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2026-05-14

2026-05-15

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Extended Stay in San Casciano in Val di Pesa

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73 properties found

  • Salvadonica

    Via Grevigiana 82, San Casciano in Val di Pesa, Italy (Show map)

    Featuring a swimming pool, the family Salvadonica Villa San Casciano in Val di Pesa is located in a rural part of San Casciano in Val di Pesa, a 15-minute drive from the La Tancia Farmhouse. Set in…

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    From US$ 198
    price for 1 night
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  • Relais Poggio Borgoni

    Via Cassia 35 (Per Siena), San Casciano in Val di Pesa, Italy (Show map)

    Surrounded by olive groves, the 10-room Relais Poggio Borgoni Villa San Casciano in Val di Pesa features massage therapy, a shared lounge, and an attached winery as well as a seasonal outdoor…

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    From US$ 165
    price for 1 night
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  • Villa S.Andrea

    Via Di Fabbrica 63, San Casciano in Val di Pesa, Italy (Show map)

    Featuring a shared lounge, a satellite flat-screen, and an attached winery for added enjoyment, the countryside Villa S.Andrea San Casciano in Val di Pesa is located a stone's throw from Chiesa di…

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    From US$ 344
    price for 1 night
    Book Now From US$ 344
  • Castello Di Bibbione

    Via Collina 66, San Casciano in Val di Pesa, Italy (Show map)

    Offering spa therapy, barbecue, and an attached winery for guests' leisure, the family Castello Di Bibbione Villa San Casciano in Val di Pesa is situated approximately a 25-minute walk from the Il…

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    From US$ 114
    price for 1 night
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  • B&B La Fonte Del Machiavelli

    Via Scopeti 54, San Casciano in Val di Pesa, Italy (Show map)

    The 7-room B&B La Fonte Del Machiavelli San Casciano in Val di Pesa villa provides recreational facilities and a large garden for guests' leisure, and is only 0.9 km from the House of Machiavelli.

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    From US$ 147
    price for 1 night
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  • Bio-Agriturismo La Ginestra

    Via Malafrasca 216, San Casciano in Val di Pesa, Italy (Show map)

    Nestled 2.9 km from the La Tancia Farmhouse, Bio-Agriturismo La Ginestra San Casciano in Val di Pesa is boasting a picnic area and barbecue grills for guests' enjoyment. Located 25 minutes' stroll…

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    From US$ 248
    price for 1 night
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  • Casa Vacanze Bellavista

    Via Valigondoli 19, San Casciano in Val di Pesa, Italy (Show map)

    Casa Vacanze Bellavista San Casciano in Val di Pesa apartment is situated just a 5-minute walk from the Mercatale in Val di Pesa and 40 km from Peretola airport. Wi-Fi and complimentary private…

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    From US$ 85
    price for 1 night
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  • Tenuta Il Corno Agriturismo

    Via Malafrasca 47, San Casciano in Val di Pesa, Italy (Show map)

    The 10-room Tenuta Il Corno Agriturismo San Casciano in Val di Pesa boasts a location around 5 minutes' walk from Castello Il Corno and offers guests to enjoy live performances and cooking classes.

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    From US$ 188
    price for 1 night
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  • Corzano E Paterno

    Via Paterno 2, San Casciano in Val di Pesa, Italy (Show map)

    Located nearly a 25-minute walk from Lucignano d'Asso, the 8-room Corzano E Paterno Villa San Casciano in Val di Pesa offers cooking classes for guests' entertainment. Offering a swimming pool, this…

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    From US$ 531
    price for 1 night
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  • Fonte De' Medici

    Via Santa Maria A Macerata 31, San Casciano in Val di Pesa, Italy (Show map)

    Located within easy reach of Chiesa di Santa Maria a Montemacerata, Fonte De' Medici Guest House San Casciano in Val di Pesa villa offers cooking classes for guests' entertainment.

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    From US$ 369
    price for 1 night
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  • Il Borghetto Country Inn

    Via Collina 23, Montefiridolfi, San Casciano in Val di Pesa, Italy (Show map)

    Situated approximately a 25-minute walk from the Corzano e Paterno winery, the 7-room Il Borghetto Country Inn San Casciano in Val di Pesa villa invites guests to relax at a patio.

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    From US$ 385
    price for 1 night
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  • I Greppi Di Silli

    17B Via Vallacchio, San Casciano in Val di Pesa, Italy (Show map)

    During the stay at the 6-room I Greppi Di Silli Villa San Casciano in Val di Pesa, guests can indulge in bowling and ping-pong or visit Passignano Abbey, located approximately a 15-minute drive away.…

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    From US$ 413
    price for 1 night
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  • Il Gallo

    28 Via Xxvii Luglio Primo Piano, San Casciano in Val di Pesa, Italy (Show map)

    The spacious Il Gallo San Casciano in Val di Pesa apartment is located 6 km from the Poppiano Castle and a 10-minute drive from the Pesa River. One of the highlights of this apartment is a terrace…

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    From US$ 91
    price for 1 night
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  • Agriturismo Il Pintello

    259 Via Volterrana, San Casciano in Val di Pesa, Italy (Show map)

    The family-friendly Agriturismo Il Pintello San Casciano in Val di Pesa apartment is nestled in a rural area of San Casciano in Val di Pesa, around 10 minutes' drive from the House of Machiavelli and…

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    From US$ 177
    price for 1 night
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  • Il Salotto Di Berentano

    1 Via Pisignano, San Casciano in Val di Pesa, Italy (Show map)

    To enjoy your vacation in San Casciano in Val di Pesa, stay at the 60 m² Il Salotto Di Berentano Apartment San Casciano in Val di Pesa, which is 17 minutes' walk from the Medieval Walls of San…

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    From US$ 149
    price for 1 night
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  • Agriturismo Podere Casacce

    Via Della Villa Tignanello, 9, San Casciano in Val di Pesa, Italy (Show map)

    The 8-room Agriturismo Podere Casacce San Casciano in Val di Pesa is located about 6 km from the Montefioralle Castle and provides a treatment room. The holiday home offers guests to indulge in a…

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    From US$ 336
    price for 1 night
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  • Agriturismo Sant'Ellero

    2 Via S Vito Di Sopra, San Casciano in Val di Pesa, Italy (Show map)

    Agriturismo Sant'Ellero San Casciano in Val di Pesa is located a 20-minute walk from the Pesa River and invites guests to enjoy a terrace. The 2-bedroom villa offers guests a relaxing experience with…

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    From US$ 129
    price for 1 night
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  • Poggio Degli Ulivi - Flo Apartments

    Via Del Masso 5, San Casciano in Val di Pesa, Italy (Show map)

    Staying at Poggio Degli Ulivi - Flo Apartments San Casciano in Val di Pesa villa, guests can visit the Il Gallo Giallo, which is 3.8 km away.

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    From US$ 377
    price for 1 night
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  • Porta Del Chianti Tuscany Apartment

    76 Via Morrocchesi, San Casciano in Val di Pesa, Italy (Show map)

    To enjoy your vacation in San Casciano in Val di Pesa, stay at the 1-room Porta Del Chianti Tuscany Apartment San Casciano in Val di Pesa, which is 3.8 km from the Pesa River and only 14 minutes'…

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    From US$ 163
    price for 1 night
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  • San Casciano - Appartamenti Podere Ianni

    Via Di Potente San Casciano Val Di Pesa, San Casciano in Val di Pesa, Italy (Show map)

    Offering a location approximately a 20-minute walk from the House of Machiavelli, San Casciano - Appartamenti Podere Ianni San Casciano in Val di Pesa villa gives access to various tourist spots in…

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    From US$ 132
    price for 1 night
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  • Appartamento Mandiri

    16 Via U. Terracini, San Casciano in Val di Pesa, Italy (Show map)

    The 1-room Appartamento Mandiri San Casciano in Val di Pesa features convenient proximity to such city attractions as Collegiata di San Cassiano Catholic Church, situated nearly 5 minutes' walk away.…

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    From US$ 157
    price for 1 night
    Book Now From US$ 157
  • Appartamento Ilesis

    77 Borgo Sarchiani, San Casciano in Val di Pesa, Italy (Show map)

    Located 7 km from the Basilica Sanctuary of Santa Maria dell'Impruneta, which is considered to be a sacred place of worship, Appartamento Ilesis San Casciano in Val di Pesa offers a storage for…

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    From US$ 112
    price for 1 night
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  • Le Massucce

    Via Cassia Per Siena, San Casciano Val Di Pesa N. 18, San Casciano in Val di Pesa, Italy (Show map)

    Le Massucce San Casciano in Val di Pesa villa is situated just a 6-minute walk from the Church of Misericordia, featuring such comforts as Wi-Fi and free private parking. Guests can enjoy horse…

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    From US$ 134
    price for 1 night
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  • Archipettoli

    Via Malafrasca 77 - Loc.Santa Christina In Salivolpe, San Casciano in Val di Pesa, Italy (Show map)

    Located 3.5 km from the Pesa River, the 4-bedroom Archipettoli Villa San Casciano in Val di Pesa provides access to a private swimming pool. Featuring a terrace, this San Casciano in Val di Pesa…

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    From US$ 560
    price for 1 night
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  • Fattoria La Loggia

    Via Collina 24, San Casciano in Val di Pesa, Italy (Show map)

    Nestled around 3 km from the La Tancia Farmhouse, the family Fattoria La Loggia Villa San Casciano in Val di Pesa features a seasonal outdoor pool along with a pool cover to help guests unwind.

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    From US$ 402
    price for 1 night
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  • Casa Gemma

    83 Via Poggio Borgoni, San Casciano in Val di Pesa, Italy (Show map)

    To enjoy your vacation in San Casciano in Val di Pesa, stay at the 1-room Casa Gemma Apartment San Casciano in Val di Pesa, which is 2.5 km from the Fattoria di Montefiridolfi and about 15 minutes by…

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    From US$ 97
    price for 1 night
    Book Now From US$ 97
  • Holiday Home Ambrogetta By Interhome

    San Casciano in Val di Pesa, Italy (Show map)

    Located around 10 minutes' drive from the House of Machiavelli, the 3-bedroom Holiday Home Ambrogetta By Interhome San Casciano in Val di Pesa provides access to various tourist attractions in the…

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    From US$ 529
    price for 1 night
    Book Now From US$ 529
  • Agriturismo I Ceppi

    Via Vicolabate 9, San Casciano in Val di Pesa, Italy (Show map)

    Offering a location approximately 6 km from the Campriano Farm, Agriturismo I Ceppi San Casciano in Val di Pesa gives access to various tourist spots in the area.

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    From US$ 194
    price for 1 night
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  • Holiday Home Casa Delle Fiabe By Interhome

    Via Cigliano 50026 San Casciano In Val Di Pesa, San Casciano in Val di Pesa, Italy (Show map)

    Located nearly a 25-minute walk from the Medieval Walls of San Casciano in Val di Pesa, the 5-bedroom Holiday Home Casa Delle Fiabe By Interhome San Casciano in Val di Pesa provides access to various…

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    From US$ 411
    price for 1 night
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  • Giorgio Antico Fienile Toscano

    Via Dei Cofferi 18, San Casciano in Val di Pesa, Italy (Show map)

    Situated 3.2 km from Impruneta, the 2-bedroom Giorgio Antico Fienile Toscano San Casciano in Val di Pesa villa features a patio with views of the garden. Offering a private pool, the accommodation…

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    From US$ 284
    price for 1 night
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  • Il Gallo

    26 Via Xxvii Luglio, San Casciano in Val di Pesa, Italy (Show map)

    Situated approximately a 10-minute walk from the Giuliano Ghelli Museum, the spacious 1-bedroom Il Gallo San Casciano in Val di Pesa apartment provides convenient access to numerous nearby…

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    From US$ 102
    price for 1 night
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  • Charming Self House

    Via Empolese 116, San Casciano in Val di Pesa, Italy (Show map)

    Charming Self House Villa San Casciano in Val di Pesa is located 4.8 km from the Poggio Valicaia Park and provides table tennis and billiards for active guests. Featuring a plunge pool, this 2…

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    From US$ 255
    price for 1 night
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  • Agriturismo Lucciano

    Via Lucciano 29, San Casciano in Val di Pesa, Italy (Show map)

    Agriturismo Lucciano San Casciano in Val di Pesa is located around 7 km from the Pieve di San Pietro in Mercato and invites guests to enjoy a terrace.

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    From US$ 146
    price for 1 night
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  • Agriturismo Vicolabate

    Via Vicolabate 18, San Casciano in Val di Pesa, Italy (Show map)

    Agriturismo Vicolabate San Casciano in Val di Pesa is located about 5 minutes' walk from Chiesa di Sant'Angelo a Vicolabate and offers guests to relish a patio as well as a swimming pool. Offering Wi…

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    From US$ 402
    price for 1 night
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  • “Casa Torre” Nel Cuore Di San Casciano

    1 Via Lucardesi, San Casciano in Val di Pesa, Italy (Show map)

    Located a few moments from the Torre Del Chianti and Collegiata di San Cassiano Catholic Church, the spacious 2-bedroom “Casa Torre” Nel Cuore Di San Casciano San Casciano in Val di Pesa apartment…

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    From US$ 223
    price for 1 night
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  • Poggio House, Tranquillita E Comfort Nella Natura

    15 Via Gentilino, San Casciano in Val di Pesa, Italy (Show map)

    The 2-room Poggio House, Tranquillita E Comfort Nella Natura San Casciano in Val di Pesa is situated in San Casciano in Val di Pesa, around a 10-minute drive from the House of Machiavelli, and offers…

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    From US$ 141
    price for 1 night
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  • Villa Casavecchia

    Via Scopeti, 41, San Casciano in Val di Pesa, Italy (Show map)

    Located approximately a 5-minute walk from Chiesa di Santa Maria a Casavecchia, Villa Casavecchia San Casciano in Val di Pesa offers quick access to various city attractions in the vicinity.

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    From US$ 370
    price for 1 night
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  • Podere Papera - Chianti Hills

    Via Di Luiano 2, San Casciano in Val di Pesa, Italy (Show map)

    During the stay at Podere Papera - Chianti Hills San Casciano in Val di Pesa villa, guests can indulge in hiking and cycling or visit the Castle of Verrazzano, located 7 km away. Located 15 minutes'…

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    From US$ 158
    price for 1 night
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  • Il Pintello - Lo Scricciolo

    Via Volterrana, 259D, San Casciano in Val di Pesa, Italy (Show map)

    Located nearly a 10-minute drive from the House of Machiavelli, the 1-bedroom Il Pintello - Lo Scricciolo Villa San Casciano in Val di Pesa offers a terrace with views of the garden.

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    From US$ 198
    price for 1 night
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  • Casale La Fornace Nel Chianti

    23 Via Di Mucciana, San Casciano in Val di Pesa, Italy (Show map)

    Located 3.2 km from Lucignano d'Asso, the 7-bedroom Casale La Fornace Nel Chianti Villa San Casciano in Val di Pesa comes with a private swimming pool equipped with a patio. Featuring bicycle rentals…

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  • Fattoria Montignana

    Via Montignana, 3, San Casciano in Val di Pesa, Italy (Show map)

    Located 7 km from Passignano Abbey, Fattoria Montignana Guest House San Casciano in Val di Pesa villa offers cooking classes for guests' leisure. This country house features opportunities for hiking…

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    From US$ 230
    price for 1 night
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  • The Relax Barn

    Via Della Mandria 23, San Casciano in Val di Pesa, Italy (Show map)

    Situated 3.9 km from Buondelmonti Square, the 1-bedroom The Relax Barn Villa San Casciano in Val di Pesa invites guests to relax at a terrace.

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    From US$ 192
    price for 1 night
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  • Tuscan Haven With Pool

    Via Certaldese 26, San Casciano in Val di Pesa, Italy (Show map)

    Staying at the 0-bedroom Tuscan Haven With Pool San Casciano in Val di Pesa villa, guests can visit the Fattoria di Montefiridolfi, which is approximately a 15-minute drive away.

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    From US$ 142
    price for 1 night
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  • Cosy Holiday Home In Tuscany With Shared Swimming Pool

    Via Certaldese 26, San Casciano in Val di Pesa, Italy (Show map)

    Staying at the 7-room Cosy Holiday Home In Tuscany With Shared Swimming Pool San Casciano in Val di Pesa, guests can visit Principe Corsini, which is nearly a 10-minute drive away.

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    From US$ 193
    price for 1 night
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  • Agriturismo Bruscola

    Via Pisignano, 16, San Casciano in Val di Pesa, Italy (Show map)

    Offering a location around 7 km from the Montegufoni Castle, the 1-bedroom Agriturismo Bruscola San Casciano in Val di Pesa gives access to various tourist spots in the area.

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  • La Fornace

    Via Del Molino 6, San Casciano in Val di Pesa, Italy (Show map)

    Around 25 minutes on foot from the Pesa River, the 1-bedroom La Fornace Villa San Casciano in Val di Pesa provides access to a terrace with a swimming pool. Offering a private swimming pool, the San…

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    From US$ 485
    price for 1 night
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  • La Torretta Di Villa Borri Chianti Classico

    124 Via Borromeo, San Casciano in Val di Pesa, Italy (Show map)

    The 70 m² La Torretta Di Villa Borri Chianti Classico San Casciano in Val di Pesa is located only 1 km from the Medieval Walls of San Casciano in Val di Pesa and about a 25-minute walk from the…

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    From US$ 178
    price for 1 night
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  • Sassaia Nel Chianti

    Via Malafrasca 49, San Casciano in Val di Pesa, Italy (Show map)

    Overlooking the garden, the 50 m² Sassaia Nel Chianti Apartment San Casciano in Val di Pesa is 3.9 km from the Parish Church of San Lazzaro a Lucardo in San Casciano in Val di Pesa.

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  • Casa In Chianti

    Via Caserotta, 22, San Casciano in Val di Pesa, Italy (Show map)

    Casa In Chianti Apartment San Casciano in Val di Pesa is located within 5 minutes' walk of the Church of Santa Margherita a Caserotta and overlooks the garden. The Gabbiano Castle is 3.5 km from the…

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  • Holiday Home Sole By Interhome

    San Casciano in Val di Pesa, Italy (Show map)

    Located nearly 5 minutes' walk from Church of San Martino ad Argiano, the 3-bedroom Holiday Home Sole By Interhome San Casciano in Val di Pesa gives easy access to various tourist attractions in the…

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    From US$ 450
    price for 1 night
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