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Stunning private house with A/C, private pool, WIFI, TV, patio, pets allowed and panoramic view

  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
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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Fantastic accommodation with private pool, WIFI, TV and pets allowed

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 95per Night

Description

From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno

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Pretty independent holiday villa with WIFI, A/C, private pool, 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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Pretty private holiday villa with private pool, A/C, WIFI and TV, near 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

Independent Vacation home with WIFI, A/C, private pool, TV, balcony, pets allowed, close to 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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Superb independent accommodation with WIFI, private pool, A/C, TV and pets allowed, close to 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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Amazing independent property with private pool, WIFI, A/C, 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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Unique independent villa rental with WIFI, private pool, A/C, TV, terrace, pets allowed, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
5 /5 Excellent 5 Reviews
Someone else is looking at this property right now!
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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Wonderful multi-unit holiday rental with WIFI, A/C, pool, 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

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

The Experience
After arriving at Borgo Al Castello you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a splendid vacation in Umbria. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.

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: 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).

More 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask 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. Inquire for more details about the extra 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 additional cost and how to organize this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.

Borgo Il Poeta

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Volpe

: EAS200973

Amazing vacation rental with WIFI, A/C, TV, balcony and pets allowed

  Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Cancellation insurance (included)
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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Pozzonovo

: EAS48357

Beautiful apartment with WIFI, pool, TV and pets allowed, near Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 72 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 72 /Night
  Il Ciliegio 4 1 1 49 m2 € 79 /Night
  Il Pesco 4 1 1 40 m2 € 79 /Night
All 3 Accommodations 10 3 3

Description

Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo

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Fabulous private holiday villa with WIFI, private pool, hot tub, A/C and TV

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    330 m2
  • Private Pool
From € 513per Night

Description

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

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.


Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful holiday in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. 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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Villa Leo

: EAS143710

Independent Accommodation with WIFI, A/C, private pool, TV, patio, panoramic view, near Arezzo

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    125 m2
  • Private Pool
From € 207per Night

Description

Holiday home Villa Leo is a beautiful property (125 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms. Villa Leo is located 520 m (1689 ft) from Pieve San Giovanni, Italy and only 15 km (9 mi) from Arezzo in the tourist area "Arezzo And Surroundings".

Your Experience
When you arrive at Villa Leo you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are a patio and barbecue grill.

The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.

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: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).

Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).


Villa Leo

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Superb private property with private pool, WIFI, A/C, TV and panoramic view

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

Description

Villa Niccione is 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 air conditioning, private pool and WiFi internet. 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.

What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outdoors are a tennis court and barbecue grill. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave and toaster, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Italian weather.

Places Nearby
Most people enjoy visiting close-by 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 property with WIFI, private pool, A/C, TV, patio and panoramic view, close to Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
New Listing
From € 657per Night

Description

Property Summary

Villa Vita Bella is a traditional Tuscan farmhouse nestled just outside the enchanting city of Cortona, in the heart of Italy, offering an exceptional vacation rental experience for those who cherish the slow pace of life and the breathtaking panoramas of the Tuscan and Umbrian hills that surround the estate. Spanning over 250 square meters across 2 independent apartments, the villa accommodates guests in a setting that seamlessly blends authentic rural character with modern comfort. The property features a magnificent private swimming pool, fully fenced for privacy and safety, set within a sprawling yard that extends over one hectare of beautifully terraced land, all oriented to capture the sweeping views of the Cortona valley. Connectivity is ensured throughout the estate with internet WiFi, while a generous private parking area accommodates up to 3 vehicles with ease. The villa is registered under CIN IT051017C2U4O7Y8DJ.

Outdoors

The outdoor spaces of Villa Vita Bella are truly one of its most remarkable features, composed of a series of terraces at different levels, each one facing the Cortona valley and offering uninterrupted views of the surrounding hills. The private swimming pool is completely fenced and generously equipped with sunloungers and umbrellas, providing a refined and relaxing environment for sunbathing and leisure. Adjacent to the main building, a paved outdoor area has been thoughtfully furnished with a table and chairs, creating an ideal setting for al fresco dining in the open Tuscan air. The entire garden, covering over one hectare of land, invites guests to explore and unwind in a natural and tranquil environment. Adding a uniquely charming touch to the estate, a friendly Sardinian donkey named Biondino resides on the property, delighting guests of all ages.

Other Information

Villa Vita Bella is divided into 2 fully independent apartments, each with its own entrance at the ground floor. The first apartment welcomes guests into a living room furnished with sofas and armchairs, a dining room with table and chairs, and a fully equipped kitchen providing all necessary amenities. This apartment represents the largest communal area, ideal for the full group to gather together. Also on the ground floor is a bathroom with shower. On the upper floor, you will find 2 double bedrooms, 1 bedroom with 2 single beds, and a large bathroom with shower. The second apartment, also accessed from the ground floor, features a living room, a large fully equipped kitchen with a dining table that can accommodate up to 10 people, 1 bathroom with shower, and a laundry room. On the first floor of this apartment, there are 2 double bedrooms and a second bathroom with shower. The villa is equipped with air conditioning, which is included in the rental price, along with a dishwasher, washing machine, and satellite TV. Heating is available and metered separately. The owner resides approximately 500 meters from the villa, ensuring that guests enjoy full privacy and exclusive use of the entire estate, including the pool, while remaining readily available to assist with any requests. Check-in is from 15:00 and check-out is by 9:30. The minimum stay is 1 week, and during high season bookings run from Saturday to Saturday. A late check-in after 7:00 PM until 11:30 PM is available, and check-in later than 11:30 PM must be arranged in advance and may require additional fees. A refundable security deposit of 500 euros is required upon arrival and will be returned before departure, less any charges in the event of damage. A tourist tax of 8 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Final cleaning is included in the rental price. Pets are permitted at the owner's discretion and require prior approval. Please be aware that 2 dogs and a donkey already reside on the property. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalized concierge service to assist with booking tours, tickets, restaurant reservations, and daily planning. Assistance is available 24 hours a day, 7 days a week, via an emergency contact provided at check-in, and the team is happy to offer suggestions for excursions, cooking experiences, and a wide variety of local activities.

Distances and Attractions

Villa Vita Bella enjoys a privileged location with excellent access to some of the most celebrated destinations in Tuscany and Umbria. The center of Cortona is approximately 1.5 km away and can be reached on foot in about 15 minutes by walking through a lovely public garden, or by car in less than 10 minutes. The town of Camucia, just 5 km from the villa, offers a full range of everyday services including large supermarkets, a train station, and gas stations. For those wishing to explore the wider region, Montepulciano is 30 km away, the scenic Lake Trasimeno is 25 km distant, and the historic city of Arezzo can be reached in approximately 31 km. The charming town of Pienza lies 40 km from the property, while Perugia, home to an international airport, is 50 km away. Siena is 60 km from the villa, Florence with its international airport is 110 km away, and Rome with its airport can be reached in approximately 210 km. Villa Vita Bella

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Pretty private villa with WIFI, private pool, A/C, TV, patio, panoramic view, near Cortona

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Floor Area
    75 m2
  • Private Pool
From € 191per Night

Description

Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.

Distances: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.

Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.

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

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Fabulous villa with WIFI, private pool, A/C, TV and panoramic view, near Cortona

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 612per Night

Description

Conveniently located 2 km (1 mi) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (3 mi) from Cortona. Villa Torreone is a lovely stone building (300 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.

Your Experience
When you arrive at Villa Torreone you’ll find a nice clean well-maintained property with views of the hills and the lake ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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 4 km (3 mi), Arezzo 32 km (20 mi), Montepulciano 34 km (21 mi), Perugia 55 km (34 mi) and Montalcino 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 214 km (133 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Bologna (blq) 214 km (133 mi), Roma Ciampino (cia) 223 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Torreone. Ask for more details, including the supplemental cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Villa Torreone. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.


The owner lives in the property on the third floor of the villa and has an independent access to the property. Villa Torreone

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Independent Holiday villa with pool, A/C, hot tub, sauna, WIFI, TV, terrace, close to Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    280 m2
  • Swimming Pool
From € 374per Night

Description

Villa Del Sole is a nice stone building (280 sq m) with WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with five bathrooms. Villa Del Sole is located 1 km (4276 ft) from Torreone, Italy and only 4 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings".

On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.

Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a splendid vacation in Tuscany. For your pleasure you will find a shared pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove 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 terrace where you can enjoy the weather while dining outdoors.

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 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 19:00
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) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).

Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering 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. Inquire for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Del Sole. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.

Villa Del Sole

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Casa Chimera

: EAS225273

Superb holiday rental with WIFI, A/C, pool, patio and panoramic view, near Arezzo

  • Sleeps
    5
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    75 m2
  • Swimming Pool
New Listing
From € 126per Night

Description

Casa Chimera is a lovely stone building (75 sq m) with air conditioning and WiFi internet. The property can sleep up to five people comfortably in two bedrooms with one bathroom. Conveniently located 1 km (3854 ft) from Bicciano, Italy in the tourist area "Casentino Valley" and only 22 km (14 mi) from Arezzo.

Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting close-by 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: Arezzo 22 km (14 mi), Cortona 48 km (30 mi), Greve In Chianti 65 km (40 mi), Montepulciano 70 km (44 mi) and Siena 80 km (50 mi).

If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 120 m (369 ft).

Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 178 km (111 mi), Forte Dei Marmi 185 km (115 mi), Rome 243 km (151 mi), Venice 331 km (206 mi) and Milan 380 km (236 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 31 August (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) 97 km (60 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 183 km (114 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).


Casa Chimera

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Stunning private accommodation 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

Holiday rental Villa Mezzavia is a nice property (300 sq m) that includes private pool, air conditioning and WiFi internet. 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.

What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio.

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: 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).

Additional Services

Villa Mezzavia

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