Search Castiglione del Lago Villa Rentals from CA $525

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Browse Select Castiglione del Lago Villas

Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, (88)
"The house and grounds were lovely for our group of 7. Plenty of space to relax after a day of touring the countryside. Barbara was always available to help with any issues."
Cortona Umbria / family lake view villa near Tuscany + large salted pool
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
9.8 out of 10, Exceptional, (26)
"La Fenice was a perfect example of a traditional tuscan hideaway with nothing but hills and trees to gaze upon. The villa was spacious enough for us all - two families or four with kids under 12 and the grandparents! The bedrooms, bathrooms and kitchen were all perfectly clean and comfortable (with aircon in every bedroom which was a welcome relief from the august heat) and the pool area was just beautiful with plenty of seating and grassy areas for the children to play. There are a lot of...
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the
Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the
exclusive, luxurious Farmhouse, between Rome and Florence, garden, heated pool
9.8 out of 10, Exceptional, (8)
"From the breathtaking views to the comfortable beds, soft linens and beautiful antiques — this villa was a charming location for a most relaxing week in the Umbrian hills! Made all the more fantastic by Stephanie, who at the drop of a hat helped arrange some incredible experiences for our family! "
exclusive, luxurious Farmhouse, between Rome and Florence, garden, heated pool
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
10.0 out of 10, Exceptional, (44)
"The house, setting and host Luigi will guarantee an exceptional stay in this beautiful setting overlooking the Tuscan Hills. We spent a week here and absolutely loved the classic Tuscan decor, roomy interior, wonderful kitchen,outdoor seating and pool. Property is meticulously maintained with unmatched views of the hills. Bedrooms are roomy, beds very comfortable, and all with en suite bathrooms. If you like peace and quiet in a country setting the villa is for you. Every positive experience...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Villa Podere Belvedere
9.8 out of 10, Exceptional, (11)
"Our stay at Villa Podere Belvedere was just wonderful. Our family had the most relaxing time at the Villa, enjoying morning walks in the picturesque country side, lovely lunches by the pool and driving to the many charming Towns in the area all contributed to a wonderful stay. My only negative comment is that it would have been helpful if we had been informed that absolutely no household cleaning products or catering supplies would be provided, we could have brought these items with us. Given...
Villa Podere Belvedere
Contemporary House with highest architectural and sustainable credentials
9.8 out of 10, Exceptional, (52)
"A really well equipped property and fantastic views presented very clean and welcoming Caroline could not be more helpful helping to book a restaurant and a trip plus making us feel at home. Ideal location for touring Umbria "
Contemporary House with highest architectural and sustainable credentials
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.
Charming Villa with private pool <br>Villaventotto
9.8 out of 10, Exceptional, (15)
"We had a great time. We stayed for two days"
The price is CA $525
CA $791 total
includes taxes & fees
Oct 1 - Oct 2
Charming Villa with private pool <br>Villaventotto
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia Sleeps 15.
10.0 out of 10, Exceptional, (6)
"This historic Tuscan farmhouse has been renovated to capitalize on spaciousness, multiple bedrooms with private baths, and a truly unique old European feel. Situated in a valley surrounded by beautiful fields and hillside villages, every night offered beautiful sunsets only to be eclipsed by amazing sunrises. Our caring, friendly host immediately made us feel welcomed and was eager to accommodate any needs that our group might have. Our family was very comfortable, taking day trips to nearby...
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia Sleeps 15.
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"
9.6 out of 10, Exceptional, (25)
"We enjoyed a lovely week staying at Villa Costa Piccola. Leonella was very helpful with any queries we had both before and during our stay, and made us a lovely tiramisu on arrival which the whole family enjoyed. Lots of places to explore locally (we visited Montepulciano, Arezzo, Assisi and Gubbio). We also spent a couple of days at the villa enjoying the pool and the peace and quiet. Villa was spotless and well equipped. Supermarkets in Umbertide were easy to get to for any supplies needed....
Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
9.4 out of 10, Exceptional, (40)
"Our group of five women thoroughly enjoyed our two-week stay at Miralaghi. We were in the main house (old hunting lodge) with 4-bedrooms, 3 baths, huge living space, kitchen, carport, and private pool. Miralaghi is a unique property, located between Paciano and Moiano, high up on a hillside. It is very peaceful, quiet and provides lovely hiking trails on the huge, 750 acre property. It's a perfect retreat at the end of a day of visiting nearby hill towns. Our host, Mausi, was a delight and so...
Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,
Villa D'Epoca Vagnucci - Cortona
10.0 out of 10, Exceptional, (1)
"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...
Villa D'Epoca Vagnucci - Cortona
Villa Piandisette - Four Bedroom Villa, Sleeps 10
9.0 out of 10, Wonderful, (7)
"I really liked the villa. The rooms were ready, the beds were made. The owner welcomed us very kindly, showed us all the rooms and the pool. We were on vacation for 8 days and we really liked it, but there were a few details that spoiled our vacation a little or maybe not a little: The villa is suitable for a large number of people up to 10, but it is not very suitable for a longer stay, as I think longer than 3-4 days, because for a longer stay you want the first floor, which is the main one...
Villa Piandisette - Four Bedroom Villa, Sleeps 10
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
ancient villa with pool and park in total privacy
9.6 out of 10, Exceptional, (21)
"Had a great stay at Villa Flaminio. The pool is fantastic and set in shady grounds. Lovely bbq. Supermarket close by. Also a great restaurant, Ostetia dell accademia, in walking distance. Nice, friendly manager who fixed an issue with the cooker within an hour."
ancient villa with pool and park in total privacy
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
9.6 out of 10, Exceptional, (44)
"Villa Gioia is a lovely place to stay for a family or small group of friends. It has fabulous outside space, great location and well laid out interior giving the feeling of a much larger villa. It’s very well equipped for cooking and outside entertaining. Also excellent value for money for this prestigious area. "
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
Tuscan Dream: Gorgeous Private Cortona House with Fantastic Views, Garden & Pool
10.0 out of 10, Exceptional, (17)
"We enjoyed our stay in Villa Rosa. Very nice view and swimming pool. Inside and outside are pleasant places to relax. Communication was good and easy. Cortona is beautiful and an excellent starting point to visit Toscana and Umbria."
Tuscan Dream: Gorgeous Private Cortona House with Fantastic Views, Garden & Pool
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.
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Other property types in Castiglione del Lago

Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (34)
"This property is just outside the town gates, making it easy to walk to town for dining options. Their restaurant is a good choice too. Within easy driving distance are great photo op places, as well as a couple of towns worth visiting. From the back of the property you can also take a couple of iconic Tuscany photos."
The price is CA $227
CA $255 total
includes taxes & fees
Oct 9 - Oct 10
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (103)
"Very nice staff, great service, super clean. Will stay again."
The price is CA $291
CA $324 total
includes taxes & fees
Oct 9 - Oct 10
Hotel San Gregorio
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.