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2026-05-14

2026-05-15

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Vacation Rentals in Castiglion Fiorentino

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125 properties found

  • Podere Il Belvedere Su Cortona

    Localita Brolio 64, Castiglion Fiorentino, Italy (Show map)

    The 7-room Podere Il Belvedere Su Cortona Castiglion Fiorentino villa is situated around a 10-minute drive from Fattoria Santa Vittoria and features a swimming pool with loungers. Boasting access to…

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    From US$ 131
    price for 1 night
    Book Now From US$ 131
  • San Lazzo Luxury Room - Room & Personal Spa

    24 Via San Lazzo, Castiglion Fiorentino, Italy (Show map)

    Located merely 6 minutes' walk from the Cassero Tower, the 1-bedroom San Lazzo Luxury Room - Room & Personal Spa Castiglion Fiorentino villa offers a hot tub and a sauna for additional relaxation.

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    From US$ 270
    price for 1 night
    Book Now From US$ 270
  • Podere Ortaglia Di Sotto

    Localita Coppa Di Sopra, Castiglion Fiorentino, Italy (Show map)

    The 6-bedroom Podere Ortaglia Di Sotto Castiglion Fiorentino villa is located 4.3 km from the Vasarian Loggias and offers a swimming pool with sun loungers for guests to relax and unwind. Featuring a…

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    From US$ 379
    price for 1 night
    Book Now From US$ 379
  • Casa La Girandola

    4 Vicolo Casucci, Castiglion Fiorentino, Italy (Show map)

    The 90 m² Casa La Girandola Apartment Castiglion Fiorentino provides swift access to various city landmarks, such as the Cassero Tower, located just 6 minutes' walk away. Staying in this 3-bedroom…

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    From US$ 228
    price for 1 night
    Book Now From US$ 228
  • Podere San Cassiano

    Localita' San Cassiano Snc., Castiglion Fiorentino, Italy (Show map)

    Located approximately 10 minutes by car from the Cassero Tower, the 3-bedroom Podere San Cassiano Castiglion Fiorentino villa features a swimming pool with sun loungers.

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    From US$ 494
    price for 1 night
    Book Now From US$ 494
  • Villa Podere Il Giardino

    Noceta, 26 (Localita Pinesi), Castiglion Fiorentino, Italy (Show map)

    Villa Podere Il Giardino Castiglion Fiorentino is located a 10-minute ride from the Cassero Tower and invites guests to enjoy a shared lounge.

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    From US$ 531
    price for 1 night
    Book Now From US$ 531
  • Holiday Home Santa Lucia By Interhome

    52043 Castiglion Fiorentino, Castiglion Fiorentino, Italy (Show map)

    Featuring a private pool for guests' relaxation, the 2-bedroom Holiday Home Santa Lucia By Interhome Castiglion Fiorentino is located nearly a 10-minute ride from the Archaeological Museum. Featuring…

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    From US$ 227
    price for 1 night
    Book Now From US$ 227
  • Fantastic Apartment In The Heart Of Toscana

    Via Santa Cristina 84/E, Castiglion Fiorentino, Italy (Show map)

    The 80 m² Fantastic Apartment In The Heart Of Toscana Castiglion Fiorentino is located approximately 10 minutes by car from the Cassero Tower and 4.9 km from the Castle of Montecchio Vesponi. This 1…

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    From US$ 99
    price for 1 night
    Book Now From US$ 99
  • Casa Fontesecca

    Via Val Di Chio,25, Castiglion Fiorentino, Italy (Show map)

    To enjoy your vacation in Castiglion Fiorentino, stay at the spacious 150 m² Casa Fontesecca Apartment Castiglion Fiorentino, which is only 9 minutes' walk from the Cassero Tower and within 4 km of…

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    From US$ 183
    price for 1 night
    Book Now From US$ 183
  • Happy Nest Tuscany

    Via Isonzo, 16, Castiglion Fiorentino, Italy (Show map)

    The spacious 2-bedroom Happy Nest Tuscany Castiglion Fiorentino apartment is located just 1 km from the Municipal Art Gallery and around 10 minutes' walk from the Pinacoteca of Castiglion Fiorentino.…

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    From US$ 187
    price for 1 night
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  • Casa Dei Girasoli

    Via Pozzo Nuovo 29/B, Castiglion Fiorentino, Italy (Show map)

    Situated within 25 minutes' walk of the Porta Fiorentina, the 2-bedroom Casa Dei Girasoli Castiglion Fiorentino features a terrace with views of the pool. Featuring car rentals, this unique holiday…

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    From US$ 352
    price for 1 night
    Book Now From US$ 352
  • Borgo Sant'Andrea Al Pozzo

    Via Dell'Arco, 66, Castiglion Fiorentino, Italy (Show map)

    The spacious 1-bedroom Borgo Sant'Andrea Al Pozzo Apartment Castiglion Fiorentino is only 9 minutes' walk from the Archaeological Museum. Wi-Fi is provided for both business and leisure activities.

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    From US$ 142
    price for 1 night
    Book Now From US$ 142
  • La Vita E Bella

    Via Antonio Brogi, 1 Continuo Di Largo Beato Mansueto, Castiglion Fiorentino, Italy (Show map)

    The spacious 1-bedroom La Vita E Bella Castiglion Fiorentino apartment includes a terrace and is located about 20 minutes' walk from the Cassero Tower. Wi-Fi is provided for both business and leisure…

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    From US$ 91
    price for 1 night
    Book Now From US$ 91
  • Agriturismo Villa La Fontina

    Villa Della Fontina 16, Castiglion Fiorentino, Italy (Show map)

    Located a 16-minute walk from the Archaeological Museum, Agriturismo Villa La Fontina Castiglion Fiorentino offers live performances, cooking classes, and temporary art galleries for guests' leisure.…

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    From US$ 144
    price for 1 night
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  • Lovely Home In Castiglion Fiorentino

    Loc. San Martino, Castiglion Fiorentino, Italy (Show map)

    Situated approximately a 25-minute walk from Badia di Largnano, the 1-bedroom Lovely Home In Castiglion Fiorentino provides access to numerous tourist attractions in the area.

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  • Yd Exclusive Design Villa Agati

    Localita Mammi, 48, Castiglion Fiorentino, Italy (Show map)

    Situated just 1.7 km from the Pinacoteca of Castiglion Fiorentino, the 4-bedroom Yd Exclusive Design Villa Agati Castiglion Fiorentino includes a private swimming pool, as well as an indoor pool to…

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  • Villa Le Capanne

    Localita Pieve Di Chio 106, Castiglion Fiorentino, Italy (Show map)

    The 0-bedroom Villa Le Capanne Castiglion Fiorentino is located approximately 6 km from the Archaeological Museum and offers guests to enjoy their evening on a terrace with a swimming pool.

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    From US$ 529
    price for 1 night
    Book Now From US$ 529
  • La Torre

    Via Della Torre 78, Castiglion Fiorentino, Italy (Show map)

    During the stay at the 1-bedroom La Torre Villa Castiglion Fiorentino, guests can indulge in horseback riding or visit the Roman Catholic Cortona Cathedral, located about 7 km away.

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    From US$ 116
    price for 1 night
    Book Now From US$ 116
  • Pozzonovo

    Via Pozzonovo, 31, Castiglion Fiorentino, Italy (Show map)

    Pozzonovo Apartment Castiglion Fiorentino is located in Castiglion Fiorentino, 17 minutes' walk from the Archaeological Museum, and boasts a solarium. This apartment comes with a private swimming…

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    From US$ 110
    price for 1 night
    Book Now From US$ 110
  • Borghetto House With 4 Bedrooms, Parking And Wifi

    La Nave, 82, Castiglion Fiorentino, Italy (Show map)

    The 1-room Borghetto House With 4 Bedrooms, Parking And Wifi Castiglion Fiorentino is located 3.3 km from the Archaeological Museum and about a 10-minute drive from the Museum of the Pieve of San…

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    From US$ 220
    price for 1 night
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  • Dimora Del Passaggio

    Vicolo Del Passaggio 16, Castiglion Fiorentino, Italy (Show map)

    Dimora Del Passaggio Apartment Castiglion Fiorentino is located a 6-minute walk from the Archaeological Museum and looks out onto the inner courtyard. Featuring a terrace with views of the garden…

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  • Beautiful Home In Castiglion Fiorentino

    Localita' Montecchio 140, Castiglion Fiorentino, Italy (Show map)

    The 3-bedroom Beautiful Home In Castiglion Fiorentino Cortona is located approximately 20 minutes' walk from the Castle of Montecchio Vesponi and provides badminton and ping-pong for active guests.

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    From US$ 546
    price for 1 night
    Book Now From US$ 546
  • Casa Traquandi

    Vicolo Repente N°9, Castiglion Fiorentino, Italy (Show map)

    The spacious Casa Traquandi Apartment Castiglion Fiorentino includes a terrace and is situated within 200 metres of the Archaeological Museum.

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    From US$ 183
    price for 1 night
    Book Now From US$ 183
  • Serenity Farmhouse In Castiglion Fiorentino

    Via Montecchio. 303, Castiglion Fiorentino, Italy (Show map)

    Featuring a swimming pool, Serenity Farmhouse In Castiglion Fiorentino villa is located in a rural part of Castiglion Fiorentino, a 10-minute drive from the Cassero Tower. Providing guests with Wi-Fi…

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    From US$ 237
    price for 1 night
    Book Now From US$ 237
  • Borgo Dolci Colline Resort

    Localita Noceta, 39, Castiglion Fiorentino, Italy (Show map)

    Offering a hot tub for a relaxing experience, Borgo Dolci Colline Resort Castiglion Fiorentino villa is located a 25-minute walk from the Cassero Tower. Located 2.2 km from the Archaeological Museum,…

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  • Casa White By Posarellivillas

    Via C. Corinti, Castiglion Fiorentino, Italy (Show map)

    The 4-bedroom Casa White By Posarellivillas Castiglion Fiorentino is located about a 25-minute walk from the Archaeological Museum and offers guests to enjoy their evening on a terrace with a…

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    From US$ 664
    price for 1 night
    Book Now From US$ 664
  • Agriturismo Poggiolo

    88 Via Santa Lucia, Castiglion Fiorentino, Italy (Show map)

    Situated around 25 minutes' walk from the Castle of Montecchio Vesponi, Agriturismo Poggiolo Castiglion Fiorentino includes a private pool, as well as a solarium to relax in. Featuring access to a…

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    From US$ 184
    price for 1 night
    Book Now From US$ 184
  • Casa Il Giardino

    Via Catani Baldo 25, Castiglion Fiorentino, Italy (Show map)

    To enjoy your vacation in Castiglion Fiorentino, stay at Casa Il Giardino Apartment Castiglion Fiorentino, which is only 1.3 km from the Pinacoteca of Castiglion Fiorentino and only a 14-minute walk…

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  • La Torre

    137 Via C. Corinti, Castiglion Fiorentino, Italy (Show map)

    The 1-room La Torre Apartment Castiglion Fiorentino includes a terrace and is located within 20 minutes' walk of the Archaeological Museum.

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    From US$ 134
    price for 1 night
    Book Now From US$ 134
  • Holiday Home Volpe By Interhome

    Castiglion Fiorentino, Italy (Show map)

    Staying at the 2-bedroom Holiday Home Volpe By Interhome Castiglion Fiorentino, guests can visit the Archaeological Museum, which is only 1.4 km away.

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    From US$ 96
    price for 1 night
    Book Now From US$ 96
  • Porta Fiorentina Home

    Via Macelli, 1, Castiglion Fiorentino, Italy (Show map)

    The spacious 110 m² Porta Fiorentina Home Castiglion Fiorentino apartment offers proximity to a number of tourist attractions, such as the Porta Fiorentina, located only 0.8 km away.

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  • Da Daniela

    Via 19 Dicembre 1943 55, Castiglion Fiorentino, Italy (Show map)

    Staying at the family-friendly Da Daniela Apartment Castiglion Fiorentino, guests can relax on a terrace a 19-minute walk from the Cassero Tower. Wi-Fi and free private parking are also available at…

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    From US$ 380
    price for 1 night
    Book Now From US$ 380
  • Casa Il Cassero

    43 Via San Giuliano, Castiglion Fiorentino, Italy (Show map)

    Staying at Casa Il Cassero Castiglion Fiorentino apartment, guests can reach the Pinacoteca of Castiglion Fiorentino, situated around 10 minutes' walk away. Wi-Fi is provided for both business and…

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    From US$ 82
    price for 1 night
    Book Now From US$ 82
  • Le Mura Luxury Room Room & Personal Spa

    21 Corso Italia, Castiglion Fiorentino, Italy (Show map)

    Located around a 5-minute walk from the Archaeological Museum and the Cassero Tower, the 70 m² Le Mura Luxury Room Room & Personal Spa Castiglion Fiorentino features views of the street. This 1…

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    From US$ 210
    price for 1 night
    Book Now From US$ 210
  • Camera E Appartamento Toscana - B&B Palazzo Robicci

    Piazza San Francesco, Castiglion Fiorentino, Italy (Show map)

    Located a 5-minute walk from the Pinacoteca of Castiglion Fiorentino, Camera E Appartamento Toscana - B&B Palazzo Robicci Castiglion Fiorentino villa offers a terrace with a view over the garden. The…

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    From US$ 149
    price for 1 night
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  • Amazing Home In Castiglion Fiorentino

    Via Del Boscatello 55, Castiglion Fiorentino, Italy (Show map)

    Situated approximately a 25-minute walk from the Pinacoteca of Castiglion Fiorentino, the 2-bedroom Amazing Home In Castiglion Fiorentino provides access to numerous tourist attractions in the area.

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    From US$ 190
    price for 1 night
    Book Now From US$ 190
  • Casa Vacanza Lola

    Via Onesti Moscado 3, Castiglion Fiorentino, Italy (Show map)

    Overlooking the garden, the 90 m² Casa Vacanza Lola Castiglion Fiorentino apartment is about a 20-minute walk from the Cassero Tower in Castiglion Fiorentino.

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  • Agriturismo Tuscany With Panoramic Pool

    Via Pieve Di Chio 128, Castiglion Fiorentino, Italy (Show map)

    The 1-bedroom Agriturismo Tuscany With Panoramic Pool Castiglion Fiorentino offers proximity to nearby tourist spots, such as the Archaeological Museum, situated about 6 km away.

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    From US$ 99
    price for 1 night
    Book Now From US$ 99
  • Villa Paglicci Reattelli Agriturismo

    Via Della Madonna Del Rivaio, Castiglion Fiorentino, Italy (Show map)

    Villa Paglicci Reattelli Agriturismo Castiglion Fiorentino is located just 0.8 km from the Museum of the Pieve of San Giuliano and offers spa facilities such as a solarium. The apartment is in the…

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    From US$ 174
    price for 1 night
    Book Now From US$ 174
  • Agriturismo Podere Delle Querci

    Loc.Poggio Ciliegio, 37, Castiglion Fiorentino, Italy (Show map)

    Nestled 7 km from the Castle of Montecchio Vesponi, Agriturismo Podere Delle Querci Castiglion Fiorentino is boasting barbecue grills and a lobby fireplace for guests' enjoyment. Located a 15-minute…

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    From US$ 454
    price for 1 night
    Book Now From US$ 454
  • Villa Casupoli

    Loc. Montecchio 299, Castiglion Fiorentino, Italy (Show map)

    The 5-bedroom Villa Casupoli Castiglion Fiorentino is located about 7 km from the Church of Santa Maria del Calcinaio and provides a private swimming pool, ensuring a relaxing stay. This villa offers…

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    From US$ 869
    price for 1 night
    Book Now From US$ 869
  • Loft34

    Via Fratelli Cervi, 34, Castiglion Fiorentino, Italy (Show map)

    Loft34 Apartment Castiglion Fiorentino is located within a 900-metre distance of the Vasarian Loggias and a 10-minute drive from the Roberto Benigni Statue. Wi-Fi and parking are among the essentials…

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    From US$ 81
    price for 1 night
    Book Now From US$ 81
  • Casa Sonia

    Piazza Emanuele Petri, 25, Castiglion Fiorentino, Italy (Show map)

    To enjoy your vacation in Castiglion Fiorentino, stay at the 58 m² Casa Sonia Apartment Castiglion Fiorentino, which is only 1.4 km from the Cassero Tower and 16 minutes' walk from the Vasarian…

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    From US$ 96
    price for 1 night
    Book Now From US$ 96
  • La Finestra Sulla Torre

    16 Via Macelli, Castiglion Fiorentino, Italy (Show map)

    Overlooking the city, the 70 m² La Finestra Sulla Torre Apartment Castiglion Fiorentino is around a 20-minute walk from Santi Ippolito e Cassiano. Guests can make use of Wi-Fi for both business and…

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    From US$ 141
    price for 1 night
    Book Now From US$ 141
  • Borgo San Lorenzo

    Loc. Manciano 116, Castiglion Fiorentino, Italy (Show map)

    Staying at the 1-bedroom Borgo San Lorenzo Castiglion Fiorentino villa, guests can visit the Roberto Benigni Statue, which is only 0.9 km away.

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    From US$ 321
    price for 1 night
    Book Now From US$ 321
  • Authentic Farmhouse In Castiglion Fiorentino With Organic Wines

    Via Pieve Di Chio 128, Castiglion Fiorentino, Italy (Show map)

    Staying at Authentic Farmhouse In Castiglion Fiorentino With Organic Wines villa, guests can easily reach the Castle of Montecchio Vesponi, located around 7 km away.

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    From US$ 406
    price for 1 night
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  • Agriturismo Borgo Tra Gli Olivi

    Montecchio 115, Castiglion Fiorentino, Italy (Show map)

    During the stay at Agriturismo Borgo Tra Gli Olivi Castiglion Fiorentino, guests can indulge in bicycle trips or visit the enduring Catholic church "Santa Margherita Basilica", located 7 km away.

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    From US$ 143
    price for 1 night
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  • Lovely Home In Castiglion Fiorentino

    Localita  Cozzano 73, Castiglion Fiorentino, Italy (Show map)

    Featuring a private pool for guests' relaxation, the 3-bedroom Lovely Home In Castiglion Fiorentino is located approximately a 10-minute drive from the Pinacoteca of Castiglion Fiorentino.

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    From US$ 340
    price for 1 night
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  • Stunning Home In Castiglion Fiorentino

    Loc. Cozzano 8, Castiglion Fiorentino, Italy (Show map)

    The 1-bedroom Stunning Home In Castiglion Fiorentino offers proximity to nearby tourist spots, such as the Cassero Tower, situated about a 10-minute drive away.

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    From US$ 145
    price for 1 night
    Book Now From US$ 145
  • Amazing Home In Castiglion Fiorentino

    Fraz. La Montanina 3, Castiglion Fiorentino, Italy (Show map)

    Amazing Home In Castiglion Fiorentino offers proximity to nearby tourist spots, such as the Archaeological Museum, situated 7 km away.

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    From US$ 125
    price for 1 night
    Book Now From US$ 125