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2026-05-20

2026-05-21

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Vacation Rentals in Montespertoli

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78 properties found

  • Podere Villabassa

    Via Villabassa 26, Montespertoli, Italy (Show map)

    Located 2.4 km from the Montespertoli Town Hall, the 6-room Podere Villabassa Montespertoli villa gives access to various tourist sites in the vicinity.

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    From US$ 587
    price for 1 night
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  • Chianti Wine Site Apt Private Balcony - Happy Rentals

    Via Mandorli 59, Montespertoli, Italy (Show map)

    The 1-room Chianti Wine Site Apt Private Balcony - Happy Rentals Montespertoli is nearly 15 minutes on foot from the Montespertoli Town Hall. The 46 m² apartment features Wi-Fi, along with free…

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  • A Dream In Tuscany

    Via Volterrana Sud, 203, Montespertoli, Italy (Show map)

    Located a 10-minute drive from the Montespertoli Town Hall, the spacious A Dream In Tuscany Montespertoli apartment overlooks the garden. Wi-Fi and a free private car park are among the essentials at…

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  • Apartment Casolare Bretulla-4 By Interhome

    , 50025, Tresanti, It, Montespertoli, Italy (Show map)

    The 1-room Apartment Casolare Bretulla-4 By Interhome Montespertoli includes a patio and is located within 6 km of the Boccaccio House. Wi-Fi and free private parking are also available at the 45 m²…

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    From US$ 106
    price for 1 night
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  • Borgo Filicardo

    Via Dii Montelupo 69/71, Montespertoli, Italy (Show map)

    Borgo Filicardo Apartment Montespertoli is situated in Montespertoli, 3.7 km from the Montespertoli Museum of Sacred Art, and offers spa amenities such as a Jacuzzi. This welcoming 70 m² apartment…

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    From US$ 117
    price for 1 night
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  • La Medialuna

    Via Guglielmo Marconi 18, Montespertoli, Italy (Show map)

    The 60 m² La Medialuna Montespertoli apartment is located only 550 metres from the Church of Saint Andrew and around a 20-minute walk from the Museum of Vine and Wine. This 0-bedroom apartment with a…

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    From US$ 105
    price for 1 night
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  • Chiantihouse Near Florence

    17 Via Trecento, Montespertoli, Italy (Show map)

    Located about 10 minutes by car from the San Lazzaro, the 1-bedroom Chiantihouse Near Florence Montespertoli villa gives access to various tourist sites in the vicinity.

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    From US$ 165
    price for 1 night
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  • Fattoria La Gigliola - Il Fattore

    Via San Piero In Mercato, 218, Montespertoli, Italy (Show map)

    Situated only 8 minutes' walk from the Pieve di San Pietro in Mercato, the 3-bedroom Fattoria La Gigliola - Il Fattore Montespertoli villa entices guests with ping pong in the area. Located 2.6 km…

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    From US$ 280
    price for 1 night
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  • Villa Paola Private Pool Gym In Chianti - Happy Rentals

    93 Via Montelupo, Montespertoli, Italy (Show map)

    Nestled 2.8 km from the Montegufoni Castle, Villa Paola Private Pool Gym In Chianti - Happy Rentals Montespertoli entices guests to explore various tourist destinations nearby.

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    From US$ 764
    price for 1 night
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  • Fattoria La Gigliola - La Limonaia

    Via San Piero In Mercato, 218, Montespertoli, Italy (Show map)

    Located just an 8-minute walk from the Pieve di San Pietro in Mercato, Fattoria La Gigliola - La Limonaia Villa Montespertoli offers ping-pong to diversify guests' leisure.

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    From US$ 203
    price for 1 night
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  • Apartment With Pool And Park Near Florence

    Via La Ripa, 67, Montespertoli, Italy (Show map)

    To enjoy your vacation in Montespertoli, stay at the spacious 68 m² Apartment With Pool And Park Near Florence Montespertoli, which is within 7 km of the House of Machiavelli and around 10 minutes'…

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    From US$ 248
    price for 1 night
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  • Amazing Apartment In Montespertoli With Wifi

    Via Di Tresanti 130, Montespertoli, Italy (Show map)

    Situated about 7 km from the Museum of Sacred Art, the cosy Amazing Apartment In Montespertoli With Wifi villa provides access to numerous tourist attractions in the area.

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    From US$ 67
    price for 1 night
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  • Chiantihouse Country House With Garden And Wifi

    Via San Vincenzo, 32, Montespertoli, Italy (Show map)

    Chiantihouse Country House With Garden And Wifi Montespertoli offers proximity to nearby tourist spots, such as the Arno River, situated around 25 minutes' walk away.

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  • Casa Freschi

    Via Beniamino Gigli, 51, Montespertoli, Italy (Show map)

    Casa Freschi Villa Montespertoli is situated about 10 minutes' walk from Museo della Vite e del Vino del Centro Per La Cultura del Vino I Lecci, featuring such comforts as Wi-Fi and parking.

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  • Casina Delle Fate By Vacavilla

    22 Via Delle Rose, Montespertoli, Italy (Show map)

    The 1-bedroom Casina Delle Fate By Vacavilla Montespertoli villa is located 6 km from the Bosco Leggenda and boasts a swimming pool provided on a terrace for a pleasant stay. Featuring patio views…

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    From US$ 458
    price for 1 night
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  • Modern Studio In Countryside With Pool

    Via Viuzzo, 1, Montespertoli, Italy (Show map)

    Modern Studio In Countryside With Pool Montespertoli is located about 6 km from the Montespertoli Museum of Sacred Art and around a 15-minute walk from the Montegufoni Castle.

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  • Villa La Torre 16

    Via Torre 11, Montespertoli, Italy (Show map)

    Offering a location 2.8 km from the Montespertoli Museum of Sacred Art, the 8-room Villa La Torre 16 Montespertoli gives access to various tourist spots in the area.

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    From US$ 925
    price for 1 night
    Book Now From US$ 925
  • Gincat Casa Nel Chianti - 3 Camere, Terrazze & Bbq

    Via Taddeino Taddeini 148, Montespertoli, Italy (Show map)

    The spacious Gincat Casa Nel Chianti - 3 Camere, Terrazze & Bbq Montespertoli apartment is located 7 km from the Il Mulinaccio and a 10-minute drive from the Montegufoni Castle. Staying in this…

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  • Holiday Home L' Ulivo By Interhome

    Via Del Vallone 29, Montespertoli, Italy (Show map)

    The 2-bedroom Holiday Home L' Ulivo By Interhome Montespertoli offers swift access to various city sites, such as Pieve di Sant'Ippolito a Elsa, situated nearly 5 minutes' walk away. Located 2.6 km…

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  • Talli Francesco - Casanova 3

    160 Via Lungagnana, Montespertoli, Italy (Show map)

    Situated 4.7 km from the Benozzo Gozzoli Museum, the 1-bedroom Talli Francesco - Casanova 3 Montespertoli villa features a terrace with views of the garden. Featuring bicycle rentals, the…

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  • Agriturismo La Capanna

    18 Via Ginestruzze, Montespertoli, Italy (Show map)

    Nestled 5 minutes' drive from the Pieve di San Pietro in Mercato, Agriturismo La Capanna Montespertoli entices guests to explore various tourist destinations nearby.

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    From US$ 338
    price for 1 night
    Book Now From US$ 338
  • Villa Albertina

    Via Trecento 104, Montespertoli, Italy (Show map)

    Offering a location 4.5 km from Lucignano d'Asso, Villa Albertina Montespertoli gives access to various tourist spots in the area.

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  • Nido Di Rondine

    Via Volterrana Sud 43/B, Montespertoli, Italy (Show map)

    To enjoy your vacation in Montespertoli, stay at Nido Di Rondine Apartment Montespertoli, which is 2.8 km from the Sidney Sonnino Castle and about a 10-minute ride from the Arno River.

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    From US$ 135
    price for 1 night
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  • Casa Rosita

    Via Montelupo 119, Montespertoli, Italy (Show map)

    Casa Rosita Villa Montespertoli is located 10 minutes' drive from the Montegufoni Castle and provides a swimming pool, ensuring a relaxing stay. This villa awaits guests on a terrace with a swimming…

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    From US$ 509
    price for 1 night
    Book Now From US$ 509
  • Rural Ground-Floor Home With Pool

    Via Viuzzo, 1, Montespertoli, Italy (Show map)

    To enjoy your vacation in Montespertoli, stay at Rural Ground-Floor Home With Pool Montespertoli apartment, which is around 10 minutes' drive from the Montespertoli Town Hall and 4.2 km from the…

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  • Castello Sonnino

    Via Volterrana Nord, 6A Piano Terra, Montespertoli, Italy (Show map)

    Staying at Castello Sonnino Villa Montespertoli, guests can easily reach the Pieve di San Pietro in Mercato, located nearly 25 minutes' walk away.

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    From US$ 204
    price for 1 night
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  • Villa Lola By Vacavilla

    Via Del Monte, 2, Montespertoli, Italy (Show map)

    Located approximately a 25-minute walk from the Montespertoli Museum of Sacred Art, the 3-bedroom Villa Lola By Vacavilla Montespertoli comes with a swimming pool equipped with a patio. Featuring…

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  • Villa I Leoni

    Via Castiglioni 4, Montespertoli, Italy (Show map)

    The 1-bedroom Villa I Leoni Montespertoli entices guests to enjoy hiking and cycling and offers proximity to the Montegufoni Castle, located just a 5-minute walk away. Featuring a terrace, this…

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    From US$ 1330
    price for 1 night
    Book Now From US$ 1330