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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21-40 out of 42
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Altesino Suites Montalcino
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 Apartment Montalcino
Map700 yd from City Centre600 yd from Fortezza
FromUS$ 139 /nightSelect
Montalcino Loft
2 adults
1 bedroom
1 bed
MapProximity to cultural landmarks19 km
  • Private entrance for added privacy
  • Fully equipped kitchen for self-catering
  • Located near scenic outdoor activities
  • Dishwasher
  • Bicycle rental
  • Flatscreen TV
Hotel offering comfortable rooms with modern amenities
FromUS$ 239 /nightSelect
Il Tramonto
Map500 yd from City Centre500 yd from Sant` Antimo
FromUS$ 139 /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
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$ 110 /nightSelect
Elegante Casa Mafalda Con Vista
MapNear Parco dei Mulini13km
  • Air-conditioned rooms with balcony
  • Fully equipped kitchen with dishwasher
  • Flat-screen TV with streaming services
  • Dishwasher
  • Flat-screen TV
  • Balcony
Charming hotel offering fully equipped luxury apartments
FromUS$ 273 /nightSelect
Podere San Giuseppe Montalcino
MapScenic countryside views1.2km
  • Seasonal outdoor swimming pool with views
  • Open-air bath and sun loungers available
  • Children's playground and bicycle rental service
  • Outdoor pool
  • Bicycle rental
  • Open-air bath
Hotel with pool, gardens, and family-friendly amenities
FromUS$ 217 /nightSelect
Casa Per L'Osticcio Con Vista Panoramica
Map200 yd from City Centre200 yd from Sant` Antimo
FromUS$ 212 /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
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
Lady Tosca Home In Montalcino
Map600 yd from City Centre600 yd from Fortezza
FromUS$ 136 /nightSelect
La Casina Di Helen
MapBeautiful Tuscan countryside1.2km
  • Infinity pool with stunning views
  • Inviting outdoor dining area
  • Garden relaxation spaces available
  • Infinity pool
  • Outdoor dining
  • Pet friendly
Charming hotel featuring scenic outdoor leisure spaces
FromUS$ 185 /nightSelect
Cottage Casa Luisa
Map8.6 mi from City Centre500 yd from
FromUS$ 211 /nightSelect
La Rocca Di Montalbino
The largest option:
12 adults
5 bedrooms
6 beds
Map43.1 mi from City Centre1100 yd from
FromUS$ 203 /nightSelect
La Casa Di Annetta
Map400 yd from City Centre300 yd from Fortezza
FromUS$ 135 /nightSelect
Montalcino Numero10
Map200 yd from City Centre200 yd from Sant` Antimo
FromUS$ 106 /nightSelect
Emotions
Map200 yd from City Centre200 yd from Sant` Antimo
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Podere Montechiari
Map5.7 mi from City Centre100 yd from
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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