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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.

L
Linda
From
Sweden
Super friendly and helpful staff, excellent breakfast.
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.

K
Kristyna
From
Czech Republic
Absolutely amazing! The most relaxing and cozy accommodation in Tuscany. Everything was calm, nice, clean and the owner is such a good cook. Definitely not the last visit.
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.

S
Spyros
From
Greece
Fantastic apartment, 2-3 minute walk from: restaurants, cafes, gelato places,super market,free parking, in the heart of Tuscany area. What else do you need???
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.

M
Milan
From
Serbia
Usualy I dont write comments like nice breakfast, helpful stuff, clean rooms... but this time I have to. Cristina and her doughter Benedeta who run this place are realy dedicated to make your stay in this place unforgettable. From the breakfast they make in front of you ( I recomend omelette with tomato and cheese with bruscheta), then rooms which are so nice and equiped with everything you need, beutiful garden and whole surounding...realy amazing place. Maybe only downsides is that for a dinner you have to drive to some town which is more or less 15-20km.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 465 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, 212 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.

M
Milos
From
Austria
Excellent apartment with a fantastic location.
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.

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, 263 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.

A
Atcharawan
From
Germany
Very beautiful accommodation Very clean Fantastic Well preparing
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.

P
Patrik
From
Croatia
Beautiful accomodation near Pienza. Host is nice, view is beautiful, room is clean and comfy, everything just amazing.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 631 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.

V
Vera
From
Portugal
Podere Spedalone isn't just an agriturismo, it's an experience. Nestled in the heart of Val d'Orcia, the location is simply unmatched. Peaceful tranquility reigns supreme, punctuated only by the breathtaking sunsets that paint the rolling hills in a kaleidoscope of colors. The buildings themselves are a testament to time, with a rustic charm that adds to the overall ambiance. But don't let the antique exterior fool you - our room was comfortable, providing a perfect haven to relax after a day of exploration. What truly sets Podere Spedano apart is the energy. The staff radiate warmth and create a sense of genuine connection. This energy extends to the other guests as well. We had the pleasure of sharing meals and stories with people from all corners of the globe - Portugal, Canada, Australia, Ukraine, Italy, and the USA - forging friendships that transcended borders. Speaking of meals, breakfast was a daily highlight. Fresh, local ingredients (0km products!) were transformed into delicious dishes that fueled our adventures. But the true star was the cooking class. Rodi, the chef, is an absolute gem! Her passion for Tuscan cuisine was infectious, and the hands-on experience was not only educational but incredibly enjoyable. The communal dinners that followed were the heart and soul of Podere Spedalone. Sharing a table laden with delicious food, laughter flowed freely as we swapped stories and built connections. It was an experience that made us feel like part of a big, happy family. We owe a huge shoutout to the entire Podere Spedalone team for making our stay unforgettable. Anna, David, Giuseppe, Anna, Rodi and everyone we met - thank you for the memories that will last a lifetime. We can't wait to be back!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 876 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 9.3
Superb - What previous guests thought, 234 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 545 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 8.9
Fabulous - What previous guests thought, 366 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 9.3
Superb - What previous guests thought, 509 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 876 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 9.5
Exceptional - What previous guests thought, 769 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 461 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, 659 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, 509 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, 461 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 9.0
Superb - What previous guests thought, 876 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, 813 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

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 8.7
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

Affittacamere del Corso

Pienza
Free cancellation options available
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

Finestra Dell'Angelo

Pienza
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 90 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$130.42 per night

OgniVolta

Pienza
Free cancellation options available
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

Agriturismo La Collina

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 545 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.

Le Maribelle

Monticchiello
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 118 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

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

Holiday Rentals with swimming pools in Pienza and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 804 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, 389 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.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 53 reviews

Villa Fonte all'Oppio con area piscina recintata has mountain views, free WiFi and free private parking, set in Pienza, 46 km from Mount Amiata.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 154 reviews

Featuring pool with a view and views of garden, Agriturismo Casalpiano is a farm stay situated in a historic building in Pienza, 44 km from Mount Amiata.

Highly rated holiday rentals in Pienza and nearby

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$155.82 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
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
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
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, 288 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
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, 270 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, 509 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 9.0
Superb - What previous guests thought, 876 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
gogless