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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 886 Vacation Homes in Citta della Pieve with updated reviews, rates, and availability.

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (66)
"The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.8 out of 10, Exceptional, (8)
"Casa Delle Rosa had everything we needed and was very well equipped but the view… amazing. We were able to walk everywhere in Cortona and hope to return during warmer weather. Thank you Isabella and the team at Together in Tuscany for making it a seamlessly easy stay"
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Borgo Buio Town House, house in the historic center
Fridge, microwave, oven, stovetop

Borgo Buio Town House, house in the historic center

10.0 out of 10, Exceptional, (11)
"The apartment was so comfortable and well equipped. Large and roomy. We really enjoyed our stay. Silvia is very good at communicating and checked in with us periodically. I would recommend to anyone wanting to stay in Montepulciano."
Borgo Buio Town House, house in the historic center
Beautiful home in Sarteano with WiFi
Pool

Beautiful home in Sarteano with WiFi

10.0 out of 10, Exceptional, (1)
"So schön, dass wir nächstes Jahr wiederkommen. Haben direkt wieder gebucht. Tolle herzliche Gastgeber und eine wunderschöne Umgeht"
Beautiful home in Sarteano with WiFi
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Terrace/patio

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.8 out of 10, Exceptional, (8)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
House / Villa - Cetona
Pool

House / Villa - Cetona

9.6 out of 10, Exceptional, (39)
"This is our second stay at the house and our third visit to Pallazone. We love the area which is very peaceful and beautiful. Serenella, who looks after the hoyse, is wonderful."
House / Villa - Cetona
Alloggio Turistico Titti
Interior

Alloggio Turistico Titti

10.0 out of 10, Exceptional, (3)
"Great location. Clean house."
Alloggio Turistico Titti
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (4)
"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Podere Casorbica with free parking, large garden, private pool.
Exterior

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Exterior

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

10.0 out of 10, Exceptional, (47)
"This was a week long birthday party. Friends and family came together from Europe and the USA. I could not have chosen a better place. The farmhouse is just perfect. The setting is superb. The hosts are charming, kind and unbelievably helpful. We had a superb time and want to thank Maria and her husband for their care and kindness. The town, Citta della Pieve - just up the hill, is enchanting. We hiked, we dined, we wine tasted, we explored hilltop towns. We had a phenomenal time. A fairy tale...
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Beautiful Residence in the Old Town
Dining

Beautiful Residence in the Old Town

10.0 out of 10, Exceptional, (44)
"Perfect location to explore the surrounding area and the town—close to shopping and restaurants. Royce was a very helpful and gracious host. One alert: the apt rooms are on separate levels so be prepared for a few to several stairs between levels."
Beautiful Residence in the Old Town
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel crib

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Exterior

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Apartment/ flat - Orvieto
Fireplace, books

Apartment/ flat - Orvieto

10.0 out of 10, Exceptional, (27)
"Fausto was great & the place was really nice. It’s a hike into the village & the traffic is crazy!! I don’t think it’s the perfect location for seniors or children but a lovely stay none the less! "
Apartment/ flat - Orvieto
Lake Trasimeno San Savino Townhouse AC Free WI-FI
Miscellaneous

Lake Trasimeno San Savino Townhouse AC Free WI-FI

10.0 out of 10, Exceptional, (57)
"An absolutely beautiful house. The interior is completely modern. The house is very well appointed. The village is a dream. David is suoer nice and helpful. There are some steep steps if you have mobility issues. Currently you cant really use the lake beaches because the water is too low. We did rent a motor boat which was an excellent way to experience the lake. "
Lake Trasimeno San Savino Townhouse AC Free WI-FI
Belvilla by OYO Rapiti da Valentino
House | View from property

Belvilla by OYO Rapiti da Valentino

Belvilla by OYO Rapiti da Valentino
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Outdoor dining

"Il gelsomino del Perugino" home with garden, a stone's throw from the center.

10.0 out of 10, Exceptional, (2)
"Wir (3 Erwachsene) haben 2 sehr angenehme Wochen in Stefanias Haus verbracht. Liebevoll eingerichtet und sauber gehalten fühlten wir uns sehr wohl dort. Stefania ist eine sehr herzliche Gastgeberin, die uns mit allem, was ein italienisches Frühstück erfordert ausgestattet und uns zum Abschied sogar noch mit ein leckeren Kuchen verwöhnt hat. Bei Problemen war sie in kürzester Zeit für uns da. Wir können diese Unterkunft für einen Aufenthalt in dem wunderschönen Ort Città della Pieve im herrlichen...
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
TYPICAL FARMHOUSE OF THE UMBRIAN COUNTRYSIDE
Interior

TYPICAL FARMHOUSE OF THE UMBRIAN COUNTRYSIDE

10.0 out of 10, Exceptional, (1)
"Mere words were never designed to adequately convey the quality of our experience in this amazing house; it was literally beyond description. Words are all I have here, though, so I'll give a few sentences a try: The house is ideally situated; as the last house on a country road, it provides unsurpassed views of the surrounding Umbrian countryside. The immediate grounds are immaculately kept, with neatly trimmed foliage meeting the eye in all directions. Both the interior and exterior of the...
TYPICAL FARMHOUSE OF THE UMBRIAN COUNTRYSIDE
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Un luogo che ha lasciato tutti noi (sia adulti che bambini) a bocca aperta: un paradiso terrestre! Per chi ama la natura, vuole staccare dalla caotica vita quotidiana e godere del tempo con i propri cari , questo è il posto che offre tutto ciò e di più! Non conoscendo bene la zona siamo arrivati un po’ impreparati ma tutto si è risolto con un viaggio al supermercato vicino Cortona! *essendo immersi nella natura c’è’ da far conto di insetti e possibili cervi e cinghiali, che rendono questo posto...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
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 Citta della Pieve

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Exterior

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (196)
"Plenty of bedrooms for our group and the house and property was perfect for the 3 young kids to be outside. The weather was a little cool but sunny. The property team was helpful with organizing wine tastings & olive oil tasting. Pizza and pasta making was right on the premise The day trip to Montepulciano included a lunch, wine tasting and transportation that was all planned for us. The kids got to see Santa in the Christmas Village which was their highlight of the day. I would recommend...
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Country House With Private Pool
Pool

Country House With Private Pool

10.0 out of 10, Exceptional, (3)
"This is a larger authentic Tuscan farmhouse with a lovely lush garden. The house has a rustic feel with lots of the furniture made by the hosts, the pool and garden are beautiful to relax and take in the views. Many of the sights in southern Tuscany and Umbria are close by (by car). The property is clean and the beds and bathrooms are very comfortable. The hosts are very discreet but will make you feel very welcome. Definitely would visit again! "
Country House With Private Pool
Villa in Città della Pieve. A peaceful oasis among woods and olive groves
Exterior

Villa in Città della Pieve. A peaceful oasis among woods and olive groves

10.0 out of 10, Exceptional, (56)
"This property is perfect for a family reunion or girls trip. It’s secluded, but has everything you need. The outside pizza oven with space to eat outside. Amazing. There is a city close by to get everything you need before you get there. It is quiet and the views are amazing across the olive trees. The host was very nice and look forward to being back with friends! "
Villa in Città della Pieve. A peaceful oasis among woods and olive groves
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.