Pieve Vecchia Villas with Pool
Results 321 - 340 of 391
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Description
Property Summary
Country house "Melograno" is a charming vacation rental located in Terranuova Bracciolini, just 800 meters from the town center. This beautiful property offers a private swimming pool, yard, internet wifi, and parking on the premises. Situated on 10,000 square meters of fenced land, it includes an orchard for you to explore during your stay.
Outdoors
One of the main attractions of this vacation rental is its private swimming pool, measuring 10 x 5 meters, available for use from May 1st to September 30th. The pool area features an outdoor shower, providing a refreshing oasis to soak up the sun and enjoy the beautiful surroundings. Additionally, the property boasts a spacious yard spanning 10,000 square meters of fenced land, complete with an orchard inviting you to stroll and discover its charm.
Other Information
The property offers convenient amenities to ensure a comfortable stay. The village features a shop and a supermarket located just 800 meters and 600 meters away, respectively. Furthermore, the owner resides on the same property, allowing you to enjoy privacy and independence while having assistance nearby if needed.
Distances and Attractions
Country house "Melograno" is ideally situated, offering easy access to nearby attractions and transportation. It is located 40 kilometers from the center of Arezzo and 52 kilometers from the center of Florence, providing ample opportunities for day trips and exploration. Additionally, the Montevarchi railway station is only 7 kilometers away, facilitating convenient travel around the region. Melograno
Villa Il Guscio
Stunning independent vacation home with hot tub, A/C, private pool, WIFI and panoramic view
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- 4
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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
| Accommodation | |||||
|---|---|---|---|---|---|
| La Rosa | 6 | 2 | 2 | ||
| Il Tulipano | 3 | 1 | 1 | ||
| Orchidea | 4 | 1 | 1 | ||
| All 3 Accommodations | 13 | 4 | 4 |
Description
You will discover that the 'Balze' are a landscape of rare beauty, centuries-old examples of erosion that over the years have formed towers and rocky blades that rise majestically in the valley bottom, and that will catapult you into a suggestive, almost magical world.
The Agriturismo Le Balze is located in the heart of the Alto Valdarno, at the foot of Pratomagno, and 2 km from the village of Castelfranco di Sopra. The nearest shops and supermarkets can be found in Montevarchi or San Giovanni Valdarno, about 10 km away. Here, in the small, pretty towns, you can spend an evening out for dinner or organise an aperitif with friends.
The property is divided into three apartments resulting from the restoration of old farm outbuildings close to the main house where the owners live. Traditional materials such as wood, terracotta and stone were used in the renovation carried out to maintain the building's rural and peasant origins. All the apartments overlook a wooden porch on one side, where you will have your own private space equipped with table and chairs to spend the cool summer evenings at dinner or with your family or friends.
In the large, green garden you will have a practical barbecue and a table tennis. The swimming pool in common use is located at the back of the building (size 6x12 m, depth 1.40 m - open from 10 May to 15 September) and is completely fenced. Laundry and ironing facilities in a common room.
At Agriturismo Le Balze you can taste and buy excellent wine and extra-virgin olive oil, vegetables, fruit, and all the farm's products. But certainly one of its highlights is the small restaurant (maximum 25 seats - reservation required) run by the owners and located on the ground floor of their home, open both to the public and to guests of the agriturismo, where you absolutely must, at least for one evening, taste the delicious typical dishes, which are cooked using tasty local products.
We can assure you that you will not regret it! Le Balze
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- 4
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Description
You will find the Agriturismo Le Balze in the heart of the Alto Valdarno, at the foot of Pratomagno, and 2 km from the small village of Castelfranco di Sopra. All around is a natural landscape of rare beauty, which will captivate you from the first moment, characterised by the presence of the 'Balze', secular examples of erosion that over the years have formed towers and rocky blades that rise majestically in the valley bottom.
In about 30 minutes by car you will be able to reach Florence, the cradle of the Renaissance. City of the ancient Medici family, a heritage not to be missed, with its artistic masterpieces, the colourful marble of the churches and the lofty architecture, the ancient bridges over the Arno river and the majestic noble palaces with their immense gardens adorned with fountains, sculptures, grottoes, staircases and paths.
The villa is divided into three independent flats, in one of which on the ground floor there is a double bedroom with a bathroom suitable for persons with disabilities. The structure was born from the recovery of old farm outbuildings close to the main house where the owners live, who will be, albeit in a discreet manner, a point of reference for all your needs.
The owners, thanks to careful renovation using traditional materials such as wood, terracotta and stone and comfortable furnishings, have ensured that the villa is perfect for spending a comfortable and restful holiday.
Villa Le Balze overlooks on one side a wooden porch, equipped with table and chairs and perfect for your dinners and evenings in company, and the lush garden where you will have a barbecue and a table tennis. On the other side, the house overlooks the swimming pool area (size 6x12 m, depth 1.40 m - open from 10 May to 15 September), which is completely fenced off and for the exclusive use of guests.
At Agriturismo Le Balze you can taste and purchase excellent wine and extra-virgin olive oil, vegetables, fruit, and all the products of the farm. In addition, on the ground floor of the house where the owners live you will find a small restaurant (maximum 25 seats), open both to the public and to guests of the villa. We absolutely recommend that you do not miss the delicious typical dishes cooked with love by the owner in the old-fashioned way, and made exclusively with local products. Villa le Balze
Montelucci Chianti Agrivilla
Wonderful private vacation rental with private pool, A/C, WIFI, TV, patio and panoramic view
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Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special 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 learning the techniques vital 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
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Description
Holiday rental Villa Di Gaiole is a nice stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. 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 vacation, 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
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
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Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday 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 visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 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) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
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Description
Vacation rental Casale le Fonti is a nice property (420 sq m) that includes air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. Casale le Fonti is located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Umbria. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale le Fonti
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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
Il Frassino del Borgo di Ghiora is a distinguished country house positioned at 550 metres above sea level in the picturesque countryside of Subbiano, Italy. This holiday rental is situated 6 kilometres from the centre of Subbiano, 20 kilometres from Arezzo, and 50 kilometres from Cortona. The property features a fenced swimming pool measuring 12 by 6 metres with a depth ranging from 117 to 177 centimetres, available seasonally from 01 May to 30 September with pool opening hours from 10:00 to 19:00. Internet WiFi connectivity ensures you remain connected throughout your stay. Convenient parking facilities are available on the premises for your vehicles. The property is equipped with a central heating system available from 01 November to 28 March, with heating costs to be paid on the spot.
Outdoors
The outdoor amenities at this property are available for shared use and include the seasonal swimming pool maintained by the owner and gardener. You will have access to an outdoor shower adjacent to the pool area, table tennis facilities for entertainment, comfortable garden furniture for relaxation, and a barbecue for outdoor dining experiences. The property's elevated position and countryside setting provide an ideal environment for enjoying the natural surroundings.
Other Information
Essential services and facilities are located within reasonable proximity to the property. A shop is situated 6 kilometres away, while a supermarket can be found at the same distance. Dining options are available at a restaurant 2 kilometres from the property. Public transportation is accessible via a bus stop located 8 kilometres away. For those seeking coastal experiences, the sandy beaches of Riviera Adriatica and Maremma are 170 kilometres distant, whilst Lago Trasimeno, a bathing lake, is positioned 85 kilometres from the property.
Distances and Attractions
The property offers convenient access to numerous noteworthy attractions in the region. The historic town of Anghiari is located 18 kilometres away, whilst the Casentino area and Caprese Michelangelo are both positioned 20 kilometres from the property. Nature enthusiasts will appreciate the proximity to Parco Nazionale Foreste Casentinesi, situated 30 kilometres away. Monte San Savino is accessible at a distance of 46 kilometres, providing additional opportunities for exploration and cultural discovery in the surrounding area. A Il Frassino del Borgo di Ghiora
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Description
Property Summary
L'Oasi del Poggio is a cosy, rustic, and comfortable single-family holiday rental located 5 km from the centre of Subbiano, Italy, and 20 km from the centre of Arezzo. You will find this charming property situated in a quiet position on top of a hill, offering a peaceful retreat in the Tuscan countryside. The property features a private, well-kept fenced garden that provides a secure and pleasant outdoor environment. A seasonal swimming pool with an unconventional shape is available from 1st May to 30th October, complete with shower and WC facilities in the pool area. The property offers reliable Internet WiFi connectivity to keep you connected during your stay. An arbour provides shaded relaxation areas, while garden furniture, a barbecue, and convenient parking on the premises ensure a comfortable and practical experience. Pool maintenance is handled by the owner or gardener throughout the season. Both the garden surrounding the house and the pool area are fenced and equipped with lockable gates for added security and privacy.
Outdoors
The outdoor spaces at L'Oasi del Poggio are designed for relaxation and enjoyment in the beautiful Tuscan landscape. The private, well-kept garden is completely fenced, providing a secure environment for guests to enjoy the natural surroundings. The seasonal swimming pool, available from 1st May to 30th October, features an unconventional shape that adds character to the property. The pool is located in an elevated area compared to the main house and is accessible through a small gate and 13 steps. Shower and WC facilities are conveniently situated in the pool area for your comfort. An arbour offers a shaded retreat where you can relax with a book or enjoy outdoor meals. Garden furniture is provided throughout the outdoor spaces, and a barbecue is available for those who enjoy al fresco dining. The pool area is fenced and equipped with lockable gates, ensuring both safety and privacy during your stay.
Other Information
Please note that a car is recommended for your stay at L'Oasi del Poggio due to its hilltop location in Subbiano, Italy. The property's elevated and peaceful position offers tranquility but requires transportation to access nearby amenities and attractions. The pool is situated in an elevated area compared to the main house, accessible through a small gate and 13 steps, which should be considered when planning your stay. Both the garden surrounding the house and the pool area are fenced and equipped with lockable gates, providing additional security and peace of mind. Pool maintenance is regularly performed by the owner or gardener to ensure the swimming area remains clean and inviting throughout the season.
Distances and Attractions
L'Oasi del Poggio offers convenient access to both daily amenities and fascinating Tuscan attractions. A shop is located 4 km from the property, with a grocery also at 4 km and a supermarket at 3.6 km. You will find a restaurant just 100 m away for convenient dining options. The bus stop "Subbiano" is situated 4.7 km from the property, while the railway station "Subbiano" is 6 km away. For beach enthusiasts, the sandy beach "Riviera Romagnola" is 150 km from the property, and the bathing lake "Lago Trasimeno" is 83 km away. The property provides excellent access to nearby attractions that showcase the rich cultural heritage of the region. Anghiari, a picturesque medieval town, is located 26 km away, while Caprese Michelangelo, the birthplace of the Renaissance master, is 27 km from the property. Nature lovers will appreciate the Parco Nazionale Foreste Casentinesi, situated 32 km away. Castiglion Fiorentino is 36 km from the property, and the historic town of Cortona is 47 km away. The magnificent city of Firenze is 100 km from L'Oasi del Poggio, making it accessible for a memorable day trip. L'Oasi del Poggio
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| 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
Last-Minute Offer for La Castellana
Book 5 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 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
La Casina del Bosco
Amazing independent holiday rental with WIFI, A/C, private pool and TV, close to Arezzo
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Description
You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco
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Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
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
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. 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 Bilor Luxe
Amazing independent holiday villa with WIFI, A/C, private pool, TV and patio, near Arezzo
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Description
Vacation rental Villa Bilor Luxe is a beautiful property (200 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms. Conveniently located in Subbiano, Italy in the tourist area "Arezzo And Surroundings" and only 16 km (10 mi) from Arezzo.
What to Expect
When you arrive you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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 outside are a patio and barbecue grill.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 16 km (10 mi), Cortona 42 km (26 mi), Montepulciano 64 km (40 mi), Siena 80 km (50 mi) and Greve In Chianti 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 187 km (116 mi), Forte Dei Marmi 195 km (121 mi), Rome 237 km (147 mi), Venice 340 km (211 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 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) 106 km (66 mi), Pisa (psa) 168 km (105 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Bilor Luxe
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Description
La Piccola Rocca is a beautiful stone building (300 sq m) with private pool and WiFi internet. The property can accommodate up to seven people comfortably in four bedrooms with four bathrooms. La Piccola Rocca is located in the centre of Cetona, Italy and only 31 km (19 mi) from Montepulciano in the tourist area "Orcia Valley".
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including toaster and refrigerator, as well as, plenty of tableware and cutlery for up to seven people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 31 km (19 mi), Montalcino 54 km (34 mi), Perugia 57 km (35 mi), Cortona 59 km (37 mi) and Arezzo 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (146 mi), Rome 165 km (103 mi), Milan 430 km (267 mi) and Naples 356 km (221 mi).
Additional Information
Check-In Time: 14:00 - 19:00
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) 147 km (91 mi), Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 235 km (146 mi).
La Piccola Rocca
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Description
Podere a Lafi is a lovely property (280 sq m) with WiFi internet and private pool. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Podere a Lafi is located in Cetona, Italy and only 31 km (19 mi) from Montepulciano in the tourist area "Orcia Valley".
The Experience
The villa's garden is completely fenced, it is ideal for clients arriving with a dog - pets cannot escape from the outdoor area.
The house is just 7 minutes on foot and 3 minutes by car from Cetona's village center.
When you arrive at Podere a Lafi you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a playground, patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster 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 veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 31 km (19 mi), Cortona 47 km (29 mi), Montalcino 55 km (34 mi), Perugia 61 km (38 mi) and Arezzo 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 236 km (146 mi), Rome 165 km (103 mi), Venice 385 km (239 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 149 km (93 mi), Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 234 km (145 mi).
Podere a La Fí
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 45 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 4 nights minimum and can not be combined with any other special offers.
La Gropina di Loro Ciuffenna
Pretty private vacation rental with private pool, WIFI, TV, pets allowed and panoramic view
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Description
Conveniently located 2 km (1 mi) from Loro Ciuffenna, Italy in the tourist area "Arno Valley" and only 42 km (26 mi) from Greve In Chianti. La Gropina Di Loro Ciuffenna is a nice vacation rental (200 sq m) with WiFi internet and private pool. The property can accommodate up to 11 people comfortably in four bedrooms with two bathrooms.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday 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. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 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 La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 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) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare delicious 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 mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
We accept a maximum of 2 dogs. Villa Gropina
