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Featured Villas in Cortona

Idyllic Tuscan Farmhouse Near Cortona, Italy With Private Pool & Wifi
Outdoor pool
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
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
Outdoor dining
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
Panoramic View Village of Villa Luigina Cortona
Property grounds
Panoramic View Village of Villa Luigina Cortona
Panoramic View Village of Villa Luigina Cortona
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (62)
"Firstly, the property was absolutely perfect. It was big, all air conditioned (when it’s so hot outside it needs to be) and really felt like a home from home. All the bedrooms are big and the shutters make it super dark at nighttime for sensitive sleepers. It had everything that we needed and more, with lots of different areas to sit and relax. The pool was beautiful, larger than I was expecting and a great infinity effect as you look over at Cortona. The location was great. Close enough to...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Villa Primula - Holiday Rental in Cortona, Tuscany
Pool
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
Pool
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 Mulino - Completely renovated old mill in Tuscany
Outdoor spa tub
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
Outdoor pool
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
Pool
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
Belvilla by Oyo Villa Letizia
3 bedrooms, free Internet
Belvilla by Oyo Villa Letizia
8.0 out of 10, Very good, (8)
"We couldn’t have been happier with our stay! Our Villa had an old world charm that was just what we wanted while staying in Tuscany! The view was AMAZING! Our host was so responsive and gave us a private tour of his Cortona. We took advantage of the hot tub and the private bath that was set up with candles and champagne! Another recommendation would be to have dinner with Luka.( our host) in his home. The food was traditionally prepared and amazing. Overall an wonderful stay!!"
Belvilla by Oyo Villa Letizia
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
Pool
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
8.6 out of 10, Excellent, (15)
"Having vacationed in this area for the last 20 years and lived here for four, rarely have we come across a restoration with the attention to detail and clearly a personal touch from someone passionate about this special place. A beautifully restored farmhouse interior with plenty of space and good size rooms all finished to a high standard. The living room especially is a comfortable and inviting escape when it’s too hot outside. The outside areas and furniture could do with some renewal to...
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
Exterior
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
10.0 out of 10, Exceptional, (34)
"House was lovely. Great views. Only downside was the difficult drive up to the property and the driveway which was very hard to get the car up and down."
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Dining
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
9.4 out of 10, Exceptional, (10)
"We were a family group of 15 ranging in age from 20 to 92. We used the pool every day. Laughed at the clothes dryer because they have the same kind in Portugal where we vacationed. Many people walked into Camucia and enjoyed the restaurants grocery stores etc. Several of us have been to Italy before my first time in Assisi but we shared experiences with them. Staff was prompt to arespond to any problems. And a week of perfect weather makes it all the better"
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Rustic Farmhouse for 8+2 person with Private Swimming Pool
Outdoor dining
Rustic Farmhouse for 8+2 person with Private Swimming Pool
9.8 out of 10, Exceptional, (35)
"Overall we had a wonderful stay! This property is very charming and in an ideal location for exploring Tuscany. It was exactly what we were looking for in terms of a traditional Tuscany house to serve as a home base for our trip. The property itself is beautiful with fruit and olive trees surrounding it and flowers on the grounds. The house is very roomy with many places to sit outside and big bedrooms, with a giant kitchen table. Note that there is no AC (as is typical in Italy) - but there...
Rustic Farmhouse for 8+2 person with Private Swimming Pool
La Torretta 10, Emma Villas
Pool
La Torretta 10, Emma Villas
9.0 out of 10, Wonderful, (6)
"The villa was lovely, and our property manager was very attentive. The villa itself was very comfortable, bedrooms were clean and neat. The bathrooms were adequate with clean towels and great hot water. The kitchen was well equipped, definitely could use a larger coffee pot. The outdoor space is beautiful, the pool is well maintained.There is a washer but no dryer.The property is a bit remote, on the side of a mountain you need to drive everywhere. The house was not equipped with flashlights or...
La Torretta 10, Emma Villas
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
Pool
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
10.0 out of 10, Exceptional, (14)
"-"
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
Severina charming modern villa with swimming pool and SPA
An infinity pool
Severina charming modern villa with swimming pool and SPA
7.0 out of 10, Good, (4)
"Trop de frais supplémentaires par rapport à l’offre Nettoyage 300 euros Jacuzzi 150 euros par semaine Eau chaude 215 euros pour 10 jours"
Severina charming modern villa with swimming pool and SPA
Rugantina- Large Tuscan countryhouse with private big pool and gardens, sleeps14
Pool
Rugantina- Large Tuscan countryhouse with private big pool and gardens, sleeps14
10.0 out of 10, Exceptional, (2)
"Proprietà perfetta per le nostre esigenze e completamente conforme alle foto sul sito. Ordinata, organizzata e con tutti i comfort necessari, perfetta per stare con un gruppo di amici immersi nella natura. Tutto funzionante e arredi nuovi che si intrecciano al meglio con lo stile di casa di campagna Semplicemente ottima"
Rugantina- Large Tuscan countryhouse with private big pool and gardens, sleeps14
Romantic Lux Country House
Pool
Romantic Lux Country House
9.8 out of 10, Exceptional, (10)
"Our family went on an amazing vacation and this was one of our favorite stops. The romantic house was perfect for the 8 of us. We absolutely loved it there and loved everything about it. We would highly recommend! *the only thing that I would let travelers know and I don’t know if this is just seasonal. At least in August , definitely bring bug spray, the romantic house does a great job of trying to keep the bugs away because once you leave the property, if you want to go for a walk or...
Romantic Lux Country House
Villa with private infinity pool, exclusive location, AC, extra services
Outdoor pool, an infinity pool
Villa with private infinity pool, exclusive location, AC, extra services
10.0 out of 10, Exceptional, (61)
"We stayed a week at Borgo Vallechie and had a perfect time! We went to celebrate our 65th birthdays (delayed a couple years by Covid) with our 2 adult children, their spouses, and our 2-yr old grandson. We spent so much time at the pool and ate outside every day. The Baldoni family were terrific hosts, gave us a welcome pizza party, and we opted for a cooking class and dinner. The villa was close to Cortona and an easy drive to Montepulciano. Can’t say enough about how much we enjoyed being...
Villa with private infinity pool, exclusive location, AC, extra services
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 Cortona

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
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.
Podere Casorbica with free parking, large garden, swimming pool.
Exterior
Podere Casorbica with free parking, large garden, swimming pool.
9.4 out of 10, Exceptional, (12)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, swimming pool.
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (62)
"Firstly, the property was absolutely perfect. It was big, all air conditioned (when it’s so hot outside it needs to be) and really felt like a home from home. All the bedrooms are big and the shutters make it super dark at nighttime for sensitive sleepers. It had everything that we needed and more, with lots of different areas to sit and relax. The pool was beautiful, larger than I was expecting and a great infinity effect as you look over at Cortona. The location was great. Close enough to...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
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

How much do villas in Cortona cost?
Rates for villas in Cortona range between and per night. Whatever your budget, you’re sure to find a place that matches your needs on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cortona?
Make use of your holiday days and pick from 378 villas in Cortona. For a family holiday, a weekend getaway or anything in between, Expedia will help you find the ideal space in a few simple clicks.
What is there to do near my villa in Cortona?
No matter your interests, Cortona has loads of things to keep you occupied. Cathedral of Cortona, Signorelli Theatre and Casali Palace are on most visitors’ schedules. Don’t forget about Agricola Buccelletti Winery, Palazzo Comunale and Museum of the Etruscan Academy either. With Expedia’s hotel deals in Cortona, you’ll be able to discover more neat attractions like these with the cash you save.