Cortona Vacation Rentals, Homes, & More

1-30 of 30 Cortona Rentals

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Piazza della Repubblica Steps from Casa di Amici
1 / 8

Cortona Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$126

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Apartment
Per night:$126 - $185
Per month:$3,780 - $5,550
Pets allowed:No
Internet:Yes

MARCELLO Room for the Whole Family Taking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq), and is the perfect apartment for couples or families that like a little more room and...

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Cortona Italy Vacation Rentals - Apartment
1 / 33

Cortona Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$610

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$610
Per week:$4,266
Pets allowed:No
Internet:Yes

This Tuscany apartment rental near Cortona, which is where the movie "Under the Tuscan Sun" starring Diane Lane takes place as well as the book it's based off of by Frances Mayes, offers the best of everything in the region. For some, especially those with small children, renting...

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1 / 21

Cortona Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$77 - $138
Per week:$537 - $966
Pets allowed:No
Internet:No

Casa Grifone B is a graceful one- story apartment surrounded by meadows and by green hills. It sleeps six people. From Casa Grifone B you will have a fascinating view of the Tuscan countryside. Casa Grifone B is 90 square meters (970 square feet). It features a shared swimming pool,...

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Cortona Italy Vacation Rentals - Home
1 / 31
Bedrooms:9
Bathrooms:8
Sleeps:24
Type:Home
Per night:$863 - $1,375
Per week:$6,041 - $9,623
Pets allowed:No
Internet:No

If you’re looking for a rental to accommodate a group of couples with children in a fun and rustic environment you’ve come to the right place! Located just outside of hilltop town of Cortona this medieval stone hamlet is comprised of seven units in a quiet setting surrounded ...

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Cortona Italy Vacation Rentals - Home
1 / 32

Cortona Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$93

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$93 - $184
Per week:$649 - $1,286
Pets allowed:No
Internet:Yes

Casa Livio B is a spacious two- story apartment made of stone. It sleeps seven people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, air conditioning (please read description below to check in...

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Cortona Italy Vacation Rentals - Home
1 / 25

Cortona Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$67 - $138
Per week:$468 - $966
Pets allowed:No
Internet:Yes

Casa Livio A is a graceful apartment surrounded by the greenery. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a private terrace, a shared garden, winter heating and WI- FI Internet access. You will be roughly 3....

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Cortona Italy Vacation Rentals - Home
1 / 34

Cortona Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$67

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$67 - $138
Per week:$468 - $966
Pets allowed:No
Internet:Yes

Casa Livio C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI- FI Internet access. ...

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Cortona Italy Vacation Rentals - Home
1 / 32

Cortona Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$76

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$76 - $146
Per week:$532 - $1,020
Pets allowed:No
Internet:Yes

Casa Livio D is a graceful two- story apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI- FI Internet...

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Cortona Italy Vacation Rentals - Home
1 / 22

Cortona Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$77 - $138
Per week:$537 - $966
Pets allowed:No
Internet:No

Casa Grifone A is a graceful two- story apartment in the characteristic style of the Tuscan countryside. It sleeps six people. From Casa Grifone A you will have a pleasant view of the Tuscan countryside and of the hills. Casa Grifone A is 110 square meters (1200 square feet). It features...

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1 / 61

Cortona Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$177

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$177 - $383
Per week:$1,234 - $2,681
Pets allowed:No
Internet:Yes

Villa Berta is a spacious three- story villa surrounded by the greenery. It sleeps 12 people. From Villa Berta you will have a pleasant view of the Tuscan countryside. Villa Berta is 170 square meters (1830 square feet). It features a private swimming pool, a private garden and winter...

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1 / 19

Cortona Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$297

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$297 - $353
Per week:$2,074 - $2,469
Pets allowed:No
Internet:Yes

The town of Cortona is one of Tuscany’s jewels, and you can have your own slice of the Tuscan sun at this farmhouse that’s located near the town center. Walk to a café for a morning espresso, or stroll to a market to buy fresh ingredients to prepare an Italian meal to be enjoyed...

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1 / 33

Cortona Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”7 Reviews

from

$889

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$889 - $1,157
Per week:$6,222 - $8,098
Pets allowed:No
Internet:Yes

What a great holiday villa in Tuscany this is for a group of friends who love scenic walks and the ability to walk right into the town of Cortona! When you and your large group of family and friends want a firsthand look at Tuscany, try taking a leisurely stroll away from this villa...

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1 / 43
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$297 - $367
Per week:$2,074 - $2,568
Pets allowed:No
Internet:No

Treat yourself to an experience within the heart of ancient Cortona! Imagine gathering around the long wooden table in the kitchen for breakfast, then stepping just outside the front door of this Tuscany apartment to explore! Feel at home in this self- catering accommodation in...

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1 / 31

Cortona Villa
4 Bedrooms / 3 Bathrooms / Sleeps 11

from

$248

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:11
Type:Villa
Per night:$248 - $618
Per month:$7,440 - $18,540
Pets allowed:Yes
Internet:No

Prices are available in GBP, EUR and USD. Select your currency with the drop- down menu below. Prices include final cleaning and there are no credit card charges....

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Cortona Italy Vacation Rentals - Home
1 / 34

Cortona Home
4 Bedrooms / 6 Bathrooms / Sleeps 11

“ Excellent ”3 Reviews

from

$481

/ night

Email Owner
Bedrooms:4
Bathrooms:6
Sleeps:11
Type:Home
Per night:$481 - $905
Per week:$3,366 - $6,333
Pets allowed:No
Internet:Yes

Bring a group of friends and stay in this Tuscany vacation rental! A food shop, tabacchi, pharmacy and butcher shop are less than one km from this Tuscany villa, so you can purchase groceries to make dinner and eat al fresco on your own private patio. Relax on the large estate...

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Cortona Italy Vacation Rentals - Villa
1 / 23

Cortona Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$485

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$485 - $904
Per week:$3,390 - $6,327
Pets allowed:No
Internet:Yes

A group of ten will surely have a delightful time while they explore the gorgeous Valdichiana and stay at this villa rental. Dating back to the 16th century, this vacation rental is surrounded by extensive grounds with a swimming pool and incredible views. Plus, the hilltop town...

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Cortona Italy Vacation Rentals - Villa
1 / 39

Cortona Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$485

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$485 - $872
Per week:$3,390 - $6,099
Pets allowed:No
Internet:Yes

You will feel like you’re in a storybook once you step foot along the path that leads to this villa. Flowers, trees, and plants abound on the extensive grounds of this property. Complete with a pool and lovely terrace, this villa near Cortona is a gem. (11 hectares)This villa...

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Cortona Italy Vacation Rentals - Apartment
1 / 35

Cortona Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$362

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$362
Per week:$2,528
Pets allowed:No
Internet:Yes

Is this an apartment or a hotel room? In fact, it combines the best of both worlds: the privacy and spaciousness of your own large Tuscany apartment, along with a restaurant on- site and full time staff eager to help you with any difficulties that may arise—or simply to recommend...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Cottage
Per night:$339 - $565
Per week:$2,370 - $3,950
Pets allowed:No
Internet:Yes

A family or two couples can have it all at this comfortable cottage with private pool and wonderful views. It is only 4 km from the “Under the Tuscan Sun” town of Cortona, so there will be lots of day trip possibilities. The villa is a recently reconstructed house situated on...

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Cortona Italy Vacation Rentals - Home
1 / 15

Cortona Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”11 Reviews

from

$294

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$294 - $576
Per week:$2,058 - $4,028
Pets allowed:Yes
Internet:Yes

This secluded haven is a wonderful destination if you’re looking to celebrate a family reunion or gathering. It’s located on a large estate with a private swimming pool, garden, and panoramic views of the Chiana Valley and Tuscan landscape. This holiday accommodation is comprised...

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Cortona Italy Vacation Rentals - Apartment
1 / 24

Cortona Apartment
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Apartment
Per night:$572
Per week:$4,003
Pets allowed:No
Internet:Yes

Have your own “Under the Tuscan Sun” experience in this historic apartment in Cortona, a small and picturesque hilltop town in Tuscany. Narrow winding lanes lead you to original little shops, piazzas with cafes, good restaurants, and living history. From your rooftop terrace...

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Cortona Italy Vacation Rentals - Apartment
1 / 17

Cortona Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$407

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Apartment
Per night:$407
Per week:$2,844
Pets allowed:No
Internet:Yes

This holiday apartment in Tuscany near Cortona, which is where the movie "Under the Tuscan Sun" starring Diane Lane takes place as well as the book it's based off of by Frances Mayes, is the perfect starting point to an Italian experience. Not only is this Tuscany rental centrally...

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Cortona Italy Vacation Rentals - Home
1 / 51

Cortona Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”7 Reviews

from

$649

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$649 - $847
Per week:$4,543 - $5,925
Pets allowed:No
Internet:Yes

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 ever seen. And the villa itself isn't too shabby, either! With a private swimming pool, comfy living area, and close...

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Cortona Italy Vacation Rentals - Apartment
1 / 37

Cortona Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$407

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$407
Per week:$2,844
Pets allowed:No
Internet:Yes

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 rentals in Tuscany- - located in the middle of it all! From this Tuscany holiday apartment you be able to take day trips...

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Cortona Italy Vacation Rentals - Home
1 / 33

Cortona Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$407

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$407
Per week:$2,844
Pets allowed:No
Internet:Yes

Experience the wonders of Tuscany and the convenience of a restored hamlet with all the comforts of home. One of several Tuscany apartments, this large holiday rental finds its home on a self- contained estate that includes two restaurants, a chapel, a beautiful swimming pool, ...

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Cortona Italy Vacation Rentals - Apartment
1 / 23

Cortona Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”3 Reviews

from

$362

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$362
Per week:$2,528
Pets allowed:No
Internet:Yes

Spend your days traveling Tuscany, from the picturesque town of Cortona to Florence and Siena or any of the countless little hill towns of the Chianti- - all within reach of this Tuscany apartment rental. Come home to your Tuscany apartment and wake up in the morning in this self-...

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Cortona Italy Vacation Rentals - Home
1 / 27

Cortona Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”15 Reviews

from

$245

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$245 - $426
Per week:$1,713 - $2,982
Pets allowed:No
Internet:Yes

You can really experience the charm and beauty of Cortona, from this "Under the Tuscan Sun" villa accommodation in Tuscany. It is located just off of the road leading to the town. From this holiday villa in Tuscany there are lovely views of the surrounding hills. Day trips to Arezzo,...

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Cortona Italy Vacation Rentals - Villa
1 / 30

Cortona Villa
5 Bedrooms / 5 Bathrooms / Sleeps 9

“ Excellent ”2 Reviews

from

$485

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:9
Type:Villa
Per night:$485 - $872
Per week:$3,390 - $6,099
Pets allowed:No
Internet:Yes

Directly overlooking the Valdichiana and olive groves, this holiday villa is truly in a peaceful setting. Located just five kilometers from Cortona, this villa features a large terrace that is perfect for outdoor dining and relaxing. For a quiet and serene visit with family or friends...

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Cortona Italy Vacation Rentals - Apartment
1 / 14

Cortona Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$60

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$60 - $71
Per week:$419 - $497
Pets allowed:No
Internet:Yes

Casa Severina is a characteristic apartment. It sleeps four people. From Casa Severina you will have a partial view of Piazza della Repubblica (Republic Square). Casa Severina is 65 square meters (700 square feet). It features a nice private terrace, air conditioning (please read...

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Cortona Italy Vacation Rentals - Villa
1 / 50
Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Villa Cortona is a wonderful country retreat, situated on a hill overlooking Lake Trasimeno, a few km from Cortona and Perugia. Spread over 3 floors, the villa can sleep 14+ 2 people and has private swimming pool, alfresco dining, barbecue and playroom with pool table. External...

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