Skip to main content

Holiday Rentals in Pienza

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Pienza

The best holiday rentals in Pienza

Check out our pick of great holiday rentals in Pienza

Filter by:

Review score

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.

A
Alexander
From
Germany
Very nice (!!) owners, they welcomed us with open arms and were super kind (they even asked what kind of pillow we preferred 🤩). The room was beautiful, very well equipped and decorated, more than enough for a short or a long stay, super clean…amazing breakfast, a lot of variation from salty to sweet options (the owners were actually asking about dietary restrictions beforehand). You have a private parking spot (safe and super practical because parking in Pienza can be a challenge) and you’re in the centre in less than 5 minutes by foot. But most of all, the owners were so nice, super responsive and even prepared a little doggybag for our long trip home. So we would 10000% recommend this place without any restrictions!!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 489 reviews
Price from
US$146.49
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.

Y
Yulia
From
France
An exceptional place with an exceptional host Ana:) Our room was very confortable, clean and beautifully decorated with great taste and attention to details. The location of the farm is ideal for visiting the many small medieval towns and tourist spots throughout the valley. Brief reference to Ana: a wonderful personne who made our stay incredibly comfortable and enjoyable. Her homemade cuisine based on fresh season farm’s products is unforgettably delicious!! We highly recommend this magic place for everyone!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 289 reviews
Price from
US$180.20
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.

A
Anuj
From
United Kingdom
Very classy interior. All the amenities needed for a short visit
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews
Price from
US$120.39
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, 207 reviews
Price from
US$151.14
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, 142 reviews
Price from
US$106.03
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.

P
Paul
From
Japan
A delightful and spacious flat in the old part of one of the prettiest towns we know
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 261 reviews
Price from
US$120.39
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.

S
Scott
From
New Zealand
Everything. Its such a nice place we only stayed 1 night wish it was more.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 773 reviews
Price from
US$246.47
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.

A
Anna
From
Finland
Jessica was a super friendly and helpful host! And we loved to buy her self-produced olive oil and pastas. And she has attention to details in how the rooms were planned & decorated.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 629 reviews
Price from
US$138.06
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.

L
Letizia
From
United Kingdom
Location is fantastic and the rooms are rustic and stylish at the same time. Food is out of this world…view is breathtaking…! and the staff is amazing!!!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 880 reviews
Price from
US$230.95
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, 235 reviews
Price from
US$211.52
1 night, 2 adults
All holiday rentals in Pienza

Most booked holiday rentals in Pienza and surroundings in the past month

See all

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 547 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 659 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 235 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 879 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 364 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 588 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 515 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 629 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 773 reviews

Popular with guests booking holiday rentals in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 462 reviews

Holiday Rentals with swimming pools in Pienza and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 515 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.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 28 reviews

Featuring pool with a view and views of pool, Agriturismo La Fonte is a farm stay situated in a historic building in Pienza, 47 km from Mount Amiata.

From US$244.15 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 879 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$215.02 per night

Lupaia

Montepulciano
Swimming pool
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 115 reviews

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

From US$959.15 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$83.59 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 260 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$197.06 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 80 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$156.95 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$127.89 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$135.15 per night

Il Giglio B&B

Pienza
Free cancellation options available
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$127.89 per night

Affittacamere del Corso

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 364 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$83.71 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$183.69 per night

L'apparita Camere

Pienza
Free cancellation options available
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$97.66 per night

Perfect view to Galdiator walk

Pienza
Free cancellation options available
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$287.57 per night

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$223.22 per night

La Casa Di Adelina Monticchiello

Monticchiello
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 186 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$139.51 per night

Enjoy breakfast in Pienza and nearby

ROSSELLINO®

Pienza
Breakfast options
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 352 reviews

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

From US$156.95 per night
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$260.42 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 805 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$111.61 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 75 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$151.14 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 286 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$110.45 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 435 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.

From US$104.63 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 581 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$116.26 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 765 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$182.53 per night

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, 512 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$156.95 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$139.51 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 140 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$123.24 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 290 reviews

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

From US$139.51 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 39 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$130.21 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$142.09 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 61 reviews

Set in San Quirico dʼOrcia, 41 km from Mount Amiata and 45 km from Piazza del Campo, SoleLuna provides accommodation with amenities such as free WiFi and a flat-screen TV.

From US$127.89 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 40 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$389.10 per night

FAQ about holiday rentals in Pienza

Holiday rentals that guests love in Pienza

See all
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 265 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, 270 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, 515 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$186.02
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 404 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$215.02
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 879 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, 212 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$183.69
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