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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 1395 Apartments in Pienza with updated reviews, rates, and availability.

Il Giardino di Daniel Spoerri
Exterior

Il Giardino di Daniel Spoerri

2.0 out of 10, (1)
Il Giardino di Daniel Spoerri
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Exterior

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center

9.6 out of 10, Exceptional, (38)
"I stayed here for almost seven weeks in September/October 2024 while I attended classes at Il Sasso Italian language school. It was a fantastic stay in every way. The apartment is clean, well-equipped, and exactly as advertised. The property manager responds immediately to every question or concern. The location is ideal and offers a panoramic view of the amazing Tuscan countryside. The apartment is small but the high beamed ceilings give it a spacious feel. I was very happy to have chosen this...
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Appartamento Loggetta
View from room

Appartamento Loggetta

Appartamento Loggetta
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Terrace/patio

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Casa Letizia nel parco della Val d'Orcia vicino a Terme e M. Amiata
Outdoor dining

Casa Letizia nel parco della Val d'Orcia vicino a Terme e M. Amiata

10.0 out of 10, Exceptional, (28)
"Felt like we went home! Letizia is an attentive host ready to help and has lived most of her life in the area. Want to know where to go and learn about its history. You don’t need a tourist guide. Stayed 5 days and 6 night, and will extend my next trip. "
Casa Letizia nel parco della Val d'Orcia vicino a Terme e M. Amiata
Right in central Montepulciano. Apartment with view and garden
Room

Right in central Montepulciano. Apartment with view and garden

10.0 out of 10, Exceptional, (39)
"Giacomo and Giovanna were the perfect hosts. Our Black Tea unit had a magnificient view and the apartment was very clean and nicely decorated. We would recommend this property to everyone-very close to beautiful walking town, great restaurants and fun shops. Also very convenient, Giacomo's excellent coffee shop just steps from or door!"
Right in central Montepulciano. Apartment with view and garden
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA
Exterior

FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA

9.8 out of 10, Exceptional, (26)
"We had a wonderful stay. The hosts were very friendly and even gave us a map of the local area, with highlighted towns to visit. We also had an olive oil tasting with their son and learned all about how it’s made and why it tastes different each year. If we are ever in the area again we would definitely stay here again."
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA
La Finestra sul Teatro
Interior

La Finestra sul Teatro

9.8 out of 10, Exceptional, (32)
"We loved staying here. It was so convenient for walks in town, restaurants, shopping, yet was so quiet and comfy for relaxing. Rossana was the perfect host. We will be back!"
The price is AED 498
AED 750 total
includes taxes & fees
1 Feb - 2 Feb
La Finestra sul Teatro
Dell'Erbe Apartment - Attic
Terrace/patio

Dell'Erbe Apartment - Attic

10.0 out of 10, Exceptional, (34)
"The 4 nights we spent in Montepulciano in the Dell'Erbe apartment were the favourite part of our 2.5 week trip. We loved being in the historic city centre. Parking in the P6 lot was fairly convenient for doing day trips. We found so many good restaurants in Montepulciano that we could easily walk to. Francy was very responsive and helpful. All in all it was a fabulous experience. We hope to return!"
Dell'Erbe Apartment - Attic
Appartamento Il Buonumore. Balcone con Vista
Room

Appartamento Il Buonumore. Balcone con Vista

10.0 out of 10, Exceptional, (2)
"The apartment is large. Basically 3 separate rooms. 2 on the second floor and 1 on the 3rd floor. I would not recommend for someone that cannot do steps, especially the third floor bedroom, as the bathroom has 3 steps to get down to it. It was a beautiful bathroom but just be aware. I cannot say enough about the host, Syed! He bent over backward to transport us to where we wanted to go. (We did a cooking class about 15 minutes from the city! I highly recommend.) I was even texting Syed for...
Appartamento Il Buonumore. Balcone con Vista
Fratta Orchidee, Cortona, Italy
Shared pool

Fratta Orchidee, Cortona, Italy

Fratta Orchidee, Cortona, Italy
GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino
Outdoor dining

GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino

10.0 out of 10, Exceptional, (1)
"Gastvrije ontvangst, prachtige plek en sfeervol appartement met gebruik van zwembad. Super uitzicht op Monte San Savino en terras met privacy aanwezig."
GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino
Gorgeous apartment in Tuoro sul Trasimeno
pool

Gorgeous apartment in Tuoro sul Trasimeno

10.0 out of 10, Exceptional, (1)
Gorgeous apartment in Tuoro sul Trasimeno
Beauty And Serenity In A Premium Montalcino Location That Will Sleep 4 Adults.
View from outside the apt. The green shutters on the left frame stunning views.

Beauty And Serenity In A Premium Montalcino Location That Will Sleep 4 Adults.

10.0 out of 10, Exceptional, (22)
"Our stay was too short but we managed to see and enjoy so much of Montalcino. I highly recommend seeing this magnificent city."
Beauty And Serenity In A Premium Montalcino Location That Will Sleep 4 Adults.
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
Terrace

Madone 4, large apartment in agriturismo. Pool, WiFi, tennis

10.0 out of 10, Exceptional, (13)
"Our stay at Casamaggiore was perfect. The property was traditionally and simply styled, well supplied and met all our needs. The facilities were as advertised and we delighted in using the pool and tennis courts. The property is perfectly situated for day trips to explore the region. The balcony was our favourite spot for a glass of wine at the end of a busy day. Our stay was an absolute highlight in our exploration of Italy. Thankyou Gisella for your kind hosting."
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Room

La Torretta - downtown Cortona, on the second floor of a noble palazzo

10.0 out of 10, Exceptional, (4)
"Very roomy, well equipped, and a really good location. Would stay again!"
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Gite Montemirello, with garden and swimming pool
Exterior detail

Gite Montemirello, with garden and swimming pool

9.8 out of 10, Exceptional, (51)
"Amazing garden with private pool where you can relax completely surrounding by lovely view; apartment had everything you need plus working WiFi; shop, restaurant, bakary, pharmacy 5min walk; lovely host "
Gite Montemirello, with garden and swimming pool
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
Exterior

Apartment/house in a Tuscan stonehouse with private swimming pool and garden

9.4 out of 10, Exceptional, (36)
"Centrally located, car required."
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
Casa di charme in a casolare di pietra con giardino privato
Outdoor dining

Casa di charme in a casolare di pietra con giardino privato

9.8 out of 10, Exceptional, (42)
"The home was comfy with a beautiful view!"
Casa di charme in a casolare di pietra con giardino privato
Charming House in the heart of Montepulciano
City Hall Castle

Charming House in the heart of Montepulciano

10.0 out of 10, Exceptional, (57)
"We really enjoyed our stay in this home. It was conveniently located for parking and taking your luggage. The owners were very responsive to any questions we had. It was very clean and was a great weekend. Our stay was short but we enjoyed it very much. Would recommend staying here."
Charming House in the heart of Montepulciano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pienza

Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 488
AED 560 total
includes taxes & fees
1 Feb - 2 Feb
Hotel San Gregorio
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
D'ell Osteria

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

10.0 out of 10, Exceptional, (1)
"Beautiful villa in fantastic location . Easy to get to many places and attractions. Well equipped and very comfy beds. Lovely helpful owner. Would love to return."
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Gorgeous home in Montalcino with kitchen
pool

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Pienza?
You can choose from 46 apartments in Pienza for your stay.
How do you know if an apartment is a good option for you?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want something in a quieter part of town.
What's the best apartment I should consider for a stay in Pienza?
Below are some of the more popular apartments in the area: Sun-Soaked Private View Terrace in the Historical Centre of Cortona.: Located 20.7 mi/33.2 km away in Cortona. Amenities include private balconies. Access to a terrace is available on site. LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center: 5.2 mi/8.4 km away in Montepulciano. Casa Letizia nel parco della Val d’Orcia vicino a Terme e M. Amiata: It’s located in Castiglione d’Orcia, 8.4 mi/13.5 km from Pienza. Includes free WiFi, private balconies, and fireplaces.
How many apartments can I expect to find in Pienza?
Expedia has 46 apartments to book in Pienza.
What will the weather be like during my trip to Pienza?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Pienza. The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What should I see in Pienza?
Cultural attractions include Palazzo Borgia and Artemisia Gallery, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. While here, Palazzo Piccolomini and Pienza Cathedral are other places worth a visit.