Vacation rentals in Montalcino, Italy

Carefully selected & verified rentals in Montalcino, Italy
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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1-20 out of 42
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  • Price: low to high
  • Price: high to low
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Castel Brunello Apartment Sant'Angelo in Colle
The largest option:
6 adults
3 bedrooms
3 beds
MapClose to many wineries200m
  • Outdoor swimming pool and sun loungers
  • On-site spa with massage services
  • Rustic-style rooms with kitchenettes
  • Outdoor pool
  • On-site spa
  • Rustic rooms
Hotel featuring rustic rooms and luxurious leisure amenities
FromUS$ 560 /nightSelect
Corte Francigena Montalcino
MapScenic countryside setting0m
  • Infinity pool with stunning views
  • Private parking available on-site
  • Family-friendly rooms with kitchens
  • Infinity pool
  • Garden area
  • Family rooms
Boutique hotel with private pools and family rooms
FromUS$ 143 /nightSelect
Agriturismo Monsole - Montalcino
The largest option:
4 adults
2 bedrooms
2 beds
Map5.7 mi from City Centre200 yd from
FromUS$ 634 /nightSelect
Casa Vacanze La Pineta
Map700 yd from City Centre700 yd from Sant` Antimo
FromUS$ 117 /nightSelect
8.0
Great
Agriturismo Podere La Casa
MapRight in the vineyard300m
  • Outdoor swimming pool with vineyard view
  • Family-friendly rooms with kitchen amenities
  • Free private parking available for guests
  • Outdoor pool
  • Free parking
  • Family rooms
Countryside resort with family rooms and scenic pool
FromUS$ 348 /nightSelect
Otello Guest House
3 adults
1 bedroom
2 beds
MapClose to wineries and city center1km
  • Air-conditioned rooms with private entrance
  • Fully equipped kitchen for self-catering
  • Free private parking available on-site
  • Private Parking
  • Fully Equipped Kitchen
  • Air Conditioning
Hotel featuring self-catering rooms in scenic Montalcino
FromUS$ 187 /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
Podere Belsogno
MapCentre of Montalcino20km
  • On-site hot tub and solarium
  • Private terrace with mountain views
  • Bicycle rental service available
  • Hot tub
  • Outdoor dining
  • Bicycle rental
Charming hotel with stunning mountain views and garden
FromUS$ 310 /nightSelect
Historic Center Apartment With Private Garage
MapIn historic city center0m
  • Convenient private garage access
  • Air-conditioned living spaces available
  • Outdoor dining area with garden views
  • Private garage
  • Outdoor dining
  • Air conditioning
Self-catering hotel rooms with a private terrace and garage
FromUS$ 198 /nightSelect
Agriturismo Biofattoria L'Upupa
MapPicturesque Tuscan countryside0m
  • Outdoor swimming pool with scenic views
  • Family-friendly restaurant with diverse menus
  • Play areas for children and picnic spots
  • Outdoor pool
  • Family restaurant
  • Children's play area
Rural resort with family-friendly activities and dining
FromUS$ 139 /nightSelect
Antica Grancia Di Quercecchio
The largest option:
4 adults
2 bedrooms
3 beds
MapCharming historic neighborhood300m
  • Infinity pool with stunning views
  • Family-friendly outdoor activities
  • Air-conditioned, fully equipped rooms
  • Infinity pool
  • Outdoor activities
  • Barbecue facilities
Hotel featuring an infinity pool and scenic surroundings
FromUS$ 143 /nightSelect
Casa Di Elena
Map300 yd from City Centre200 yd from Sant` Antimo
FromUS$ 241 /nightSelect
Rocci Al 17
4 adults
2 bedrooms
2 beds
MapPublic park access with pass200m
  • Tennis court for active guests
  • Horseback riding nearby for adventure
  • Fully equipped kitchen in rooms
  • Tennis Court
  • Horseback Riding
  • Fully Equipped Kitchen
Hotel featuring mountain views and outdoor activities
FromUS$ 83 /nightSelect
La Terrazza Sull'Alba
MapCentral Montalcino setting0m
  • Spacious rooms with city views
  • Fully equipped kitchen amenities
  • Central Montalcino location
  • Fully equipped kitchen
  • City view terrace
  • Non-smoking rooms
Hotel offering panoramic views and self-catering rooms
FromUS$ 231 /nightSelect
Agriturismo Poggiarellino - Montalcino
The largest option:
4 adults
2 bedrooms
2 beds
MapNear Montalcino attractions35km
  • Private entrance rooms available for guests
  • Scenic garden views from the units
  • On-site golf course for leisure activities
  • Family rooms
  • Barbecue area
  • Golf course
Rural retreat offering cozy rooms in Tuscany's landscape
FromUS$ 95 /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
Casa Spagni
MapNear Parco dei Mulini20km
  • Spacious two-bedroom rooms with mountain views
  • Soundproofing ensures a peaceful stay
  • Bicycle rental service available on-site
  • Bicycle rental
  • Mountain views
  • Fully equipped kitchen
Hotel offering large rooms with kitchen facilities and views
FromUS$ 306 /nightSelect
Casa Vacanze Del Borgo
MapClose to historic landmarks300m
  • Garden views from private patio
  • Fully equipped kitchen with dishwasher
  • Pet-friendly accommodations available
  • Garden access
  • Equipped kitchen
  • Pet-friendly
Charming holiday apartment with scenic garden views
FromUS$ 120 /nightSelect
Villa Santa Maria
The largest option:
4 adults
1 bedroom
2 beds
MapNear city center100m
  • Free private parking available for guests
  • Family rooms with kitchenettes are offered
  • Mountain views from select units available
  • Flat-screen TV
  • Private entrance
  • Garden area
Hotel offering family-friendly apartments in Montalcino
FromUS$ 110 /nightSelect

Flexible Price Range for Vacation Homes in Montalcino

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 634
⬇️ The lowest price
US$ 83
đź’¸ Average price for
Apartments
US$ 207

Top vacation homes in Montalcino

Based on guest reviews from the past 12 months

Cultural Retreats:
Antica Grancia Di Quercecchio
Countryside Escapes:
Agriturismo Podere La Casa
Luxurious Stays:
Altesino Suites
Family Friendly Getaways:
Casa Vacanze La Pineta
Authentic Agriturismo:
Agriturismo Monsole - Montalcino
Charming Lofts:
Montalcino Loft
Romantic Escapes:
Villa Santa Maria

Vacation Rentals Overview in Montalcino

This guide evaluates 45 vacation rental properties in Montalcino, providing essential information to help you choose the best accommodation for your stay.

Typical nightly rates range from $100 to $300.

Montalcino's peak travel seasons are April to October.

The local tourist tax averages $1.50 per person, per night.

Most rentals are within 1-2 miles of historic sites like the Fortress of Montalcino.

Book early during summer months for better rates and availability.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room