Skip to main content

Villas in Castiglion Fiorentino

Find the villas that appeal to you the most

Villas for every style

Find the right villa for you in Castiglion Fiorentino

The best villas in Castiglion Fiorentino

Check out our pick of great villas in Castiglion Fiorentino

Filter by:

Review score

San Lazzo Luxury Room - ROOM & PERSONAL SPA

Castiglion Fiorentino

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

J
Julia
From
Italy
Communication was polite and prompt. Collecting the key was easy. Fabiana was incredibly helpful. Amazing property decorated immaculately. Spotlessly clean. Everything you need is provided - tea & coffee, breakfast items, fresh fruit and baked goods, bottled water etc. Coffee machine, kettle and toaster. Even a juicer! Embroidered robes and towels with slippers. Toiletries in the bathroom. A little kitchenette area with a sink, fridge and hob if you want to cook. Open log fire with everything you need - we visited in November and we were warm and cosy since there is also heating. Good wifi. TV in both the bedroom and living room areas. We did not use the sauna, but the hot tub was great with clear instructions - a real luxury retreat for a few days. Located in the old town and walking distance to some lovely restaurants and a couple of bars. Perfect for a romantic getaway.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 111 reviews
Price from
US$251.20
1 night, 2 adults

Casale21

Castiglion Fiorentino

Boasting a garden and views of garden, Casale21 is a recently renovated holiday home set in Castiglion Fiorentino, 20 km from Piazza Grande.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews
Price from
US$269.40
1 night, 2 adults

VILLA Podere IL GIARDINO

Castiglion Fiorentino

Located in Castiglion Fiorentino, within 48 km of Terme di Montepulciano, VILLA Podere IL GIARDINO is an accommodation offering pool views.

S
Stuart
From
United Kingdom
Beautiful house in stunning grounds, very spacious and exceptionally clean, the pool was perfect
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
US$563.45
1 night, 2 adults

Casa dei Girasoli

Castiglion Fiorentino

Boasting air-conditioned accommodation with a pool with a view, garden view and a patio, Casa dei Girasoli is set in Castiglion Fiorentino.

R
Ramesh
From
United Kingdom
Amazing host, Luigi was so helpful with our arrival and during our time in Castiglion. He was such a warm man who made us feel at home. The pool area and the space was also fantastic
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews
Price from
US$349.22
1 night, 2 adults

Camera e Appartamento Toscana - B&B Palazzo Robicci

Castiglion Fiorentino

Housed in a historic building, Camera e Appartamento Toscana - B&B Palazzo Robicci offers accommodation with a garden and free WiFi in Castiglion Fiorentino, 20 km from Piazza Grande.

D
Dirk
From
Netherlands
The location in center of a medeaval town. The excellent host, and support .
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews
Price from
US$116.21
1 night, 2 adults

Leopoldina L'Orto

Arezzo (Near Castiglion Fiorentino)

Offering a garden and garden view, Leopoldina L'Orto is situated in Arezzo, 14 km from Piazza Grande and 43 km from Terme di Montepulciano.

S
Sergii
From
Ukraine
What a lovely place! The room was spacious, spotless, and felt brand new. The villa, recently renovated, is a perfect blend of traditional charm and modern amenities. We were welcomed to make coffee and tea and even prepare breakfast in the guest kitchen, which was a greatly appreciated. Gaby is an amazing host.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 138 reviews
Price from
US$58.69
1 night, 2 adults

Il Tiglioré

Poderi Rancoli (Near Castiglion Fiorentino)

Located in Poderi Rancoli, 19 km from Piazza Grande and 38 km from Terme di Montepulciano, Il Tiglioré offers air conditioning.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
US$174.32
1 night, 2 adults

sole di campagna

Arezzo (Near Castiglion Fiorentino)

Located in Arezzo, 14 km from Piazza Grande and 45 km from Terme di Montepulciano, sole di campagna offers a garden and air conditioning.

K
Kiril
From
Bulgaria
Our stay at the villa was more than wonderful! The place is peaceful, extremely clean and cozy, and the atmosphere – perfect for rest and relaxation. Everything was well maintained and carefully prepared to make us feel comfortable. The owners are extremely kind and hospitable – from the moment we arrived they welcomed us with a smile and care. We would definitely come back again and are happy to recommend the villa to anyone looking for peace and comfort combined with true hospitality
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews
Price from
US$123.25
1 night, 2 adults

Agriturismo Casa Paradiso

Cortona (Near Castiglion Fiorentino)

Located just 30 km from Piazza Grande, Agriturismo Casa Paradiso offers accommodation in Cortona with access to free bikes, a garden, as well as full-day security.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews
Price from
US$137.34
1 night, 2 adults

Casa Elena on the Piero della Francesca route

Arezzo (Near Castiglion Fiorentino)

Located in Arezzo in the Tuscany region, Casa Elena on the Piero della Francesca route has a garden. The property features inner courtyard and quiet street views.

K
Konstantinos
From
Greece
Very nice and traditional house of that beautiful area very close to the city of Arezzo.Parking next to the house and the hostess was extremely helpful,will visit this place soon again
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 14 reviews
Price from
US$45.17
1 night, 2 adults
All villas in Castiglion Fiorentino

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Castiglion Fiorentino and surroundings in the past month

See all

Popular with guests booking villas in Castiglion Fiorentino

Popular with guests booking villas in Castiglion Fiorentino

Popular with guests booking villas in Castiglion Fiorentino

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 59 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 22 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 46 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 29 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews

Popular with guests booking villas in Castiglion Fiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 111 reviews

Great access to the city centre. Check these villas in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 22 reviews

Situated in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, Casa Letizia features accommodation with free WiFi in a historic building.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4 reviews

Boasting air-conditioned accommodation with a private pool, garden view and a patio, La Casa del Melograno is set in Castiglion Fiorentino.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews

Housed in a historic building, Camera e Appartamento Toscana - B&B Palazzo Robicci offers accommodation with a garden and free WiFi in Castiglion Fiorentino, 20 km from Piazza Grande.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 46 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 46 km from Terme di Montepulciano, La Casa del Viaggiatore offers accommodation with free WiFi in a historic building.

Featuring air-conditioned accommodation with a private pool, Villa Cappuccini is located in Castiglion Fiorentino.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Boasting air-conditioned accommodation with a pool with a view, garden view and a patio, Casa dei Girasoli is set in Castiglion Fiorentino.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Castiglion Fiorentino, Villa Degli Olivi offers an outdoor pool and a tennis court. This self-catering accommodation features WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Castiglion Fiorentino, YD exclusive design villa Agati provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Villas with swimming pools in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews

Located in Poderi Rancoli, 19 km from Piazza Grande and 38 km from Terme di Montepulciano, Il Tiglioré offers air conditioning.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 42 reviews

Located in Cortona, La casa di Tommy provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Casina Dei Sogni is set in Arezzo.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Boasting garden views, Villa la Ghiandaia by Mmega is situated in Pergognano, 45 km from Terme di Montepulciano.

Located in Castiglion Fiorentino, Collina dei Fiori offers an outdoor pool. This self-catering accommodation features WiFi. Accommodation will provide you with a TV, a patio and satellite channels.

Boasting air-conditioned accommodation with a private pool, Villa in Mammi with Pool near Florence is situated in Castiglion Fiorentino.

Situated in Pergognano, 21 km from Piazza Grande, Farmhouse Agriturismo Borgo in Santa Lucia offers accommodation with free WiFi, a terrace or a patio and access to a garden and an outdoor pool.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Situated in Castiglion Fiorentino, Lovely Home In Castiglion Fiorentino features accommodation with private pool, free WiFi and free private parking for guests who drive.

Enjoy breakfast in Castiglion Fiorentino and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Amazing Home In Castiglion Fiorentino is set in Fondaccio. The 3-star holiday home is 44 km from Terme di Montepulciano. The property is non-smoking and is situated 18 km from Piazza Grande.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring a sauna, Agriturismo Borgo Santa Lucia, Entire property is located in Pergognano. With pool views, this accommodation provides a patio and a swimming pool.

Featuring mountain views, Villa Senaia offers accommodation with a spa and wellness centre and a balcony, around 22 km from Piazza Grande.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Set in Fondaccio in the Tuscany region, Holiday Home La Felcaia by Interhome has a balcony. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting accommodation with a balcony, Agriturismo Poggiolo is situated in Castiglion Fiorentino.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a balcony, CASA ANGELA is situated in Castiglion Fiorentino.

Villa in Tuscany with Pool and Valley Views is an accommodation set in Castiglion Fiorentino, 48 km from Terme di Montepulciano and 49 km from Magione Motorspeedway.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2 reviews

Villa La Foce offers a hot tub and free private parking, and is within 23 km of Piazza Grande and 48 km of Terme di Montepulciano.

Travelling by car? These villas in Castiglion Fiorentino and nearby offer free parking

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews

Located in Arezzo, 14 km from Piazza Grande and 45 km from Terme di Montepulciano, sole di campagna offers a garden and air conditioning.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 25 reviews

Featuring mountain views, Dolce Casa 2 by Tiny Away provides accommodation with a garden, around 42 km from Terme di Montepulciano.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 47 reviews

Featuring mountain views, Dolce Casa 1 by Tiny Away is located in Arezzo, around 42 km from Terme di Montepulciano. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 138 reviews

Offering a garden and garden view, Leopoldina L'Orto is situated in Arezzo, 14 km from Piazza Grande and 43 km from Terme di Montepulciano.

Housed in a historic building, the recently renovated Agriturismo Podere Ponticelli - Villa con vista su Cortona provides accommodation with a garden and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews

Located just 30 km from Piazza Grande, Agriturismo Casa Paradiso offers accommodation in Cortona with access to free bikes, a garden, as well as full-day security.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 14 reviews

Located in Arezzo in the Tuscany region, Casa Elena on the Piero della Francesca route has a garden. The property features inner courtyard and quiet street views.

Boasting garden views, Villa Pasqualina by Mmega is located in Arezzo, 43 km from Terme di Montepulciano.

FAQ about villas in Castiglion Fiorentino

Villas that guests love in Castiglion Fiorentino

See all
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews
The host Manuela was super nice, easy to communicate with, always helping solve our requests or questions. The villa is amazing, nice pool big house.. just perfect!
Guest review by
Petr
Family with young children
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 14 reviews
Beautiful house with amazing view. We have been to Tuscany a few times and this was by far the best location we had. The house was fully equipped with everything imaginable. With a fully gated, large garden, it is also a petfriendly location. A 15-20 minute drive to the old village with great restaurants, while the house is quiet, private and surrounded by nature. Leo and Elena were great hosts, and we would be very happy to come again.
Guest review by
Silke Pinkhof
People with friends
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews
This place felt more personal than a lot of other villa's we have stayed in.
Guest review by
Kelly
Solo traveller
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Everything was amazing. The villa, the pool, the property. We enjoyed our stay so much.
Guest review by
Mikhail
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Beautiful villa nestled in a gorgeous medieval town.
Guest review by
Daniel
People with friends
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
Beautiful villa, very peaceful, very well equipped with everything you need. Only a 20 minute walk to town/station. Panacotta made for us one evening by the host
Guest review by
Alison
Family with young children