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The best holiday homes in Castiglion Fiorentino

Check out our pick of great holiday homes in Castiglion Fiorentino

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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.

So clean and beautiful staging and arrangements. Very high class and extremely helpful and friendly.

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9.9
Exceptional
48 reviews
Price from
£188
per night

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.

The holiday home has 2 bedrooms, a flat-screen TV, a fully equipped kitchen with an oven and a fridge, a washing machine, and 1 bathroom with a shower.

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9
Superb
11 reviews
Price from
£85
per night

The holiday home with a patio and inner courtyard views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 1 bathroom with a bidet. Towels and bed linen are available in the holiday home. The accommodation is non-smoking.

Great location. Big, comfortable, great shower

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8.9
Fabulous
10 reviews
Price from
£87
per night

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 features 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
Price from
£311
per night

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
53 reviews
Price from
£81
per night

Featuring air-conditioned accommodation with a private pool, Agriturismo Fonte Vinaglia is set in Castiglion Fiorentino. This property offers access to a balcony, table tennis, free private parking and free WiFi. The accommodation offers airport transfers, while a car rental service is also available.

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9.9
Exceptional
8 reviews
Price from
£281
per night

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
Price from
£429
per night

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

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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9.6
Exceptional
7 reviews

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

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Castiglion Fiorentino

Most booked holiday homes in Castiglion Fiorentino this month

Enjoy breakfast in Castiglion Fiorentino!

  • San Lazzo Luxury Room - ROOM & PERSONAL SPA
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 48 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

  • CASA IRIDE
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 11 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

  • 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
     · 53 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

    Featuring air-conditioned accommodation with a private pool, Agriturismo Fonte Vinaglia is set in Castiglion Fiorentino.

    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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 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.

Save money on holiday homes in Castiglion Fiorentino – budget options available!

  • 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.

  • 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 Senaia
    Budget options available
    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.

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

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

    Good location, pristine house and huge outdoor space.

  • 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.

  • La Casa del Viaggiatore
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 52 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 in Castiglion Fiorentino, Belvilla by OYO Montecchio features accommodation with an outdoor pool, a garden and barbecue facilities.

    Pri príchode nás čakal výborný domáci koláč a ich vlastné víno

  • in Castiglion Fiorentino with private pool

    Featuring a garden, an outdoor pool and garden views, in Castiglion Fiorentino with private pool is located in Castiglion Fiorentino. This holiday home is 45 km from Terme di Montepulciano.

Great access to the city centre! Check these holiday homes 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.

  • Lovely Home In Castiglion Fiorentino With Kitchen
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Lovely Home In Castiglion Fiorentino With Kitchen is located in Castiglion Fiorentino.

  • 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, Belvilla by OYO Villa il Castello offers accommodation with free WiFi, a balcony or a patio and access to a garden and an outdoor pool.

  • Lovely Home In Castiglion Fiorentino With Kitchen
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Castiglion Fiorentino, 49 km from Terme di Montepulciano and 49 km from Magione Motorspeedway, Lovely Home In Castiglion Fiorentino With Kitchen features accommodation with access to a...

  • Villa Cecilia
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Castiglion Fiorentino, Villa Cecilia offers an outdoor pool. This self-catering accommodation features WiFi. Accommodation will provide you with a balcony, a patio and a terrace.

  • 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.

  • 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.

  • Casa Letizia
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 10 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

  • La casa di Mary
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 29 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.

    Gentile e disponibile il proprietario. Casa grande e accogliente ottima per portare il cane .

  • 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.

  • Villa Le Capanne
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 2 reviews

    Featuring accommodation with a private pool, pool view and a balcony, Villa Le Capanne is located in Castiglion Fiorentino. With garden views, this accommodation features a patio.

  • 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.

  • Nice Home In Castiglion Fiorentino With Outdoor Swimming Pool

    Featuring a sauna, Nice Home In Castiglion Fiorentino With Outdoor Swimming Pool 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.

  • Villa Castiglioni

    Boasting a garden, an outdoor pool and garden views, Villa Castiglioni is located in Castiglion Fiorentino. The villa is 45 km from Terme di Montepulciano.

  • Collina dei Fiori

    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.

  • Amazing Home In Castiglion Fiorentino With 4 Bedrooms

    Amazing Home In Castiglion Fiorentino With 4 Bedrooms offers accommodation in Castiglion Fiorentino, 45 km from Terme di Montepulciano.

FAQ about holiday homes in Castiglion Fiorentino






Holiday homes that guests love in Castiglion Fiorentino

  • Avg. price/night: £137.04
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 25 reviews
    Lovely spacious apartment with 2 dining areas. We'll located for an event we were attending in the town. Fabulous views. Plenty of parking. Very clean. Host very accommodating with arrival times.
    Catherine
    People with friends
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 20 reviews
    We travel a lot and this was the best accomodation ever. The apartment was spacious, very clean with high quality house equipment and magnificent interior design. The bridge - balcony and the yard were a big surprise.
    SOFIA
    Family with young children
  • Avg. price/night: £93.36
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 128 reviews
    We had a wonderful stay at this very pretty property. It has an incredible view of the valley. The room was very clean and bright. The big and delicious breakfast was served out on the patio. The owners are very sweet.
    N
    Nancy
    Young couple
  • Avg. price/night: £71.94
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 547 reviews
    Pool is very good and very clean you can see they pay close attention to cleanliness , each room has a place by the pool with parasol and deck chairs for each guest (we had chairs for kids as well and that was great). Dinner at the restaurant was great, prices affordable and staff very nice. Rooms clean and large. Perfect stay!
    Ivana
    Family with young children
  • Avg. price/night: £71.94
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 547 reviews
    Everything was perfect. The room and swimming pool were very clean and the staff kind and helpful.
    Cristina
    Family with young children
  • Avg. price/night: £198.70
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 54 reviews
    Wonderful place to relax, while getting spoiled by Sara. She is always available and really has a passion for what she does, which she shares with you. The apartment is very clean, beautiful and has everything you need! Breakfast is served at the time you want, and you can choose between various options every day! We really enjoyed our time, recommended for everyone!
    Vincent
    Young couple
  • Avg. price/night: £53.10
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 95 reviews
    Exceptional experience, can recommend 100%. Very nice location, comfortable room, very clean facility, an extremely gentle family of the owners. I would love to return one day
    Sofya
    Young couple
  • Avg. price/night: £98.50
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 927 reviews
    The rooms are very clean, compliments for the cleaning lady. Swimming pool and terrace are nice with a view over Tuscany.
    Farshid
    Young couple
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 2 reviews
    Very friendly handover. The apartment is in a quiet, cute side street in the historic town. The old building is very charming. The apartment has been restored with great attention to every single detail. Very, very clean. Breathtaking view. Modern kitchen and bathroom. Extraordinary. You want a genuine Tuscan experience, well, here you will find it…
    Sean Toben
    Young couple