
Arezzo Rentals
- From $538 per night (USD)
VRBO
Villa Vepri by MMega
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
External Description Villa Vepri is located in the municipality of Bucine, immersed in the greenery of the splendid Val ...
From $538 per night (USD)VRBO
- Click For Pricing
Expedia
La Salciaia by Interhome
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Farm house with characteristic pigeon-loft, beautifully renovated, with large outdoor areas provided with wood burning o ...
Click For PricingExpedia
- From $170 per night (USD)
VRBO
City / Village Apartment in Cortona with 2 bedrooms sleeps 4
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Caterina is located in the heart of the historic center of the ancient Etruscan town of Cortona, a place rich in hi ...
From $170 per night (USD)VRBO
- From $83 per night (USD)
Expedia
Charming recently renovated Apt 3bd/2bt in Tuscan countryside w shared pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
An ancient farmhouse in Tuscany, between Arezzo and Anghiari, on the historic pass of La Scheggia, it is the ideal place ...
From $83 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Agriturismo Il Palazzo Casa Florence
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
At the center of the triangle formed by Florence, Arezzo, Siena, our farmhouse is the ideal starting point for visiting ...
From $152 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Arco, Charming just renovated apt 2BD/1BT in Tuscan farm w shared pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Arco is a cozy and charming apartment on the ground floor of an ancient farmhouse in Tuscany, between Arezzo and Anghiar ...
From $145 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Farmhouse Il Palazzo Casa Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
At the center of the triangle formed by Florence, Arezzo, Siena, our farmhouse is the ideal starting point for visiting ...
From $141 per night (USD)VRBO
- From $947 per night (USD)
Expedia
Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Fully restored 18C Farmhouse and a large private pool. The property has been subjected to the highest, no expense spared ...
From $947 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Renovated Apt in Tuscan Ancient Farm w Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cinghiale is a bright, airy apartment on the second and top floor of an ancient farmhouse in Tuscany, between Arezzo and ...
From $158 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Typical house with large pool and lovely views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena Hou ...
From $424 per night (USD)Expedia
- From $1218 per night (USD)
VRBO
Villa Vallorsaia with private pool, lake view, no neighbors
- Bedrooms:
- 7
- Bathrooms:
- 10
- Sleeps:
- 26
THE INSIDE Vallorsaia is a stone Villa dating back to 1500, surrounded by a beautiful view of the montedoglio Lake The k ...
From $1218 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Apt in Farmhouse in Chianti, Tuscany, close to Florence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Apartment inside an Agriturismo in Chianti, with swimming pool, Wi-Fi, Terrace & Garden, BBQ, close to Florence, Siena a ...
From $316 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Purgatorio house, welcome in Tuscany, in the little village of Raggiolo. The ideal place to relax while admiring the ama ...
From $221 per night (USD)VRBO
- From $1166 per night (USD)
Expedia
Villa la Fenice - Homelike Villas
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 22
Typical Leopoldina structure between Tuscany and Umbria, Villa La Fenice dominates one of the hills of the Val di Chiana ...
From $1166 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Villa with private pool in a panoramic and secluded position, ideal for those seeking realx and tran
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Untouched environment. La Rogaia is a country house situated in a secluded position on the hills near the city of Arezzo ...
From $314 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Vacation apartments in the countryside near Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from ecotours, horse riding, and more, this family-friendly apartment lets you experience it all. Wi ...
From $148 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Vacation apartments in the countryside near Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from ecotours, horse riding, and more, this family-friendly apartment lets you experience it all. Wi ...
From $148 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Gorgeous home in Monte San Savino with WiFi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
In Val di Chiana, this splendid vacation home is located in the immediate vicinity of Monte San Savino, in a quiet area, ...
From $299 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Delightful accommodation attached to my family farmhouse for generations. Located in a rural location, it is on the edge ...
From $123 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Old farmhouse surrounded by olive groves, near the village, 5 places, floor1,with swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The Capoverso is an ancient Tuscan farm surrounded by olive groves, in a quiet and quiet location, one km from the histo ...
From $177 per night (USD)VRBO
- From $1604 per night (USD)
VRBO
Private Villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Holiday rental Villa Ivana - Cortona is a lovely property (1052 sq m) that includes WiFi internet, private pool and air ...
From $1604 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Ciucola house, typical Tuscan structure with pool, surrounded by nature
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
La Ciucola house, welcome in Tuscany, in the little village of Raggiolo. The ideal place to relax while admiring the ama ...
From $236 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Lovely home in Civitella Val di Chian
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Romantic stone house surrounded by olive groves and woods with garden and private pool This charming cottage welcomes ...
From $195 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Cozy home in Monte San Savino with WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Traditional vacation home with private garden in Tuscany This beautiful vacation home in the countryside is perfect f ...
From $141 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Cortona Shabby Chic House<br>(Independent & balcony)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Situated in the city center, this welcoming apartment brings all of Cortona within your reach. Piazza della Repubblic ...
From $167 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Cortonas Rooftop Nest
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
<p>Situated in the city center, this welcoming apartment brings all of Cortona within your reach. Piazza della Repubblic ...
From $217 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Maya Luxury Home - private garden for breathtaking view, nearby the centre
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The location of Maya Luxury Home, within the public gardens, combined with the recent renovation, suggests a perfect ble ...
From $238 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Stunning private villa with private pool, WIFI, A/C, TV, patio and panoramic view, close to Cort...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Conveniently located 840 m (2745 ft) from Fonte Del Mazza, Italy in the tourist area "Cortona And Surroundings" and only ...
From $651 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Stunning private villa for 12 guests with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Property Summary Nestled in the rolling Tuscan countryside of Italy, the agricultural estate "La Vittoria" is an except ...
From $255 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Fattoria di Piantravigne Villa Storica del 600
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Terranuova Bracciolini, this welcoming villa brings it all within your reach. You'll easily make the 7-min ...
From $750 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Villa La Pieve - an old church now turned into a welcoming and charming villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa La Pieve stands out from other properties as it was once a church. Today deconsecrated, renovations have complete ...
From $250 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Beautiful House in a XVIII Tuscan Hamlet
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The villa is situated at the top of the hill of Polvano, near the ancient towns of Castiglion Fiorentino and Cortona, in ...
From $449 per night (USD)Expedia
- From $226 per night (USD)
VRBO
2 bedroom gorgeous home in Capolona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Cozy cottage with private pool and panoramic views. The house is stylishly and comfortably furnished, here you will f ...
From $226 per night (USD)VRBO
- From $659 per night (USD)
Expedia
Poggio Cuccule by Interhome
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Beautiful stone house from the late 1700s located in a splendid natural setting, surrounded by olive groves, vineyards a ...
From $659 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Stunning villa for 6 people with WIFI, A/C, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Casale Vacanze Il Granaio is a nice holiday home with air conditioning and WiFi internet. The property can accommodate ...
From $154 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Borgo 2px apartment: bedroom, kitchen and bathroom.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Civitella in Val di Chiana, this welcoming apartment brings it all within your reach. Jump into your car a ...
From $114 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Villa in Cortona with pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the scenic countryside near Cortona, this charming Tuscan villa offers a peaceful retreat surrounded by rolli ...
From $319 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Fattoria di Belvedere apartment Il Leccio overlooking the Castle of Poppi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ground floor apartment in an ancient farmhouse carefully restored and furnished with refined period furniture composed o ...
From $221 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Severina charming modern villa with swimming pool and SPA
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
A few steps from the Umbrian border and the Etruscan town that dominates from above, Villa Severina is immersed in a cor ...
From $410 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Beautiful private villa with WIFI, private pool, A/C, TV and pets allowed, close to Arezzo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS Collina dei Fiori is the result of a ...
From $409 per night (USD)Expedia
- From $518 per night (USD)
VRBO
Nice Tuscan villa Pool,AC WI.FI 14 guests 7bedrooms 7bath, Families/friends
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Independent villa for Groups of Families and Friends. Villa Ferraguzzo , Anghiari, Tuscany, can accomodate sleeps 8 - ...
From $518 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Holiday Home La Limonaia - Lovely restored baronial guesthouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Simply marvelous! Private gardens. Unique and beautiful all year around!. Private villa with gothic windows and fountai ...
From $221 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Corte della Luna, elegant villa with swimming pool surrounded by a suggestive olive grove
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Surrounded by sweet olive groves and set in a splendid hillside position, Corte della Luna dominates with its particular ...
From $390 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Alley: nice 2px studio - Borgo di Oliveto
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Civitella in Val di Chiana, this welcoming apartment lets you experience it all. Jump into your car and ma ...
From $114 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Farmhouse among olives trees and sunflowers- private pool and garden
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the cha ...
From $446 per night (USD)VRBO
- From $677 per night (USD)
Expedia
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Among the olive trees of the beautiful Tuscan hills, a step away from Umbria and Emilia Romagna stands the "Casale La Ro ...
From $677 per night (USD)Expedia
- From $114 per night (USD)
VRBO
Appatamento Castello 2px - B&B Borgo di Oliveto
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Civitella in Val di Chiana, this welcoming apartment brings it all within your reach. With the property's ...
From $114 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Cottage in Loro Ciuffenna
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This holiday house lies in the middle of the hills of the Valdarno Arentino at 600 metres altitude and offers its inhabi ...
From $191 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Villa in Lonnano with pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
This luxurious 6-bedroom villa in Lonnano can accommodate 12 people. Ideal for families, guests can take a dip in the pr ...
From $258 per night (USD)VRBO
- Click For Pricing
Expedia
Pretty Farmhouse with pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This apartment is located in an agriturismo consisting of 60 hectares of land and several buildings, renovated in a rust ...
Click For PricingExpedia
- Click For Pricing
VRBO
Vintage house in Cortona
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This farmhouse in Cortona gives you a slice of country life while being close to the city. This 2 bedroom property featu ...
Click For PricingVRBO
- Click For Pricing
Expedia
Le Rondini by Interhome
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 20
Very beautiful villa "Le Rondini", 273 m a.s.l., semi-detached, built in 1700, renovated in 2016, surrounded by fields. ...
Click For PricingExpedia
- From $549 per night (USD)
VRBO
BARN-Villa Poggio delle Robinie- Ceppeto-M. San Savino
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Villa consists of 3 beautiful and well-kept apartments: the "LIMONAIA" for 2 people "IL GRANAIO" for 2 -4 people and ...
From $549 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Tuscan-style farmhouse in the forest, with private whirlpool and swimming-pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
'La Magnana' offers the perfect holidays to relax your body and mind while you’ll be strolling in the fantastic National ...
From $137 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Beautiful private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Property Summary Nestled among lush trees, rolling meadows, and open fields in the heart of Tuscany, the manor house "L ...
From $398 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Villa Clemente by MMega
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
External Description Villa Clemente is a newly built villa, located in the southern Valdichiana, half an hour's drive f ...
From $281 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Villa Rosina by MMega
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
External Description Villa Rosina is a part of an old farmhouse, located in the southern Valdichiana, half an hour's dr ...
From $275 per night (USD)VRBO
- From $118 per night (USD)
Expedia
Wonderful private villa for 6 guests with private pool, TV and terrace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Nestled at 650 meters above sea level in the tranquil hamlet of Poggio di Loro, the charming rustic co ...
From $118 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Stunning private villa for 9 people with private pool, WIFI, terrace and pets allowed
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Property Summary Nestled in the heart of the Tuscan countryside, Country House "Buca dei Merli" is a captivating 17th-c ...
From $442 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Vacation Home in Creti with 5 bedrooms sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
At 10 km from the beautiful Etruscan town of Cortona, in the heart of real Tuscany lies Casale Valdichiana, an old farmh ...
From $422 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Stunning private villa for 6 guests with WIFI, private pool, TV, patio and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Nestled in the breathtaking Tuscan countryside at 600 meters above sea level, House "La Felcaia" is an ...
From $152 per night (USD)VRBO
- From $662 per night (USD)
Expedia
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VILLA ROSA IN CORTONA, TUSCANY: Experience the Italian dolce vita in beautiful Tuscany by staying at Villa Rosa, a priv ...
From $662 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Family friendly Tuscan Villa ,private Pool, garden, stunning lake & hill views .
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Relax in the stunning Tuscan countryside at Villa Radicata with its 5 bedrooms, 4 bathrooms, 2 living areas and 2 outdoo ...
From $415 per night (USD)VRBO
- From $731 per night (USD)
Expedia
Stunning private villa with private pool, WIFI, TV, balcony, pets allowed and panoramic view
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Property Summary Nestled in the rolling hills of Tuscany, Poggio Cuccule is a captivating stone manor house dating back ...
From $731 per night (USD)Expedia
- From $1870 per night (USD)
VRBO
Villa Cantone with view, private pool and private SPA, perfect for groups!
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 23
Villa Canton is a newly restored house situated in the lower part of our Park, only 1 km from our town, enjoys a wide vi ...
From $1870 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Typical stone farmhouse ideal for 2 couples with private pool and garden. Perfect for your holidays
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In the heart of Val di Chio, on the border between Tuscany and Umbria. The road which from Castiglion Fiorentino continu ...
From $129 per night (USD)Expedia
- From $2121 per night (USD)
VRBO
Antica Villa Merelli 12, Emma Villas
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Price includes: -Utilities: water - gas for kitchen use and hot water - electricity - heating - weekly linen, initia ...
From $2121 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Paolina house, typical Tuscan structure with pool, surrounded by nature
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Paolina house, welcome in Tuscany, in the little village of Raggiolo. The ideal place to relax while admiring the amazin ...
From $223 per night (USD)Expedia
- From $177 per night (USD)
VRBO
COMPLETELY RENOVATED VINTAGE HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Period house, formerly belonging to Count Orlando Cattani, the one who donates Mount Verna to S. Francis of Assisi; loca ...
From $177 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Villa composed of 3 apartaments. Private pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The villa consists of 3 apartments connected to each other by the large wooden portico, and can accommodate up to 10 peo ...
From $335 per night (USD)Expedia
- From $511 per night (USD)
VRBO
Typical house with private pool and a stunning view
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Rasina House is situated in a stunning position at 500 mt of altitude over the Tuscan hills of Cortona, which give the h ...
From $511 per night (USD)VRBO
- From $585 per night (USD)
Expedia
Private villa with 5 bedrooms with 5 bathrooms. Private garden, pool & Jacuzzi!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the idea ...
From $585 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Stunning private villa for 12 people with WIFI, private pool, TV, terrace and pets allowed
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Property Summary Nestled in the heart of the Tuscan countryside in Loro Ciuffenna, Italy, Antico Mulino is a beautifull ...
From $448 per night (USD)VRBO
- From $80 per night (USD)
Expedia
Apartment/ flat - Loro CiuffennaHouse with character
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The apartment is located in the centre of the historical and medioeval village, Loro Ciuffenna. It is in a little squar ...
From $80 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Beautiful Tuscan Villa with large garden, ample outside space and shade all day.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Restored recently, this pristine farmhouse offers sparkling five bedroom accommodation, including four first floor bedro ...
From $595 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In the quite Tuscan country side, among olive trees, you will find Margherita Holiday Home. Our small business comes fro ...
From $310 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Wonderful private villa for 4 people with WIFI, pool, TV, patio and pets allowed, close to Arezzo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Summary Nestled in the heart of Tuscany, Italy, Casa Tara is a beautifully renovated hayloft that exudes the t ...
From $137 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
At the center of the triangle formed by Florence, Arezzo, Siena, our farm is the ideal starting point to visit Tuscany i ...
From $165 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The “Nero su Bianco” deluxe room has pleasant views and parquet floors by Siam. Located on the first floor of the Villa, ...
From $163 per night (USD)VRBO
- From $593 per night (USD)
VRBO
Ancient stone and brick farmhouse set on high hills enjoying a wonderful view over the city of Arezz
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Podere di Pomaio, wine tastings and wine tours. Villa Mandorlo is an ancient farmhouse completely restored following all ...
From $593 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Typical cottage in the hills of Cortona, perfect for couples for a romantic holiday or honeymoon. Lo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The small town of Cortona and the proximity to Trasimeno Lake. Casina Paradiso is only a few minutes driving from Corton ...
From $117 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Podere Aiaccia sits alone high in the Tuscan hills overlooking a panoramic view, which can be enjoyed from every room in ...
From $391 per night (USD)Expedia
- From $569 per night (USD)
VRBO
Beautiful private villa for 18 people with private pool, WIFI, TV and pets allowed, close to Are...
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 18
Villa Cincinelli is a lovely holiday home with WiFi internet and private pool. The property can accommodate up to 18 p ...
From $569 per night (USD)VRBO
- From $622 per night (USD)
VRBO
Typical Leopoldine stone villa, set in a hilly and panoramic position. High standard equipment, Wi-F
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The villa and the panoramic position. Villa Leopoldina is a beautiful example of the typical Tuscan home designed in 170 ...
From $622 per night (USD)VRBO
- From $397 per night (USD)
VRBO
Vacation Among the Vineyards - LA LOGGIA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
In one of the cottages within this small hamlet is the apartment La Loggia, which is totally independent and consists of ...
From $397 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Lovely apartment in villa for 7 guests with WIFI, pool, TV and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Property Summary Nestled just 2 kilometres from the charming village of Bucine, in the heart of Tuscany, Italy, the rec ...
From $203 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Beautiful apartment in villa for 2 guests with pool, WIFI, A/C, TV, terrace and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Summary Nestled in the heart of Tuscany, Italy, the working country estate known as "Le Mura" offers an authen ...
From $115 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Villetta Belvedere - An oasis of relaxation between nature and the village of the most beautiful
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The chalet is finely restored, surrounded by greenery, with a large garden and woods bordering on property, with wide pa ...
From $125 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Cipressino Villa Tuscany, pool near the historic centre
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Cipressino Villa Tuscany is a cozy and luxurious villa for up to 12 guests, located just minutes from the historic centr ...
From $536 per night (USD)VRBO
- From $610 per night (USD)
Expedia
Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Walking distance to Castiglion Fiorentino. Villa degli Olivi is a beautiful holiday villa with attractive architectural ...
From $610 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Farmhouse in Tuscany with Panoramic Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This cosy and pleasant farmhouse is located on the bright hills of Castiglion Fiorentino, amidst woods, vineyards and ol ...
From $196 per night (USD)VRBO
- From $637 per night (USD)
VRBO
Apartment VIOLA with pool, private garden and big terrace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The holiday farm "Agriturismo Dimore di Poggianto" is located in a marvellous panoramic position and it is an ideal star ...
From $637 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Farm between Florence and Arezzo home Pratomagno
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
At the center of the triangle formed by Florence, Arezzo, Siena, our farm is the ideal starting point to visit Tuscany i ...
From $107 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Villa Giulia with a pool in the countryside near the historic center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Lucignano in Val di Chiana is a small Tuscan town. Its position can be defined as crucial: very central, it is a few mi ...
From $180 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Beautiful private villa for 6 guests with WIFI, A/C, private pool, TV and terrace, close to Cort...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach ...
From $186 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Wonderful private villa for 7 guests with private pool and TV
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
At Poggio del Fabbro you will find yourself in the midst of the peace and beauty of green woods and hills. The old farmh ...
From $232 per night (USD)Expedia
- From $634 per night (USD)
VRBO
Beautiful private villa for 20 guests with private pool, WIFI, TV, terrace and pets allowed
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 20
Usciano is an ancient village of medieval origin, located a few kilometres from the city of Arezzo. It is located on a p ...
From $634 per night (USD)VRBO
- From $961 per night (USD)
Expedia
Wonderful private villa for 10 people with WIFI, private pool, A/C, TV, veranda and panoramic view
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Gre ...
From $961 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Casa Secciano is located strategically between these 3 artistic cities allowing for easy access to tourist sites, but at ...
From $197 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Tegliaia by Interhome
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
La Tegliaia is a typical Tuscan stone house, divided into two apartments communicating with each other only from the out ...
From $322 per night (USD)Expedia




































































































