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Search Villas in Castiglion Fiorentino

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Featured Villas in Castiglion Fiorentino

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.4 out of 10, Exceptional, (20)
"Family of 7 adults spent 1 week in beautiful secluded Tuscan farmhouse. Great location for visiting the region - Arezzo short drive. Florence Pisa approx. 1.5 hours. Beautiful hilltop villages, olive groves and vineyards. Quintessential Tuscany!"
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, (87)
"The property was wonderful with so many eating areas and facilities. Every detail has been thought of. The host, Barbara, was extremely helpful. Make sure you have a high car or SUV as road up is steep and rocky. "
Cortona Umbria / family lake view villa near Tuscany + large salted pool
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 NZ$961
includes taxes & fees
1 Oct - 2 Oct
Charming Villa with private pool <br>Villaventotto
ancient villa with pool and park in total privacy
9.6 out of 10, Exceptional, (20)
"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
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
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
9.8 out of 10, Exceptional, (25)
"We had a great time. Linda and Jamie were amazing. The house was very comfortable. The different levels were different for us, but worked out. Especially with multi families for privacy. The grounds were beautiful. There were a lot of ants, bees, bugs in general around the pool so it was hard at times to use. Especially could not enjoy meals outside, but overall the grounds were just beautiful. Linda went out of her way to accommodate extra family in their private unit. Great way to end our...
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
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"
Stunning Villa, Private Swimming Pool, Breathtaking Views, BBQ, AC, Sleeps 10
9.6 out of 10, Exceptional, (15)
"We had a lovely stay at this wonderful place with fabulous views and great pool. The fabulous view means you need to be comfortable to navigate some windy tracks and is more suited to a relaxing week than a hectic sightseeing schedule. "
Stunning Villa, Private Swimming Pool, Breathtaking Views, BBQ, AC, Sleeps 10
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 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
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
9.8 out of 10, Exceptional, (27)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
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
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
9.8 out of 10, Exceptional, (14)
"This is a stunning property with a stunning view that photos simply cannot do justice to. My only reservation was the very poor directions to find it and some difficulty getting a hot water issue sorted out . The garden is stunningly beautiful and lavender bushes a hive of activity for bees and gorgeous butterflies that did not desturb us in any way even when standing in their midst observing them closely. We took our children and grandchildren and had a great time. The views are to die for the...
Tuscany Villa with Breathtaking View, Pool, huge Garden and 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.
Beautiful 4 bed 4 bath private villa with breathtaking views and infinity pool
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 4 bed 4 bath private villa with breathtaking views and infinity pool
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 NZ$521
includes taxes & fees
24 Oct - 25 Oct
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
8.0 out of 10, Very good, (2)
"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
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
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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
9.6 out of 10, Exceptional, (64)
"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...
Farmhouse in the hills with panoramic view and swimming pool
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Casa Lina - private pool and garden to enjoy with friends or family
8.0 out of 10, Very good, (3)
"We had a wonderful stay in this holiday home. It was equipped with air conditioning, which is very handy with the high temperatures in the summer. The best part was the swimming pool, where we could find some refreshments during the heat. It is a wonderful region where you can visit a lot. In less than 10 minutes, you will find 3 supermarkets and the beautiful city of Castiglion Fiorentino. The communication with the owners was not that easy as they only spoke Italian and we did not. But we...
Casa Lina - private pool and garden to enjoy with friends or family
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.