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Compare 1644 Villas in Castiglione del Lago with updated reviews, rates, and availability.

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

9.8 out of 10, Exceptional, (30)
"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!

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

Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

10.0 out of 10, Exceptional, (9)
"This is a beautifully furnished and restored house. The quality of the furnishings and kitchens and bath are excellent. The pool is beautiful and we loved the covered loggia area so you could lounge poolside but still have cover from the sun. Easy to get to several interesting towns including Montalcino, Pienza, Montepulciano. The house manager was very helpful and pre-shopped for groceries and is available to line up lots of activities. Definitely recommend a stay with family or friends."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

Villa with private pool, air conditioning 20km from Trasimeno lake and Perugia

10.0 out of 10, Exceptional, (3)
"Abbiamo soggiornato in questa villa in 16 persone (quattro famiglie ) e si è rivelata comodissima sia per le camere che per i quattro bagni a disposizione che hanno consentito un'ottima divisione degli spazi. Bellissimo il contorno con calcio balilla, tavolo da ping pong, campetto di calcetto e la piscina, oltre agli ampi spazi comuni interni. Una parola a parte per i proprietari Dalia e Giuliano che sono stati accoglienti, disponibili e mai invadenti e che approfitto per salutare e ringraziare...
Villa with private pool, air conditioning 20km from Trasimeno lake and Perugia

Villa Uccellaia - Country Villa Rental with swimming pool in Umbria

10.0 out of 10, Exceptional, (62)
"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"

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Villa Miralaghi: Huge Park, Private Heated Pool, Billiard, Lake, Playground,

9.4 out of 10, Exceptional, (41)
"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 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

Holiday Home La Limonaia - Lovely restored baronial guesthouse

10.0 out of 10, Exceptional, (35)
"The loveliest place we have ever stayed through VRBO. La Limonia exceeds all expectations. Wander the property, explore the many gardens. Relax. Enjoy. Many thanks to Margareth and Arthur who were exceptional hosts, kind, friendly and helpful. Polly, Don, Chuck and Mary Jo"
Holiday Home La Limonaia - Lovely restored baronial guesthouse

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.

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
The price is AED 1,724
AED 2,049 total
includes taxes & fees
23 Dec - 24 Dec
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with WIFI, private pool, A/C, TV, patio, panoramic view, parking, close to Montalcino

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

Villa Il Girasole in Parrano

Villa Il Girasole in Parrano

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

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

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
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 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

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (107)
"Very nice staff, great service, super clean. Will stay again."
The price is AED 484
AED 556 total
includes taxes & fees
23 Dec - 24 Dec
Hotel San Gregorio

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is AED 745
AED 838 total
includes taxes & fees
28 Dec - 29 Dec
Casanova - Panoramic Rooms and Suites
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.