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Villas in Castiglion Fiorentino

Find the villas that appeal to you the most

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The 10 Best Villas in Castiglion Fiorentino, Italy

Check out our pick of great villas in Castiglion Fiorentino

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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San Lazzo Luxury Room - ROOM & PERSONAL SPA, villa in 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. Offering free WiFi throughout the property, the non-smoking holiday home features a sauna.

What a dream! Everything is so cool you want to stay there more and more!

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9.9
Exceptional
43 reviews
Price from
£188
per night
Check availability
Villa Grazia, villa in Castiglion Fiorentino

Located in Castiglion Fiorentino in the Tuscany region, Villa Grazia has a balcony. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking. The accommodation offers a shared kitchen and private check-in and check-out for guests.

The location is great: sitting high up on a hill, overlooking the nearby castle and Castiglion Fiorentino. You really couldn't ask for more, and the views from the terrace were wonderful. The pool area is very nice too, and the building is spacious. The owners were lovely and very obliging, too.

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9.5
Exceptional
6 reviews
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Rustico Rosmarino, villa in Castiglion Fiorentino

The holiday home with a balcony and garden views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a toaster, and 1 bathroom with a bidet. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

Great location. Amazing host. Comfortable beds. Hot shower. Adequate cooking facilities. Would definitely stay here again. Had a great time.

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9.5
Exceptional
52 reviews
Price from
£85
per night
Check availability
Agriturismo Fonte Vinaglia, villa in Castiglion Fiorentino

The spacious villa comes with 3 bedrooms, 3 bathrooms, bed linen, towels, a TV with satellite channels, a dining area, a fully equipped kitchen, and a terrace with mountain views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. Additional in-room amenities include wine or champagne.

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9.9
Exceptional
8 reviews
Price from
£260
per night
Check availability
VILLA Podere IL GIARDINO, villa in Castiglion Fiorentino

Featuring pool views, VILLA Podere IL GIARDINO offers accommodation with a shared lounge, around 46 km from Terme di Montepulciano. This holiday home has a private pool, a garden, barbecue facilities, free WiFi and free private parking. The property is non-smoking and is set 21 km from Piazza Grande.

Surrounded by nature with a well-kept garden. Very quiet but not secluded. To Castiglion Fiorentino 5min by car. There you will find many good restaurants and the little town has charm. Shopping facilities (supermarkets, bakery, butcher's, pastry shop and two great alimentari in short distance. You immediately feel at home and are convinced that you have made the right choice. The house has been beautifully renovated with much attention to detail. From the bedrooms to the living room, through an ideal kitchen (very well equipped). Bathrooms and the other rooms are extremely clean. Lovely 14m pool for lounging, swimming. I can't find anything negative and we dream of coming back.... Daniela is a great host, she looks after the property and the pool every morning and is on hand to advise and assist guests. If you want to get a professional manicure contact Istituto Di Bellezza Caterina E Paola, if you are looking for a great haircut/ highlights contact Alida Co

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9.7
Exceptional
7 reviews
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Podere Ortaglia di Sotto, villa in Castiglion Fiorentino

Located in Castiglion Fiorentino in the Tuscany region, Podere Ortaglia di Sotto has a balcony and pool views. This holiday home features a private pool, a garden, barbecue facilities, free WiFi and free private parking. The property is non-smoking and is set 21 km from Piazza Grande.

The house is very big and clean, the rooms are very comfortable. The house is very well maintained. The garden is very big and beautiful. The owner of the apartment is always available on whatsapp and was very kind

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9.6
Exceptional
16 reviews
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Holiday Home Santa Lucia by Interhome, villa in Castiglion Fiorentino

Set in Castiglion Fiorentino, Holiday Home Santa Lucia by Interhome offers accommodation with private pool, free WiFi and free private parking for guests who drive. Guests staying at this holiday home have access to a patio. The property is non-smoking and is located 22 km from Piazza Grande.

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9.7
Exceptional
6 reviews
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Casa dei Girasoli, villa in Castiglion Fiorentino

Composed of 3 bedrooms and 2 bathrooms with bath or shower and bidet, this holiday home is fitted with a flat-screen TV with satellite channels. There is a seating area, a dining area and a kitchen equipped with toaster. Other facilities at Casa dei Girasoli include an outdoor pool.

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9.7
Exceptional
6 reviews
Price from
£292
per night
Check availability
Podere Ortaglia di Sopra, villa in Castiglion Fiorentino

Located in the Tuscan countryside, Podere Ortaglia di Sopra is a 15-minute drive from Castiglion Fiorentino. It offers a garden with an outdoor pool and BBQ facilities.

With free WiFi throughout, the 4-bedroom villa offers a TV, rustic décor and a fully equipped kitchen with a dishwasher. The private bathroom includes a spa bath.

it is the perfect place in Italy: high in the mountains with a perfect view for relaxing. We had a lot of fun and enjoyed the house and pool every minute. The House is modern but also typically for Italy. The House offers a lot of space and is fully equipped with everything you need. The garden and the pool is fantastic. The pictures show reality 🙂 Leo answered directly and was helpful all the time. He came every das for cleaning the Pool. Thank Leo 🙂 All in all a pefect stay, we will come back very soon!

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9.6
Exceptional
18 reviews
Check availability
Villa Senaia, villa in Castiglion Fiorentino

Located in Castiglion Fiorentino, Villa Senaia offers an outdoor pool.

The villa will provide you with a flat-screen tv, a tv and a balcony.There is a full kitchen with a dishwasher and oven. The 3 private bathroom also come with a bath or shower. You can enjoy a mountain view and a pool view from the room.

We loved our stay at Villa Senaia! How can you not with that view! But as well as the view the rooms are a nice size with aircon, the terrace is a wonderful place to sit and eat, it has shade and a breeze. The pool is brilliant, long enough to do lengths and have the whole family playing. There is also a hot tub! we loved the €4 wine from his friends vineyard and the 3k walk to the local town took 40mins and meant you could walk in for breakfast or a drink before dinner.

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9.8
Exceptional
5 reviews
Check availability
All villas in Castiglion Fiorentino

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  • San Lazzo Luxury Room - ROOM & PERSONAL SPA
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 43 reviews

    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.

    L’intimità, la cura dei dettagli, il clima natalizio

  • Villa Grazia
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Located in Castiglion Fiorentino in the Tuscany region, Villa Grazia has a balcony. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

  • Rustico Rosmarino
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 52 reviews

    Rustico Rosmarino is set in Castiglion Fiorentino and offers a garden, a terrace and a shared lounge.

    Ottima l'accoglienza e la posizione a 1 minuto dal Cassero

  • Agriturismo Fonte Vinaglia
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 8 reviews

    Set in Castiglion Fiorentino, 25 km from Piazza Grande and 49 km from Terme di Montepulciano, Agriturismo Fonte Vinaglia offers a fitness centre and air conditioning.

    lokalizacja - piękne widoki, cisza, udogodnienia- basen, grill, altanki, piłkarzyki

  • VILLA Podere IL GIARDINO
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Featuring pool views, VILLA Podere IL GIARDINO offers accommodation with a shared lounge, around 46 km from Terme di Montepulciano.

  • Podere Ortaglia di Sotto
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 16 reviews

    Located in Castiglion Fiorentino in the Tuscany region, Podere Ortaglia di Sotto has a balcony and pool views.

    Peaceful location just 15 minutes from a quaint small town

  • Holiday Home Santa Lucia by Interhome
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Set in Castiglion Fiorentino, Holiday Home Santa Lucia by Interhome offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Casa dei Girasoli
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Casa dei Girasoli offers pet-friendly accommodation in Castiglion Fiorentino, 47 km from Siena. It provides free private parking. Free WiFi is available throughout the property.

Great access to the city centre! Check these villas in Castiglion Fiorentino

  • Holiday Home Volpe by Interhome
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Situated in Castiglion Fiorentino, 18 km from Piazza Grande and 44 km from Terme di Montepulciano, Holiday Home Volpe by Interhome offers a garden and air conditioning.

  • Panoramic View Village of Villa Luigina Cortona
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Boasting pool views, Panoramic View Village of Villa Luigina Cortona features accommodation with a fitness centre and a balcony, around 20 km from Piazza Grande.

  • Casale Il Trecento
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Located in Castiglion Fiorentino, Casale Il Trecento offers an outdoor pool and a tennis court. Accommodation will provide you with a balcony, a patio and a terrace.

  • Casa White by PosarelliVillas
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 reviews

    Situated in Castiglion Fiorentino, 18 km from Piazza Grande and 45 km from Terme di Montepulciano, Casa White by PosarelliVillas features spacious air-conditioned accommodation with a terrace and free...

    Beautiful villa nestled in a gorgeous medieval town.

  • Belvilla by OYO Villa il Castello
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Located in Castiglion Fiorentino, 23 km from Piazza Grande and 44 km from Terme di Montepulciano, Belvilla by OYO Villa il Castello provides air-conditioned accommodation with a terrace and free WiFi.

  • Villa Senaia
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Located in Castiglion Fiorentino, Villa Senaia offers an outdoor pool. The villa will provide you with a flat-screen tv, a tv and a balcony.There is a full kitchen with a dishwasher and oven.

  • Podere Ortaglia di Sopra
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 18 reviews

    Located in the Tuscan countryside, Podere Ortaglia di Sopra is a 15-minute drive from Castiglion Fiorentino. It offers a garden with an outdoor pool and BBQ facilities.

    Ideal für einen Urlaub in entspannter Lage mit Hund, einfach nur genial.

  • Villa Degli Olivi
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

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

  • Agriturismo Podere Delle Querci
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 30 reviews

    Located in Castiglion Fiorentino, Agriturismo Podere Delle Querci offers an outdoor pool. This self-catering accommodation features free WiFi.

    Posizione facimente raggiugibile , anche grazie alle informazioni dettagliate della proprietaria.

  • BellaVista di Mammi
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Set in Castiglion Fiorentino, 20 km from Piazza Grande and 45 km from Terme di Montepulciano, BellaVista di Mammi offers air conditioning.

  • Podere San Cassiano
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Set in Castiglion Fiorentino, Podere San Cassiano offers accommodation with a private pool, a balcony and mountain views. This property offers access to a terrace, free private parking and free WiFi.

  • Casa Caldesi
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Offering an outdoor pool, Casa Caldesi is located in Castiglion Fiorentino. The accommodation will provide you with a balcony and a terrace.

  • Spacious Farmhouse in Castiglion Fiorentino with Garden
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 9 reviews

    Located in Castiglion Fiorentino, Spacious Farmhouse in Castiglion Fiorentino with Garden offers accommodation with an outdoor pool, a garden and a terrace.

  • Casa Letizia
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 9 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.

    El anfitrión, La ciudad. Las instalaciones, la amplitud del alojamiento. Bueno todo es espectacular

  • CASA IRIDE
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 10 reviews

    Boasting quiet street views, CASA IRIDE features accommodation with a terrace, around 17 km from Piazza Grande. This holiday home offers accommodation with a balcony.

    Posizione Gentilezza e disponibilità dello staff Garage a disposizione

  • La Casa del Viaggiatore
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 51 reviews

    Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, La Casa del Viaggiatore offers accommodation with free WiFi in a historic building.

    La particolarità dell’arredamento e il sito turistico

  • Belvilla by OYO Montecchio
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 16 reviews

    Situated only 45 km from Terme di Montepulciano in Castiglion Fiorentino, Belvilla by OYO Montecchio features accommodation fitted with a terrace, garden and outdoor pool.

    Pri príchode nás čakal výborný domáci koláč a ich vlastné víno

  • La casa di Mary
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 26 reviews

    Featuring garden views, La casa di Mary features accommodation with a seasonal outdoor swimming pool and a balcony, around 23 km from Piazza Grande.

    Struttura veramente grande… ampio parcheggio e servizi essenziali nelle vicinanze. Punto a favore per il doppio bagno !

  • Tuscan Charme of Cottage Roccaio Countryside Cortona
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 4 reviews

    Offering barbecue facilities and inner courtyard view, Tuscan Charme of Cottage Roccaio Countryside Cortona is set in Castiglion Fiorentino, 23 km from Piazza Grande and 46 km from Terme di...

  • Il Giardino delle Giare
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 reviews

    Offering mountain views, Il Giardino delle Giare is an accommodation set in Castiglion Fiorentino, 49 km from Terme di Montepulciano and 48 km from Magione Motorspeedway.

  • La Torre
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 2 reviews

    La Torre offers accommodation located in Castiglion Fiorentino, 23 km from Piazza Grande and 44 km from Terme di Montepulciano.

  • Belvilla by OYO Agriturismo with garden
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 4 reviews

    Located only 50 km from Terme di Montepulciano in Castiglion Fiorentino, Belvilla by OYO Agriturismo with garden provides accommodation equipped with a terrace, garden and outdoor pool.

    Sauberkeit, tolle Lage!

  • 2 bedrooms villa with private pool and wifi at Castiglion Fiorentino
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 1 review

    Set 20 km from Piazza Grande, 2 bedrooms villa with private pool and wifi at Castiglion Fiorentino has a seasonal outdoor pool, free WiFi, and free private parking for guests who drive.

  • Il Giardino degli Olivi
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 1 review

    Located in Castiglion Fiorentino, Il Giardino degli Olivi offers a terrace with mountain and pool views, as well as a seasonal outdoor pool, fitness centre and open-air bath.

  • Belvilla by OYO Burone
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 3 reviews

    Set in Castiglion Fiorentino in the Tuscany region, Belvilla by OYO Burone has a terrace. This holiday home offers barbecue facilities.

  • Villa Cappuccini

    Located in Castiglion Fiorentino, this villa is set 49 km from Siena. The air-conditioned unit is 45 km from Perugia. The unit equipped with a kitchen with a dishwasher and microwave.

  • Beautiful Home In Castiglion Fiorentino With 2 Bedrooms, Outdoor Swimming Pool And Sauna

    Featuring a sauna, Beautiful Home In Castiglion Fiorentino With 2 Bedrooms, Outdoor Swimming Pool And Sauna is located in Castiglion Fiorentino.

  • Villa Castiglioni

    Set in Castiglion Fiorentino, 20 km from Piazza Grande and 46 km from Terme di Montepulciano, Villa Castiglioni offers air conditioning.

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

FAQ about villas in Castiglion Fiorentino

Villas that guests love in Castiglion Fiorentino

  • Il Giardino delle Giare

    Il Giardino delle Giare

    Villa in Castiglion Fiorentino
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 reviews
    This place felt more personal than a lot of other villa's we have stayed in.
    Kelly
    Solo traveller
  • Porta Romana

    Porta Romana

    Villa in Castiglion Fiorentino
    Avg. price/night: £61.90
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 112 reviews
    I had an absolutely charming stay at Porta Romana! The Tuscan village had stunning panoramas that took my breath away, and the bedrooms were comfortable and cozy. The neighborhood was tranquil, allowing for a peaceful and relaxing retreat. However, I encountered a couple of issues, such as the absence of toilet paper, which was a bit inconvenient. Furthermore, the narrow streets made parking a bit challenging. Despite these minor drawbacks, I enjoyed my time in Porta Romana and cherished the scenic beauty it offered.
    Sándor
    People with friends
  • Casa White by PosarelliVillas

    Casa White by PosarelliVillas

    Villa in Castiglion Fiorentino
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 4 reviews
    Everything was amazing. The villa, the pool, the property. We enjoyed our stay so much.
    Mikhail
    Family with young children
  • Casa White by PosarelliVillas

    Casa White by PosarelliVillas

    Villa in Castiglion Fiorentino
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 4 reviews
    Beautiful villa nestled in a gorgeous medieval town.
    Daniel
    People with friends
  • Camera Suite Romantica con Giardino in Dimora Storica - B&B Palazzo Robicci

    Camera Suite Romantica con Giardino in Dimora Storica - B&B Palazzo Robicci

    Villa in Castiglion Fiorentino
    Avg. price/night: £93.70
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 42 reviews
    Authentic and romantic palace or villa at the medieval wall in Castiglion Fiorentina. Tosca is a very pleasant and professional host to accommodate an unforgettable stay.
    A
    Anonymous
    Young couple
  • Villa Degli Olivi

    Villa Degli Olivi

    Villa in Castiglion Fiorentino
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews
    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
    Alison
    Family with young children
  • Hotel Park

    Hotel Park

    Villa in Castiglion Fiorentino
    Avg. price/night: £107.46
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 920 reviews
    The small village has a lot to offer: history and great restaurants! Supermarket just a 5 minutes away. Staff in the hotel is friendly, rooms are spacious and clean.
    Elena Zarb
    Family with young children
  • Tuttomio Home&Breakfast Suite with whirlpool

    Tuttomio Home&Breakfast Suite with whirlpool

    Villa in Castiglion Fiorentino
    Avg. price/night: £199.44
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 53 reviews
    Stunning Property in small village. Love the original stone and wood decor. Hostess was super friendly and helpful. Very Highly recommended.
    Dominique
    Young couple
  • Villa Paglicci Reattelli Agriturismo

    Villa Paglicci Reattelli Agriturismo

    Villa in Castiglion Fiorentino
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 11 reviews
    Great place for a family, great location in a wonderful village. Very kind hosting, allways available for any request we had. Highly recommended place while visiting in Toscana for enjoyable staying.
    Michal
    Family with young children
  • Casa Portagioia

    Casa Portagioia

    Villa in Castiglion Fiorentino
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 72 reviews
    Wonderful quiet villa in a stunning hillside. Can’t recommend highly enough. 😊
    Laura
    Family with young children

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