Vacation Rentals with Air Conditioning in Pieve San Giovanni, Italy

Excellent 984 Guest Reviews 4.65 /5

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Total Results: 230


Casina Paradiso: Water, Cloud, Sky, Plant, Property, Building, Swimming Pool, Azure, Grass, Tree € 86 - € 135/night

Wonderful private vacation rental with WIFI, A/C, pool, TV and terrace

  •   3
  •   1
  •   1
€ 86 - € 135per Night

Description

Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beautiful works of art, noble palaces and characteristic lanes. You cannot miss visiting Cortona and drinking a glass of wine in “Rugapiana” alley.
Lake Trasimeno is also easily accessible from here, with its beautiful beaches, islands and many small historic centres magically set in the green hills that frame it. It is also an ideal destination for lovers of water sports.
The small house is located next to the owners' villa, with whom you will also occasionally share the beautiful swimming pool with panoramic view of Cortona (size m 4x8, depth m 1.40-1.60 - open from 1st May to 30 September). Casina Paradiso is furnished with taste and care down to the smallest detail, is equipped with air conditioning and Wi-Fi and has a beautiful private terrace-solarium and an outdoor area with barbecue and garden furniture for your dinners “al fresco”. Above all, the terrace will become the focal point of your cool summer evenings with the view of Cortona lit up in the distance.
Casina Paradiso is a small nest, ideal if you are a couple and wish to spend a romantic holiday, to spend your honeymoon, but also as a support point to comfortably visit Tuscany and the nearby Umbria.
Not far from the house is the road that has connected Cortona since ancient times with the chief town Arezzo, which can be reached in just 20 minutes by car.  Casina Paradiso

San Eusebio: Water, Cloud, Sky, Plant, Building, Swimming Pool, Outdoor Furniture, Shade, Rectangle, Tree € 113 - € 205/night

Pretty independent holiday home with private pool, A/C, WIFI and pets allowed

  •   5
  •   2
  •   2
€ 113 - € 205per Night

Description

San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nestled in an extremely panoramic position on the silver olive-covered hill of S. Pietro a Cegliolo, not far from the beautiful town of Cortona.
You will instantly fall in love with Cortona. Its cobbled lanes, noble palaces, panoramic viewpoints across the Valdichiana to Lake Trasimeno, its churches and numerous monuments are all not to be missed. You will spend lazy days, strolling around while eating an ice cream, immersed in an atmosphere of ancient times. We advise you not to miss out on a few evenings in the numerous typical restaurants in the historic centre, you absolutely must try the Tuscan cuisine and the many delicacies it offers!
The owners of the house have carefully restored it with absolute respect for the old architectural features: the wooden beams, ceilings, fixtures and terracotta floors are those of yesteryear. Colours, decorations, finishing works and furnishings are perfectly in tune with the characteristics of the house, a perfect rustic style to take you back in time.
In front of the house, there is a large green area at your disposal, a gazebo with garden furniture ideal for enjoying outdoor dining in harmony with the landscape below and the lights in the distance.  Immersed among the olive trees is a lovely swimming pool (size 3.5x6 m, depth 0.60-1.50 m - open from 01st May to 30th September), panoramic and cool, which will be perfect for your days of relaxation on the sun-kissed sun loungers of the solarium. San Eusebio

San Pietro: Property, Swimming Pool, Real Estate, Grass, Lawn, Residential Area, Tree, Vacation, Leisure, Estate € 144 - € 306/night

Great home with pool, WIFI, A/C, TV, pets allowed and panoramic view

  •   9
  •   34
  •   16
  •   11
: EAS34289
€ 144 - € 306per Night
  Accommodation
Glicine 2 1 1
Ortensia 3 1 2
Rosa 4 2 1
Ciclamino 4 2 1
Mughetto 4 2 1
Geranio 4 2 1
Girasole 4 2 1
Gardenia 4 2 1
Mimosa 5 2 2
34 16 11

Description

Beautiful property located within a 16th-century farm in the immediate vicinity of Cortona. Inside the property there are various stone buildings expertly restored and divided into 10 comfortable apartments, furnished in a typical Tuscan style and equipped with air conditioning.
The property has a large garden and each apartment has a private and equipped outdoor area. The swimming pool allows guests to relax and enjoy a beautiful view over the ancient city of Cortona.
Note: The villa has an outdoor video surveillance system
Distances : Cortona with all kinds of shops 3 km, Camucia (railway station) 3 km, Arezzo 30 km. Lake Trasimeno is located approx. 15 km.
At guests' disposal : large equipped outdoor areas, swimming pool (16 x 8 m - maximum depth 2.2 meters), barbecue. Shared laundry available. Parking inside the property.

Please carefully check if there are any extra costs to be paid on site! San Pietro

Gaiole in Chianti 915: Hill, Shrub, Estate, Hill Station, Farmhouse, Swimming Pool, Eco Hotel, Hacienda, Garden, Villa 0% Interest Installments € 174 - € 211/night

Unique multi-unit holiday home with A/C, WIFI, pool, TV and pets allowed

  •   2
  •   6
  •   3
  •   3
: EAS211690
€ 174 - € 211per Night
  Accommodation
San Regolo 915.1 2 1 1
San Regolo 915.2 4 2 2
All 2 Accommodations 6 3 3

Description

Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.

Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.

Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.

Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915

La Dimora del Chianti Dimora: Stunning Tuscan Vill: Swimming Pool, Estate, Resort, Villa, Thermae, Farmhouse, Eco Hotel, Hacienda, Landscaping, Mansion 10% Off Discount  Special Offer € 727 - € 1286/night

Stunning private vacation home with A/C, private pool, WIFI and TV

  •   8
  •   4
  •   5
: EAS212161
€ 727 - € 1286per Night

Description

La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.

What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping 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. 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 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: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).


La Dimora del Chianti Dimora: Stunning Tuscan Vill

Villa Cantagallo: Water, Sky, Plant, Swimming Pool, Tree, Rectangle, Building, Shade, Grass, Natural Landscape € 185 - € 370/night

Pretty private villa with private pool, A/C, WIFI, TV, terrace and pets allowed

  •   12
  •   5
  •   3
€ 185 - € 370per Night

Description

Villa Cantagallo has the old-world charm of an ancient manor house. The spacious rooms, fireplaces, arches and exposed stonework combine well with the rustic furnishings chosen by the owners, and will take you back in time when these huge dwellings were the hub of farmhouses.
You will find Villa Cantagallo a short distance from the charming Etruscan town of Cortona (8 km), a destination of great artistic, historical and architectural interest that is definitely worth a visit. You will leave your heart in Cortona, in its paved alleys that climb up the hill, you will immerse yourself in an almost magical atmosphere, as if suspended in time.
Don't forget to dine in one of the countless restaurants and trattorias in the historic centre; our advice is definitely local red wine and a nice Tagliata of Chianina beef!
Until a few years ago the house was the heart of a large farm, then a recent and careful renovation, which the owners carried out with love and care to keep the old features of the villa unaltered, transformed it into a cosy holiday home.
Still next to the house you will find the wine cellar where the owner produces excellent wine (Vino DOC Cortona), which you can taste for free during your holiday.
All around the house you will have at your disposal a large green area equipped with gazebo, table and chairs for your outdoor dinners in company, barbecue, games for children and shaded parking spaces. At the back of the house is the large swimming pool (size 6x12 m, depth 1.20-1.40 m - open from 01st May to 30th September) for your exclusive use. The pool has a wide, completely fenced area that is also suitable to stay in safe company of your pet-friends. Villa Cantagallo

Casetta i Ciliegi: Water, Cloud, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Shade € 141 - € 247/night

Wonderful private house with WIFI, private pool, TV, terrace and pets allowed

  •   5
  •   2
  •   1
€ 141 - € 247per Night

Description

Casetta i Ciliegi is an old stone house that has been skilfully renovated and is located in an extremely panoramic position, 750 m above sea level, and is part of the tiny hamlet of Cantalena Alta. Casetta i Ciliegi is the ideal place for those who want to spend a holiday away from the hustle and bustle of city life and be in close contact with nature. Green woods, steep hills and cultivated countryside frame this beautiful house with a large, fully-fenced outdoor area where you can relax in the beautiful private swimming pool (size 7x4 mt, depth 1.20-1.50 mt - open from 01st May to 30th September) and in the porch furnished with table, chairs and barbecue.
Pets are welcome (extra charge could be required).

The beautiful town of Cortona, with its stone alleys, Rugapiana and the Church of Santa Margherita, and the medieval town of Castiglion Fiorentino are both about 15 km away and have all the necessary shops and services. Casetta i Ciliegi can be reached via a scenic mountain road that is partly unpaved (about 4 km), not recommended for sports cars. Especially the first time it may be a little difficult, but once you get there you will understand that it is worth making a little effort to admire such a beautiful view. The furnishings are simple but comfortable and match the characteristics of the house. Casetta i Ciliegi

Santo Agostino: Property, Home, House, Building, Window, Real Estate, Door, Architecture, Facade, Tree € 124 - € 154/night

Cosy home with WIFI, A/C, hot tub, TV and panoramic view

  •   4
  •   12
  •   5
  •   4
€ 124 - € 154per Night
  Accommodation
Santo Agostino Glicine 3 1 1
Santo Agostino Belvedere 2 1 1
Santo Agostino Dream 4 2 1
All 3 Accommodations 9 4 3

Description

Charming apartments situated in the historical centre of the beautiful medieval town of Cortona (with all kinds of shops). These apartments have been recently and carefully restored and offer tastefully furnished interiors. The apartments are part of a nice building enjoying extensive views over the surrounding landscape.
Distances: Arezzo 25 km away, Perugia 50 km, Siena 60 km away.
At guests’ disposal: TV, washing-machine and ironing facilities area provided in all of the apartments. The apartments Santo Agostino nr. 1, 2, 3 are equipped with air-conditioning. Public parking approx. 100 m away.


Please carefully check if there are any extra costs to be paid on site! Santo Agostino

Villa Il Palazzo: Water, Sky, Plant, Property, Swimming Pool, Furniture, Chair, Tree, Shade, Building € 400 - € 600/night

Unique independent property with A/C, WIFI, private pool, TV, veranda and pets allowed

  •   20
  •   9
  •   11
€ 400 - € 600per Night

Description

Villa Il Palazzo is an old manor house on the doorstep of Cortona, whose origins are lost in the tradition of Tuscany's rural past; indeed, traces of the villa can already be found in ancient documents and maps dating back to the end of the 18th century. Its atmosphere, warm colours, stylish furnishings and original period antiques will transport you to another era, when the rural world was the living centre of society.
You will find the villa just a few kilometres from the beautiful Cortona, famous throughout the world for its works of art, its Etruscan memories and for its narrow stone streets and noble palaces. It is impossible not to spend at least one evening in one of its many fine restaurants. You won't forget “maccheroni al sugo” and sliced Chianina beef, we guarantee it! In Camucia you will find shops and supermarkets, and for small shopping trips, you can walk about 1 km to the small village of Fratta, where there are some services.
The villa is divided into six independent apartments, each with its own kitchenette, but at the same time has a large, cool dining room with lounge and kitchen in the basement where you can get together to cook and eat. You will also have at your disposal a nice garden completely fenced and well-kept, with corners designed for relaxing or enjoying an aperitif with friends, some covered parking spaces, a table tennis, mountain bikes and above all the beautiful swimming pool (size 6x12 m, depth 1,20-1,50 m - open from 01st May to 30th September).
One of the bonuses of Villa Il Palazzo is definitely the pergola equipped for your outdoor meals. Unforgettable dinners with your family or friends will frame your holiday. Villa Il Palazzo

Gaiole in Chianti 649: Swimming Pool, Property, House, Building, Real Estate, Villa, Home, Leisure, Estate, Backyard   Special Offer 0% Interest Installments € 84 - € 434/night

Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view

  •   3
  •   24
  •   10
  •   5
: EAS178648
€ 84 - € 434per Night
  Accommodation
Montechioccioli 649.1 6 2 1
Montechioccioli 649.2 6 2 1
All 2 Accommodations 12 4 2

Description

Property Summary

Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.

Outdoors

The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.

Other Information

The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.

Distances and Attractions

Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649

Podere Marcigliano: Water, Sky, Swimming Pool, Plant, Azure, Umbrella, Cloud, Rectangle, Tree, House € 100 - € 150/night

Lovely flat with WIFI, pool, A/C, TV and pets allowed

  •   4
  •   20
  •   8
  •   6
€ 100 - € 150per Night
  Accommodation
Torreone 6 2 2
La Tufa 6 2 2
Corito 4 2 1
Rugapiana 4 2 1
20 8 6

Description

We find Podere Marcigliano nestled in the green Valdichiana, on a gentle hill at the gates of the town of Cortona, which is a must-visit destination. First with its Etruscan and then Roman reminiscences, the town enjoyed considerable prosperity during the medieval period and from 1411 followed the glorious fortunes of the Granducato di Toscana. Its cobbled alleys that wind their way up the hill, the ancient buildings, squares and churches, will make you fall in love with this small and industrious centre of the Valdichiana of Arezzo area, a memory you will always carry in your heart in the years to come, we are sure!
In Cortona or Camucia you will find shops, supermarkets, typical restaurants and every kind of service you need.
Podere Marcigliano consists of 2 newly built villas, which nevertheless reflect the architectural characteristics of the farmhouses of the past. In the first building there are 3 apartments (Torreone, Tufa and the first floor owner’s apartment), in the second there are 2 units (Corito and Rugapiana).
Each apartment has a large green area, a beautiful swimming pool (size 7x14 m, depth 1.50 m - open from 17 May to 30 September and fully fenced), a barbecue, a laundry room in common use and children's games, and its own private area equipped with a furnished gazebo for your meals in the open air.
You will find yourself living your stay in contact with nature but still close to the major centres of Tuscany and Umbria. Its convenient location, quiet but not isolated, makes Podere Marcigliano the ideal place to spend a relaxing holiday while not being far from the major communication routes that will allow you to easily visit, even on day trips, cities of art and small charming villages, little known jewels of the Central Italian countryside.
Podere Marcigliano is also the ideal structure for off-season stays, during the winter and Christmas period, when the town of Cortona is transformed with the thousands of lights of the characteristic Christmas markets and Santa' House. Podere Marcigliano

Fattoria la Gabola: Water, Sky, Plant, Cloud, Property, Swimming Pool, Tree, Body Of Water, Landscape, Leisure € 92 - € 212/night

Great flat with pool, A/C, WIFI and TV

  •   4
  •   25
  •   9
  •   6
€ 92 - € 212per Night
  Accommodation
La Turata 4 2 1
La Gabolina 6 2 1
Sofya 6 2 2
Selene 9 3 2
25 9 6

Description

La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small houses for guests. It is the ideal place if you wish to spend a relaxing holiday in the midst of the Valdichiana countryside, which offers an infinity of gentle, variable landscapes, and at the same time visit Tuscany and neighbouring Umbria.
You will find the farm at the foot of the rugged hill where the ancient Etruscan town of Cortona rises majestically and will instantly win you over with its old-world atmosphere. In Cortona you can stroll around, enjoy splendid views and visit countless ancient churches, museums and works of art. Don't forget to taste the local cuisine in the typical restaurants in the centre - you won't regret it!
A skilful and careful renovation, carried out with painstaking patience directly by the owner, and a decor in authentic period furniture give the houses a very special charm. You will feel welcomed in a very homely atmosphere that will make you feel at home from the very first moment.
Apartments Sofya and Selene are located in the same building and can be especially recommended for 2 families travelling together. La Gabola, La Gabolina and La Turata, on the other hand, are individual and independent houses, perfect for those who like a little extra privacy.
All around the farm a large green space where each house has its own private corner with a gazebo equipped with table and chairs. This will be your favourite place on warm summer evenings, chatting with friends and a good bottle of red wine. Even your small pets will be more than welcome at Fattoria La Gabola (extra charge could be required).

The beautiful swimming pool measuring mt. 5x10 (depth mt. 1,40 - open from 10 May to 27 September), used together with the owners is situated in a panoramic and sunny position and will be a pleasant pastime for adults and children during the hot summer days. Fattoria la Gabola

Villa Church: Swimming Pool, Garden, Shade, Resort, Landscaping, Water Feature, Backyard, Outdoor Furniture, Eco Hotel, Yard € 431 - € 586/night

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

  •   4
  •   2
  •   2
: EAS224024
New Listing
€ 431 - € 586per Night

Description

Property Summary

Nestled in the heart of the Tuscan countryside, Villa Church is an exquisite vacation rental that offers an exceptional blend of historic charm and contemporary comfort in the region of Cortona, Italy. Fully restored in 2016, the property reflects the owner's meticulous attention to detail, harmoniously combining elegant interiors with the authentic character of its original historic walls. Spanning over 110 square meters of thoughtfully designed living space, the villa accommodates guests in 2 beautifully appointed bedrooms located on the first floor, while the ground floor features a spacious living area furnished with comfortable sofas, a dedicated dining area, and a fully equipped kitchen. 2 bathrooms complete the interior layout, one featuring a bathtub and the other a shower. Guests will appreciate the full range of amenities available throughout the property, including air conditioning, internet wifi for seamless connectivity, and a washing machine and dishwasher for added convenience. Private parking is available on site, ensuring effortless arrivals and departures. The villa is surrounded by a large private fenced garden of 1,200 square meters, offering a serene and secluded setting, while a private swimming pool provides the perfect retreat during warm Tuscan days. The CIN code for this property is IT051017C27BOVCDO4.

Outdoors

The outdoor spaces of Villa Church are as impressive as the interiors, inviting guests to fully embrace the beauty of the Tuscan landscape. The expansive private fenced garden of 1,200 square meters provides a generous and secure environment ideal for relaxation and outdoor living. At the heart of this green retreat, the private swimming pool is equipped with sunloungers and umbrellas, offering a comfortable and shaded space to unwind and soak up the Italian sunshine. Throughout the garden, carefully arranged outdoor furniture, including a table and chairs, creates an inviting setting for al fresco dining and leisurely gatherings in the open air, allowing guests to savour the tranquillity of the surrounding countryside at any time of day.

Other Information

Check-in at Villa Church is available from 15:00, while check-out must be completed by 9:00 AM. For guests arriving after 7:00 PM and up to 11:30 PM, a late check-in arrangement is available. Please note that check-in requested after 11:30 PM must be organised in advance and may require additional fees. A refundable security deposit of 300.00 euros is required upon arrival and will be returned before departure, less any applicable charges in the event of damage to the property. A tourist tax applies to all guests aged 12 and above, calculated per person per night for the first 4 nights, with children under 12 exempt from this charge. The rental price includes a final cleaning service and a welcome basket filled with local products, offering guests a warm and authentic introduction to the flavours of the region. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalised concierge service to assist with booking tours, purchasing tickets, making restaurant reservations, and supporting guests with their daily planning. The dedicated team is available 24 hours a day, 7 days a week via an emergency contact number provided at check-in, and is on hand to offer suggestions and assistance for a wide variety of activities, including excursions, cooking experiences, and much more.

Distances and Attractions

Villa Church enjoys an enviable position in the Tuscan countryside, offering easy access to some of the most celebrated destinations in both Tuscany and Umbria. The nearest town, Camucia, is just 6 km away and provides all essential services for a comfortable stay. The magnificent historic city of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is located 9 km from the villa. Within a comfortable driving distance, guests can explore the Renaissance splendour of Montepulciano at 30 km, the serene shores of Lake Trasimeno at 25 km, the UNESCO-listed town of Pienza at 40 km, and the medieval city of Arezzo at 25 km. Further afield, the dramatic hilltop city of Orvieto is 40 km away, the iconic city of Siena is 60 km distant, and the Umbrian capital of Perugia, home to an international airport, is 40 km from the property. For guests travelling by air, Florence Airport is approximately 100 km away, while Rome Airport is reachable within approximately 210 km, making Villa Church a well-connected base from which to discover the very best of central Italy. Villa Church

Cortona Deluxe: Furniture, Interior Design, Couch, Wood, Living Room, Room, Ceiling, Flooring, Apartment, Floor € 338 - € 382/night

Amazing independent property with WIFI, A/C, sauna, TV, patio and panoramic view

  •   4
  •   2
  •   2
: EAS224021
New Listing
€ 338 - € 382per Night

Description

Property Summary

Cortona Deluxe is a refined luxury apartment nestled in the heart of Cortona, one of Tuscany's most celebrated hilltop cities in Italy, positioned adjacent to the public gardens of Parterre and within walking distance of the central square. This exceptional vacation rental spans over 95 square meters on a single floor, tastefully furnished by the owner to ensure the highest level of comfort for every guest. The interiors unfold from a welcoming entrance into a generous open-plan living area featuring sofas and armchairs, a dining table, and a fully equipped kitchen, all oriented toward the garden and the sweeping valley below. The night area comprises 2 double bedrooms and 2 full bathrooms, each fitted with a shower. Guests may also access a sauna room, available upon request at an extra cost. The apartment is equipped with air conditioning, a washing machine, a dishwasher, and satellite television. Seamless connectivity is ensured throughout the property thanks to Internet WiFi, allowing guests to stay effortlessly in touch during their stay. The private yard, partially paved and panoramic, faces both the public garden and the valley, offering an enchanting outdoor retreat that perfectly complements the elegance of the interiors. The property holds the CIN registration code IT051017C2285WL753.

Outdoors

The outdoor spaces of Cortona Deluxe represent one of the most captivating features of this property, offering a private and panoramic garden that faces the public gardens of Parterre and the valley stretching below the city of Cortona. The garden is partially paved and thoughtfully arranged to accommodate outdoor living at its finest, furnished with garden furniture including a table and chairs ideal for al fresco dining. A barbecue is also available, inviting guests to enjoy leisurely meals in the open air while taking in the remarkable views of the Tuscan landscape. The combination of greenery, paved surfaces, and carefully selected furnishings creates an outdoor environment that is both functional and deeply atmospheric, perfectly suited to the relaxed rhythms of a Tuscan holiday.

Other Information

Cortona Deluxe is located within the ZTL restricted traffic zone of Cortona, and free parking is available approximately 5 minutes on foot from the property. Access to the apartment is through a gate, and guests are required to climb a few steps from the garden to enter the house. Check-in is available from 15:00, and check-out must be completed by 10:00. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, subject to any deductions in the event of damage. A tourist tax applies and is charged per person per night. Small pets are admitted upon request. Late check-in is available after 19:00 until 23:30, while check-in requests beyond 23:30 must be arranged in advance and may be subject to additional fees. The rental price includes a final cleaning service and a welcome basket filled with local products. Upon request, guests may arrange a range of additional services 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 through an emergency contact provided at check-in, and the team is on hand to offer suggestions for excursions, cooking experiences, and a wide variety of local activities.

Distances and Attractions

Cortona Deluxe enjoys an enviable position in the city center of Cortona, placing guests within easy walking distance of the main square, restaurants, shops, banks, and grocery stores, making every daily need effortlessly accessible. The larger town of Camucia, located 5 km away, offers supermarkets and a train station, providing excellent connections to the wider region. Among the most celebrated destinations in the surrounding area, Montepulciano is 30 km away, Pienza is 40 km, Chianciano Terme is 42 km, and Arezzo is 35 km from the property. Further afield, Siena is 60 km away, Assisi is 60 km, Gubbio is 98 km, and San Gimignano is 112 km from Cortona Deluxe. For international and domestic travel, Perugia Airport is 58 km away, Florence Airport is 100 km, and Rome Airport is 200 km from the property, ensuring convenient access to and from some of Italy's most important air hubs. Cortona Deluxe

Villa Vita Bella: Hill, Hill Station, Swimming Pool, Valley, Ridge, Fence, Eco Hotel, Villa, Mountain Village, Farmhouse € 657 - € 956/night

Wonderful holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view

  •   10
  •   5
  •   4
: EAS224025
New Listing
€ 657 - € 956per 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

Casa Maria Luisa: Swimming Pool, Property, Leisure, Real Estate, House, Building, Vacation, Villa, Resort, Home € 118 - € 220/night

Lovely home with A/C, pool, WIFI, TV, patio and panoramic view, close to Siena

  •   4
  •   2
  •   3
€ 118 - € 220per Night

Description

Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.


At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.

Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km

Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa

Villa Il Palazzone: Property, Swimming Pool, House, Real Estate, Estate, Building, Home, Grass, Residential Area, Vacation € 370 - € 539/night

Amazing private house with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona

  •   7
  •   3
  •   2
: EAS156496
€ 370 - € 539per Night

Description

Villa Il Palazzone is a lovely stone building (110 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to seven guests comfortably in three bedrooms with two bathrooms. Villa Il Palazzone is located 750 m (2428 ft) from Le Contesse, Italy and only 2 km (1 mi) from Cortona in the tourist area "Cortona And Surroundings".

Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, 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 big 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 seven people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda 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 2 km (1 mi), Arezzo 33 km (21 mi), Montepulciano 33 km (21 mi), Perugia 52 km (32 mi) and Gubbio 67 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 377 km (234 mi) and Milan 420 km (261 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Il Palazzone. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 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) 141 km (88 mi), Pisa (psa) 202 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 237 km (147 mi).

Special Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the additional cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire 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. Ask for more details, including the additional cost and how to schedule 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 when you arrive.

Villa Il Palazzone

Podere Orietta: Property, Building, House, Natural Landscape, Estate, Real Estate, Villa, Swimming Pool, Grass, Backyard € 78 - € 136/night

Nice apartment with pool, A/C, WIFI, terrace, pets allowed and panoramic view

  •   4
  •   14
  •   6
  •   5
€ 78 - € 136per Night
  Accommodation
Orietta 1 3 1 1
Orietta 2 3 1 1
Orietta 3 2 1 1
All 3 Accommodations 8 3 3

Description

Four nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views over the surrounding landscape. All of the apartments are simply but nicely furnished, in a typical Tuscan style.
The access to the property is via an unpaved road of 2,3 km.
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: Castelnuovo Berardenga with all kinds of shops 10,5 km away, Siena 28 km, Radda in Chianti 40 km, Florence 77 km. Horse-back riding facilities 6 km away.
At guests’ disposal: large well-kept furnished garden, swimming-pool (5,5 x 13,5 m – maximum depth 2,4 m – open from 01/05 to 03/10), solarium (30 square meters) set in panoramic location. Small barbecues. Laundry with washing-machine and dryer (€ 3,- / per washing). WI-FI internet access and computer available (free of charge). Covered parking within the grounds.
Extra Services: Baby bed and high-chair available at € 10,- / per week each (to be paid on the spot). Maid service available by arrangement (€ 12,- / per hour to be paid locally).
Pets are allowed by paying an extra charge of € 10,- / per week (payment on site).

Check-in between 16.30 and 19.30

Please carefully check if there are any extra costs to be paid on site! Podere Orietta

Rocche Di Valiano: Water, Cloud, Sky, Plant, Property, Azure, Swimming Pool, Tree, Land Lot, Shade € 80 - € 150/night

Nice accommodation with A/C, WIFI, pool, TV and pets allowed, near Siena

  •   9
  •   34
  •   17
  •   14
€ 80 - € 150per Night
  Accommodation
Appartamento Ginestra in Siena, Pool Use, Ac 2 1 1
Appartamento Mimosa in Siena, Pool Use, Ac 3 2 1
Appartamento Geranio in Siena, Pool Use, Ac 5 2 2
Appartamento Glicine in Siena, Pool Use, Ac 5 2 2
Appartamento Papavero in Siena, Pool Use, Ac 5 2 2
Appartamento Ortensia in Siena, Pool Use, Ac 4 2 2
Appartamento Gelsomino in Siena, Pool Use, Ac 4 2 2
Appartamento Fiordaliso in Siena, Pool Use, Ac 3 2 1
Appartamento Verbena in Siena, Pool Use, Ac 3 2 1
34 17 14

Description

Rocche Di Valiano is a beautiful stone building with WiFi internet, shared pool and air conditioning. Rocche Di Valiano is a residence having a total of nine separate apartments. The property can sleep up to 34 guests comfortably in 17 bedrooms with 14 bathrooms. Rocche Di Valiano is located 28 km (17 mi) from Castelnuovo Berardenga, Italy and only 10 km (6 mi) from Siena in the tourist area "Siena And Surroundings".

The helpful caretakers live on the estate, in a separate apartment.


The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Each apartment 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 vacation rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.

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: Siena 10 km (6 mi), Greve In Chianti 37 km (23 mi), San Gimignano 43 km (26 mi), Montalcino 53 km (33 mi) and Florence 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 161 km (100 mi), Forte Dei Marmi 168 km (105 mi), Rome 245 km (152 mi), Venice 318 km (197 mi) and Milan 361 km (224 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Rocche Di Valiano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 85 km (53 mi), Pisa (psa) 130 km (81 mi), Bologna (blq) 166 km (103 mi), Roma Ciampino (cia) 254 km (158 mi) and Roma Fiumicino (fco) 266 km (165 mi).


Rocche Di Valiano

Marielena Authentic Chianti Retreat: Panoramic Vie: Kitchen, Countertop, Interior Design, Flooring, Kitchen Appliance, Cabinetry, Wood, Furniture, Floor, Home € 393 - € 478/night

Beautiful private holiday villa with A/C, WIFI, hot tub, TV, patio, panoramic view, near Siena

  •   8
  •   4
  •   4
: EAS212164
€ 393 - € 478per Night

Description

Marielena Authentic Chianti Retreat: Panoramic Vie is a lovely stone building (250 sq m) with hot tub, WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located 590 m (1900 ft) from Castell'in Villa, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena.

What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal 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 for a perfect ending to another day in Tuscany. Also available outside are a patio, barbecue grill and hot tub. Dining with friends and family is a big part of the Tuscan 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Tuscan 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: Siena 21 km (13 mi), Greve In Chianti 45 km (28 mi), Montalcino 52 km (32 mi), Montepulciano 54 km (34 mi) and San Gimignano 62 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 186 km (115 mi), Forte Dei Marmi 193 km (120 mi), Rome 231 km (144 mi), Venice 342 km (213 mi) and Milan 386 km (240 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 140 km (87 mi), Bologna (blq) 191 km (119 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).

Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Marielena Authentic Chianti Retreat: Panoramic Vie. Ask for more details, including the extra cost and how to organize this service.

Marielena Authentic Chianti Retreat: Panoramic Vie