Vacation Rentals with Air Conditioning in Badia a Ruoti, Italy

Excellent 1021 Guest Reviews 4.64 /5

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Total Results: 344


Villa Dei Ciliegi: Sky, Cloud, Property, Water, Swimming Pool, Plant, Shade, Land Lot, Outdoor Furniture, Tree € 337 - € 466/night

Private Holiday villa with private pool, WIFI, A/C, patio, panoramic view, close to Cortona

  •   8
  •   4
  •   3
: EAS199697
€ 337 - € 466per Night

Description

Villa Dei Ciliegi is a beautiful vacation rental (180 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Villa Dei Ciliegi is located 2 km (5068 ft) from Creti, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".

Your Experience
When you arrive at Villa Dei Ciliegi you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Montepulciano 25 km (16 mi), Arezzo 34 km (21 mi), Montalcino 52 km (32 mi) and Perugia 59 km (37 mi).

If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 150 m (475 ft).

Some other major tourist destinations you should consider visiting are: Florence 116 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 355 km (221 mi) and Milan 400 km (248 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Dei Ciliegi. If you have a large dog or multiple pets, please inquire for permission prior to booking.

Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Roma Ciampino (cia) 207 km (128 mi), Bologna (blq) 208 km (129 mi) and Roma Fiumicino (fco) 219 km (136 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - Custom tours can be scheduled 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 individual tour and number of people.

Villa Dei Ciliegi

Casa Fioraie: Swimming Pool, Property, Natural Landscape, Leisure, Real Estate, Estate, House, Grass, Vacation, Tree € 223 - € 437/night

Private Holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Greve In Chianti

  •   6
  •   2
  •   2
: EAS185609
€ 223 - € 437per Night

Description

Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
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.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.

At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.

Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.

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

Casa Anita - Castellina In Chianti - Granaio, Tosc: Furniture, Table, Property, Plant, Chair, Building, Interior Design, Architecture, Window, House € 127 - € 213/night

Private Holiday home with pool, WIFI, A/C, TV, veranda, panoramic view, close to San Gimignano

  •   4
  •   2
  •   1
€ 127 - € 213per Night

Description

Casa Anita - Castellina In Chianti - Granaio, Tosc is a nice stone building (70 sq m) with air conditioning and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with one bathroom. Casa Anita - Castellina In Chianti - Granaio, Tosc is located 14 km (9 mi) from Castellina In Chianti, Italy and only 24 km (15 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".

What to Expect
Upon arrival at Casa Anita - Castellina In Chianti - Granaio, Tosc you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. 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 four people.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).

Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 18 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) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 km (179 mi).

More Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.

Casa Anita - Castellina In Chianti - Granaio, Tosc

Podere D'Asso: Plant, Sky, Building, Water, Tree, Grass, House, Landscape, Residential Area, Leisure € 2071 - € 2485/night

Private Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino

  •   12
  •   6
  •   8
€ 2071 - € 2485per Night

Description

Vacation rental Podere D'Asso is a nice stone building (778 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with eight bathrooms. Podere D'Asso is located 2 km (2 mi) from San Giovanni D'asso, Italy and only 20 km (12 mi) from Montalcino in the tourist area "Orcia Valley".

Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill and patio. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan 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: Montalcino 20 km (12 mi), Montepulciano 31 km (19 mi), Siena 47 km (29 mi), Cortona 47 km (29 mi) and Arezzo 53 km (33 mi).

Some other major tourist destinations you should consider visiting are: Florence 132 km (82 mi), Viareggio 219 km (136 mi), Forte Dei Marmi 226 km (140 mi), Rome 214 km (133 mi), Milan 419 km (260 mi) and Naples 405 km (251 mi).

Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 09:00 - 12:00
Pool Open: 20 May - 1 November (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) 137 km (85 mi), Pisa (psa) 200 km (124 mi), Roma Ciampino (cia) 223 km (138 mi), Bologna (blq) 224 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).

More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
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 inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Podere D'Asso. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.

Podere Verninelle

Podere La Torre: Water, Plant, Property, Sky, Furniture, Building, Swimming Pool, Tree, Chair, Azure € 1375 - € 2589/night

Pretty private house with A/C, WIFI, hot tub, private pool, sauna, TV, patio

  •   22
  •   9
  •   11
€ 1375 - € 2589per Night

Description

Conveniently located 5 km (3 mi) from Figline Valdarno, Italy in the tourist area "Chianti" and only 17 km (10 mi) from Greve In Chianti. Vacation rental Podere La Torre is a beautiful stone building (800 sq m) that includes private pool, WiFi internet and hot tub. The property can sleep up to 22 people comfortably in nine bedrooms with 11 bathrooms.

The property consists of a main building and two residential units, each with independent entrance.

Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a barbecue grill, hot tub and patio. Sharing a meal 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 22 people.

Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (10 mi), Florence 50 km (31 mi), Siena 58 km (36 mi), Arezzo 59 km (37 mi) and San Gimignano 80 km (49 mi).

Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 144 km (89 mi), Rome 263 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 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) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 272 km (169 mi) and Genova (goa) 276 km (172 mi).

More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan 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 discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental 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 delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can organize 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.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Podere La Torre. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Podere La Torre. If you're traveling with kids and would like some alone time, speak to the owner directly about this option 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.

On one side of the property, with independent access, live the friendly owners who take care of the maintenance of the park and pool without interfering in the privacy of the guests. Villa La Torre - Podere La Specola

Villa Elisa: Facade, Roof, Solar Energy, Shade, Solar Power, Shed, Siding 0% Interest Installments € 142 - € 354/night

Beautiful home with A/C, private pool, hot tub, WIFI, TV, patio and panoramic view

  •   6
  •   2
  •   2
: EAS224588
€ 142 - € 354per Night

Description

Property Summary

Nestled in the picturesque rolling landscape of Castellina in Chianti, Italy, Villa Elisa is a beautiful and comfortable holiday rental set in a sunny, elevated residential area surrounded by other villas and the serene Tuscan countryside. Located approximately 2 kilometres from the centre of Castellina in Chianti, this charming property offers a peaceful retreat with easy access to the region's most celebrated destinations. The villa benefits from reliable WiFi connectivity, keeping you effortlessly connected throughout your stay. Parking is conveniently available directly at the property, accommodating up to 2 cars, making it ideal for guests arriving by road. The shared fenced garden, adorned with flowers and mature trees, provides a welcoming outdoor setting where you can fully appreciate the tranquillity of the Chianti countryside.

Outdoors

The outdoor spaces at Villa Elisa are designed to complement the natural beauty of the surrounding Tuscan landscape. The shared garden, enclosed by a fence for added privacy and security, is thoughtfully landscaped with a variety of flowers and trees that create a colourful and relaxing atmosphere throughout the seasons. For a more indulgent outdoor experience, the property features a private hot tub, offering you the perfect opportunity to unwind and enjoy the warmth of the Italian sun or the stillness of a quiet evening under the Chianti sky. The elevated position of the property ensures exceptional light and pleasant breezes, enhancing every moment spent outdoors.

Other Information

Villa Elisa is equipped with air conditioning, ensuring your comfort during the warmer months of the Tuscan summer. Baby equipment is included as part of your stay, making the property a convenient and welcoming choice for families travelling with young children. Please be aware that groups of teenagers are accommodated on request only. It is also worth noting that part of the house remains closed and unoccupied during your stay, and the owner resides in a separate semi-detached house on the property.

Distances and Attractions

Villa Elisa enjoys a privileged location that places you within easy reach of some of Tuscany's most iconic towns and attractions. A bus stop named "Chiantigiana" is situated just 100 metres from the property, offering a convenient public transport option for those wishing to explore the region without a car. Everyday essentials are readily accessible, with a shop, grocery store, and supermarket all located 2 kilometres away. The charming hilltop town of Radda in Chianti is just 10 kilometres from the villa, while the medieval village of Greve in Chianti and the lively town of Gaiole in Chianti are both approximately 15 kilometres away. The magnificent city of Siena, with its world-renowned Piazza del Campo and Gothic cathedral, lies 20 kilometres from the property, and the extraordinary art city of Florence can be reached in approximately 65 kilometres, making Villa Elisa an ideal base for discovering the very best of Tuscany. Villa Elisa

Il Cottage Roccaio: Swimming Pool, Blue, Water, Resort, Outdoor Furniture, Thermae, Eco Hotel, Hacienda, Water Feature, Villa 0% Interest Installments € 209 - € 426/night

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

  •   8
  •   3
  •   3
: EAS221882
€ 209 - € 426per Night

Description

Property Summary

Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.

Outdoors

The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.

Other Information

Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.

Distances and Attractions

Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio

Il Tiglioré: Grass, Garden, Shade, Lawn, Landscaping, Leisure, Outdoor Furniture, Yard, Artificial Turf, Park   Special Offer 0% Interest Installments € 93 - € 264/night

Beautiful independent vacation home with private pool, WIFI, A/C, TV, patio and pets allowed

  •   4
  •   2
  •   1
: EAS221918
€ 93 - € 264per Night

Description

Property Summary

Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.

Outdoors

The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.

Other Information

Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.

Distances and Attractions

Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré

Olivo: Plant, Sky, Water, Cloud, Water Resources, Tree, Natural Landscape, Body Of Water, Vegetation, Swimming Pool   Special Offer 0% Interest Installments € 177 - € 299/night

Private House with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view

  •   4
  •   2
  •   1
: EAS187024
€ 177 - € 299per Night

Description

Property Summary

Nestled in a serene and secluded setting just 500 metres from the centre of Castellina in Chianti, Italy, the newly renovated Country house "Olivo" is a charming and detached vacation rental that offers an exceptional retreat in the heart of the Tuscan countryside. Positioned in a beautifully sunny location, the property provides guests with an outstanding sense of privacy and tranquillity, making it an ideal base for those wishing to explore one of Italy's most celebrated regions. The fully fenced 500 square metre yard surrounding the property ensures a safe and secure environment in which to relax and unwind, while the inviting swimming pool offers a refreshing escape during the warmer months. Guests can remain connected throughout their stay thanks to internet WiFi available on the premises, and parking is conveniently provided on-site, ensuring a seamless and comfortable experience from arrival to departure.

Outdoors

The outdoor spaces at Country house "Olivo" have been thoughtfully designed to offer guests a complete and enjoyable alfresco experience. The beautifully maintained 500 square metre garden, fully enclosed by fencing, provides a private and peaceful setting ideal for relaxation. At its heart lies a refreshing swimming pool measuring 8 x 3 metres with a depth of 130 centimetres, available for use during the seasonal period from 01 April to 31 October. A pergola offers welcome shade during the warmer hours of the day, while the outdoor shower adds a practical touch for guests returning from a swim. The garden is furnished with comfortable garden furniture, perfect for lounging and enjoying the stunning Tuscan surroundings, and a barbecue is available for those who wish to dine outdoors, making the space ideal for alfresco meals and convivial gatherings.

Other Information

Heating is available at Country house "Olivo" from 01 November to 07 April and is to be paid for directly on-site. Guests are encouraged to note that the property is within walking distance of grocery stores and supermarkets, making it straightforward to stock up on everyday essentials without the need for lengthy travel.

Distances and Attractions

Country house "Olivo" enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Castellina in Chianti is just 500 metres away, while the historic city of Siena can be reached in approximately 26 kilometres and the magnificent city of Florence lies approximately 48 kilometres from the property. For those seeking relaxation and wellness, the renowned thermal baths of "Rapolano Terme" are situated approximately 52 kilometres away. The surrounding area is rich in cultural and scenic attractions, with the charming towns and villages of San Donato in Poggio, Radda in Chianti, Panzano in Chianti, Greve in Chianti, Monteriggioni, San Gimignano, and Volterra all accessible within a short drive. Guests can immerse themselves in the breathtaking Tuscan landscape through a wide range of activities, including hiking and cycling, or spend their time discovering the picturesque villages and historic towns that define this extraordinary region. Olivo

Il Sogno di Pietro: Cloud, Sky, Water, Dusk, Swimming Pool, Afterglow, Sunset, Horizon, Tree, Landscape   Special Offer 0% Interest Installments € 773 - € 1099/night

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

  •   11
  •   5
  •   4
: EAS207898
€ 773 - € 1099per Night

Description

Property Summary
Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fiorentino, Italy. The property features a main house and an outbuilding, offering a spacious and private setting. It boasts a fenced 6,500 square meter grounds with a lush lawn, a seasonal swimming pool (12 x 4 meters, depth 140 cm, available from April 15 to October 30), an outdoor shower, a pergola, garden furniture, a barbecue area, and parking on the premises. With amenities like Internet Wi-Fi, it provides a perfect setting for a relaxing vacation rental.

Outdoors
The property offers an idyllic outdoor experience with its expansive 6,500 square meter fenced grounds. Guests can enjoy the well-manicured lawn, perfect for lounging or outdoor activities. The highlight is the seasonal swimming pool, measuring 12 x 4 meters with a depth of 140 cm, available from April 15 to October 30. Enhance your alfresco experience with the outdoor shower, pergola, garden furniture, and barbecue area. Just an example, you can savor delightful meals prepared on the grill while enjoying the beautiful surroundings.

Other Information
The property is conveniently located near essential amenities. A grocery store and a supermarket are just 3 km away, ensuring easy access to supplies. For dining options, a restaurant is only 1 km from the villa. The "Firenze-Roma" railway station is 3 km away, providing convenient transportation links. Those seeking relaxation can visit the thermal baths at "Rapolano Terme," situated 37 km from the property, or the bathing lake "Trasimeno." The owner does not accept youth groups, ensuring a peaceful atmosphere for families and couples.

Distances and Attractions
Il Sogno Di Pietro offers a prime location to explore the region's rich cultural and historical attractions. Nearby destinations include Cortona (13 km), Arezzo (16 km), Lucignano (20 km), Passignao Sul Trasimeno (31 km), Castiglione Del Lago (33 km), and Pienza (47 km). These charming towns and cities offer a glimpse into the region's rich heritage, with stunning architecture, museums, and picturesque landscapes to explore. Whether you're seeking cultural immersion or natural beauty, this holiday rental provides a convenient base to experience the best of the area. Il Sogno di Pietro

Cerretino Group House 14 Sleeps: Water, Plant, Sky, Daytime, Property, Swimming Pool, Azure, Cloud, Rectangle, Shade 0% Interest Installments € 495 - € 959/night

Fabulous private holiday home with private pool, A/C, WIFI, TV, patio and panoramic view

  •   14
  •   7
  •   6
: EAS208363
€ 495 - € 959per Night

Description

Property Summary
This historical country house "Cerretino + Tettoia" in Castellina In Chianti, Italy offers a cozy and serene vacation rental experience. Surrounded by meadows, fields, and vineyards, the property comprises a main house and an outbuilding just 1 km from the center of Castellina in Chianti. Enjoy the convenience of a swimming pool, Internet WiFi, and parking on-site.

Outdoors
Immerse yourself in the natural splendor of this private property. Relax by the seasonal swimming pool (6 x 12 m, depth 100 - 180 cm, available from May 15th to October 15th), complete with an outdoor shower, terrace, garden furniture, and a barbecue area. The pool maintenance is taken care of by the owner/gardener. Embrace the tranquil surroundings and explore the walking paths just 200 m away from the house.

Other Information
Please note that the property features a 300 m long, very bumpy, and narrow motor access road. Parking is available on-site. Amenities such as shops, groceries, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are conveniently located within 1 km of the property. The bus stop "SR 222" is 500 m away, while the railway station "Castellina Scalo" is 11 km from the house. Baby equipment is included, and groups of teenagers are welcome upon request.

Distances and Attractions
Nearby attractions include the charming towns of Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), the historic city of Siena (26 km), the picturesque San Gimignano (42 km), and the vibrant Florence (Firenze) located 50 km away. "Cecina Mare," a sandy beach, is 88 km from the property, while the thermal baths of "Rapolano Terme" are 50 km away, offering a chance to relax and rejuvenate. Just an example. Cerretino Group House 14 Sleeps

Casa Chiara: Furniture, Property, Table, Chair, Building, Plant, Shade, Wood, Outdoor Furniture, Flooring   Special Offer 0% Interest Installments € 65 - € 149/night

Beautiful private property with WIFI, A/C, TV, terrace and panoramic view

  •   4
  •   2
  •   1
: EAS193330
€ 65 - € 149per Night

Description

Property Summary
Welcome to "Casa Chiara," a modern two-story vacation rental built in 2009 and conveniently located just 300 meters from the center of the charming town of Castellina In Chianti, Italy. This property boasts a private, terraced yard spanning 40 square meters, providing a peaceful outdoor space to relax and unwind. Enjoy the convenience of on-site parking, including a single garage, as well as seamless internet Wi-Fi connectivity throughout your stay.

Outdoors
Embrace the tranquility of "Casa Chiara's" private, terraced yard spanning 40 square meters, offering a serene outdoor oasis for your enjoyment. While the yard is not fenced, its sunny and quiet location ensures a peaceful retreat during your holiday rental in Castellina In Chianti. Explore the charming town center, just a 3-minute walk away, and discover the nearby walking paths that stretch for 500 meters, inviting you to immerse yourself in the picturesque surroundings.

Other Information
Castellina In Chianti offers a plethora of amenities and attractions within close proximity to "Casa Chiara." A shop, grocery store, and supermarket are all conveniently located within walking distance, ensuring you have everything you need for a comfortable stay. The pedestrian zone, restaurant, and bar are also just 300 meters away, providing ample opportunities to experience the local cuisine and lively atmosphere. For those seeking recreational activities, an outdoor swimming pool is located just 3 kilometers away, while an indoor pool is 12 kilometers from the property.

Distances and Attractions
Strategically located in the heart of Tuscany, "Casa Chiara" offers easy access to some of the region's most celebrated destinations. Radda in Chianti is just 12 kilometers away, while Greve in Chianti is a 20-kilometer drive. The historic cities of Siena and San Gimignano are within reach at 26 and 34 kilometers, respectively. For those seeking cultural immersion, Florence and Pisa are within a day trip's distance, at 50 and 100 kilometers away. Closer to home, the thermal baths at "Rapolano Terme" offer a rejuvenating experience just 50 kilometers from your holiday rental, and golf enthusiasts can enjoy an 18-hole course a mere 35 kilometers away. Casa Chiara

Volpe: Sky, Property, Building, Snow, Window, Wood, Slope, House, Tree   Special Offer 0% Interest Installments € 88 - € 154/night

Wonderful holiday villa with A/C, WIFI, TV, balcony and pets allowed

  •   4
  •   2
  •   2
: EAS200973
€ 88 - € 154per Night

Description

Property Summary
You are considering Casa Volpe, a beautiful, comfortable 2-family detached house in Castiglion Fiorentino, Italy. It is a renovated property located 1 km from the town center in a residential area. The property boasts a private garden of 250 m2, on-site parking, and an EV charging station. It offers amenities such as a yard, internet WiFi, parking, and an EV charging station. The property is ideal for a vacation rental.

Outdoors
The property features a shared garden of 2,000 m2 that is fenced, providing ample outdoor space for you to enjoy. Additionally, you have access to a private garden of 250 m2, perfect for relaxing or dining al fresco.

Other Information
Please note that the owner does not accept youth groups and resides on the same property in a separate semi-detached house. A car is recommended during your stay.

Distances and Attractions
The property is conveniently located near various amenities, including a grocery store 400 m away, a supermarket 500 m away, a restaurant and bar within 1 km, and the "Firenze-Roma" railway station just 3 km away. For those seeking relaxation, the "Rapolano" thermal baths are 45 km away, and the "Trasimeno" bathing lake is only 20 km from the property. Nearby attractions include the charming towns of Cortona (11 km), Arezzo (16 km), Passignano sul Trasimeno (29 km), Castiglion Del Lago (29 km), Pienza (45 km), and the beautiful city of Siena (60 km). Volpe

Terrazza sul Chianti: Furniture, Outdoor Furniture, Chair, Shade, Eco Hotel, Outdoor Table, Resort, Garden, Patio, Swimming Pool   Special Offer 0% Interest Installments € 254 - € 620/night

Fabulous vacation rental with A/C, WIFI, TV, patio and panoramic view

  •   10
  •   4
  •   4
: EAS214719
€ 254 - € 620per Night

Description

Property Summary
'Terrazza sul Chianti' is a large, modern two-story house renovated in 2025, situated in Castellina In Chianti, Italy. It offers amenities such as a yard, internet WiFi, and parking on the premises, ideal for your vacation rental. The property is part of a residential complex with two houses, providing a secluded and elevated position on a slope with a west-facing view.

Outdoors
The property boasts a natural state, fenced outdoor area shared among the residences, allowing you to enjoy the surroundings. Additionally, it offers convenient parking facilities right at the house.

Other Information
Nearby conveniences include shops, groceries, supermarkets, restaurants, bakeries, and a bus stop just 30 meters away. The "Castellina Scalo" railway station is 7 km away, and there's an outdoor swimming pool within 1 km distance. Baby equipment is included, making it family-friendly. Please note that part of the house is closed and unoccupied, and the owner resides on the same property. The main road is in close proximity.

Distances and Attractions
The property is 1.2 km from the center of Castellina in Chianti. Nearby attractions include Siena (20 km), Greve in Chianti (20 km), Radda in Chianti (12 km), Gaiole in Chianti (22 km), San Gimignano (27 km), and Firenze (44 km). The sandy beach "Cecina Mare" is 95 km away, offering a perfect opportunity to combine your holiday rental with a beach getaway. Terrazza sul Chianti

Galleria di Brolio: Water, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Leisure, Grass € 197 - € 303/night

Pretty private villa with A/C, WIFI, private pool, TV and veranda, near Cortona

  •   10
  •   4
  •   3
€ 197 - € 303per Night

Description

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

La Casa di Pino: Swimming Pool, Resort, Garden, Eco Hotel, Outdoor Furniture, Thermae, Water Feature, Shade, Estate, Landscaping € 141 - € 212/night

Pretty private vacation home with private pool, A/C, WIFI and TV, close to Cortona

  •   4
  •   1
  •   1
€ 141 - € 212per Night

Description

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

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

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

Casa Angela: Swimming Pool, Residential Area, Resort, Leisure, Thermae, Estate, Outdoor Furniture, Human Settlement, Villa, Hacienda € 205 - € 338/night

Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona

  •   8
  •   3
  •   3
€ 205 - € 338per 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

Podere i Gigli: Water, Plant, Sky, Property, Swimming Pool, Azure, Tree, Shade, Rectangle, Outdoor Furniture € 140 - € 240/night

Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona

  •   6
  •   3
  •   3
€ 140 - € 240per 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

Collina dei Fiori: Water, Plant, Sky, Cloud, Umbrella, Azure, Swimming Pool, Shade, Outdoor Furniture, Tree € 350 - € 574/night

Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo

  •   9
  •   4
  •   3
€ 350 - € 574per 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

Villa degli Olivi: Water, Building, Sky, Property, Furniture, Plant, Swimming Pool, Table, Azure, Umbrella € 515 - € 865/night

Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo

  •   14
  •   7
  •   7
€ 515 - € 865per Night

Description

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

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

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

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