Top Vacation rentals in Montalcino

Find the Top Vacation rentals in Montalcino – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 20 vacation rentals
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Farm stay
2 adults
1 bedroom
1 bed
MapView on map1.9 mi from City Center
From   US$ 566 /nightSelect
  • Infinity pool with stunning views
  • On-site spa and wellness centre
  • Bicycle rental and local tours
5 adults
3 bedrooms
3 beds
MapView on map5.5 mi from City Center
From   US$ 151 /nightSelect
  • Seasonal outdoor swimming pool
  • Barbecue facilities in garden
  • Electric vehicle charging station
Farm stay
  • Outdoor Pool
  • Wine Production
  • Cooking Classes
From   US$ 209 /nightSelect
  • Tuscan countryside wine production
  • Outdoor seasonal swimming pool
  • Cooking classes available on site
Country house
  • Free spa
  • Swimming pool
  • Tennis court
3.5 mi from City Center
From   US$ 312 /nightSelect
  • Free on-site spa and wellness treatments
  • Homemade breakfast with local ingredients
  • Tennis court with equipment available
  • On-site spa
  • Cycling activities
  • Sun terrace
4.2 mi from City Center
From   US$ 194 /nightSelect
  • Adults-only accommodation for a tranquil stay
  • On-site restaurant with authentic Italian cuisine
  • Relaxing sun terrace for guests' enjoyment
  • Hot tub
  • Sauna
  • Garden
3.4 mi from City Center
From   US$ 257 /nightSelect
  • On-site hot tub and sauna amenities
  • Garden views in a serene setting
  • Pet-friendly accommodations available
  • Private bathroom
  • Electric vehicle charging
  • Continental breakfast
1700 yd from City Center1700 yd from Fortezza
From   US$ 260 /nightSelect
  • Bicycle rental service available
  • Mountain and garden views
  • Sun terrace for relaxing
Farm stay
  • Spa and wellness
  • Outdoor pool
  • Fitness centre
4.2 mi from City Center
From   US$ 786 /nightSelect
  • On-site spa and wellness centre
  • Outdoor swimming pool with sun loungers
  • Traditional on-site restaurant
  • Infinity Pool
  • On-site Spa
  • Private Tasting Room
1.6 mi from City Center
From   US$ 497 /nightSelect
  • Panoramic pool with vineyard views
  • Exclusive truffle hunting experience
  • On-site gourmet restaurant for guests
Farm stay
  • Outdoor pool
  • Garden
  • Barbecue area
1.4 mi from City Center
From   US$ 127 /nightSelect
  • Seasonal outdoor swimming pool
  • Family-friendly with terrace
  • On-site cycling and walking tours
Farm stay
  • Equipped kitchen
  • Private parking
  • Terrace access
1400 yd from City Center1400 yd from Fortezza
From   US$ 260 /nightSelect
  • Elegant wine-resort in Tuscany's heart
  • Walking tours through organic vineyards
  • Seasonal outdoor pool with vineyard views
  • Infinity pool
  • Spa services
  • Private gardens
1600 yd from City Center1500 yd from Fortezza
From   US$ 455 /nightSelect
  • On-site Brunello wine production
  • Immersive hillside gardens
  • Two outdoor infinity pools
  • Cooking Class
  • Wine Tasting
  • Olive Oil Shop
700 yd from City Center600 yd from Fortezza
From   US$ 236 /nightSelect
  • Tuscan-style apartments with antique furnishings
  • Homemade jams and extra virgin olive oil
  • Cooking classes with local cuisine expertise
  • Saltwater Pool
  • BBQ Facilities
  • Open-air Bath
3.0 mi from City Center
From   US$ 303 /nightSelect
  • Panoramic vineyard views
  • Brunello wine tasting in garden
  • Outdoor saltwater swimming pool
  • Massage services
  • Private kitchen
  • Garden views
1700 yd from City Center1600 yd from Fortezza
From   US$ 297 /nightSelect
  • Private entrance holiday home units
  • On-site bicycle rental service
  • Serene garden views and terraces
  • Organic Vineyard
  • Swimming Pool
  • Family Rooms
2.2 mi from City Center
From   US$ 127 /nightSelect
  • Organic wine production on-site
  • Traditional Tuscan home-cooked meals
  • Family-run, welcoming atmosphere
  • Family rooms
  • Air conditioning
  • Private parking
1000 yd from City Center900 yd from Sant` Antimo
From   US$ 145 /nightSelect
  • Mountain views and spacious gardens
  • Bicycle rental service available onsite
  • Buffet breakfast with local specialties
  • Private Pool
  • Flat-screen TV
  • Pet Friendly
9.3 mi from City Center
From   US$ 844 /nightSelect
  • Private pool with mountain views
  • On-site cooking classes available
  • Spacious villa with 5 bedrooms
Apartment
  • Infinity pool
  • Private terrace
  • On-site spa
4.2 mi from City Center
From   US$ 440 /nightSelect
  • Infinity pool with stunning countryside views
  • Rustic-style apartments with private terraces
  • On-site spa with various massage options
Apartment
  • Private terrace
  • Outdoor dining
  • Jacuzzi
500 yd from City Center400 yd from Sant` Antimo
From   US$ 310 /nightSelect
  • Mountain-view terrace with outdoor dining
  • On-site hot tub and solarium available
  • Bicycle rental service on-site