Holiday Benefits - Vacation Rentals in Montalcino

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY From US $588
         

Agriturismo Podere La Casa From US $335
         

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8.8 (77 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Apartment 'Casa Francesca' with Hills View & Courtyard From US $174
         

10.0 (2 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Sports/Activities
Villa Montalcino - Country house with private pool From US $556
         

Luxury Places to Stay in Montalcino

Over 625+ Luxury Places to Stay in or Near Montalcino
Antico Brunello From US $8,431
         

New
Villa
  • Air Conditioner
  • Pool
  • TV
Villa Salvia- Accommodation in Tuscany From US $5,821
         

8.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Villino Rosmarino - Cignella Resort Toscana From US $5,821
         

Top-Rated Vacation Rentals with a Pool in Montalcino

Over 361+ Top-Rated Vacation Rentals with a Pool in or Near Montalcino
Castello Banfi - Il Borgo - Relais et Chateaux From US $1,011
         

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10.0 (126 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Il Burellino Wine & Resort From US $188
         

10.0 (76 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Villa Le Prata - Residenza del Vescovo From US $393
         

10.0 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Castiglion del Bosco, A Rosewood Hotel From US $1,560
         

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10.0 (69 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Mastrojanni Relais From US $432
         

10.0 (61 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Classic, Private Villa with Breathtaking Views - Private Pool From US $596
         

10.0 (25 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Montalcino

Over 326+ Pet-Friendly Vacation Rentals in or Near Montalcino
Villa Gaeta - Villa with private pool From US $695
         

10.0 (13 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Farmhouse in Montalcino with Swimming Pool From US $45
         

Drogheria & Locanda Franci From US $218
         

9.8 (16 Reviews)
Bed & Breakfast
  • Pet Friendly
  • Accessibility
  • Security/Safety
Cerretalta - Country villa with private pool From US $749
         

10.0 (9 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Brunello 1 - Apartment with swimming pool From US $322
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Montalcino

Over 179+ Large Vacation Homes & Villas in or Near Montalcino
Villa Piazza della Fortezza - Villa with Jacuzzi From US $1,343
         

10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Palazzo Tamanti - 4BR 6 Bath Estate Home in Montalcino Center From US $684
         

|
10.0 (11 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Luxury Apartment in Siena Resort From US $392
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Antico Convento I Cappuccini - Villa & Wedding Venue From US $3,296
         

10.0 (3 Reviews)
Villa
  • Pet Friendly
  • Pool
  • Fireplace/Heating

Wheelchair Accessible Vacation Homes in Montalcino

Over 14+ Wheelchair Accessible Vacation Homes in or Near Montalcino
Agriturismo Sole From US $345
         

|
9.9 (303 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Podere Brizio From US $287
         

9.8 (153 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Capanna Suites From US $536
         

|
9.5 (630 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Antica Grancia di Quercecchio From US $96
         

9.2 (5 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Podere Brizio From US $314
         

|
9.4 (668 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
SI Montalcino Hotel From US $202
         

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9.2 (377 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Borgo Sant'Ambrogio - Resort From US $481
         

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9.3 (807 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Castello di Velona Resort Thermal SPA & Winery From US $840
         

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9.0 (339 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Montalcino Varoom and Airbnb Places to Stay Under $200

Over 213+ Montalcino Varoom and Airbnb Places to Stay Under $200
2 bedroom lovely home in Trequanda SI From US $148
         

9.0 (2 Reviews)
House
  • Parking
  • Pool
  • Balcony/Terrace
La casa di Annetta From US $122
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
B&B Porta Castellana From US $192
         

10.0 (39 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Podere Belsogno-camera Lavanda From US $162
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Montalcino your Tuscan home - Casa Vacanza Via Spagni 44 From US $162
         

Apartment 'Casa Francesca' with Hills View & Courtyard From US $154
         

10.0 (2 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Sports/Activities

Instantly Bookable Vacation Homes in Montalcino

Over 294+ Instantly Bookable Vacation Homes in or Near Montalcino
Brunello 3 - Apartment with swimming pool From US $430
         

9.6 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic home in Montalcino From US $534
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Casa Cerralta 14, Montalcino, Siena and Chianti From US $849
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool
Villa Belle Vue: a Charm From US $1,424
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

About Montalcino Vacation Rentals

With more than 634 Montalcino vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaybenefits and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Montalcino.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidaybenefits Montalcino, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Montalcino. Places to stay near Montalcino are 1127.89 ft² on average, with prices averaging $513 a night.

Holidaybenefits makes it easy and safe to find and compare vacation rentals in Montalcino with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Montalcino

Type Count
Holiday Apartments 207
Vacation Homes 202
Villas 128
Others 37
B&B 22
Hotels with Suites 21
Ski Chalet Rentals 8
Resorts 7
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Montalcino

Pro Tip: Holidaybenefits makes it easy to compare the best listings on Holidaybenefits homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaybenefits homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Montalcino.

Weather in Montalcino

View the weather forecast for Montalcino before booking your Montalcino Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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