Vacation Rentals with Air Conditioning in Gaville, Italy
Results 41 - 60 of 272
Il Mulinaccio
Amazing holiday home with A/C, private pool, WIFI, terrace, pets allowed and panoramic view
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Description
Property Summary
This charming country house in Reggello, Italy serves as an ideal vacation rental positioned at 100 meters above sea level. The semi-detached property features a refreshing above-ground swimming pool measuring 10 x 6 meters with a depth of 140 centimeters, available from May 1st to September 30th. The property includes a spacious yard of 800 square meters, convenient parking on the premises, and internet WiFi connectivity for guests' convenience.
Outdoors
The unfenced garden space provides a tranquil setting in the countryside, complete with garden furniture and a barbecue area. The swimming pool is meticulously maintained by the owner/gardener, ensuring a pristine environment for outdoor relaxation and entertainment.
Other Information
The property features a central heating system, available from November 1st to April 4th, with heating costs payable on-site. Access to the house is via a 300-meter unmade road, providing a private approach to your countryside retreat.
Distances and Attractions
The property is situated 2.5 kilometers from Reggello's center and 36 kilometers from Florence. Essential amenities including a supermarket, restaurants, and a bus stop are all conveniently located 2.5 kilometers away, with a shopping centre 6 kilometers distant. Notable nearby attractions include Castelfranco di Sopra (13 km), Vallombrosa (15 km), Loro Ciuffenna (22 km), Greve in Chianti (30 km), Gaiole in Chianti and Radda in Chianti (37 km), and Poppi (50 km). Il Mulinaccio
Villa Torre del Chianti
Property with private pool, hot tub, A/C, WIFI, TV, patio, panoramic view, near Greve In Chianti
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Description
Property Summary
Nestled in the heart of the Chianti region in Tuscany, Italy, Villa Torre del Chianti is a truly exceptional holiday retreat set just a short distance from the charming village of Radda in Chianti. Surrounded by the world-renowned Chianti wineries and rolling hills that paint the landscape with breathtaking panoramas and unforgettable sunsets, this villa offers a serene and harmonious escape for those seeking both natural beauty and cultural richness. The property is enveloped by a private fenced garden that extends around the entire estate, providing a sense of seclusion and tranquility throughout your stay. A magnificent private swimming pool invites you to relax and unwind in complete privacy, while the expansive yard offers ample space to enjoy the outdoors in all its splendor. Staying connected is effortless thanks to Internet WiFi available at the property, and private parking ensures a convenient and comfortable arrival. The villa's privileged position allows you to easily reach the most celebrated historic cities and towns of Tuscany, including Florence, Siena, and San Gimignano, while the surrounding countryside is dotted with ancient castles and historic monasteries producing exceptional local food and wine.
Outdoors
The outdoor spaces of Villa Torre del Chianti are thoughtfully designed to make the most of the stunning Tuscan surroundings. The centerpiece of the garden is a magnificent private swimming pool measuring 12x6 meters, with a depth ranging from 1.40 to 2.00 meters, which can be heated upon request to extend your enjoyment across different seasons. Surrounding the pool, elegant sun loungers, umbrellas, and a gazebo create an inviting atmosphere for long, leisurely afternoons in the sun. A dedicated playground for children ensures that younger guests are equally well catered for within the safety of the fenced garden. For outdoor dining, a covered area equipped with a table, chairs, and a barbecue provides the perfect setting to enjoy al fresco meals while taking in the peaceful countryside atmosphere. The private fenced garden wraps around the entire property, offering both beauty and privacy in equal measure.
Other Information
The owner of Villa Torre del Chianti is a wine producer and can arrange exclusive wine tasting experiences either at the property itself or at nearby wineries, including guided visits to the vineyards. This remarkable offering adds a distinctive and authentic dimension to your stay, allowing you to immerse yourself in the rich winemaking traditions of the Chianti region. Guests are encouraged to take advantage of this unique opportunity to discover the local terroir directly from the producer.
Distances and Attractions
Villa Torre del Chianti enjoys an enviable location within easy reach of some of Tuscany's most celebrated destinations. The historic village of Radda in Chianti is just a short distance away, offering charming streets, local restaurants, and artisan shops that reflect the authentic character of the region. The surrounding area is rich with castles and ancient monasteries, many of which continue to produce traditional local food and wine, making them ideal destinations for day trips and cultural exploration. Florence, Siena, and San Gimignano are all conveniently accessible from the villa, allowing you to experience the artistic, architectural, and gastronomic treasures of Tuscany with ease. The entire Chianti wine country unfolds around the property, with world-famous wineries and scenic vineyard landscapes offering an unparalleled backdrop for a truly memorable Tuscan experience. Villa Torre del Chianti
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Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 15 May 2026 and save 10% (minimum 3 nights).
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Podere Il Doccio
Unique private vacation rental with hot tub, private pool, A/C, WIFI, TV, patio and pets allowed
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Description
Podere il Doccio is an old farmhouse situated on the bank of a stream, from which it takes its name.
Il Doccio is a little hidden paradise, a real country oasis that makes it a private place, ideal for rest and recharge.
The entire property consists of the Podere of about 8 hectares of fields and oak woods. The access road to the property continues beyond the small bridge to the end of its run to the houses of the ancient Mulino del Doccio.
Il Doccio only 6km from Terranuova Bracciolini or Loro Ciuffenna where you can find anything you need. The valley is neighbour to Firenze/Florence (N), Arezzo (S), the Chianti area (W) and the Pratomagno mountain chain (E).
The area it's rich of natural attractions, history and art due to its strategic position within the region of Tuscany and it offers the traveler the unique chance to dive into the local life and culture, being a real and authentic off the beaten path.
We will be glad to welcome you and share with you our local knowledge to make your holiday one to remember! Podere Il Doccio
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Villa del Monte
Private Villa with private pool, A/C, hot tub, WIFI, TV, pets allowed, panoramic view
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Description
Villa Del Monte is located 9 km (5 mi) from Montevarchi, Italy and only 31 km (19 mi) from Arezzo in the tourist area "Arno Valley". Villa Del Monte is a beautiful stone building (320 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with five bathrooms.
Your Experience
Upon arrival at Villa Del Monte you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a playground and barbecue grill. 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 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 garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 31 km (19 mi), Greve In Chianti 41 km (25 mi), Siena 52 km (33 mi), Florence 66 km (41 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Monte. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 74 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 158 km (98 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
Villa Le Fonti
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Description
Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena. Property Villa Di Gaiole is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
The Experience
When you arrive at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
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In high demand!
Description
Property Summary
Nestled on the eastern hills of the Chianti region in Montevarchi, Italy, "Tegliaia" is a beautifully restored Tuscan stone country house offering an exceptional holiday rental experience for guests seeking tranquility and authentic rural charm. Surrounded by olive groves and commanding a remote panoramic view of the Tuscan countryside, this detached and renovated property sits in a quiet, sunny position on a gentle slope, providing the perfect setting for a peaceful retreat. The villa benefits from a private fenced swimming pool measuring 5 x 10 meters, ensuring both privacy and relaxation during warm-weather stays. The expansive yard surrounding the property enhances the sense of space and seclusion, allowing guests to fully immerse themselves in the natural beauty of the Chianti landscape. Staying connected is effortless thanks to internet WiFi access available throughout the house, while on-site parking ensures a convenient and stress-free arrival for all guests.
Outdoors
The outdoor spaces at "Tegliaia" have been thoughtfully arranged to complement the stunning natural surroundings and invite guests to make the most of the Tuscan climate. The private swimming pool, fenced for safety and measuring 5 x 10 meters with a depth of 140 cm, is available seasonally from May 27th to September 30th, offering a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby for guests returning from a swim. A charming arbor of 20 square meters provides a shaded area ideal for relaxing or dining al fresco, while the terrace offers additional space to enjoy the sweeping panoramic views of the surrounding countryside. Garden furniture and a barbecue complete the outdoor setup, making it easy to host memorable outdoor meals and gatherings in a truly picturesque setting.
Other Information
"Tegliaia" is equipped with a central heating system, which is available exclusively from November 1st to April 15th and is to be paid on the spot during this period. A washing machine is also available for guest use, adding a practical convenience for longer stays. The property is accessed via a narrow motor road situated 50 meters from an unmade road, and guests are advised to take note of this access route when planning their arrival. The house rules and check-in and check-out procedures should be confirmed directly with the property management prior to arrival.
Distances and Attractions
"Tegliaia" enjoys a privileged countryside location that places guests within easy reach of a wide range of services, towns, and cultural attractions. A grocery store is located just 2 km away, and a restaurant can also be found at the same distance, ensuring that everyday dining needs are effortlessly met. A shopping center is situated 5 km from the property, as is the Montevarchi railway station, providing convenient access to regional rail connections. The historic town of Montegonzi lies 7 km away, while Bucine can be reached within 10 km. For those wishing to explore the heart of the Chianti wine country, Gaiole in Chianti is 24 km away, the impressive Castello di Meleto is 27 km distant, Radda in Chianti is 28 km away, and Castellina in Chianti can be reached within 39 km. The renowned city of Siena is approximately 45 km from the property, and Florence, with its world-famous art and architecture, is just 50 km away, making both destinations highly accessible for day trips. Tegliaia
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Someone else is looking at this property right now!
Description
Property Summary
Nestled at the gates of Chianti in the heart of Italy, Podere Villa Lavinia is a charming holiday rental offering a truly authentic Tuscan experience just 1 km from the centre of Montevarchi. The property is composed of 2 separate houses set within a magnificent 10-hectare estate: the manor house, known as "Villa Lavinia," which accommodates up to 8 guests, and a second house that comfortably accommodates up to 4 guests, both fully equipped with kitchens. Bathed in natural sunlight and surrounded by the rolling landscapes of the Chianti region, this exceptional property invites you to unwind in style. Guests have access to a private swimming pool measuring 8 x 4 meters, a shared fenced garden spanning the entire 10-hectare grounds, as well as a private garden for more intimate outdoor enjoyment. Complimentary WiFi is available throughout your stay, keeping you connected while you relax in this idyllic setting. A roofed parking area is conveniently located on the premises, ensuring secure and easy access for your vehicles.
Outdoors
The outdoor spaces at Podere Villa Lavinia are designed to offer both relaxation and al fresco enjoyment in a serene natural environment. The private swimming pool, measuring 8 x 4 meters with a depth of 135 cm, is available seasonally from April 8th to October 28th, providing the perfect retreat during the warmer months. Alongside the pool, a hot tub invites you to unwind at any time of day. The expansive shared garden, enclosed by fencing for complete privacy, extends across 10 hectares of lush Tuscan landscape, while the private garden offers a more secluded space for quiet moments outdoors. Garden furniture is thoughtfully provided throughout the outdoor areas, and a barbecue is available for leisurely outdoor dining and entertaining beneath the open Tuscan sky.
Other Information
Podere Villa Lavinia offers a welcoming reception service included as part of your stay, ensuring a smooth and comfortable arrival experience. Heating is available at the property from November 1st to April 15th, keeping both houses warm and comfortable during the cooler months of the year. Motor access to the property is via an unmade road spanning 200 meters, leading directly to the estate and its roofed parking facilities.
Distances and Attractions
Podere Villa Lavinia enjoys a privileged location that places you within easy reach of some of Tuscany's most celebrated destinations. The railway station "Montevarchi" is just 5 km away, offering convenient transport connections throughout the region. The city of Arezzo, renowned for its medieval architecture and cultural heritage, is 30 km from the property, while the magnificent city of Firenze lies approximately 40 km away. For those seeking the restorative benefits of thermal waters, the thermal baths "Rapolano Terme" are located 39 km from the estate. The surrounding area is rich with charming Chianti villages and historic towns, including Cavriglia, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, as well as the iconic cities of Siena and Montalcino, all easily accessible for day trips and exploration. Villa Lavinia
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Description
Property Summary
Nestled on the eastern side of Chianti in the heart of Tuscany, Italy, La Tegliaia is a traditional stone country house offering an exceptional holiday rental experience for up to 6 guests. Perched at an elevation of 400 meters above sea level, this beautifully preserved rural property enjoys a quiet, sunny position on a hillside, surrounded by olive trees and blessed with a stunning, secluded panoramic view of the surrounding countryside. The house is divided into 2 separate apartments, connected by an outdoor staircase of 9 steps, which can be rented together to accommodate the full party. Situated just 5 km from the center of Montevarchi, La Tegliaia combines authentic Tuscan character with a thoughtful range of modern comforts. The property features a fenced swimming pool measuring 5 x 10 meters, available seasonally from May 27th to September 15th, as well as a generous yard framed by the natural beauty of the Chianti landscape. Guests also benefit from internet Wi-Fi connectivity and ample private parking on the premises, ensuring both convenience and peace of mind throughout their stay.
Outdoors
The outdoor spaces at La Tegliaia are designed to make the most of the property's exceptional natural setting. The fenced swimming pool, measuring 5 x 10 meters with a depth of 140 cm, provides a refreshing retreat during the warmer months and is open seasonally from May 27th to September 15th. A charming arbor of 20 m2 offers a shaded area perfect for relaxing or dining al fresco, while the terrace provides additional space to enjoy the sweeping panoramic views that define this hillside retreat. Garden furniture and a barbecue are available for outdoor dining and entertaining, allowing guests to fully embrace the tranquil Tuscan atmosphere that surrounds the property.
Other Information
La Tegliaia is equipped with a central heating system, which is available for use from November 1st to April 15th and must be paid for on the spot. A washing machine is also available on the premises for guests' convenience. The property is accessible via a narrow motor road, and the 2 apartments that make up the house are connected by an outdoor staircase of 9 steps, which guests should bear in mind when planning their stay. The nearest grocery store is located 2 km from the property, making it easy to stock up on essentials during your visit.
Distances and Attractions
La Tegliaia benefits from an enviable location that places guests within easy reach of some of Tuscany's most celebrated towns and attractions. The center of Montevarchi is just 5 km away, while the historic city of Siena can be reached in approximately 45 km and Florence lies 50 km from the property. A shopping center is conveniently located 5 km away. The surrounding area is rich in cultural and scenic highlights, including the charming village of Montegonzi, the town of Bucine, and the renowned Chianti wine country destinations of Gaiole in Chianti, Radda in Chianti, and Castellina in Chianti. The impressive Castello di Meleto is also within close proximity, offering guests a fascinating glimpse into the region's medieval heritage and winemaking traditions. Tegliaia
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
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Description
Property Summary
Villa il Guscio is an idyllic Tuscan retreat surrounded by stunning landscapes and tranquility. The vacation rental boasts a private fenced garden spanning 1,000 square meters, complete with a seasonal outdoor swimming pool (12x6 meters, depth 140-250 cm) available from May 3rd to September 27th. Enjoy alfresco dining with a barbecue area and outdoor shower. Indoors, you'll find amenities like a fitness room, billiard table, and table football. Parking is available on the premises, and the property offers Internet WiFi access.
Outdoors
The villa's beautiful outdoor spaces beckon adventure and relaxation. Immerse yourself in the Tuscan countryside with hiking trails on the slopes of Pratomagno, offering breathtaking nature walks and spectacular views. Just an example, the sandy beaches of Versilia and Maremma are 150 kilometers away, perfect for a scenic coastal excursion.
Other Information
For added convenience, a cook is available upon request (extra charge). Heating is available from November 1st to April 7th, with costs to be paid on-site. The property is serviced by a gardener responsible for pool maintenance. Nearby, you'll find a grocery store within 900 meters, a supermarket 6 kilometers away, and a restaurant just 300 meters from the villa.
Distances and Attractions
Villa il Guscio is perfectly situated for exploring some of Italy's most beautiful art cities. Within an hour's drive, you can visit Florence (59 km), Siena (63 km), Arezzo (44 km), and Cortona, as well as the charming valleys of Casentino and Val d'Orcia. Nearby attractions include Loro Ciuffenna (3 km), Castelfranco di Sopra (12 km), Gaiole in Chianti (30 km), Greve in Chianti (36 km), Monte San Savino (50 km), and the thermal baths of Rapolano Terme (47 km). The villa is located 7.5 kilometers from the center of Terranuova Bracciolini, Italy. Villa Il Guscio
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| Accommodation | |||
|---|---|---|---|
| Le Poggiole 613.1 | 4 | 1 | 1 |
Description
Property Summary
Nestled in the picturesque Tuscan countryside of Italy, Le Poggiole is a large working farm situated 8 km from the charming town of Montevarchi and 6 km from Cavriglia. This exceptional holiday rental offers 2 apartments within the main residence, making it an ideal retreat for families and groups seeking an authentic rural experience. Guests benefit from shared access to a generous 6-hectare fenced area featuring trees and open meadow, providing a truly immersive natural setting. The property is equipped with Wi-Fi connectivity, ensuring you remain connected throughout your stay. A stunning 16 x 7 m swimming pool with depths ranging from 130 to 250 cm is available for shared use, seasonally open from May to September and carefully maintained by the owner. The expansive yard surrounding the residence adds to the sense of space and tranquillity that defines Le Poggiole.
Outdoors
The outdoor spaces at Le Poggiole are generous and thoughtfully equipped to enhance your countryside experience. The shared 16 x 7 m swimming pool, with water depths ranging from 130 to 250 cm, is open seasonally from May to September and is regularly maintained by the owner. Alongside the pool, you will find a convenient outdoor shower, perfect for rinsing off after a refreshing swim. A dedicated barbecue area is also available for your enjoyment, offering an ideal setting for al fresco dining and leisurely evenings in the open air. The surrounding 6-hectare fenced grounds, dotted with trees and open meadow, provide ample space for relaxation and outdoor recreation in a serene natural environment.
Other Information
Le Poggiole offers a range of practical amenities and services to ensure a comfortable and convenient stay. A washing machine is available for shared use, with an extra fee applicable. The property features a restaurant on-site, and breakfast can be arranged upon request for an additional charge. Heating is available during the cooler months, specifically from November to April, and can be paid for directly on the spot. Access to the property is via a 100 m long unpaved track, and parking is available on the premises. A car is recommended in order to explore the surrounding area and reach nearby services with ease. The owner resides within the same residence and is available on-site, offering a welcoming and attentive presence throughout your stay. Farm products are available for purchase directly from the property, allowing you to take home a taste of authentic Tuscan produce.
Distances and Attractions
Le Poggiole enjoys a convenient location within easy reach of a variety of local services and attractions. A shop is located just 3 km away, while a supermarket can be found at a distance of 6 km. The nearest railway station is 8 km from the property, offering straightforward connections to the wider region. Sports and leisure facilities are well represented in the surrounding area, with an outdoor swimming pool and an indoor swimming pool both situated 3 km away, a tennis court at 5 km, and a riding stable also just 3 km from the farm. For golf enthusiasts, a 9-hole golf course is accessible within 60 km. The town of Montevarchi, located 8 km away, and the nearby village of Cavriglia at 6 km, provide additional dining, shopping, and cultural experiences, ensuring that your stay at Le Poggiole combines peaceful rural relaxation with easy access to the best the Tuscan countryside has to offer. Montevarchi 613
Special Offer for Le Poggiole 613.1
Last-Minute Offer for Le Poggiole 613.1
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In high demand!
| 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
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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| 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
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Villa Cona
Superb private villa rental with private pool, A/C, WIFI, TV, panoramic view, near Florence
- 20
- 10
- 8
Description
Comfortable villa on a renovated property dating back to the 1300s, just 15 km from Florence. It is part of a large farm with 200 hectares of vineyards and olive groves, that produces excellent wines and extra virgin olive oil.
The property is made up of the main villa, a converted hayloft and a private pool.
It offers 10 bedrooms to accommodate up to 20 people. Inside it is equipped with all amenities and tastefully furnished.
Access to the property is via a stretch of unpaved road in good condition.
Extra services: You can reserve services like: tastings of the farm’s wines; breakfast, lunch and dinner at the property’s restaurant; cooking lessons with a chef; massages; excursions like truffle hunts, horse rides, hikes, picnics.
Property staff can use a stone wood burning oven to enhance your summer feasts.
At guests’ disposal:10 bedrooms and 8 bathrooms; private pool (9 x 4 m); garden; gazebo with table, chairs; Wifi internet; air conditioning; private parking within the grounds
Distances: San Donato in Collina with shops of all kinds 1,5 km, Bagno a Ripoli and Rignano 8 km, Florence (airport) 20 km, Arezzo 65 km, San Gimignano 65 km, Siena 70 km, Cortona 85 km, Lucca 95 km, Pisa (airport) 122 km.
Please carefully check if there are any extra costs to be paid on site! Villa Cona
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
- 4
- 14
- 6
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Piazza 1 Bilo | 3 | 1 | 1 | ||
| Piazza 2 Bilo | 3 | 1 | 1 | ||
| San Donato 1 Trilo | 4 | 2 | 1 | ||
| San Donato 2 Trilo | 4 | 2 | 1 | ||
| All 4 Accommodations | 14 | 6 | 4 |
Description
Vacation rental Fattoria Fronzano is a lovely stone building that includes air conditioning, shared pool and WiFi internet. The residence has been designed with a total of four private apartments. The property can accommodate up to 14 people comfortably in six bedrooms with four bathrooms. Fattoria Fronzano is located 510 m (1636 ft) from San Donato Fronzano, Italy and only 35 km (22 mi) from Florence in the tourist area "Florence And Surroundings".
The residence is composed of 3 buildings which include 45 apartments and 27 suites; we manage only 4 apartments.
Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a barbecue grill, playground, patio and tennis court. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: Florence 35 km (22 mi), Greve In Chianti 36 km (22 mi), Arezzo 65 km (40 mi), San Gimignano 87 km (54 mi) and Montepulciano 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 150 km (93 mi), Rome 269 km (167 mi), Venice 299 km (186 mi) and Milan 342 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Fattoria Fronzano. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 23:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 64 km (39 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 148 km (92 mi), Roma Ciampino (cia) 278 km (173 mi) and Genova (goa) 284 km (176 mi).
At guests' disposal: 3 swimming pools, tennis court, riding school and a restaurant. La Piazza Di San Donato
Mulino Morandi
Amazing private holiday home with private pool, A/C, WIFI, TV and patio
- 12
- 6
- 6
Description
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Tenuta
Cosy accommodation with pool, A/C, WIFI, TV, pets allowed and panoramic view, near Greve In Chianti
- 6
- 30
- 11
- 10
Someone just enquired about this property!
Description
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding vineyards (producing excellent wines). All of the apartments provide welcoming interiors furnished in a rustic style. The units Tenuta 1 and 2 are approx. 50 from the pool away while the remaining units are closer. By the pool, guests can enjoy use of a beautiful panoramic terrace with sun-umbrellas and sofas and of a covered area with WI-FI in internet connection (WI-FI internet is also available near the reception, closer the units Tenuta 1 and 2).
The access to the property is via an unpaved road suitable to any car.
Distances: Mercatale with general stores 4 km away, San Casciano 10 km, Greve in Chianti 12 km away, Florence (airport and railway station) 22 km away, San Gimignano 37 km, Siena 60 km away, Arezzo 90 km, Pisa (airport) 92 km away, Lucca 95 km away.
At guests’ disposal: large outdoor areas, garden, shared swimming-pool (12 x 6 m – min. depth 1,25 m – max. depth 1,4 m – open from 01/05 to 30/10) with panoramic views, barbecue, playground for children with swing. The property and all the apartments provide WI-FI internet connection (free of charge).
Laundry (free of charge).
Extra Services: Baby bed upon request. Maid service available by arrangement (€ 12,- / per hour to be paid locally). The products of the estate (wine, olive-oil) are available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Tenuta
Last-Minute Offer for Tenuta 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Tenuta 2
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Stunning private vacation home with A/C, private pool, WIFI and TV
- 8
- 4
- 5
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
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
