Vacation rentals in Montalcino, Italy - page 2

Carefully selected & verified rentals in Montalcino, Italy
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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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21-38 out of 38
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Agriturismo Monsole - Montalcino
The largest option:
4 adults
2 bedrooms
2 beds
Map5.7 mi from City Centre200 yd from
FromUS$ 634 /nightSelect
Villetta Caprili Montalcino
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
Casa Costa Delle Caserme
MapProximity to Mount Amiata41km
  • Quiet street views from the rooms
  • Bicycle rental service available on-site
  • Extensive hiking and horseback riding nearby
  • Bicycle Parking
  • Shared Lounge
  • Packed Lunches
Hotel offering comfortable rooms with unique activities
FromUS$ 165 /nightSelect
Casa Francesca
MapClose to thermal springs38km
  • Spacious rooms with mountain views
  • Equipped kitchen and dining area
  • Terrace for outdoor relaxation
  • Equipped kitchen
  • Outdoor terrace
  • Fireplace
Hotel offering comfortable accommodations with stunning views
FromUS$ 167 /nightSelect
Il Tramonto
Map500 yd from City Centre500 yd from Sant` Antimo
FromUS$ 208 /nightSelect
Agriturismo S. Eurosia
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
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
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
La Porticina
Map3.5 mi from City Centre1300 yd from
FromUS$ 201 /nightSelect
Altesino Suites
MapNearby scenic vineyards300m
  • Seasonal outdoor swimming pools available
  • Fully equipped kitchen in all rooms
  • Free private parking for guests
  • Outdoor pools
  • Private parking
  • Air conditioning
Hotel featuring outdoor pools and kitchen facilities
FromUS$ 287 /nightSelect
Montalcinest
Map700 yd from City Centre600 yd from Fortezza
FromUS$ 139 /nightSelect
Montalcino Numero10
Map200 yd from City Centre200 yd from Sant` Antimo
FromUS$ 106 /nightSelect
Podere Montechiari - Nonna E Maria
Map5.7 mi from City Centre100 yd from
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Nuovissimo Loft Panoramico Con Giardino A Montalcino
Map600 yd from City Centre400 yd from Fortezza
FromUS$ 286 /nightSelect
Casina Gattoli - Casa Vacanze
Map500 yd from City Centre300 yd from Fortezza
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La Casa Di Annetta
Map400 yd from City Centre300 yd from Fortezza
FromUS$ 135 /nightSelect
Emotions
Map200 yd from City Centre200 yd from Sant` Antimo
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Montalcino Tuscany Home - Casa Vacanza Via Spagni 44
Map600 yd from City Centre600 yd from Fortezza
FromUS$ 193 /nightSelect
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Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room