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2026-05-20

2026-05-21

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Vacation Rentals in Montalcino

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102 properties found

  • Castel Brunello

    Via Del Ferralino, Montalcino, Italy (Show map)

    Castel Brunello Montalcino apartment is within a 6-km distance of the Fattoria dei Barbi and features a terrace with a seating area. Located approximately a 15-minute drive from the Castello di…

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    From US$ 292
    price for 1 night
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  • Podere Brizio

    Localita Tavernelle, Montalcino, Italy (Show map)

    Podere Brizio Montalcino villa is situated 4.2 km from the Castello Romitorio in Montalcino and offers a swimming pool as well as loungers for guests to unwind.

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    From US$ 367
    price for 1 night
    Book Now From US$ 367
  • Capanna Suites

    Localita Valdicava, Montalcino Capanna Suites - Agriturismo Di Lusso Capanna Suites - Agriturismo Di Lusso, Montalcino, Italy (Show map)

    Capanna Suites Montalcino villa is located about 6 km from the Fattoria dei Barbi and provides a traditional Hammam. Offering top-notch service, this property accommodates guests within a 10-minute…

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    From US$ 566
    price for 1 night
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  • Le Ragnaie

    Localita Le Ragnaie, Montalcino, Italy (Show map)

    Featuring a seasonal outdoor swimming pool and a terrace for a pleasant stay, Le Ragnaie Villa Montalcino offers a location in a popular area of Montalcino. Providing guests with Wi-Fi and a car park…

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    From US$ 224
    price for 1 night
    Book Now From US$ 224
  • Il Burellino

    Strada Dei Canali 331, Montalcino, Italy (Show map)

    Located a 5-minute drive from the Castello di Montalcino, Il Burellino Villa Montalcino offers cooking classes for guests' leisure. This villa features opportunities for hiking and horse riding in…

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    From US$ 260
    price for 1 night
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  • Borgo Canalicchio Di Sopra Relais

    Localita Canalicchio Di Sopra, Montalcino, Italy (Show map)

    Situated about 10 minutes by car from the Castello Romitorio in Montalcino, the 7-room Borgo Canalicchio Di Sopra Relais Montalcino villa entices guests to explore various tourist attractions in the…

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    From US$ 269
    price for 1 night
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  • Mastrojanni Relais - Small Luxury Hotels Of The World

    Localita Loreto E San Pio, Castelnuovo Dell'Abate, Montalcino, Montalcino, Italy (Show map)

    Mastrojanni Relais Villa Montalcino offers quick access to such city attractions as Mastrojanni S R L Societa 'Agricola', located approximately a 5-minute walk away. Staying at the farm stay, which…

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    From US$ 735
    price for 1 night
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  • Corte Francigena - Apartments

    Localita Castelnuovo Dell'Abate, Montalcino, Italy (Show map)

    Situated 4.2 km from Museo Della Comunita Di Montalcino E Del Brunello, Corte Francigena Montalcino apartment provides convenient access to numerous nearby attractions. An array of activities…

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    From US$ 143
    price for 1 night
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  • Agriturismo Poggio Il Castellare

    Strada Castel Verdelli, Localita Casella Dell'Amastrone, Montalcino, Italy (Show map)

    Located within a 7-km distance of the Collegiate Church of San Quirico, the 7-room Agriturismo Poggio Il Castellare Montalcino offers cooking classes for guests' entertainment. Featuring a sunbathing…

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    From US$ 166
    price for 1 night
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  • Wine Estate Rooms Paradiso Di Cacuci

    Localita Paradiso 323, Montalcino, Italy (Show map)

    Staying at Wine Estate Rooms Paradiso Di Cacuci Montalcino villa, guests can visit the art museum "Museo Civico e Diocesano. Raccolta Archeologica", which is nearly a 25-minute walk away.

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    From US$ 323
    price for 1 night
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  • Casa Vacanze La Pineta

    10 Via Albergheria, Montalcino, Italy (Show map)

    To enjoy your vacation in Montalcino, stay at Casa Vacanze La Pineta Montalcino apartment, which is 3.6 km from the Mocali Agricultural Company and approximately 15 minutes' walk from Fortress of…

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    From US$ 117
    price for 1 night
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  • Colle Al Matrichese - Historic Winery

    Montalicino, Localita Colle Al Matrichese 102 D, Montalcino, Italy (Show map)

    Staying at Colle Al Matrichese - Historic Winery Villa Montalcino, guests can easily reach the historic Abbey of Sant'Antimo, located approximately 6 km away.

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    From US$ 228
    price for 1 night
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  • Agriturismo Il Cocco

    Podere Il Cocco 54, Montalcino, Italy (Show map)

    The 6-room Agriturismo Il Cocco Montalcino is located around 10 minutes by car from the Fattoria dei Barbi, giving access to various tourist spots nearby.

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    From US$ 127
    price for 1 night
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  • Wine Resort Colsereno

    Podere Colsereno 31, Montalcino, Italy (Show map)

    Offering a solarium for a relaxing experience, Wine Resort Colsereno Montalcino villa is located 4.7 km from the Castello di Montalcino. Providing guests with Wi-Fi and parking, the farm stay is a 20…

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    From US$ 303
    price for 1 night
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  • Tenuta Castelgiocondo

    Localita Castelgiocondo, Montalcino, Italy (Show map)

    The 1-bedroom Tenuta Castelgiocondo Montalcino villa is nestled right near Castelgiocondo and entices guests with a Jacuzzi and a sauna. Featuring garden views, this Montalcino farm stay is located…

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    From US$ 257
    price for 1 night
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  • Azienda Agraria La Casella

    Loc. Casella, Montalcino, Italy (Show map)

    Azienda Agraria La Casella Montalcino villa is located approximately a 10-minute drive from the Fattoria dei Barbi and provides hiking and horseback riding for active guests.

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    From US$ 231
    price for 1 night
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  • Tenuta San Filippo

    Localita San Filippo 134, Montalcino, Italy (Show map)

    Nestled around 6 km from the historic Abbey of Sant'Antimo, the 6-room Tenuta San Filippo Montalcino villa entices guests to explore various tourist destinations nearby. Guests can enjoy cycling at…

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    From US$ 767
    price for 1 night
    Book Now From US$ 767
  • Casanova Di Neri Relais

    Localita Poderuccio, Via Traversa Dei Monti, Montalcino, Italy (Show map)

    The 9-room Casanova Di Neri Relais Villa Montalcino is situated within 10 minutes' drive of the Cypress Trees of San Quirico d'Orcia and features a seasonal outdoor swimming pool with sun loungers…

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    From US$ 497
    price for 1 night
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  • Casa Vacanze Porta Vecchia

    Via Della Porta 2 - S. Angelo In Colle, Montalcino, Italy (Show map)

    Featuring horseback riding to make your visit more entertaining, Casa Vacanze Porta Vecchia Montalcino is 4.5 km from the historic Abbey of Sant'Antimo. Guests can enjoy horseback riding and bike…

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    From US$ 170
    price for 1 night
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  • Otello Guest House

    38 Via Landi 1° Piano, Montalcino, Italy (Show map)

    The 1-room Otello Guest House Montalcino is situated nearly a 5-minute walk from Chiesa di San Francesco Church and 120 km from Sant'Egidio airport. At this 70 m² apartment, Wi-Fi and private car…

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    From US$ 195
    price for 1 night
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  • Agriturismo Fraschetta

    Podere Benducce Snc, Strada Provinciale Della Badia Di Sant'Antimo, Montalcino, Italy (Show map)

    The 6-room Agriturismo Fraschetta Montalcino is located a mere 1.7 km from the Castello di Montalcino, giving access to various tourist spots nearby.

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    From US$ 145
    price for 1 night
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  • Croce Di Mezzo

    Loc. La Croce 15, Montalcino, Italy (Show map)

    The 10-room Croce Di Mezzo Villa Montalcino is located within 15 minutes' walk of the Fattoria dei Barbi and provides a solarium. Providing guests with Wi-Fi and a car park, this Montalcino farm stay…

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    From US$ 127
    price for 1 night
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  • Agriturismo L'Arte Dei Semplici

    Loc. La Croce, Montalcino, Italy (Show map)

    Along with access to such natural sites as the Val d'Orcia, nearly 10 minutes' drive away, Agriturismo L'Arte Dei Semplici Montalcino offers a seasonal outdoor swimming pool. Providing guests with Wi…

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    From US$ 84
    price for 1 night
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  • Agriturismo Podere La Casa

    Podere La Casa, Strada Provinciale Del Brunello Km 5, 5, Montalcino, Italy (Show map)

    Offering a location about 25 minutes' walk from the Castello di Montalcino, Agriturismo Podere La Casa Montalcino apartment also gives access to a variety of tourist spots in the vicinity.

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    From US$ 378
    price for 1 night
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  • Villa Stella

    38 Via Bandi, Montalcino, Italy (Show map)

    Offering garden views, Villa Stella Montalcino is situated just 300 m from the Castello di Montalcino.

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    From US$ 210
    price for 1 night
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  • Agriturismo Monsole - Montalcino

    1B Podere Montechiari, Montalcino, Italy (Show map)

    Set around 5 km from the Monastery of Sant'Anna in Camprena, Agriturismo Monsole - Montalcino apartment comprises a terrace and an equipped kitchenette overlooking the hills. This apartment boasts a…

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    From US$ 470
    price for 1 night
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  • Agriturismo Biofattoria L'Upupa

    Podere Olivello, 60, Montalcino, Italy (Show map)

    Overlooking the patio, Agriturismo Biofattoria L'Upupa Montalcino apartment is nearly a 10-minute drive from the Cypress Trees of San Quirico d'Orcia in Montalcino. Offering a patio, the apartment…

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    From US$ 198
    price for 1 night
    Book Now From US$ 198
  • Podere Belsogno

    Podere Belsogno, Montalcino, Italy (Show map)

    Situated only 1.3 km from San Lorenzo in San Pietro a Montalcino Church, the spacious 3-bedroom Podere Belsogno Montalcino apartment provides guests with Wi-Fi for either business or leisure. The…

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    From US$ 314
    price for 1 night
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  • Casa Francesca

    Via Moglio, 58, Montalcino, Italy (Show map)

    The 70 m² Casa Francesca Apartment Montalcino offers easy access to such tourist sites as Sant'Egidio, located approximately 5 minutes' walk away. Staying in this 1-bedroom apartment, nestled only…

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    From US$ 167
    price for 1 night
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  • Montalcino Tuscany Home - Pineta

    Via Osticcio, 26, Montalcino, Italy (Show map)

    To enjoy your vacation in Montalcino, stay at the 9-room Montalcino Tuscany Home - Pineta apartment, which is only 1.2 km from the Parish Church of Saint Egidio Abbot and approximately a 5-minute…

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    From US$ 181
    price for 1 night
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  • Rocci Al 17

    Via Rocci 17, Montalcino, Italy (Show map)

    The 56 m² Rocci Al 17 Apartment Montalcino is situated 6 minutes' walk from Chiesa di San Francesco Church and 120 km from Sant'Egidio airport.

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    From US$ 83
    price for 1 night
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  • Casa Barcaia Montalcino

    1 Via Del Pino, Montalcino, Italy (Show map)

    The 2-bedroom Casa Barcaia Montalcino Villa offers swift access to various city sites, such as the Cathedral of the Most Holy Saviour, situated approximately 5 minutes' walk away.

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    From US$ 249
    price for 1 night
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  • Agriturismo Collesassi

    Podere Risveglio, 68, Montalcino, Italy (Show map)

    Agriturismo Collesassi Montalcino is located around a 15-minute ride from the Cypress Trees of San Quirico d'Orcia and provides guests with an outdoor Jacuzzi for a more relaxing stay.

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    From US$ 117
    price for 1 night
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  • Antica Grancia Di Quercecchio

    Localita Quercecchio 1, Montalcino, Italy (Show map)

    The 8-room Antica Grancia Di Quercecchio Apartment Montalcino is approximately a 25-minute stroll from Castelgiocondo Estate. Guests can make use of Wi-Fi, free private parking, bicycle rental…

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    From US$ 143
    price for 1 night
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  • Tenuta Canina

    Strada Provinciale Del Brunello, 106, Montalcino, Italy (Show map)

    Situated 3.1 km from the Cathedral of the Most Holy Saviour, the 3-bedroom Tenuta Canina Montalcino villa invites guests to relax at a terrace. Guests can enjoy lawn tennis at the holiday home…

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    From US$ 348
    price for 1 night
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  • La Terrazza Sull'Alba

    13 Via Giacomo Matteotti, Montalcino, Italy (Show map)

    The 2-room La Terrazza Sull'Alba Apartment Montalcino is situated only 5 minutes' walk from the Parish Church of Saint Egidio Abbot and 120 km from Sant'Egidio airport. The spacious 80 m² apartment…

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    From US$ 231
    price for 1 night
    Book Now From US$ 231
  • Agriturismo Val Di Tufo

    Localita Vergelle, Montalcino, Italy (Show map)

    Agriturismo Val Di Tufo Montalcino is located 10 minutes' drive from the Bosco della Ragnaia Garden and invites guests to enjoy a terrace.

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    From US$ 164
    price for 1 night
    Book Now From US$ 164
  • Panoramic Nest In Montalcino

    Via Lapini 37, Montalcino, Italy (Show map)

    Located around 5 minutes' walk from San Lorenzo in San Pietro a Montalcino Church, the 1-bedroom Panoramic Nest In Montalcino Villa gives easy access to various tourist attractions in the area.

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    From US$ 171
    price for 1 night
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  • Agriturismo Il Poggione

    Localita Sant'Angelo In Colle, Montalcino, Italy (Show map)

    Located within 6 km of the historic Abbey of Sant'Antimo, the 7-room Agriturismo Il Poggione Montalcino provides access to various tourist attractions in the vicinity.

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    From US$ 142
    price for 1 night
    Book Now From US$ 142
  • Luce Di Vino

    Tenuta Agricola Pian Delle Ginestre Podere Belvedere Loc. Sesta, Montalcino, Italy (Show map)

    Luce Di Vino Villa Montalcino is located a 25-minute walk from Pieve dei Santi Filippo e Giacomo Church and invites guests to enjoy a terrace.

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    From US$ 134
    price for 1 night
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  • Agriturismo Vergelle

    Localita Vergelle 135, Montalcino, Italy (Show map)

    Offering a shared lounge and barbecue grills for guests' leisure, Agriturismo Vergelle Montalcino is situated 4.8 km from the Bosco della Ragnaia Garden. Located 15 minutes' drive from the Museum of…

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    From US$ 160
    price for 1 night
    Book Now From US$ 160
  • Historic Center Apartment With Private Garage

    43 Piazza Del Popolo, Montalcino, Italy (Show map)

    Located 7 minutes' walk from the Castello di Montalcino and Chiesa di San Francesco Church, Historic Center Apartment With Private Garage Montalcino features views of the street. Wi-Fi and a private…

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    From US$ 198
    price for 1 night
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  • Casa Costa Delle Caserme

    14 Via Costa Delle Caserme, Montalcino, Italy (Show map)

    Casa Costa Delle Caserme Montalcino apartment is located 4.9 km from the Val d'Orcia and 5 minutes' walk from Fortress of Montalcino. Guests can make use of Wi-Fi, a car park, bicycle rental options.

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    From US$ 165
    price for 1 night
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  • In Centro

    Piazza Giuseppe Garibaldi 14, Montalcino, Italy (Show map)

    The spacious 90 m² In Centro Apartment Montalcino is located within 5 minutes' walk of the Parish Church of Saint Egidio Abbot and overlooks the city. The art museum "Museo Civico e Diocesano.

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    From US$ 238
    price for 1 night
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  • Villetta Caprili

    Podere Caprili 268, Montalcino, Italy (Show map)

    The 100 m² Villetta Caprili Montalcino apartment offers easy access to such tourist sites as the Caprili, located about a 5-minute walk away.

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    From US$ 280
    price for 1 night
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  • Casa Spagni

    59 Via Spagni, Montalcino, Italy (Show map)

    The spacious Casa Spagni Montalcino apartment is located just a 5-minute walk from San Lorenzo in San Pietro a Montalcino Church and 6 km from the Cypress Trees of San Quirico d'Orcia. Featuring a…

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    From US$ 306
    price for 1 night
    Book Now From US$ 306
  • Agriturismo Villa Paradisino Musico

    Localita Paradisino Strada Comunale Del Canalicchio, Montalcino, Italy (Show map)

    Offering a location 3.7 km from Localita Caparzo, Agriturismo Villa Paradisino Musico Montalcino gives access to various tourist spots in the area.

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    From US$ 221
    price for 1 night
    Book Now From US$ 221
  • Appartamento Il Glicine

    4 Via Del Castellare, Montalcino, Italy (Show map)

    Staying at the 1-room Appartamento Il Glicine Montalcino, guests can reach the Fattoria dei Barbi, situated around 7 km away.

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    From US$ 113
    price for 1 night
    Book Now From US$ 113
  • Casa Vacanze Elisabetta

    Localita' San Renato 240 Zona Via Del Renaio, Montalcino, Italy (Show map)

    The 1-bedroom Casa Vacanze Elisabetta Montalcino offers swift access to various city sites, such as Sant' Antimo, situated just 6 minutes' walk away.

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    From US$ 269
    price for 1 night
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  • Civico 24

    24 Via Lapini, Montalcino, Italy (Show map)

    Situated approximately a 5-minute stroll from the Cathedral of the Most Holy Saviour, the 2-bedroom Civico 24 Villa Montalcino offers quick access to numerous city landmarks nearby.

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    From US$ 156
    price for 1 night
    Book Now From US$ 156