My Dreamy Destination - Vacation Rentals in Brunello di Montalcino Wine Area

Agriturismo Podere La Casa From US $335
         

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

10.0 (2 Reviews)
Apartment
  • Designated Smoking Area
  • TV
  • Balcony/Terrace
Villa Montalcino - Country house with private pool From US $625
         

Villa Piazza della Fortezza - Villa with Jacuzzi From US $1,414
         

10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Brunello di Montalcino Wine Area

Over 323+ Luxury Places to Stay in or Near Brunello di Montalcino Wine Area
Antico Brunello From US $8,431
         

New
Villa
  • Air Conditioner
  • Pool
  • TV
Villa In Exclusive Use From US $4,452
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety
Antico Convento I Cappuccini - Villa & Wedding Venue From US $3,296
         

10.0 (3 Reviews)
Villa
  • Pet Friendly
  • Pool
  • Designated Smoking Area
Castiglion del Bosco, A Rosewood Hotel From US $2,403
         

|
9.4 (56 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
New Panoramic Loft with garden in Montalcino From US $2,384
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Brunello di Montalcino Wine Area

Over 103+ Top-Rated Vacation Rentals with a Pool in or Near Brunello di Montalcino Wine Area
Castello Banfi - Il Borgo - Relais et Chateaux From US $1,008
         

|
10.0 (126 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Il Burellino Wine & Resort From US $208
         

10.0 (77 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Castiglion del Bosco, A Rosewood Hotel From US $1,433
         

|
10.0 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Villa Le Prata - Residenza del Vescovo From US $368
         

10.0 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Mastrojanni Relais From US $502
         

10.0 (64 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
Villa in Montalcino with 6 bedrooms sleeps 12 From US $1,150
         

10.0 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Brunello di Montalcino Wine Area

Over 117+ Pet-Friendly Vacation Rentals in or Near Brunello di Montalcino Wine Area
Villetta Caprili From US $58
         

|
10.0 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Drogheria & Locanda Franci From US $215
         

10.0 (21 Reviews)
Bed & Breakfast
  • Pet Friendly
  • Accessibility
  • Security/Safety
Brunello 2 - Apartment with swimming pool From US $365
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Brunello 3 - Apartment with swimming pool From US $464
         

9.6 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa Cerralta 14, Montalcino, Siena and Chianti From US $850
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool

Large Vacation Homes & Villas in Brunello di Montalcino Wine Area

Over 78+ Large Vacation Homes & Villas in or Near Brunello di Montalcino Wine Area
Palazzo Tamanti - 4BR 6 Bath Estate Home in Montalcino Center From US $684
         

|
10.0 (11 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Villa Belle Vue: a Charm From US $1,237
         

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

Wheelchair Accessible Vacation Homes in Brunello di Montalcino Wine Area

Over 10+ Wheelchair Accessible Vacation Homes in or Near Brunello di Montalcino Wine Area
Capanna Suites From US $580
         

|
9.5 (630 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Podere Brizio From US $287
         

9.8 (153 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Podere Brizio From US $314
         

|
9.4 (668 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Antica Grancia di Quercecchio From US $96
         

9.2 (5 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Antica Grancia Di Quercecchio From US $91
         

|
9.1 (191 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
SI Montalcino Hotel From US $202
         

|
9.2 (377 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Castello Banfi - Il Borgo - Relais et Chateaux From US $1,461
         

|
9.4 (166 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Castello di Velona Resort Thermal SPA & Winery From US $840
         

|
9.0 (341 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Brunello di Montalcino Wine Area Vacation Rentals and Airbnb Places to Stay Under $200

Over 162+ Brunello di Montalcino Wine Area Vacation Rentals and Airbnb Places to Stay Under $200
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
  • Designated Smoking Area
  • TV
  • Balcony/Terrace
Room 'Camera Rossa' with Shared Terrace and Wi-Fi From US $142
         

10.0 (1 Review)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in Brunello di Montalcino Wine Area

Over 87+ Instantly Bookable Vacation Homes in or Near Brunello di Montalcino Wine Area
Historic home in Montalcino From US $503
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center From US $964
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Podere Belsogno From US $464
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Apartment "La Porticina" with Wi-Fi & A/C From US $317
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • TV
Detached apartment From US $236
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
The Casetta di Brunello, quiet and breathtaking views From US $236
         

About Brunello di Montalcino Wine Area Vacation Rentals

With more than 332 Brunello di Montalcino Wine Area vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mydreamydestination 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 Brunello di Montalcino Wine Area.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mydreamydestination Brunello di Montalcino Wine Area, 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 Brunello di Montalcino Wine Area. Places to stay near Brunello di Montalcino Wine Area are 940.13 ft² on average, with prices averaging $489 a night.

Mydreamydestination makes it easy and safe to find and compare vacation rentals in Brunello di Montalcino Wine Area 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 Brunello di Montalcino Wine Area

Type Count
Holiday Apartments 123
Vacation Homes 102
Villas 46
B&B 20
Others 19
Hotels with Suites 17
Resorts 4
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Brunello di Montalcino Wine Area

Pro Tip: Mydreamydestination makes it easy to compare the best listings on Mydreamydestination homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mydreamydestination 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 Brunello di Montalcino Wine Area.

Weather in Brunello di Montalcino Wine Area

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

December - February
High 57°F       Low 33°F
March - May
High 67°F       Low 39°F
June - August
High 86°F       Low 60°F
September - November
High 74°F       Low 48°F

Brunello di Montalcino Wine Area Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Brunello di Montalcino Wine Area?

There are a lot of options in Brunello di Montalcino Wine Area. If you plan on staying in the Brunello di Montalcino Wine Area area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Brunello di Montalcino Wine Area:

How many vacation rentals are available in Brunello di Montalcino Wine Area?

Currently, the total number of properties listed in 2026 is over 332 in the Brunello di Montalcino Wine Area area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Brunello di Montalcino Wine Area.