Vacation rentals in Montalcino, Italy - page 2

Carefully selected & verified rentals in Montalcino, Italy
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Check-out
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Rooms and Guests2 Guests, 1 Room
Montalcino showcases landmarks like Castello di Banfi, the scenic Val d'Orcia, and the Abbey of Sant'Antimo, attracting travelers to explore its vineyards. You'll discover vacation rentals that offer local charm and comfort, perfect for a relaxing getaway. Unique hotels like the Rosewood Castiglion del Bosco provide stunning views and exquisite services. This selection is meticulously curated, focusing on must-have amenities and top guest reviews. Book early in the fall for best rates, and consider renting bikes to explore the beautiful Tuscan countryside.
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21-35 out of 35
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Montalcino Tuscany Home - Casa Vacanza Via Spagni 44
Map600 m from City Centre500 m from Fortezza
FromUS$ 192 /nightSelect
Agriturismo S. Eurosia Montalcino
MapHistoric building ambiance300m
  • Scenic outdoor swimming pool
  • On-site Italian restaurant
  • Family-friendly garden activities
  • Outdoor pool
  • On-site restaurant
  • Children's playground
Rural resort featuring scenic views and family activities
FromUS$ 141 /nightSelect
Il Tramonto
Map400 m from City Centre400 m from Sant` Antimo
FromUS$ 139 /nightSelect
In Centro
5 adults
2 bedrooms
3 beds
MapCenter of main square0m
  • Rooms with city views
  • Fully equipped kitchen
  • Fireplace in the apartment
  • Flat-screen TV
  • Fully equipped kitchen
  • Fireplace
Urban hotel featuring modern amenities and scenic views
FromUS$ 224 /nightSelect
Val D'Orcia Deluxe 2, Raffinata Casa Immersa Nel Verde Con Wifi, Giardino E Parcheggio
6 adults
1 bedroom
3 beds
MapBeautiful natural surroundings21km
  • Seasonal outdoor swimming pool available
  • Spacious apartment with outdoor dining
  • Free private parking on-site
  • Outdoor pool
  • Garden views
  • Picnic area
Hotel with outdoor amenities and scenic views
FromUS$ 140 /nightSelect
Appartamento Il Glicine
MapScenic garden surroundings0m
  • Full kitchen with essential appliances
  • Private balcony with garden views
  • Ground floor access with private entrance
  • Flat-screen TV
  • Free parking
  • Pets allowed
Hotel offering private garden view accommodations
FromUS$ 113 /nightSelect
3 Bedroom Amazing Home In Montalcino
MapScenic countryside views1.5km
  • Outdoor swimming pool available for relaxation
  • Fully equipped kitchen for home-cooked meals
  • Free private parking for convenience
  • Outdoor pool
  • Free parking
  • Kitchen facilities
Charming home rental with a kitchen and pool access
FromUS$ 205 /nightSelect
Casa Vignolo
3 adults
2 bedrooms
2 beds
MapCharming Tuscan countryside300m
  • On-site bike and walking tours
  • Flat-screen TV in rooms
  • Outdoor dining area available
  • On-site Spa
  • Outdoor Dining
  • Flat-screen TV
Hotel offering unique local experiences and outdoor activities
FromUS$ 233 /nightSelect
Villetta Caprili
6 adults
3 bedrooms
3 beds
MapUNESCO-protected Val d'Orcia valley20km
  • Vineyard surroundings and own wine production
  • Spacious apartment with garden views
  • Pet-friendly with outdoor dining area
  • BBQ facilities
  • Table tennis
  • Organized winery tours
Tuscan countryside hotel with vineyard experiences
FromUS$ 280 /nightSelect
Podere Montechiari
Map9.1 km from City Centre100 m from
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La Casa Di Annetta
Map400 m from City Centre300 m from Fortezza
FromUS$ 135 /nightSelect
Montalcino Numero10
Map200 m from City Centre200 m from Sant` Antimo
FromUS$ 106 /nightSelect
Emotions
Map200 m from City Centre200 m from Sant` Antimo
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Nuovissimo Loft Panoramico Con Giardino A Montalcino
Map500 m from City Centre400 m from Fortezza
FromUS$ 286 /nightSelect
Da Nonna Bruna
Map500 m from City Centre400 m from Fortezza
FromUS$ 211 /nightSelect
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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room