
Cortona Rentals
- From $171 per night (USD)
VRBO
Tuscan Farmhouse near Cortona - Natural Biopool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
A charming former stone farmhouse, recently refurbished with a modern touch while keeping all its original Tuscan charac ...
From $171 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Torre La Ripa 8, Emma Villas
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Price includes: - Utilities: electricity, water - gas for kitchen use - weekly linen, initial and final cleaning - Z ...
From $648 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Lovely villa with private pool, located in close distance to Cortona
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Villa La Pergola is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is sit ...
From $308 per night (USD)VRBO
- From $753 per night (USD)
Expedia
Il Fitto 10, Emma Villas
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The Price includes: - Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $753 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Villa in Cortona with Pool & Garden
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 22
In Cortona, this expansive villa is a perfect countryside retreat for large groups seeking comfort and privacy. Surround ...
From $508 per night (USD)VRBO
- From $6304 per night (USD)
Expedia
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
- Bedrooms:
- 1
- Bathrooms:
- 15
- Sleeps:
- 34
A beautiful Tuscan Villa dated back to 17th century located on the slopes of Cortona, one of the oldest hill towns in Tu ...
From $6304 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Wonderful private villa for 6 guests with private pool, A/C, WIFI, TV, patio and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Cortona Sunshine is a beautifully appointed country house nestled in the rolling Tuscan countryside of ...
From $392 per night (USD)VRBO
- From $728 per night (USD)
Expedia
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 17
Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and ...
From $728 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Your Holiday Under the Tuscan Sun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room ...
From $182 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
La Casa del Sole del Sodo
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
Rental basis: Entire house or apartment Number of bedrooms: 10; Number of other rooms with beds: 0 Number of bathrooms: ...
From $1038 per night (USD)Expedia
- From $666 per night (USD)
VRBO
3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Villa Luisella is a charming villa, situated in the heart of the medieval Etruscan city of Cortona, a short walk from th ...
From $666 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Villa in Cortona with Pool and Val di Chiana View
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Located in Cortona there are three separate apartments in this villa. Located in the countryside, the apartment has an e ...
From $566 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Cosy cottage with large private pool and perfectly mantained garden - 2-BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In the heart of the Chiana Valley, at the foot of Cortona, lies this graceful stone house Casina La Graziosa. It is a de ...
From $152 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Lovely apartment in villa with pool, hot tub, A/C, WIFI, TV and panoramic view, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Casale Valentina is a nice stone building that includes shared pool, air conditioning and hot tub. Casale Valen ...
From $175 per night (USD)Expedia
- From $846 per night (USD)
VRBO
Casa Liliana In Cortona, Tuscany
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL*** Property for exclusive use La ...
From $846 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Villa with pool, walking distance from the village of Fratta and 7 km from Cortona. Wi-Fi access, sa
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 20
Ancient manor house at the gates of Cortona. Villa Il Palazzo is an ancient manor house whose origins are lost in the tr ...
From $647 per night (USD)Expedia
- From $668 per night (USD)
VRBO
Romantic Lux Country House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Exercise Code: 051025-LTN-0019 Romantic Country-House newly restored located in the amazing Tuscan hills above Monte San ...
From $668 per night (USD)VRBO
- From $268 per night (USD)
Expedia
3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Appartamento del Capitano is a charming and elegant apartment situated on the third floor of the ancient Palazzo del ...
From $268 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Rustic Farmhouse for 8+1 person with Private Swimming Pool,
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
House for 9 people , No air conditioning; fans in every room. cot for children up to 3 years , Wi Fi free in house, , ...
From $339 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Cosy apartment in villa with WIFI, A/C, hot tub, pool, TV and panoramic view, close to Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Property Casale Valentina is a nice stone building that includes shared pool, air conditioning and hot tub. Casale Valen ...
From $175 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Beautiful farmhouse in the Tuscan countryside with private pool.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Set in beautiful hilly position, the farmhouse is named after the 800 olive trees that surround the property and from wh ...
From $536 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Casale San Martino - Country House Rental in Valdichiana, Tuscany.
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Beautiful villa among the rolling hills surrounding Cortona. The position of the villa is close to Cortona and the larg ...
From $377 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Cute independent house in a farmhouse in the tuscany country
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Holiday Home Il Rosso Susino was born ten years ago, by the hands and the passion of the master bricklayer Vilmaro Dotta ...
From $184 per night (USD)VRBO
- From $989 per night (USD)
Expedia
7-BR villa with private pool set in a beautiful spot of the Tuscan countryside
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 19
Located at the foot of Cortona, Borgo delle Spighe lays in the heart of Valdichiana, one of the most evocative scenery i ...
From $989 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Podere La Vecchia Fornace- Bianca
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Podere la Vecchia Fornace is the ideal holiday home for your stay in Cortona. This splendid country estate immersed in t ...
From $141 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Apartment Me and You Cortona (with romantic outdoor shower on private courtyard)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to ecotours, wildlife walks, and more, this pet-friendly apartment brings it all within reach. Piazza della Rep ...
From $189 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Villa Ai Cedri Cortona
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
If you are dreaming about a holiday in a peaceful Tuscan villa with olive trees, cypress and a panoramic view over the ...
From $453 per night (USD)VRBO
- From $704 per night (USD)
Expedia
Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Magnificent Tuscan farmhouse totally restored, very close to the beautiful towns of Cortona and Montepulciano and minute ...
From $704 per night (USD)Expedia
- From $897 per night (USD)
VRBO
Villa in Cortona with 4 bedrooms sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Immersed in the heart of Tuscany, nestled on the south side of the hill where the ancient Etruscan town of Cortona is lo ...
From $897 per night (USD)VRBO
- From $1217 per night (USD)
Expedia
Albachiara 8, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The price includes: -Utilities: water, gas for cooking use, electricity - weekly linen, initial and final cleaning - Zer ...
From $1217 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Vinciluna 4, Emma Villas
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Price includes: - Utilities (water - gas for kitchen use - electricity) - wireless internet connection - weekly line ...
From $378 per night (USD)VRBO
- From $164 per night (USD)
Expedia
sisters' home in the heart of Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Close to hiking trails, mountain biking, and more, this smoke-free apartment brings it all within reach. Piazza della ...
From $164 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Le Volpaie 6+1, Emma Villas
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $620 per night (USD)VRBO
- From $229 per night (USD)
Expedia
La Finestra sul Teatro
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand new apartment located in the historic center of the Etruscan city of Cortona. It overlooks the central Piazza Sign ...
From $229 per night (USD)Expedia
- From $833 per night (USD)
VRBO
La Torretta 10, Emma Villas
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The Price includes: - utilities (water - gas for kitchen use and hot water - electricty) - weekly linen, initial and fin ...
From $833 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Villa in a hilly area surrounded by greenery with swimming pool and breathtaking views
- Bedrooms:
- 1
- Bathrooms:
- 6
- Sleeps:
- 14
Villa Cells of Farinaio is a large country house with all the comforts. large spaces both indoors and outdoors. It can a ...
From $476 per night (USD)Expedia
- From $954 per night (USD)
VRBO
Casale Cinque Valli 8, Emma Villas
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $954 per night (USD)VRBO
- From $718 per night (USD)
Expedia
I Mandorli 8, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $718 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Casa del Sole 4, Emma Villas
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $646 per night (USD)VRBO
- From $1384 per night (USD)
Expedia
Casale Dei Girasoli 14, Emma Villas
- Bedrooms:
- 10
- Bathrooms:
- 7
- Sleeps:
- 14
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1384 per night (USD)Expedia
- From $872 per night (USD)
VRBO
Nonno Fernando 14, Emma Villas
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $872 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Villa Fabi 6+2, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Price includes: - Utilities: electricity, water - gas for kitchen use - weekly linen, initial and final cleaning - Z ...
From $700 per night (USD)Expedia
- From $2581 per night (USD)
VRBO
Le Caselle 26, Emma Villas
- Bedrooms:
- 12
- Bathrooms:
- 13
- Sleeps:
- 26
The Price includes: - Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $2581 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Casa Emma, Near Cortona, Private Pool. BBQ, Stunning views, BBand,Relax, enjoy!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Idyllic Tuscan holiday house, originally built in the 15th Century but lovingly restored in the last 10 years. The hous ...
From $549 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Affordable holiday home with private pool near Cortona
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This cosy countryhouse divided into two apartments (but rented as villa) is a perfect place for people looking to immers ...
From $273 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Villa in Il Passaggio with 5 bedrooms sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
At the foot of the beautiful town of Cortona, an ancient Etruscan village of the most beautiful and famous of all of Ita ...
From $457 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Casa Lamate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Situated in a rural area, this welcoming villa brings all of Cortona within your reach. Jump into your car and make s ...
From $378 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Casa San Michelangelo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa San Michelangelo is located in Cortona, a few steps walk from the historic center of the town but at the same time ...
From $168 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Vacation Home in Cortona with 1 bedrooms sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Casa Cristina is a charming estate located on the hills around Cortona, Etruscan city of unsurpassed beauty and charm. I ...
From $215 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Appartamento Valentino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casale Valentina is a beautiful property in the heart of the Tuscan countryside, in the hills surrounding the beautiful ...
From $169 per night (USD)Expedia
- From $214 per night (USD)
VRBO
House in Cortona with Pool, Wifi, A/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...
From $214 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Villa in Cortona - Tuscany with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...
From $484 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Villa in Cortona with 3 bedrooms sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. T ...
From $260 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Villa in La Villa-farneta with 2 bedrooms sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Set in the countryside surrounding Cortona, Villa La Camelia is a charming property obtained from an old farmhouse and l ...
From $334 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Relax and peace in Cortona with Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $234 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Villa i Cedri In Cortona, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Property for exclusive use Villa i Cedri, built in stone, lies on the side of a hill dominating Val di Chiana bordering ...
From $345 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Apartment in the heart of Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Baldelli Apartment is about 55 m of a historic 18th century building, owned by my family. The windows on one side ov ...
From $157 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Cosy apartment for 2 people with pool, A/C, WIFI, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...
From $238 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Il Casone lies in the open countryside, a few minutes from Cortona towards Farneta. Il Casone lies in the open countrysi ...
From $427 per night (USD)VRBO
- From $159 per night (USD)
VRBO
CASA LA PRIMULA 4 - LA PRIMULA 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Casa La Primula is located in a portion of an old farmhouse in a very panoramic, secluded and quiet position. You will f ...
From $159 per night (USD)VRBO
- From $220 per night (USD)
VRBO
\"Gabolandia\", a holiday home in Cortona
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Vilmaro Dottarelli whose idea was to recreate an old barn "La vecchia Quercia" The house is located in a complex of five ...
From $220 per night (USD)VRBO
- From $472 per night (USD)
Expedia
House only 4 km from Cortona, sleeps 12. Private pool, AC, Wi-Fi and small gym
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Pergo is an ancient charming country villa dating back to the year 1640 and belonging to a olive oil producer. It ...
From $472 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Farmhouse on the border between Tuscany and Umbria, situated in a hilly and panoramic position. Equi
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
In contact with nature. Borgo Antico is a beautiful farmhouse on the high hills separating the wide green Valdichiana fr ...
From $348 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Typical stone farmhouse with private pool and tennis court. Located on the border between Tuscany an
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 18
In the green and peace of the Cortona hills. Casale Aiola is an old stone farmhouse, part of a modern forestry and farmh ...
From $348 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Stone house in a secluded and extremely panoramic position, 15 km from Cortona, with private pool an
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
In close contact with nature. Casetta i Ciliegi is an old, stone farmhouse, wisely restored and situated on an extremely ...
From $191 per night (USD)VRBO
- From $178 per night (USD)
Expedia
FATTORIA LA GABOLA - SELENE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The farm and Cortona area. Ancient farm made up of the main farmhouse where the owner lives and by four cottages availab ...
From $178 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Ancient manor house perfect for large groups, located near the Etruscan town of Cortona with private
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Old manor house in the neighborhood of Cortona. Old estate owner's house close the charming, artistic, town of Cortona,( ...
From $254 per night (USD)VRBO
- From $851 per night (USD)
VRBO
Villa Lucia
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
In the heart of Tuscany, a few kilometers from Cortona and all the most beautiful cities of art in this beautiful regio ...
From $851 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Appartamento Valentina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Casale Valentina is a beautiful property in the heart of the Tuscan countryside, in the hills surrounding the beautiful ...
From $169 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Flat in Cortona with Pool, Wifi, A/C, Alexa, 4 People
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $333 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Holiday House in Cortona with shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite ...
From $228 per night (USD)VRBO
- From $95 per night (USD)
Expedia
House in the Cortona countryside. Romantic Little House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Formerly the workshop of the Cortona hamlet of Fratticciola. It consists of a double bedroom, kitchen and bathroom. Acce ...
From $95 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Villa Il Palazzo - Cortona
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 22
Set amid the warm colors of the Tuscan countryside, Villa The Palace is situated in the foothills near the ancient Etrus ...
From $857 per night (USD)VRBO
- From $207 per night (USD)
Expedia
3BR apartment in agriturismo, ground floor. Shared pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in a beautiful hilly position, Il Giardino di Diana is a beautiful stone and brick house surrounded by the chara ...
From $207 per night (USD)Expedia
- From $201 per night (USD)
VRBO
2BR+ 2BA apartment with fully equipped outdoor space and large shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The farm holiday "I Pagliai" lies at the foot of Cortona in a little village of the Tuscan countryside. Different accomm ...
From $201 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Casa dei Tigli two ..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completely renovated farmhouse where there are two completely independent apartments. The house is located in the Corton ...
From $185 per night (USD)VRBO
- From $146 per night (USD)
VRBO
CASINO VIA IANNELLI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casina via Iannelli is a small medieval house (fourteenth century) equipped with all modern comforts. It is located in t ...
From $146 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Flat in Cortona in Tuscany for a perfect vacation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a ...
From $268 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Ancient stone farmhouse finely restored with pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, hay ...
From $265 per night (USD)VRBO
- From $902 per night (USD)
VRBO
PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The legendary de 'Medici family ruled Cortona in the 15th century. It was during this Renaissance period that Palazzo To ...
From $902 per night (USD)VRBO
- From $509 per night (USD)
VRBO
House with breathtaking view over Cortona
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Independent villa surrounded by nature with two panoramic terraces overlooking the splendid Cortona, a place to relax an ...
From $509 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Typical rustic farmhouse with swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
I Mandorli is a house in the open countryside, on the hills of Cortona overlooking the Val di Chiana, surrounded by a si ...
From $438 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Bellavista Apartment ... one of the few with a breathtaking view !!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Apartment located on the first floor of the ancient building just 10 minutes from the main square. It consists of a larg ...
From $184 per night (USD)VRBO
- From $1041 per night (USD)
Expedia
Villa Tegognano, Cortona, Arezzo and Cortona
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Tegognano is set on a hill and offers breathtaking views across the Val di Chiana. It is a peaceful retreat for gu ...
From $1041 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Casa Ai Borghi, Arezzo, Arezzo and Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Casa ai Borghi is a detached villa surrounded by a well tended garden and a welcoming, homely atmosphere. It offers gene ...
From $197 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Il Rattoppo, Cortona, Arezzo and Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Il Rattoppo is a charming villa set in peaceful Tuscan countryside and offers an ideal retreat for two guests seeking re ...
From $114 per night (USD)Expedia
- From $950 per night (USD)
VRBO
Old stone farmhouse of 1800 with pool and panoramic view
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Ancient finely it restored, composed of 5 double bedrooms, 5 bathrooms, 3 living rooms with sofa bed and kitchen. Garden ...
From $950 per night (USD)VRBO
- From $142 per night (USD)
VRBO
the exclusive heart of Tuscany.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
CASA MIA A CORTONA the exclusive heart of Cortona Small independent tuscan home, in the heart of the town. Totally renov ...
From $142 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Casale Contea Il Cipresso with swimming pool and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Casale Contea comes from an old farmhouse dating back to 1800, completely renovated. With its exposed stones, hay, woode ...
From $323 per night (USD)VRBO
- From $1362 per night (USD)
VRBO
Agriturismo Henni Cortona with sauna and jacuzzi, panoramic view
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 11
Ancient Tuscan farmhouse surrounded by woods, olive groves and vineyards with panoramic views! The ideal place for your ...
From $1362 per night (USD)VRBO
- From $623 per night (USD)
VRBO
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
I our farm we have a number of houses left intact in theyr original style. Viila Il Giuggiolo is ancient building near a ...
From $623 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Il Leccio cottage with swimming pool and panoramic garden
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Contea is home to an ancient farmhouse dating back to the 1800's, completely restored. With its exposed stones, the ...
From $274 per night (USD)VRBO
- From $563 per night (USD)
VRBO
Charming farmhouse with private pool and extreme privacy.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 9
Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacati ...
From $563 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Villa Ai Cedri, hilly position, panoramic view and private swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Farmhouse The main activity of the farm is accommodation in the villa where 8-10 people can be accommodated. The villa ( ...
From $410 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Casale Miro - Country villa with private pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nice stone-built farmhouse with private swimming pool in the Tuscan countryside, located into a big farm in the surround ...
From $605 per night (USD)VRBO
- From $508 per night (USD)
Expedia
villa immersa nel verde con vista mozzafiato
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Villa Le Celle del Farinaio è una posizione collinare silenziosa e immersa nel verde per chi vuole rilassarsi e riposars ...
From $508 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Podere Casorbica with free parking, large garden, private pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Casorbica farm is a classic Tuscan stone house of 120 square meters, located in the countryside of the Val di Chiana ...
From $172 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Lovely, spacious independent apartment in Tuscan Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Thi is at spacious apartment on the upper floor of an ancient farmhouse in the coutry near Cortona. The apartment is com ...
From $284 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"Il Villino di Cortona" is a welcoming holiday home in the countryside in Cortona (Tuscany), an oasis of peace, tranquil ...
From $184 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Private cottage in the countryside with 2BR and 2BA, private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa ...
From $195 per night (USD)Expedia




































































































