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Compare 889 Villas in Calzolaro with updated reviews, rates, and availability.

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
9.8 out of 10, Exceptional, (29)
"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
Idyllic Tuscan Farmhouse Near Cortona, Italy With Private Pool & Wifi
10.0 out of 10, Exceptional, (31)
"The villa was exceptional, and the owners provided a very comprehensive guide to the area, places to visit, restaurant recommendations, road trips which significantly enhanced the holiday with local knowledge. The owners also provided us with a customised list of running routes knowing my wife is a keen runner - they couldn't have been more helpful. The villa is adjacent to a small vinyard run by a friendly family - they made us feel very welcome to the area and arranged an impromptu...
Idyllic Tuscan Farmhouse Near Cortona, Italy With Private Pool & Wifi
Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, (92)
"Great place to stay, but for us, we were out exploring surrounding area most of the day. The villa is up a rough road, so you won’t want to go up/down too much. Pool is not used after summer. "
Cortona Umbria / family lake view villa near Tuscany + large salted pool
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
10.0 out of 10, Exceptional, (15)
"We spent 6 days here as a wedding celebration. We were 30 adults, 1 little baby and a dog. The place is incredible and has so much charm to it! First few days we were preparing for the symbolic wedding which we did on the 4th day of our stay. We had a few amazing pool parties, some of the guests went to explore the nearby cities, some helped woth the decorations and so on. Everyone was so happy to be in this villa as it does have an amazing aura. The host Chiara is amazing, she was very...
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
10.0 out of 10, Exceptional, (46)
"This property is all it explains to be. The stay included myself, my husband, my daughters and their families. The property is spectacular, the rooms as beautiful as shown. The guesthouse was perfect for my daughter, her husband and 2 young children. The travel cots were perfect and opening the chest of toys brought so much joy to my 2 year old granddaughter. We utilized the kitchen and pizza oven and have such wonderful memories to hold. Our only disappointment was that the pool heater was not...
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
Contemporary House with highest architectural and sustainable credentials
9.8 out of 10, Exceptional, (53)
"If we could have stayed a month we would have, but we only had three nights. The home is modern and fully equipped to support an extended stay of families with kids. The photos accurately reflect the interior of the home. However, there is no way to capture the depth and breadth of the incredible valley the home sits above in photos. It's just beautiful. The home is well constructed, extremely secure, equipped with modem lighting controls, automatic external shades, and a host of quality...
Contemporary House with highest architectural and sustainable credentials
Villa Uccellaia - Country Villa Rental with swimming pool in Umbria
10.0 out of 10, Exceptional, (61)
"This house is not a "normal" house but with a lot of different rooms. Filled with nice arts and decorated with some old furniture. Real characteristic Italian house. Nice garden with different places to seat. The only comment what I can give is the small kitchen. The garden and the swimming pool is maintained daily. We stayed here with 6 adults ad 4 children. Nice place to be."
Villa Uccellaia - Country Villa Rental with swimming pool in Umbria
Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"
9.8 out of 10, Exceptional, (26)
"What an awesome property! Our host was not only knowledgeable of area but was an excellent chef! The villa exceeded all our expectations. It is strategically located to visit towns and historical sites! A must stay!"
Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
10.0 out of 10, Exceptional, (1)
"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren
Panoramic View Village of Villa Luigina Cortona
Panoramic View Village of Villa Luigina Cortona
Beautiful Villa in a peaceful place, ideal for family holidays.
10.0 out of 10, Exceptional, (7)
"This is our second visit to Annie's beautiful farmhouse and we hope to visit again next year. It's an incredibly special place - perfectly peaceful, thoughtfully and generously furnished and child friendly. Selfishly we hope the house doesn't become too popular! Thanks again Annie for letting us stay."
Beautiful Villa in a peaceful place, ideal for family holidays.
Vrbo Property
10.0 out of 10, Exceptional, (3)
"A wonderful Umbrian property with spectacular views over the lake. Paola was really helpful and we had a couple of great trips to recommended restaurants. Great relaxing view"
Vrbo Property
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.2 out of 10, Wonderful, (43)
"Villa Calcinaio was a beautiful place to spend our time while in Cortona. My goal was to get a slice of Tuscan life and this house gave me the opportunity to do just that. It was rustic but charming and updated ~20 years ago. Enrico was very responsive and even came to our rescue when we had trouble locating the house on the dark and rainy night when we arrived. I found the house stocked with all the basics and then some and I fell in love with the view of the beautiful dome from every...
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
10.0 out of 10, Exceptional, (15)
"Chiara hosted our wedding weekend. I can not stress enough that pictures on here don't do the property justice. It is one of the most spectacular villas we have ever seen. Chiara (the host) is so lovely and very attentive. The place it swlf has got so much space, so much offer and is so wonderful, we're hoping to go back for our 10 year anniversary."
The price is SAR 4,151
SAR 6,263 total
includes taxes & fees
18 Nov - 19 Nov
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Villa Mulino - Completely renovated old mill in Tuscany
9.8 out of 10, Exceptional, (6)
"We enjoyed our stay very much. Everything is perfect. The "
Villa Mulino - Completely renovated old mill in Tuscany
Beautiful villa with spectacular views in a rural location
9.8 out of 10, Exceptional, (40)
"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"
Beautiful villa with spectacular views in a rural location
Heritage Tuscan Farmhouse with private swimming pool
10.0 out of 10, Exceptional, (44)
"We had a very happy stay at this house in the country with our two friends. It is ideally located within an hour’s drive of interesting sites and historic towns. The place and its surroundings allowed us a restful and pleasant respite from our busier daytrips. The house was comfortable, beds were very good and the garden provided a peaceful setting with a choice of sitting and lounging areas. Louise was lovely, an excellent hostess who responded quickly to our questions and needs. "
Heritage Tuscan Farmhouse with private swimming pool
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 Calzolaro

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.
Traditional stone cottage in rural, tranquil and quiet location built in 1799
9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
9.8 out of 10, Exceptional, (29)
"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
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.