Skip to main content

Results 221 - 240 of 283

View on Map

Fantastic flat with WIFI, private pool, 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

View on Map

Casa Angela

: EAS193085

Independent Vacation home with A/C, WIFI, 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

View on Map

Superb independent property with private pool, A/C, WIFI, TV and pets allowed, close to Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 350per Night

Description

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

View on Map

Wonderful private vacation home with A/C, private pool, WIFI, 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

View on Map

Volpe

: EAS200973

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

  Special Offer 0% Interest Installments
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Cancellation insurance (included)
From € 88per 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

View on Map

Beautiful private villa with A/C, private pool, WIFI, 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

View on Map

Pozzonovo

: EAS48357

Nice apartment with pool, WIFI, TV and pets allowed, close to 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

View on Map

Superb independent villa rental with private pool, A/C, TV and panoramic view

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    5
  • Floor Area
    450 m2
  • Private Pool
New Listing
From € 938per Night

Description

Villa Sagrantino is located 11 km (7 mi) from Gualdo Cattaneo, Italy and only 31 km (20 mi) from Spoleto. Vacation rental Villa Sagrantino is a lovely property (450 sq m) that includes private pool and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms.

What to Expect
Upon arrival at Villa Sagrantino you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Umbria. 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 Umbria. Dining 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, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Italian weather.

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: Spoleto 31 km (20 mi), Perugia 37 km (23 mi), Assisi 51 km (31 mi), Gubbio 77 km (48 mi) and Camerino 78 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 196 km (122 mi), Rome 157 km (97 mi), Milan 483 km (300 mi) and Naples 347 km (216 mi).

Additional Information
Check-In Time: 16:00 - 20:30
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): Roma Ciampino (cia) 173 km (107 mi), Roma Fiumicino (fco) 178 km (111 mi), Firenze Peretola (flr) 201 km (125 mi), Pisa (psa) 264 km (164 mi) and Bologna (blq) 279 km (174 mi).


Villa Sagrantino

View on Map

Private Property with private pool, WIFI, TV, balcony, pets allowed, panoramic view, near Arezzo

  • Sleeps
    20
  • Bedrooms
    9
  • Bathrooms
    7
  • Floor Area
    450 m2
  • Private Pool
From € 303per Night

Description

Large independent country villa situated on the hills surrounding Arezzo, a short distance away from the small town of Anghiari. The interiors are spacious and furnished in a rustic style. Outside guests can enjoy use of a private swimming-pool and of entirely fenced-in garden.
A bar and a restaurant are in walking distance (100 m away).
Distances: Anghiari with general stores 10 km away, the charming town of Arezzo (railway station with daily connections to Florence and Rome) 18 km, Gubbio 80 km away, Perugia 85 km, Siena 90 km away, Florence 90 km away, the beautiful region of Val d’Orcia approx. 90 km away, Todi a 120 km.
At guests’ disposal: fenced-in garden, private swimming-pool (12 x 6 m – depth 1,2 m – open from 01/05 to 30/09), bathroom with shower by the pool, barbecue. Laundry (2 washing-machines).
The villa provides WI-FI internet connection (free of charge).
Parking within the grounds.
Extra Services: Baby bed available upon request.
Small pets are allowed (without any extra charges).

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

View on Map

Villa Giare

: EAS57916

Independent Accommodation with WIFI, private pool, hot tub, A/C, panoramic view, near Cortona

  -5% Special Offer
  • Sleeps
    24
  • Bedrooms
    12
  • Bathrooms
    11
  • Floor Area
    760 m2
  • Private Pool
From € 902per Night

Description

Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 8 appealing apartments, all of which offer tastefully furnished interiors that allow their guests a combination of old charm and contemporary design.
Splendid extensive views of the surrounding valleys.
From the park and from the apartments you can enjoy a magnificent view surrounding hills.
The garden well kept and maintained, has a gazebo ideal for outdoor living and al fresco dining.

At guests' disposal:
By renting the 8 apartments together it is possible to obtain an independent villa with private swimming-pool. Common room with dining room with fireplace, kitchen, 2 toilets.
Baby bed available free of charge. Barbecue.
The swimming pool, 14 x 7 depth 1.40 offers a splendid view over the valley. Wi-Fi internet connection available free of charge. Mosquito screens in all the units. Parking within the grounds

Distances:
The village of Fratticciola is at only 200 mt with a food shop.
Fratta at 2 km with shops and restaurant.
Camucia at 5 km
Cortona at 8 km

Note: The villa has an outdoor video surveillance system

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

View on Map

Wonderful independent holiday rental with WIFI, private pool, TV, terrace and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    7
  • Bedrooms
    4
  • Bathrooms
    2
  • Private Pool
  • Cancellation insurance (included)
From € 132per Night

Description

Property Summary

Nestled on a hilltop surrounded by woodland in the heart of Tuscany, Italy, Villa Le Pine is a cosy and comfortable single-family house that offers an exceptional holiday rental experience for those seeking tranquillity and privacy. Located just 10 km from the centre of Anghiari, this charming property sits within a fully fenced private estate of 2,900 m2, ensuring complete seclusion throughout your stay. The villa is equipped with internet wifi, allowing you to stay connected while enjoying the peaceful natural surroundings. A private swimming pool, fenced for safety and available seasonally from 01 May to 30 September, provides the perfect setting for relaxation during the warmer months. Ample parking is available directly on the premises, making arrivals and departures effortless. The expansive yard encompasses a wildlife garden, natural garden, and a generous lawn area, creating a lush and serene outdoor environment that perfectly complements the villa's warm and welcoming character.

Outdoors

The outdoor spaces at Villa Le Pine are thoughtfully designed to make the most of the property's stunning natural setting. The fenced swimming pool, available from 01 May to 30 September, serves as the centrepiece of the exterior, surrounded by the natural beauty of the wooded hillside. A well-maintained lawn provides an ideal space for sunbathing, while the wildlife garden and natural garden add a sense of untouched wilderness to the grounds. An outdoor shower is conveniently available for use after a swim or a day spent exploring the estate. Garden furniture is provided throughout the outdoor areas, offering comfortable spaces to relax and take in the surroundings. For those who enjoy cooking and dining in the open air, a barbecue is available, making al fresco meals a highlight of any stay at the villa.

Other Information

Villa Le Pine is equipped with a burglar alarm system, providing guests with an added sense of security and peace of mind during their stay. The residence features electric gates, ensuring controlled and private access to the property at all times. Please be aware that a car is recommended for guests staying at the villa, given its hilltop location in the woods. Further practical details regarding check-in and check-out times, house rules, and pet policies were not specified in the available information and can be confirmed directly upon booking.

Distances and Attractions

Villa Le Pine benefits from a convenient yet secluded location, with a range of services and points of interest within easy reach. A restaurant is situated just 1 km from the property, while a bus stop is also located 1 km away. A shop can be found 4 km away, and a bar is equally accessible at 4 km. The centre of Anghiari lies 10 km from the villa, and a supermarket is available at the same distance. The railway station "Arezzo" is 18 km away, connecting guests to the wider regional rail network, while the centre of Arezzo itself is 18 km from the property. The centre of Sansepolcro is 20 km away, offering additional cultural and historical attractions to explore. For equestrian enthusiasts, a stable is located 17 km from the villa. Further afield, the historic town of Monte San Savino is 40 km away, the renowned hilltop town of Cortona is 46 km away, and the magnificent city of Firenze is within reach at 55 km, making Villa Le Pine an ideal base for discovering the rich cultural heritage of Tuscany. Villa le Pine

View on Map

Casa Laura

: EAS221861

Superb independent holiday home with WIFI, TV and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Cancellation insurance (included)
From € 79per Night

Description

Property Summary

Casa Laura is a cosy, rustic single-family house situated at 580 metres above sea level, surrounded by trees in the peaceful countryside, just 9.4 kilometres from the centre of Anghiari, Italy. This charming holiday rental features a private small garden that is not fenced, providing you with a tranquil outdoor space to enjoy the natural surroundings. The property offers convenient parking at the house, ensuring easy access for your vehicle throughout your stay. You will have access to Internet Wifi, keeping you connected during your time at this retreat. The accommodation's location combines rural serenity with practical accessibility to nearby amenities and attractions.

Outdoors

The property boasts a private small garden surrounded by trees, creating a peaceful natural setting at 580 metres above sea level. Please note that the garden is not fenced. You will find parking available directly at the house for your convenience. The rustic countryside location provides a serene environment whilst remaining accessible to local services and attractions.

Other Information

A grocery store is located 6.4 kilometres from the property, whilst a restaurant can be found just 5 metres away. A bus stop is conveniently situated 50 metres from the house. Please note that a car is recommended for your stay to fully explore the surrounding area and access amenities with ease.

Distances and Attractions

Casa Laura is positioned 9.4 kilometres from the centre of Anghiari, Italy, offering easy access to this historic town. Nearby attractions include Arezzo at 16 kilometres, Sansepolcro at 17 kilometres, Città Di Castello at 32 kilometres, Cortona at 55 kilometres, and Firenze at 95 kilometres. The well-known Lago Trasimeno can be easily reached at a distance of 80 kilometres from the property, providing opportunities for day trips and exploration of the beautiful Italian landscape. Casa Laura

View on Map

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

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    2
  • Private Pool
New Listing
From € 400per Night

Description

Property Summary

Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.

Outdoors

The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.

Other Information

Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.

Distances and Attractions

Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori

View on Map

Stunning private villa with A/C, private pool, WIFI, veranda and panoramic view, close to Cortona

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 616per Night

Description

Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Dimora Di Castroncello is a nice vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with four bathrooms.

Your Experience
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 Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

What's 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 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).


Dimora Di Castroncello

View on Map

Amazing private holiday villa with private pool, WIFI, A/C and TV, close to Cortona

0% Interest Installments
  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    320 m2
  • Private Pool
From € 928per Night

Description

Villa Milluzzi is a lovely vacation rental (320 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. Conveniently located 1 km (3432 ft) from Ronzano, Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona.

The Experience
After arriving you’ll find a nice clean well-maintained property ideal for a relaxing 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. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.

Places 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 12 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Montalcino 55 km (34 mi) and Perugia 63 km (39 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 15 km (9 mi).

Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 201 km (125 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).

Additional Information

Pool Open: 3 April - 30 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 210 km (130 mi), Bologna (blq) 211 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).

Additional Services
Tours - Custom tours can be arranged 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.

Villa Milluzzi

View on Map

Fabulous private property with private pool, A/C and TV

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    420 m2
  • Private Pool
New Listing
From € 875per Night

Description

Holiday rental Casale le Fonti is a lovely property (420 sq m) that includes air conditioning and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano.

Your Experience
When you arrive at Casale le Fonti you’ll find a lovely clean well-maintained property ideal for a peaceful holiday in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the nice Italian weather.

Places 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: Montepulciano 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 mi).

Additional Information
Check-In Time: 16:00 - 19:00
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) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).


Casale le Fonti

View on Map

Unique private accommodation with private pool, A/C, WIFI, TV, terrace and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 133per Night

Description

Property Summary

Nestled among the trees of the Umbrian countryside in Piegaro, Italy, "I Tre Castagni" is a charming and comfortable detached country house, fully renovated in 2025, offering an idyllic holiday rental experience for those seeking tranquility and natural beauty. The property is set within a generous private park of 2,000 m2, entirely fenced for complete privacy and security, providing guests with an exclusive and peaceful retreat surrounded by lush greenery. A private swimming pool measuring 4 x 10 m, with a depth ranging from 120 to 200 cm, is available for use during the seasonal period from 19 May to 30 September, inviting you to enjoy long, sun-drenched days in total seclusion. The outdoor spaces are thoughtfully equipped to enhance your stay, while parking is conveniently available directly on the premises. Wireless internet connection ensures you remain connected throughout your stay, even in this serene rural setting.

Outdoors

The outdoor areas of "I Tre Castagni" are designed to make the most of the property's natural surroundings and generous grounds. The private park of 2,000 m2, enclosed by a perimeter fence, offers ample space to relax, explore, and enjoy the open air in complete privacy. The swimming pool, measuring 4 x 10 m with a depth between 120 and 200 cm, is available seasonally from 19 May to 30 September and serves as the centerpiece of the outdoor living experience. An outdoor shower is conveniently located nearby, allowing you to refresh after a swim without stepping indoors. Garden furniture is provided throughout the outdoor spaces, creating comfortable areas to unwind, read, or simply take in the surrounding landscape. A barbecue is also available, making al fresco dining a natural and enjoyable part of your stay.

Other Information

"I Tre Castagni" was fully renovated in 2025, ensuring that all interiors and facilities meet a high standard of comfort and quality. To fully appreciate the property and explore the surrounding area at your own pace, the use of a private car is strongly recommended, as the rural location makes personal transportation essential for accessing nearby services and attractions. Please be aware that the owner does not accept bookings from youth groups.

Distances and Attractions

The property enjoys a privileged position within easy reach of a variety of services, towns, and points of cultural and natural interest. A supermarket can be found 9 km away, while a restaurant is located just 5 km from the property, ensuring that everyday needs are comfortably met. The thermal baths known as "Trasimeno" are situated 26 km away, offering a wonderful opportunity for relaxation and wellness. The charming town of Piegaro is only 4 km distant, while Città della Pieve, renowned for its medieval architecture and artistic heritage, lies 14 km away. The picturesque hilltop village of Panicale is reachable within 15 km, and the historic regional capital of Perugia is 36 km from the property. For those wishing to explore further afield, the celebrated Tuscan towns of Montepulciano and Pienza are located 40 km and 50 km away respectively, making "I Tre Castagni" an excellent base for discovering some of the finest landscapes and cultural destinations in central Italy. I Tre Castagni

View on Map

Amazing independent property with private pool, WIFI, TV, patio, pets allowed, panoramic view

  Special Offer 0% Interest Installments
  • Sleeps
    20
  • Bedrooms
    10
  • Bathrooms
    5
  • Private Pool
  • Cancellation insurance (included)
From € 671per Night

Description

Property Summary

Nestled atop a hill at 400 metres above sea level in the heart of the Umbrian countryside, the rustic and comfortable country house "La Collina Fiorita" offers an authentic Italian retreat surrounded by trees and open fields in Piegaro, Italy. This charming holiday rental is set within a private estate of 5 hectares, inviting guests to immerse themselves in the tranquillity of nature while enjoying a generous selection of on-site amenities. The property features a beautifully maintained fenced garden of 2 hectares, providing ample space for relaxation and outdoor enjoyment. A refreshing swimming pool measuring 10 x 5 metres is available for guests during its seasonal opening period, from 16 May to 26 September, offering a perfect retreat during the warm summer months. Reliable WiFi connectivity is available throughout the house, ensuring guests remain connected throughout their stay. Parking is conveniently available directly on the premises, accessible via a 100-metre unmade road, making arrival straightforward for those travelling by car.

Outdoors

The outdoor spaces of "La Collina Fiorita" are thoughtfully arranged to make the most of the property's stunning natural surroundings. The expansive fenced garden of 2 hectares is complemented by open meadows, creating a serene and private environment ideal for unwinding in the fresh countryside air. The swimming pool, measuring 10 x 5 metres and available seasonally from 16 May to 26 September, serves as the centrepiece of the outdoor area, perfect for cooling off during warm summer afternoons. A well-equipped patio provides a comfortable setting for outdoor dining and socialising, furnished with garden furniture suited to alfresco meals and leisurely afternoons. A barbecue is available for guests who wish to enjoy outdoor cooking, adding a convivial dimension to evenings spent under the Umbrian sky. For those seeking active recreation, a table tennis table is also available within the outdoor spaces, offering a fun and engaging option for guests of all ages.

Other Information

Inside the house, guests have access to a billiard table and a table football set, providing entertaining options for evenings spent indoors. A washing machine is available for shared use and can be accessed for an additional charge. A bread roll service is also offered, adding a thoughtful touch to the morning routine. Guests should be aware that a car is strongly recommended in order to fully enjoy the property and its surroundings, given its rural hilltop location. Motor access to the property is available via a 100-metre unmade road. The owner resides on the same property, ensuring a welcoming and attentive presence throughout the stay. Please be advised that the owner does not accept bookings from youth groups.

Distances and Attractions

"La Collina Fiorita" enjoys a privileged position that places guests within comfortable reach of a wide range of services, natural attractions, and cultural destinations. A shop can be found just 4 km away, while the nearest bus stop is located 2.5 km from the property. The railway station "Chiusi" is situated 33 km away, providing a convenient rail connection for those wishing to explore the wider region. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," reachable in just 17 km, while the grass beach at "Castiglione del Lago" lies 32 km from the property. The renowned thermal baths of "Chianciano" are located 45 km away, offering a wonderful wellness experience. The centre of Tavernelle di Panicale is 12 km from the property, while the vibrant city of Perugia is just 18 km away. Among the many cultural and historic attractions within easy reach, guests can explore Città della Pieve at 25 km, Todi at 33 km, Cetona at 40 km, San Casciano dei Bagni at 44 km, the celebrated town of Assisi at 45 km, and the magnificent Cortona at 47 km, making this an exceptional base for discovering the treasures of Umbria and Tuscany. La Collina Fiorita

View on Map

Fantastic flat with A/C, WIFI, private pool, sauna, hot tub, TV and patio

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    4
  • Floor Area
    220 m2
  • Private Pool
From € 720per Night

Description

Holiday rental Villa Chiovada is a nice stone building (220 sq m) that includes private pool, hot tub and air conditioning. The property can sleep up to eight people comfortably in three bedrooms with four bathrooms. Conveniently located 830 m (2692 ft) from Pale, Italy and only 26 km (16 mi) from Assisi.

What to Expect
When you arrive 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 ideal for a relaxing holiday in Umbria. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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 Umbria. For your pleasure, on the grounds there is a barbecue grill, hot tub and patio. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Italian weather.

What's 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: Assisi 26 km (16 mi), Spoleto 36 km (22 mi), Perugia 46 km (29 mi), Camerino 48 km (30 mi) and Gubbio 61 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 206 km (128 mi), Rome 171 km (106 mi), Venice 419 km (260 mi), Milan 492 km (306 mi) and Naples 362 km (225 mi).

Additional Information
Check-In Time: 16:00 - 22:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 193 km (120 mi), Firenze Peretola (flr) 211 km (131 mi), Pisa (psa) 273 km (170 mi) and Bologna (blq) 282 km (175 mi).

Additional Services
Cooking Lessons - Learn from a local chef the techniques vital to master Italian cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Italian meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize 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 supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival 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 stay 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 Villa Chiovada. Ask for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be arranged at Villa Chiovada. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.

Villa Chiovada

View on Map

Stunning private accommodation with A/C, WIFI, private pool, TV and panoramic view, close to Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    3
  • Private Pool
From € 276per Night

Description

Casale Valdichiana is located 3 km (2 mi) from Creti, Italy and only 13 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Casale Valdichiana is a lovely stone building that includes air conditioning, WiFi internet and private pool. The property can sleep up to ten guests comfortably in five bedrooms with three bathrooms.

The property is internally divided into three apartments and the owners live in another house nearby (30 meters far away).


Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation 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 shopping. Also available outdoors are a barbecue grill and playground. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan 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 13 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 29 km (18 mi), Montalcino 55 km (34 mi) and Siena 63 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).

More Services
Parking - There is a car park at your disposal in front of the property.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions 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 available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental 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 organized. Speak to the owner directly about this service after arriving.
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.

Casale Valdichiana

Read About Things To Do and See Near Pierantonio

Chat on WhatsApp