Cortona Vacation Rentals

139 Rentals

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4BR / 3BA - Sleeps 8 - Cortona Villa

RECEPTIVE STRUCTURE. Albachiara stands in the sweet, green Val di Chiana between Siena and Arezzo and...

$360 - $632 / nt

Cortona Italy Vacation Rentals - Villa

2BR / 2BA - Sleeps 4 - Cortona Villa

RECEPTIVE STRUCTURE. Albachiara stands in the sweet, green Val di Chiana between Siena and Arezzo and...

$255 - $467 / nt

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4BR / 3BA - Sleeps 8 - Cortona Villa

RICEPTIVE STRUCTURE. The beautiful land on which Villa Vagnucci lies, below Cortona and immersed in...

$301 - $542 / nt

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2BR / 1BA - Sleeps 4 - Cortona Villa

RICEPTIVE STRUCTURE. Vinciluna, a little jewel of a house, is situated in the magnificent scenery of...

$181 - $271 / nt

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4BR / 5BA - Sleeps 12 - Cortona Villa

PRIVATE STRUCTURE. A scenic avenue lined with cypress trees – this is the first thing seen by the guests...

$249 - $547 / nt

Cortona Italy Vacation Rentals - Villa

5BR / 4BA - Sleeps 10 - Cortona Villa

This imposing two- storey villa is set in stunning grounds, which have the quality of a park. Here you...

$204 - $433 / nt

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8BR / 8BA - Sleeps 16 - Cortona Villa

Villa Cortona is a wonderful country retreat, situated on a hill overlooking Lake Trasimeno, a few...

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4BR / 4BA - Sleeps 8 - Cortona Villa

RECEPTIVE STRUCTURE. Casale Cinque Valli is immersed in the beautiful Tuscany landscape near Cortona,...

$302 - $479 / nt

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4BR / 3BA - Sleeps 8 - Cortona Villa

PRIVATE STRUCTURE. Casale la Contea, located high on the slopes of a gentle rolling hill, is a stone...

$270 - $477 / nt

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3BR / 3BA - Sleeps 7 - Cortona Villa

PRIVATE STRUCTURE. La Loggetta is a little typical Tuscan stone house which dates from 1700’s. The...

$269 - $483 / nt

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7BR / 12BA - Sleeps 14 - Cortona Villa

PRIVATE STRUCTURE. Casale dei Girasoli stands on a hill surrounded by the splendid Tuscan countryside...

$726 - $1,157 / nt

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5BR / 7BA - Sleeps 10 - Cortona Villa

RICEPTIVE STRUCTURE. Nonno Fernando is a farmhouse built entirely in stone whose origins date roughly...

$404 - $751 / nt

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3BR / 2BA - Sleeps 7 - Cortona Villa

RECEPTIVE STRUCTURE. “Le Volpaie” is a country house in the middle of the splendid Valdichiana landscape,...

$224 - $486 / nt

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3BR / 2BA - Sleeps 7 - Cortona Cottage

This romantic cottage with private pool is a very inviting prospect for a holiday in Tuscany. Ideally...

$141 - $282 / nt

Cortona Italy Vacation Rentals - Home

10BR / 7BA - Sleeps 20 - Cortona Home

Nature, culture, history and traditions meet in this splendid villa in Cortona, in the Tuscan region....

$988 / nt

Cortona Italy Vacation Rentals - Home

4BR / 4BA - Sleeps 9 - Cortona Home

This luxury Cortona country cottage for 8 people offers a peaceful retreat to rural Italy. It is situated...

$359 - $556 / nt

Cortona Italy Vacation Rentals - Home

4BR / 4BA - Sleeps 9 - Cortona Home

This secluded Tuscan villa sleeps up to 8 people and it offers stunning views of the valley. Cozy atmosphere...

$361 - $478 / nt

Cortona Italy Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Cortona Home

With its own private garden, this lovely two- storey villa offers its guests comfortable and fantastic...

$232 - $370 / nt

Cortona Italy Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Cortona Home

With its stone walls, fabulous swimming pool and comfortable and luxurious common areas, this villa...

$377 - $526 / nt

Cortona Italy Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Cortona Home

With a private swimming pool and spectacular views of the valley, this villa accommodates up to 8 people...

$450 - $509 / nt

Cortona Italy Vacation Rentals - Home

3BR / 4BA - Sleeps 6 - Cortona Home

This enchanting villa placed between Castiglion Fiorentino and Cortona can accommodate up to 6 people...

$450 / nt

Cortona Italy Vacation Rentals - Villa

4BR / 5BA - Sleeps 8 - Cortona Villa

PRIVATE STRUCTURE. With a 180° view of the Carpina Valley - an area set between the Upper Tiber Valley...

$263 - $468 / nt

Cortona Italy Vacation Rentals - Home

2BR / 1BA - Sleeps 6 - Cortona Home

Casa Livio C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people....

$74 - $152 / nt

Cortona Italy Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Cortona Home

Casa Grifone A is a graceful two- story apartment in the characteristic style of the Tuscan countryside....

$85 - $152 / nt

Cortona Italy Vacation Rentals - Villa

3BR / 3BA - Sleeps 6 - Cortona Villa

PRIVATE STRUCTURE. Poggio Sorbello is a typical farmhouse in open- face stone, warm and welcoming. The...

$305 - $519 / nt

Cortona Italy Vacation Rentals -

2BR / 1BA - Sleeps 4 - Cortona

Borgo San Pietro is located at the foot of Cortona, one of the oldest Etruscan cities in Italy, with...

$250 - $300 / nt

Cortona Italy Vacation Rentals -

2BR / 1BA - Sleeps 4 - Cortona

Borgo San Pietro is located at the foot of Cortona, one of the oldest Etruscan cities in Italy, with...

$250 - $300 / nt

Cortona Italy Vacation Rentals -

2BR / 1BA - Sleeps 4 - Cortona

Borgo San Pietro is located at the foot of Cortona, one of the oldest Etruscan cities in Italy, with...

$250 - $300 / nt

Cortona Italy Vacation Rentals -

2BR / 2BA - Sleeps 4 - Cortona

La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of great historical and artistic...

$254 - $306 / nt

Cortona Italy Vacation Rentals - Home

1BR / 1BA - Sleeps 2 - Cortona Home

Charming apartment situated in the center of Cortona, a lovely town whose origins date back to the Etruscan...

$77 - $134 / nt

Cortona Italy Vacation Rentals -

1BR / 1BA - Sleeps 2 - Cortona

Borgo San Pietro is located at the foot of Cortona, one of the oldest Etruscan cities in Italy, with...

$200 - $250 / nt

Cortona Italy Vacation Rentals -

1BR / 1BA - Sleeps 2 - Cortona

Borgo San Pietro is located at the foot of Cortona, one of the oldest Etruscan cities in Italy, with...

$200 - $250 / nt

Cortona Italy Vacation Rentals -

1BR / 1BA - Sleeps 2 - Cortona

La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of great historical and artistic...

$166 - $185 / nt

Cortona Italy Vacation Rentals -

1BR / 1BA - Sleeps 2 - Cortona

La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of great historical and artistic...

$166 - $185 / nt

Cortona Italy Vacation Rentals -

1BR / 1BA - Sleeps 2 - Cortona

La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of great historical and artistic...

$127 - $154 / nt

Cortona Italy Vacation Rentals - Villa

6BR / 5BA - Sleeps 12 - Cortona Villa

Villa Berta is a spacious three- story villa surrounded by the greenery. It sleeps 12 people. From Villa...

$194 - $421 / nt

Cortona Italy Vacation Rentals - Home

2BR / 1BA - Sleeps 6 - Cortona Home

Casa Livio A is a graceful apartment surrounded by the greenery. It sleeps six people. It is appoximately...

$74 - $152 / nt

Cortona Italy Vacation Rentals - Home

2BR / 1BA - Sleeps 6 - Cortona Home

Casa Grifone B is a graceful one- story apartment surrounded by meadows and by green hills. It sleeps...

$85 - $152 / nt

Cortona Italy Vacation Rentals - Villa

5BR / 5BA - Sleeps 10 - Cortona Villa

Large renovated house situated next to the owners' villa in the hills just outside the ancient Etruscan...

$377 - $658 / nt

Cortona Italy Vacation Rentals - Villa

4BR / 3BA - Sleeps 8 - Cortona Villa

Ancient stone- built farmhouse near Cortona that has been renovated and transformed into a delightful...

$364 - $658 / nt

Cortona Italy Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Cortona Home

Beautiful renovated house situated in the hills just outside of Cortona, an Etruscan city par excellence,...

$364 - $658 / nt

Cortona Italy Vacation Rentals - Villa

5BR / 3BA - Sleeps 8 - Cortona Villa

RECEPTIVE STRUCTURE. I Mandorli is a typical Tuscan stone farmhouse, located a few kilometres from Cortona,...

$241 - $452 / nt

Cortona Italy Vacation Rentals - Villa

9BR / 8BA - Sleeps 16 - Cortona Villa

The Farm House Villa Cortona is an antique palace near the town of Cortona built in 1600 and provides...

$583 - $933 / nt

Cortona Italy Vacation Rentals - Villa

6BR / 4BA - Sleeps 14 - Cortona Villa

The delightful Villa Irenia is an ancient Cortona villa rental situated at the bottom of a hill and set...

$274 - $328 / nt

Cortona Italy Vacation Rentals - Home

6BR / 5BA - Sleeps 13 - Cortona Home

This is a beautiful 6 bedroom converted farmhouse which was newly renovated in 2010. Set in extensive...

$560 - $894 / nt

Cortona Italy Vacation Rentals - Villa

4BR / 2BA - Sleeps 12 - Cortona Villa

This villa to rent in the countryside near Cortona would be perfect for two families wanting to enjoy...

$175 - $252 / nt

Cortona Italy Vacation Rentals - Villa

6BR / 4BA - Sleeps 12 - Cortona Villa

For larger groups who wish to experience a true and memorable Tuscan holiday, Villa Laude is the perfect...

$181 - $417 / nt

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