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Cortona Vacation Rentals

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Management: Verified owner
Property: Rental Home
Bedrooms: 12, sleeps 32
Bathrooms: 1
Min stay:3
La Mucchia - Casa Vacanza & Art Gallery is located in the region of Tuscany, an area of great historical and artistic interest. The vacation house is ...
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    $707 - $989
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Management: Verified Plus owner
Property: Rental Home
Bedrooms: 1, sleeps 4
Bathrooms: 2
Min stay:3
A thirteenth century townhouse ideally located in the heart of beautiful Tuscany in the historic hill town of Cortona. Featured in the October, 2004 issue of ...
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    $1,098 - $1,260
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Management: Verified owner
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
Min stay:7
CORTONA Lodging type: Old Villa Location: Hill, alt. 500 m Sleeps: 6 Bedrooms: 3 Villa Cristina alle Contesse is situated on a Tuscan hill in a very peaceful ...
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    $2,017 - $2,967
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Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Villa I Cappuccini Cortona Lodging type: Old Villa Location: Hill, alt. 550 m Sleeps: 8 Extra accommodations: 1 Bedrooms: 4 In the most suggestive corner of ...
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    $2,119 - $4,027
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Contact Owner
Nightly rate from
$169
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
Nestled in the heart of the beautiful Val di Chiana, minutes from the picturesque hilltop town of Cortona, is "Casa bel Posto", a tranquil and charming Tuscan ...
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    $169 - $282
  • Weekly
    $1,130 - $1,907
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Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 5
Min stay:7
Location doesn't get much better than this farmhouse in Tuscany, separated into two independent units and rented together. Perfect for two families traveling ...
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    $3,657 - $5,250
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Management: Verified owner
Property: Rental Home
Bedrooms: 8, sleeps 17
Bathrooms: 7
Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and olive trees. Thanks to the careful ...
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Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 12
Bathrooms: 4
Min stay:7
Independent farmhouse with an annexed hayloft split into two apartments that have been completely restored and transformed into a cosy holiday homes set on a ...
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    $2,441 - $5,082
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Min stay:7
Having trouble choosing between Florence, Siena, and any of the other countless hill towns? Stay in an apartment within a restored hamlet as one of our villa ...
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    $1,650 - $2,700
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Management: Professional
Property: Rental Home
Bedrooms: 6, sleeps 14
Bathrooms: 6
Min stay:7
No matter how far you've traveled or how many times you've been to Italy, you want each trip to special and unique and that's exactly what you'll get with ...
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    $2,254 - $4,226
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Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 7
Bathrooms: 2
Min stay:7
The best feature of this Cortona villa is, without a doubt, the endless, unobstructed view over the valley below-- literally one of the best panoramas we have ...
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    $3,200 - $4,200
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Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
Min stay:7
Treat yourself to an experience within the heart of ancient Cortona! Imagine gathering around the long wooden table in the kitchen for breakfast, then ...
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    $1,500 - $1,875
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 5
Bathrooms: 1
Min stay:7
Ancient stone farmhouse completely and nicely restored situated on a hill near the famous small medieval town Cortona, which is where the movie "Under the ...
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    $740 - $1,314
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Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:7
This lovely villa near Cortona, perfect for a family or two couples, offers an idyllic country setting with the incredible convenience of a restaurant right ...
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  • Weekly
    $900 - $1,440
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Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Min stay:7
Subtle shades of a russet, gold and lavender sunset paint the rolling countryside: what a great setting for a farm holiday in Tuscany. This Tuscany villa ...
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    $3,200 - $4,200
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Cortona Vacation Rental Advice
Posted by BBK, Aug 25, 2007
... a website www.vrbo.com (Vacation Rental By ... ... is a very reputable company in the states called Parker Villas. They offer villas all over Italy. February is cold so make sure you rent a well heated villa. Heat is usually in additional to the rental as well (fyi). Good luck ... more
Posted by History_Teacher6, Mar 7, 2009
... was looking for some bicycle rental information. I'll be in Cortona for only a day, but I figured an early start would allow me to enjoy a little bike riding in the general vicinity of the town. I know many hotels and vacation rentals have a bicycle rental option ... more
Posted by CatieC, Mar 9, 2009
... can't help with bike rental companies but what immediately strikes me is the effort involved in cycling up to Cortona from Camucia. It's one helluva climb even in a car as Cortona is perched way up on a high ridge overlooking the broad Val di Chiana plain. Having ... more
Posted by History_Teacher6, Mar 9, 2009
... am hoping that a bike rental place will be in either the town itself so I can use that ever-present friend (foe?) gravity for at least part of the trip. Conversely, if there is a rental shop down ... ... lower country. I found a rental place in Terontola, but is ... more
Posted by BeccabooSeattle, Apr 11, 2009
... productive yet laid back work vacation thanks to the fantastic wireless connection, lack of TV and bicycling to break up the day. I would highly recommend this peaceful yet centrally located Tuscan home for anyone who wants to play or write, explore or dream, eat or drink, or just to ... more
Posted by helloditten, Oct 30, 2008
... to Trip Advisor and the formus! I found a lovely villa rental through Italian Town and Country. This is the house I'm looking at - http://www.italiantownandcountry.com/content.asp?ID=445 I was wondering if anyone has gone through this company for a villa? Thanks for your time ... more
Posted by NH13, Oct 31, 2008
... about this specific villa or rental agency but ... ... choices before deciding. If this vacation is for ... ... http://www.vrbo.com/Beta/vacation-rentals/europe ... ... one help from an Italian rental service, we have used Toscana Sempre (located in Volterra) with great success three times. Contact Stefania directly (contact info on ... more
Posted by bezeiv, Aug 26, 2007
My husband and I will be in Florence Sept 23-25 and then want to go to cortona, siena and lucca. I was thinking of staying in Cortona as a central location. We have not booked anything yet. Any suggestions for places to stay, car rental, etc. Thank you!! Barbara ... more
Posted by BBK, Aug 28, 2007
... a website www.vrbo.com (vacation rentals by owner). There is a charming 1 bedroom townhouse located right in the town of Cortona. It is VRBO # 88545. Another one I found is in a town called Sarteano. It is south of Montepulciano. VRBO #60388. Very close to the A-1 ... more
Posted by BBK, Aug 28, 2007
... again... Sorry, forgot to mention rental car info. In Florence you will NOT need a rental car. Best ... ... also compare it to what that rental company is offering directly on line. Your insurance probably does not cover European auto travel so may want to check with them on that. Debra ... more
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