg. price/night: US$182.36
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 66 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