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Amazing independent holiday rental with WIFI, A/C, hot tub, private pool, TV, patio, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    9
  • Floor Area
    340 m2
  • Private Pool
From € 357per Night

Description

Property Villa Castelluccio is a beautiful property (340 sq m) that includes hot tub, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with nine bathrooms. Conveniently located 3 km (2 mi) from Vogognano, Italy in the tourist area "Casentino Valley" and only 23 km (14 mi) from Arezzo.

What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a tennis court, patio, hot tub, playground and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.

Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 23 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (44 mi), Greve In Chianti 91 km (56 mi) and Siena 95 km (59 mi).

Some other major tourist destinations you should consider visiting are: Florence 107 km (66 mi), Viareggio 194 km (120 mi), Forte Dei Marmi 201 km (125 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Castelluccio. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 17 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 112 km (70 mi), Pisa (psa) 175 km (108 mi), Bologna (blq) 199 km (123 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).

Additional Services
Cooking Lessons - Learn from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.

Villa Castelluccio

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Fabulous independent accommodation with private pool, WIFI, A/C and TV, near Arezzo

  • Sleeps
    2
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    40 m2
  • Private Pool
From € 126per Night

Description

You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco

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Beautiful private villa with A/C, private pool, WIFI and TV, close to Arezzo

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Floor Area
    250 m2
  • Private Pool
From € 294per Night

Description

An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo

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Stunning private vacation home with private pool, A/C, WIFI, TV, panoramic view, near Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    340 m2
  • Private Pool
From € 565per Night

Description

Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.

Please carefully check if there are any extra costs to be paid on site! Villa Noceta

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Superb independent holiday villa with A/C, private pool, hot tub, WIFI, sauna and TV

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    4
  • Floor Area
    330 m2
  • Private Pool
Someone else is looking at this property right now!
From € 439per Night

Description

Conveniently located 7 km (4 mi) from Montone, Italy and only 38 km (23 mi) from Gubbio. Villa Montone is a nice stone building (330 sq m) with air conditioning, hot tub and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.

The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a splendid vacation in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a hot tub and barbecue grill. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Gubbio 38 km (23 mi), Cortona 44 km (27 mi), Perugia 48 km (30 mi), Assisi 55 km (34 mi) and Arezzo 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 150 km (93 mi), Viareggio 237 km (147 mi), Forte Dei Marmi 244 km (151 mi), Rome 215 km (133 mi), Venice 360 km (224 mi) and Milan 420 km (261 mi).

Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 155 km (97 mi), Pisa (psa) 218 km (135 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).


Villa Morotti

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Fabulous private holiday home with A/C, private pool, WIFI, TV, patio and pets allowed

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
Someone else is looking at this property right now!
From € 213per Night

Description

Property Summary

Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.

Outdoors

The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.

Other Information

Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.

Distances and Attractions

Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio

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Il Tiglioré

: EAS221918

Superb independent holiday villa with WIFI, A/C, private pool, TV, patio and pets allowed

  Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Private Pool
  • Cancellation insurance (included)
From € 100per Night

Description

Property Summary

Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.

Outdoors

The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.

Other Information

"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.

Distances and Attractions

The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré

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Pretty private accommodation with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view

  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
In high demand!
From € 788per Night

Description

Property Summary

Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.

Outdoors

The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.

Other Information

The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.

Distances and Attractions

"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro

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Wonderful multi-unit holiday home with pool, WIFI, A/C, TV, patio and panoramic view

  • Accommodation
    5
  • Sleeps
    31
  • Bedrooms
    15
  • Bathrooms
    13
  • Swimming Pool
€ 182 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Santa Lucia 4 1 1 68 m2 € 182 /Night
  Casa Torre 6 3 2 186 m2 € 314 /Night
  Casa Loggia 6 3 3 223 m2 € 314 /Night
  Casa Monte 7 4 3 217 m2 € 357 /Night
  Casa Tettoia 8 4 4 251 m2 € 485 /Night
31 15 13

Description

Conveniently located 2 km (1 mi) from Montecastelli, Italy and only 38 km (24 mi) from Gubbio. Property Borgo Al Castello is a nice stone building that includes WiFi internet, pool and air conditioning. The villa / farmhouse / home has been designed with a total of five independent units. The property can sleep up to 31 people comfortably.

What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a splendid holiday in Umbria. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. A lot of people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Gubbio 38 km (24 mi), Cortona 40 km (25 mi), Perugia 53 km (33 mi), Arezzo 55 km (34 mi) and Assisi 58 km (36 mi).

Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 220 km (137 mi), Venice 354 km (220 mi) and Milan 415 km (258 mi).

Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 07:30 - 10:30
Pool Open: 31 March - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 150 km (93 mi), Pisa (psa) 212 km (132 mi), Bologna (blq) 213 km (133 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).

Additional Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Borgo Al Castello. Inquire for more details, including the extra cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.

Borgo Il Poeta

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Amazing independent holiday rental with A/C, private pool, WIFI, TV and veranda, near Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 197per Night

Description

Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
  Galleria di Brolio

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Superb private villa rental with A/C, private pool, WIFI and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per Night

Description

La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.

In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.

In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino

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Casa Angela

: EAS193085

Fabulous private accommodation with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 205per Night

Description

An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with  children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela

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Amazing private holiday rental with private pool, WIFI, A/C, TV and pets allowed, near Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
5 /5 Excellent 3 Reviews
Someone just enquired about this property!
From € 350per Night

Description

SPECIAL OFFER 10% DISCOUNT From 20th June until 03rd July 2026 and From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS

Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.

In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori

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Wonderful independent house with WIFI, A/C, private pool, TV and terrace, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 140per Night

Description

Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily. 
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli

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Volpe

: EAS200973

Unique house with A/C, WIFI, TV, balcony and pets allowed

  Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Cancellation insurance (included)
In high demand!
From € 90per Night

Description

Property Summary

Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful residential area of villas, just 1 km from the centre of Castiglion Fiorentino, Italy. This thoughtfully renovated holiday rental offers an ideal retreat for those seeking a refined and tranquil escape in the heart of Tuscany. The property benefits from a private garden of 250 m2, providing a serene outdoor space exclusively for your enjoyment, while a shared fenced garden of 2,000 m2 is also available for common use. Connectivity is seamlessly ensured with Internet WiFi access throughout the property. Parking is conveniently available directly on the premises, and an EV charging station is provided for guests travelling with electric vehicles, reflecting a thoughtful commitment to modern comfort and sustainability.

Outdoors

The outdoor spaces at "Volpe" are a true highlight of the property, offering a generous and well-maintained environment in which to relax and enjoy the Tuscan landscape. The private garden of 250 m2 provides an intimate and exclusive setting, ideal for outdoor dining, leisure, or simply unwinding in the fresh air. For those seeking more space, the shared fenced garden of 2,000 m2 offers ample room to stroll, play, or gather in a secure and well-kept environment. The surrounding residential area of villas ensures a calm and pleasant atmosphere throughout your stay.

Other Information

A car is recommended to make the most of the surrounding area and to reach nearby attractions with ease. The owner of the property resides on the same premises in a separate semi-detached house, ensuring a welcoming and attentive presence while fully respecting your privacy. Please be aware that the owner does not accept bookings from youth groups.

Distances and Attractions

"Volpe" enjoys an exceptionally convenient location with a wide range of services and attractions within easy reach. A grocery store is located just 400 m away, while a supermarket can be found at 500 m. A restaurant and a bar are both situated approximately 1 km from the property, and a bus stop is only 300 m away. The railway station "Firenze-Roma" is reachable within 3 km, making regional travel straightforward and accessible. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," just 20 km away, and the renowned thermal baths "Rapolano" at 45 km. The area is also rich in cultural and historic destinations, with Cortona at 11 km, Arezzo at 16 km, Passignano sul Trasimeno at 29 km, Castiglion Del Lago at 29 km, Pienza at 45 km, and the magnificent city of Siena at 60 km. Volpe

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Beautiful private villa with A/C, WIFI, private pool, TV, terrace and pets allowed, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 515per Night

Description

Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.

The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.

Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO.  Villa degli Olivi

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Pretty private holiday home with private pool, A/C, hot tub, WIFI and TV

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    330 m2
  • Private Pool
5 /5 Excellent 1 Reviews
Someone just enquired about this property!
From € 513per Night

Description

Vacation rental Villa Sant'anna is a lovely stone building (330 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to ten people comfortably in four bedrooms with two bathrooms. Conveniently located 7 km (5 mi) from Molino Vitelli, Italy and only 36 km (22 mi) from Cortona.

The property consists of a main building and an annex located next to the swimming pool. The annex has a separate entrance from the main building.


The Experience
After arriving at Villa Sant'anna you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Umbria. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 36 km (22 mi), Gubbio 40 km (25 mi), Perugia 51 km (32 mi), Arezzo 58 km (36 mi) and Assisi 58 km (36 mi).

Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 218 km (135 mi), Venice 358 km (222 mi) and Milan 418 km (260 mi).

Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 153 km (95 mi), Pisa (psa) 216 km (134 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).


Villa Comunalia

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Unique independent accommodation with WIFI, private pool, A/C, TV and panoramic view

  • Sleeps
    16
  • Bedrooms
    8
  • Bathrooms
    6
  • Floor Area
    280 m2
  • Private Pool
From € 725 per Night

Description

Conveniently located 1 km (4329 ft) from Molino Vitelli, Italy and only 35 km (22 mi) from Cortona. Villa Niccione is a beautiful holiday rental (280 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 16 people comfortably in eight bedrooms with six bathrooms.

Casa Uliveto is made of two independent apartments.

Composition of each: Ground floor – has a bedroom, bathroom, kitchen, living room, dining area.
First floor – 3 bedrooms and 2 bathrooms.

Total 8 bedrooms and 6 bathrooms. The house can accommodate up to 16 people, number of guests can be flexible. Some extra beds can be added.

The private infinity swimming pool measures 15x5m with attached smaller pool 5x3m.

Pet allowed on request (please tell us size and race).

The electricity for the tennis court lights (night usage) is not included and calculated ad 0,50€/kW.

Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. For your pleasure, on the grounds there is a tennis court and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and toaster, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 35 km (22 mi), Gubbio 38 km (23 mi), Perugia 49 km (30 mi), Assisi 56 km (35 mi) and Arezzo 59 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (146 mi), Forte Dei Marmi 243 km (151 mi), Rome 215 km (134 mi), Milan 422 km (262 mi) and Naples 406 km (252 mi).

Additional Information

Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 154 km (96 mi), Pisa (psa) 217 km (135 mi), Bologna (blq) 218 km (135 mi), Roma Ciampino (cia) 224 km (139 mi) and Roma Fiumicino (fco) 237 km (147 mi).


Casa Uliveto

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Pretty independent accommodation with WIFI, A/C, private pool, TV and panoramic view, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    5
  • Floor Area
    400 m2
  • Private Pool
From € 458per Night

Description

Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fuelly equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Marietta

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Private Property with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona

  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 456per Night

Description

Villa Mezzavia is a beautiful holiday home (300 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 11 people comfortably in six bedrooms with four bathrooms. Conveniently located 840 m (2745 ft) from Fonte Del Mazza, Italy in the tourist area "Cortona And Surroundings" and only 11 km (7 mi) from Cortona.

The Experience
When you arrive at Villa Mezzavia you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Also available outside are a patio and barbecue grill.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 mi).

Additional Information

Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).

Special Services

Villa Mezzavia

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