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Compare 1648 Villas in Castiglion Fiorentino with updated reviews, rates, and availability.

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

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!
Pool

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 private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
Water, Plant, Sky, Building, Swimming Pool, Azure, Tree, Shade, Outdoor Furniture, Grass

Beautiful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking

9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Beautiful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking
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

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
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...
The price is AED 4,980
AED 7,060 total
includes taxes & fees
28 Dec - 29 Dec
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

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
Pool

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 Costa Piccola with private pool "amazing holiday in green heart of Italy"
Pool

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"
Perfect villa in Umbria stunning private infinity pool, superb views, sleeps 12
Exterior

Perfect villa in Umbria stunning private infinity pool, superb views, sleeps 12

10.0 out of 10, Exceptional, (14)
"An exceptional house and infinity pool in the hills close to Montone. The children spent many hours in the pool and we all had a barbecue supper on the patio in the evening. The accommodation was wonderful and the kitchen allowed us all to help with cooking. Our master bedroom was very comfortable and had netting on the windows to stop the insects. Amazing property."
Perfect villa in Umbria stunning private infinity pool, superb views, sleeps 12
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren

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
Terrace/patio

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
2-bedroom house immersed in the Tuscan countryside, less than 2 km from the village of Castelluccio

2-bedroom house immersed in the Tuscan countryside, less than 2 km from the village of Castelluccio

2-bedroom house immersed in the Tuscan countryside, less than 2 km from the village of Castelluccio
Beautiful Tuscan Villa with large garden and ample outside space
Magnificent views across valleys to the south east

Beautiful Tuscan Villa with large garden and ample outside space

10.0 out of 10, Exceptional, (50)
"We had a lovely holiday, the villa had lots of room and the pool was fantastic. Couple of places to have meals and kitchen was good. Interesting area, went to Cortona, Assisi and Arezzo. Also a concert in the village of Anghiari which was magical. Only slight negative, having to buy bottled water. Caroline"
Beautiful Tuscan Villa with large garden and ample outside space
Beautiful Villa in a peaceful place, ideal for family holidays.
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.
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Exterior

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 2,046 total
includes taxes & fees
29 Dec - 30 Dec
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Pool

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino
Outdoor

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

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

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
Borgo La Casina
Exterior

Borgo La Casina

Borgo La Casina
House with garden and panoramic view over Lake Trasimeno
Pool

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
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 Castiglion Fiorentino

Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Interior

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Hotel San Gregorio
Outdoor pool

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 616
AED 701 total
includes taxes & fees
2 Jan - 3 January 2025
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.