Villas in Diacceto, Italy for 8 Guests
Results 241 - 250 of 250
Cafaggio di Sopra
Wonderful private holiday villa with private pool, WIFI, TV and balcony, near Florence
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- 6
- 3
Description
Property Summary
Nestled in the heart of Tuscany, Italy, the farm estate "Cafaggio di Sopra" is a remarkable holiday rental set in a quiet and elevated position atop a hill, just 8 km from Sieci and 19 km from Florence, in the municipality of Pontassieve. Originally built as a watchtower during the Middle Ages, the main building has been fully renovated and thoughtfully furnished with a harmonious blend of antique and rustic pieces, preserving the authentic character of its historic origins. The property comprises a main house and an annex building, together offering a total of 9 rooms across an impressive 455 m2 of living space. Situated at an altitude of 400 m above sea level, the estate commands breathtaking panoramic views of the rolling Tuscan countryside surrounding Florence, with olive groves, woods, and meadows stretching across the landscape in every direction. Guests have access to a private 6 x 12 m swimming pool, a generous yard that invites relaxation and outdoor enjoyment, and on-site parking reached via a 1 km unmade road. Internet Wi-Fi access is also available, ensuring connectivity throughout your stay.
Outdoors
The outdoor spaces of "Cafaggio di Sopra" are as captivating as the property itself, offering a wealth of areas designed for leisure, dining, and exploration. A charming pergola provides a shaded setting ideal for alfresco meals, complemented by a traditional pizza oven that adds a distinctly Italian touch to outdoor entertaining. The estate is equipped with garden furniture and a barbecue, making it perfectly suited for long, convivial evenings under the Tuscan sky. A children's playground ensures that younger guests are well catered for, while a table tennis table offers additional recreational options for all ages. The surrounding landscape is laced with forest paths leading to a lake, inviting guests to explore the natural beauty of the estate at their own pace. The private swimming pool, measuring 6 x 12 m, serves as the centrepiece of the outdoor area and is set against the stunning backdrop of the hilly Florentine countryside.
Other Information
The main house and annex building of "Cafaggio di Sopra" together form part of a distinguished farm estate, offering a total of 9 rooms across 455 m2. Central heating is available at the property, though it is provided exclusively during the period from 01.11 to 07.04. For guests requiring additional housekeeping services, midweek cleaning can be arranged upon request for an extra fee. For larger groups wishing to make full use of the estate, it is possible to book the entire villa for up to 9 people under the reference IT5270.899.3, in an arrangement that does not include the use of the Suite.
Distances and Attractions
"Cafaggio di Sopra" enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations and practical amenities. The property is situated just 8 km from Sieci and 19 km from Florence, with a train connection to Florence available nearby, offering a convenient and scenic route into the city. Pisa airport is also well connected to the estate, providing straightforward access for international travellers arriving from abroad. Among the nearby attractions, guests will find the charming hilltop town of Fiesole, the prestigious Luxury Outlet The Mall, the picturesque village of Monteloro, and the tranquil forest sanctuary of Vallombrosa. Wine enthusiasts will appreciate the proximity to Greve in Chianti, a quintessential destination in the heart of the Chianti wine region, while San Casciano in Val di Pesa offers further opportunities to discover the authentic flavours and traditions of rural Tuscany. Cafaggio di Sopra
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
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Bue | 2 | 1 | 1 | ||
| Le Ruote | 4 | 2 | 2 | ||
| Il Carro | 2 | 1 | 1 | ||
| Lion Nero | 6 | 3 | 2 | ||
| All 4 Accommodations | 14 | 7 | 6 |
Description
Conveniently located in the centre of Florence, Italy in the tourist area "Florence And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Holiday home Appartamenti Troise is a beautiful property that includes air conditioning and WiFi internet. The apartment / condo has a total of four independent units. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas but still have their own private living quarters.
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 27 km (17 mi), San Gimignano 60 km (37 mi), Arezzo 77 km (48 mi), Siena 79 km (49 mi) and Pisa 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Viareggio 114 km (71 mi), Forte Dei Marmi 124 km (77 mi), Rome 281 km (175 mi), Venice 273 km (169 mi), Milan 316 km (196 mi) and Naples 472 km (293 mi).
Additional Information
Check-In Time: 14:00 - 00:00
Check-Out Time: 07:00 - 10:30
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 12 km (7 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 122 km (76 mi), Genova (goa) 254 km (158 mi) and Venezia (vce) 275 km (171 mi).
La Croce D’oro Suite Apartments
Villa Agnola
Beautiful independent house with WIFI, private pool, A/C, TV and patio, near Greve In Chianti
- 11
- 6
- 6
Description
Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Property Villa Agnola is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 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) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
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- 4
- 2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Stunning private vacation home with A/C, private pool, WIFI and TV
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- 4
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Description
Holiday home La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Rietine, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Siena.
Your Experience
When you arrive at La Dimora del Chianti Dimora: Stunning Tuscan Vill 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, shopping, 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. 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 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 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.
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Description
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
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Description
If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina
Castello di Cabbiavoli
Amazing house with private pool, WIFI, hot tub, A/C, patio, panoramic view, close to San Gimignano
- 12
- 6
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Description
Conveniently located near Castelfiorentino, Italy in the tourist area "Central Tuscany" and only 24 km (15 mi) from San Gimignano. Vacation rental Castello di Cabbiavoli is a beautiful stone building (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with seven bathrooms.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: San Gimignano 24 km (15 mi), Greve In Chianti 37 km (23 mi), Florence 39 km (24 mi), Siena 59 km (37 mi) and Pisa 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 39 km (24 mi), Viareggio 97 km (60 mi), Forte Dei Marmi 108 km (67 mi), Rome 294 km (183 mi), Venice 279 km (173 mi) and Milan 329 km (204 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 09:30
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) 39 km (24 mi), Pisa (psa) 69 km (43 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 239 km (149 mi) and Venezia (vce) 285 km (177 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire 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 trip that can be scheduled 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 Castello di Cabbiavoli. Ask for more details, including the extra cost and how to organize this service. Castello di Cabbiavoli
Villa Bilor Luxe
Wonderful independent villa rental with WIFI, A/C, private pool, TV and patio, near Arezzo
- 8
- 4
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Description
Holiday rental Villa Bilor Luxe is a beautiful property (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep 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 will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a relaxing vacation 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 sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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
