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Montalcino Vacation Rentals

Hotels (12)

B&Bs / Inns (9)

Specialty Lodging (11)

Vacation Rentals (48)

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CASA PENNELLA ESTATE
CASA PENNELLA ESTATE
    Price: €1,227 - €2,091/week
  • Sleeps: 8
  • Bathrooms: 4
    • Contact Manager
VILLA LA LUCERE
VILLA LA LUCERE
    Price: €3,437 - €6,285/week
  • Sleeps: 14
  • Bathrooms: 4
    • Contact Manager
MONACI
MONACI
    Price: €1,099 - €1,591/week
  • Sleeps: 4
  • Bathrooms: 2
    • Contact Manager
Farmhouse Val d'Orcia 102
Farmhouse Val d'Orcia 102
    Price: Inquire for rates
  • Bedrooms: 1, sleeps 4
    • Contact Manager
LE ROSE
LE ROSE
    Price: €3,525/week
  • Sleeps: 10
  • Bathrooms: 4
    • Contact Manager
I CIPRESSI
I CIPRESSI
    Price: €2,906/week
  • Sleeps: 8
  • Bathrooms: 4
    • Contact Manager
VILLA ELISA
VILLA ELISA
    Price: €5,774 - €9,820/week
  • Sleeps: 14
  • Bathrooms: 7
    • Contact Manager
BORGO IL VIVO
BORGO IL VIVO
    Price: €992 - €1,610/week
  • Sleeps: 18
  • Bathrooms: 8
    • Contact Manager
Villa Montalcino
Villa Montalcino
    Price: €1,969 - €4,067/week
  • Bedrooms: 4, sleeps 7
  • Bathrooms: 3
    • Contact Manager
Brizio Brizio - 300.4 30415003
Brizio Brizio - 300.4 30415003
    Price: €77 - €119/night €540 - €1,072/week
  • Bedrooms: 2, sleeps 6
    • Contact Manager

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DOMUS NOVA
DOMUS NOVA
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Villa
Sleeps: 13
Bathrooms: 6
A dirt road leads to the automatic gate and takes you to the parking area with space for 4 vehicles. Ancient olive trees and beautiful, colourful, ...
  • Nightly
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  • Weekly
    €4,910 - €8,553
  • Monthly
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Il Gelso
Il Gelso
Contact Manager
4 of 5 stars 4 reviews
Management: Professional
Property: Villa
Bedrooms: 1, sleeps 2
Bathrooms: 1
A charming, medieval cottage with an unaffectedly rustic, natural character, furnished with delightful good taste, Il Gelso is just down the lane from the ...
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  • Weekly
    €501 - €633
  • Monthly
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VILLA VELONA
VILLA VELONA
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Villa
Bedrooms: 7, sleeps 14
Bathrooms: 8
Located in a wine producing estate Villa Velona is about 2km from Castelnuovo dell'Abate, famous for the romanesque abbey of Sant'Antimo, and 11 km from the ...
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  • Weekly
    €4,615 - €7,757
  • Monthly
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Poggio dell_Arte
Poggio dell_Arte
Contact Manager
3.5 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 9
Bathrooms: 4
Transformed into a Tuscany villa for rent, this former farmhouse is now part art gallery and part modern home. Friends and family alike will appreciate the ...
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  • Weekly
    €3,177 - €6,702
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Poggio Abazia 2
Poggio Abazia 2
Contact Manager
3.5 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 3
Splendid stone-built farmhouse, set on a hill and surrounded by vineyards and olive trees, from which the view sweeps out over the hills of Montalcino down to ...
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  • Weekly
    €1,441 - €1,842
  • Monthly
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Poggio Abazia 1
Poggio Abazia 1
Contact Manager
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 3
Splendid stone-built farmhouse, set on a hill and surrounded by vineyards and olive trees, from which the view sweeps out over the hills of Montalcino down to ...
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  • Weekly
    €2,395 - €3,175
  • Monthly
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BRV FED
BRV FED
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 7, sleeps 16
Bathrooms: 7
Into the woods you'll go to escape to this exquisite stone villa with two separate buildings (with private entrances) tucked into the rolling, verdant hills ...
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Fontanelle FONTANELLE 17314001
Fontanelle FONTANELLE 17314001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 5, sleeps 10
Bathrooms: 5
Min stay:7
L A Y O U T Ground Floor: Entrance hall; large beautifully furnished living room with fireplace and french windows opening onto the terrace and garden; ...
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  • Weekly
    €5,421 - €9,800
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Brunello Brunello 1 44261001
Brunello Brunello 1 44261001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 2, sleeps 3
Bathrooms: 2
Min stay:7
80 m2 Ground floor: living-room (satellite TV) with fireplace, kitchen corner (oven, freezer, dishwasher), dining area and access onto a private garden with ...
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  • Weekly
    €517 - €1,132
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Villa San Filippo Le Coste 4226002
Villa San Filippo Le Coste 4226002
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 1, sleeps 2
Bathrooms: 1
Min stay:7
Le Coste is ideal for a chic and romantic vacation. The interiors are charming and cosy, with a unique view over the vineyards and the swimming-pool; woods ...
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  • Weekly
    €990 - €1,668
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CASA DIDA
CASA DIDA
Contact Manager
Management: Professional
Property: Villa
Sleeps: 8
Bathrooms: 4
A comfortable villa restored by a famous Italian Architect whom used the typical Tuscan country materials along with a collection of many contemporary works ...
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  • Weekly
    €3,928 - €5,401
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Villa Brunello At San Sebastiano Independent Villa 16029001
Villa Brunello At San Sebastiano Independent Villa 16029001
Contact Manager
Management: Professional
Property: Villa
Bedrooms: 4, sleeps 8
Bathrooms: 2
Min stay:7
This centuries-old, independent, four-bedroom, two-bath, 2700-square-foot home has everything to make your Italian vacation memorable. Open the wrought iron ...
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  • Weekly
    €2,606 - €3,649
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LE MACCHIE
LE MACCHIE
Contact Manager
Management: Professional
Property: Condo/Apartment
Sleeps: 20
Bathrooms: 9
In the heart of the Val d'Orcia National Park and the Natural Reserve of Lucciola Bella, on a natural terrace overlooking Mount Amiata, the Farmhouse Le ...
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  • Weekly
    €1,522 - €2,111
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VILLA LA VISTA
VILLA LA VISTA
Contact Manager
Management: Professional
Property: Villa
Sleeps: 8
Bathrooms: 4
Villa La Vista is located twenty minutes drive from the castle estate of Vivo D'Orcia. It benefits from absolute privacy, but has access to all of the ...
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  • Weekly
    €2,661 - €4,203
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VILLA CORSI
VILLA CORSI
Contact Manager
Management: Professional
Property: Condo/Apartment
Sleeps: 16
Bathrooms: 10
Villa Corsi located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive farmhouse of ...
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  • Weekly
    €5,745 - €9,575
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Montalcino Vacation Rental Advice
Southern Tuscany and Umbria Accommodation Suggestions
Posted by travelsitaly, Apr 30, 2008
... What you are looking for is realistic. Try Slow Travel apartment reviews http://www.slowtrav.com/italy/vr/reviews.asp Use southern Tuscany for Montalcino and Umbria for the other. If yu need more information on Montalcino feel free to write, I have spent a lot of time there. travelsitalyATyahooDOTcom ... more
Siena in June 2010 Virgin Traveler
Posted by NaomiJonesT, Nov 11, 2009
... in Siena area at a vacation rental home for the month of June. I can't wait to be there and experience everything the Tuscany has to offer. Traveling with my mother, aka The Goose, and two young daughters. Husband will come for 10 days. Any suggestions on what to ... more
Venice - Florence - Rome
Posted by MsChanChan, Dec 30, 2009
... spend the rest of my vacation in Rome until April 20th early morning. Can anyone suggest what i can do in Florence? i am not too into Art, and i don't know much about Florence. My husband would like to drive a car to drive some smaller town. is ... more
Posted by MsChanChan, Dec 31, 2009
... plan to just go there as well. but i also think if i am in Florence, i would liek to go to Pisa by train. sydneynick, i like your idea as well. can you tell me how much would that cost to rent a car? any good car rental company ... more
Posted by vteotl, Dec 31, 2009
Don't go to Florence just because it's a "popular place." Life is too short, vacation days are too few, to be visiting places just because.... It's OK to return to Ontario and say, "Yes I went to Italy. I didn't see Florence." ... more
Vacation Rentals by Owner Tuscany
Posted by Jayhawk68, Dec 29, 2009
We (2 couples) are looking to rent for a month in late spring in the San Gimignamo area to use as a base for day trips. Has anyone used Vacation Rentals by Owner to secure a place with positive results? Thanks for any suggestions. ... more
Posted by UsaKate23, Dec 29, 2009
VRBO is wonderful! We have used it several times in the states and in Europe and have never been disappointed. We , too, are planning a month in Tuscany in 2011. We will use this website for our rental. Good luck and enjoy... more
Posted by UsaKate23, Dec 29, 2009
VRBO is wonderful! We have used it several times in the states and in Europe and have never been disappointed. We , too, are planning a month in Tuscany in 2011. We will use this website for our rental. Good luck and enjoy... more
Unusual request about hotel payment?
Posted by sydneynick, Dec 26, 2009
... 30% of a week's rental. And sometimes this cannot be paid by credit card as the apartment owner is an individual who does not have a card merchant account. But even then, I would wonder why the owner could not take PayPal. I would never pay the full rental in advance ... more
Posted by ganu76, Dec 26, 2009
... would never pay the full rental in advance. Even if this is not a scam, you have no leverage if the apartment is not as advertised." --------------- Exactly, Sydneynick. I'm not thinking that this is *necessarily* a scam, but who's to say that I'd be able to get ... more
Go to Montalcino Forums »
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns