The 10 best vacation rentals in Castiglion Fiorentino, Italy | Booking.com
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Vacation Rentals in Castiglion Fiorentino

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The best vacation rentals in Castiglion Fiorentino

Check out our selection of great vacation rentals in Castiglion Fiorentino

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San Michele al Castello

Castiglion Fiorentino

San Michele al Castello features a hot tub and spa facilities, as well as air-conditioned accommodations in Castiglion Fiorentino, 12 miles from Piazza Grande.

A
Ambika
From
United Kingdom
Amazing view, cosy and comforting with the fireplace, sauna and jacuzzi. It was better than we had imagined. The service was also great - very welcoming people. We would definitely come back again to stay.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 236 reviews
Location 9.4
Price from
$103.28
1 night, 2 adults

Le Mura Luxury Room ROOM & PERSONAL SPA

Castiglion Fiorentino

12 miles from Piazza Grande in Castiglion Fiorentino, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodations with access to a sauna, hot tub, and spa center. This apartment offers a bar.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 123 reviews
Location 9.7
Price from
$204.22
1 night, 2 adults

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

Castiglion Fiorentino

Camera Romantica con Giardino in Dimora Storica - B&B Palazzo Robicci is located in Castiglion Fiorentino, just 12 miles from Piazza Grande and 27 miles from Montepulciano Terme.

K
Karen
From
United States
Tosca was the most wonderful host. Very accommodating as we came in early and wasn't able to access any messages via Wi-Fi until we got there. She gave a wonderful City tour and overall she was a wonderful host
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 29 reviews
Location 9.7
Price from
$88.02
1 night, 2 adults

La Torre

Castiglion Fiorentino

Providing a garden, La Torre offers accommodations in Castiglion Fiorentino. With garden views, this accommodation provides a terrace.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 57 reviews
Location 9.0
Price from
$119.71
1 night, 2 adults

San Lazzo Luxury Room - ROOM & PERSONAL SPA

Castiglion Fiorentino

27 miles from Montepulciano Terme in Castiglion Fiorentino, San Lazzo Luxury Room - ROOM & PERSONAL SPA features accommodations with access to a sauna and hot tub.

A
ALEX
From
United States
So clean and beautiful staging and arrangements. Very high class and extremely helpful and friendly.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 92 reviews
Location 9.6
Price from
$245.29
1 night, 2 adults

Da Daniela

Castiglion Fiorentino

Da Daniela offers accommodations in Castiglion Fiorentino, 13 miles from Piazza Grande and 26 miles from Montepulciano Terme. This property offers access to a terrace and free private parking.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 26 reviews
Location 9.3
Price from
$176.05
1 night, 2 adults

Agriturismo Villa La Fontina

Castiglion Fiorentino

Agriturismo Villa La Fontina enjoys a location in Castiglion Fiorentino, 11 miles from Piazza Grande and 27 miles from Montepulciano Terme.

D
Daria Kalmykova
From
Finland
The villa is a beautiful place with charming views and a rich history behind it. It has a very special authentic atmosphere. The room was spotless and neat. The host, Valentina, is a very hospitable and friendly person. The communication with her was very smooth and pleasant. The breakfast was filling and delicious. We really enjoyed our stay at the villa and can recommend it to everyone.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 72 reviews
Location 9.1
Price from
$129.10
1 night, 2 adults

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

Castiglion Fiorentino

Suite Romantica con Giardino in Dimora Storica - Camera e Appartamento - B&B Palazzo Robicci offers accommodations in Castiglion Fiorentino, 12 miles from Piazza Grande and 28 miles from Montepulciano...

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 39 reviews
Location 9.9
Price from
$123.23
1 night, 2 adults

Casa FONTESECCA

Castiglion Fiorentino

Casa FONTESECCA offers accommodations in Castiglion Fiorentino, 29 miles from Montepulciano Terme. Featuring a garden, the property is located within 12 miles of Piazza Grande.

J
J Mullin
From
United States
beautiful apartment close to the city walls of Castiglion Fiorentino. great views from the balconies of the Tuscan hills. adorable town with plenty to explore for a day. thank you to our hosts. we had a wonderful time!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 18 reviews
Location 9.9
Price from
$187.78
1 night, 2 adults

La Casa del Viaggiatore

Castiglion Fiorentino

Housed in a historic building, La Casa del Viaggiatore offers accommodations with a bar and free Wifi in Castiglion Fiorentino, 12 miles from Piazza Grande.

S
Shawn
From
United States
Very spacious and comfortable. It felt like home. The owner went far above what was expected. So much so he even came to the train station to drive us to the home.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 56 reviews
Location 9.5
Price from
$126
1 night, 2 adults
All vacation rentals in Castiglion Fiorentino

Most booked vacation rentals in Castiglion Fiorentino and surrounding area in the past month

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These vacation rentals in Castiglion Fiorentino and nearby have options with free cancellation

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 91 reviews

    [Castiglion Fiorentino] Chicca sotto la Torre is located in Castiglion Fiorentino, just 12 miles from Piazza Grande and 27 miles from Montepulciano Terme.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 8 reviews

    Housed in a historic building, Camera e Appartamento Toscana - B&B Palazzo Robicci offers accommodations with a garden and free Wifi in Castiglion Fiorentino, 12 miles from Piazza Grande.

  • Casa Traquandi

    Castiglion Fiorentino
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 17 reviews

    Providing a garden, Casa Traquandi provides accommodations in Castiglion Fiorentino. This apartment offers air-conditioned accommodations with a balcony and free Wifi.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Borgo Dolci Colline Resort Cipresso is located in Castiglion Fiorentino, just 14 miles from Piazza Grande and 29 miles from Montepulciano Terme.

  • Casa di Mezzacosta

    Castiglion Fiorentino
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 85 reviews

    Providing garden views, Casa di Mezzacosta in Castiglion Fiorentino offers accommodations and a garden. This property offers access to a patio and free private parking.

  • Casa Mirella

    Castiglion Fiorentino
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 45 reviews

    Providing a garden, Casa Mirella offers accommodations in Castiglion Fiorentino. This bed and breakfast provides free private parking, a mini-market, and free Wifi.

  • Dolce Casa 2 by Tiny Away

    Rigutino
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 19 reviews

    Dolce Casa 2 by Tiny Away offers accommodations in Rigutino, 9.2 miles from Piazza Grande and 26 miles from Montepulciano Terme.

  • Dolce Casa 1 by Tiny Away

    Arezzo
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 43 reviews

    Dolce Casa 1 by Tiny Away offers accommodations in Arezzo, 9.2 miles from Piazza Grande and 26 miles from Montepulciano Terme.

Highly rated vacation rentals in Castiglion Fiorentino and nearby

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 11 reviews

    Giglio Dorato in Castiglion Fiorentino provides accommodations with a garden and barbecue facilities. With mountain views, this accommodation offers a swimming pool.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 28 reviews

    La Maestà Tuscan Sun in Cortona provides accommodations with a rooftop pool, a garden, and a bar. There's a private entrance at the farm stay for the convenience of those who stay.

  • Appartamento Grey

    Arezzo
    8.0+ review score
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 160 reviews

    Providing mountain views, Appartamento Grey in Arezzo features accommodations, a seasonal outdoor swimming pool, an open-air bath, a garden, and barbecue facilities.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 54 reviews

    Featuring city views, Margherita Holiday Home in Cortona offers accommodations, a garden, and barbecue facilities.

  • B&B Il Mandorlo

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 38 reviews

    B&B Il Mandorlo enjoys a location in Cortona, 31 miles from Perugia Train Station and 22 miles from Magione Motorspeedway. 17 miles from Piazza Grande and 24 miles from Montepulciano Terme, the...

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 72 reviews

    Residence Il Casale provides air-conditioned rooms in Cortona. Each accommodation at the 4-star condo hotel has garden views, and guests can enjoy access to an infinity pool and a garden.

  • MAGNOLIA

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 55 reviews

    MAGNOLIA is located in Cortona, just 24 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 239 reviews

    Providing pool views, Agriturismo La Colmata in Cesa offers accommodations, a garden, a bar, barbecue facilities, and a shared lounge.

Enjoy breakfast in Castiglion Fiorentino and nearby

  • Dolce Maria

    Cortona
    Breakfast options
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 415 reviews

    Just 300 ft from Piazza della Repubblica, the Dolce Maria is in the medieval hill town of Cortona. It features free Wi-Fi, a restaurant, and rustic yet elegant rooms with antique furnishings.

  • B&B San Francesco

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 446 reviews

    Housed in a historic building, B&B San Francesco provides accommodations with a garden and free Wifi in Cortona, 19 miles from Piazza Grande.

  • B&B Piccolo Hotel

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 254 reviews

    19 miles from Piazza Grande in Cortona, B&B Piccolo Hotel features accommodations with access to spa facilities and wellness packages.

  • Locanda Petrella

    Cortona
    Breakfast options
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 388 reviews

    With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

  • Casa Kita

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 228 reviews

    Offering a garden, Casa Kita features accommodations in Cortona. Both free Wifi and parking on-site are available at the guest house free of charge.

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 20 reviews

    Casa Letizia is located in Castiglion Fiorentino, just 12 miles from Piazza Grande and 27 miles from Montepulciano Terme. With inner courtyard views, this accommodation features a patio.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 49 reviews

    27 miles from Montepulciano Terme in Castiglion Fiorentino, Tuttomio Suite con idromassaggio offers accommodations with access to spa facilities, wellness packages, and beauty services.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 30 reviews

    Casa il Cassero features accommodations in Castiglion Fiorentino. Housed in a building dating back to 17th century, this apartment is 27 miles from the Montepulciano Terme.

FAQ about vacation rentals in Castiglion Fiorentino

Vacation Rentals That Guests Love in Castiglion Fiorentino

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  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 5 reviews
    Perfect location, lovely owners who supplied us with a small gift of their garden products. Very good location, clean and lovely house, air conditioning working perfectly. We wholeheartedly recommend this place to anyone considering a vacation rental in Tuscany.
    Guest review by
    chomik
    Solo traveler
  • Scored out of 10, guest rating 10.0
    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 9.8
    Exceptional - What previous guests thought, 17 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
    Travelers 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 traveler
  • Scored out of 10, guest rating 10.0
    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 10.0
    Exceptional - What previous guests thought, 5 reviews
    Beautiful villa nestled in a gorgeous medieval town.
    Guest review by
    Daniel
    Travelers with friends
  • Avg. price/night: $123.23
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 39 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.
    Guest review by
    Anonymous
    Young couple
  • Scored out of 10, guest rating 10.0
    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

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