Vacation Rentals in Arezzo, Italy for Large Groups
Results 81 - 100 of 149
Poggio Cuccule
Amazing private holiday villa with WIFI, private pool, TV, balcony, pets allowed and panoramic view
- 10*
- 8
- 6
Description
Property Summary
Poggio Cuccule, a beautiful stone house from the late 1700s, offers the perfect vacation rental for those seeking relaxation and immersion in the stunning natural surroundings of Montegonzi, near Montevarchi, Italy. The manor house boasts a fenced-off 7,000m2 plot, complete with a private swimming pool, yard, internet wifi, and parking. Accommodating up to 16 guests, it provides ample space for large groups or families to unwind.
Outdoors
Surrounded by olive groves, vineyards, and woods, Poggio Cuccule offers a panoramic view of the countryside that will leave you captivated. The property features a private swimming pool (6x12m), garden furniture, barbecue, and fireplace, creating an idyllic setting for outdoor enjoyment and alfresco dining.
Other Information
The property is situated in a quiet, sunny, and elevated position, accessible via a steep, unmade road (200m), necessitating a car for convenient transportation. Linen is changed weekly, and room cleaning services are available upon request for an additional fee. Guests also have the option to hire a cook to prepare delicious meals during their stay, allowing them to savor the flavors of the region.
Distances and Attractions
Conveniently located just 7km from Montevarchi, Poggio Cuccule is in close proximity to shops, grocery stores, and public transportation. Nearby attractions include the Moto Cross Circuit Miravalle and the town of Cavriglia, offering opportunities for exploration and adventure. Additionally, local farm products are available for purchase on-site, allowing you to indulge in the flavors of the countryside during your holiday rental stay. Poggio Cuccule
- 10
- 5
- 5
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 30 June 2026 and save 10% (minimum 3 nights).
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.
Podere Il Doccio
Pretty independent holiday home with A/C, hot tub, WIFI, private pool, TV, patio and pets allowed
- 10
- 5
- 5
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 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.
Villa Il Guscio
Stunning independent vacation home with hot tub, A/C, private pool, WIFI and panoramic view
- 10
- 4
- 4
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
- 11
- 4
- 2
Description
Property Summary
Podere Casina is a detached farmhouse property situated just 600 meters from the charming village of Scrofiano and 2 kilometers from the center of Sinalunga, Italy. The property boasts a private 2-hectare yard with trees and a natural garden, offering ample outdoor space for relaxation or recreational activities. Amenities include Internet WiFi, parking, and facilities for table tennis, basketball, and volleyball. A barbecue area is also available for outdoor cooking.
Outdoors
Experience the serene beauty of Podere Casina's outdoor surroundings. The private 2-hectare property is adorned with trees and a natural garden, providing a tranquil retreat on the outskirts of Scrofiano. Indulge in outdoor leisure activities such as table tennis, basketball, and volleyball, or unwind on the garden furniture, embracing the picturesque scenery. A barbecue area is conveniently available for al fresco dining experiences.
Other Information
Podere Casina offers a convenient location near essential amenities while maintaining a peaceful ambiance. A supermarket is just 2 kilometers away, ensuring easy access to groceries and supplies. For those seeking refreshment, an outdoor swimming pool can be found within a 2-kilometer radius, providing a perfect respite during warm weather. Golf enthusiasts will appreciate the proximity to a 9-hole golf course, located a mere 6 kilometers from the vacation rental.
Distances and Attractions
Situated in a prime location, Podere Casina offers easy access to nearby attractions and transportation. The charming village of Sinalunga is just 2 kilometers away, allowing you to explore its local character and offerings. Sinalunga railway station is conveniently located 3 kilometers from the property, facilitating convenient travel options. Additionally, a variety of leisure activities and attractions are within close proximity, including an outdoor swimming pool (2 kilometers) and a 9-hole golf course (6 kilometers). Podere Casina
- 10
- 4
- 4
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
Podere Sant'Angelo
Amazing private accommodation with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 15
- 6
- 7
Description
Perched in a prime location, this exquisite farmhouse offers the perfect starting point for immersive nature excursions in the stunning Parco Nazionale delle Foreste Casentinesi. Within minutes, guests can explore the historic medieval towns of Poppi, Bibbiena, and Stia, or visit the spiritual sanctuaries of Camaldoli and La Verna. A scenic drive of just over an hour leads to the renowned cultural cities of Florence and Siena, while Arezzo is easily reachable in under 30 minutes.
Podere Sant’Angelo is the perfect retreat for groups of friends seeking a shared escape, offering both elegant communal spaces and private areas to ensure a balance of togetherness and tranquility.
Distances: Poppi (all kind of shops) 3 km, Soci 3 km, Bibbiena 5 km.
At guests disposal:
Private swimming pool:12 x 6 m, depth 1.5 m.
Private tennis court on the property
The farmhouse is located beside an expansive woodland and there is access to the tennis court and lake via a footpath.
Guests are welcome to wander the estate and enjoy scenic walks around the lake. They have full access to the private tennis courts and can explore the organic vegetable garden, cultivated with traditional local farming techniques for an authentic experience.
Please carefully check if there are any extra costs to be paid on site! Podere Sant'angelo
Case Sant'Anna 14
Amazing private vacation home with hot tub, WIFI, private pool, A/C, TV, patio, close to Cortona
- 14
- 7
- 6
Description
Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna 14 is a beautiful holiday rental (230 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation 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 relax at the end the day. Also available outside are a patio, barbecue grill and hot tub. 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 patio 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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
Villa Umbra
Fabulous independent villa with sauna, private pool, A/C, WIFI, TV, patio and panoramic view
- 15
- 7
- 4
Description
Villa Umbra is a beautiful stone building (600 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 15 people comfortably in seven bedrooms with four bathrooms. Villa Umbra is located 8 km (5 mi) from Città Di Castello, Italy and only 44 km (27 mi) from Arezzo in the tourist area "San Sepolcro And Surroundings".
What to Expect
Upon arrival at Villa Umbra you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Umbria. After a hectic 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. Also available outside are a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 15 people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Italian weather.
This beautiful farmhouse is divided internally into 3 non-communicating apartments: 1 (sleeps 5) on the ground floor and 2 (sleeps 4 and 6 people) upstairs. On the ground floor there is also a large room for the guests use, set up on 2 levels with large fireplace, tables and chairs, WC and 3 steps below: a big professional kitchen with oven, freezer, stove and dishwasher.
The area is renowned for its truffles and the owners organize (on request) wonderful truffle and game based dinners.
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 44 km (27 mi), Gubbio 56 km (35 mi), Cortona 59 km (37 mi), Perugia 60 km (37 mi) and Assisi 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 233 km (145 mi), Venice 345 km (214 mi) and Milan 407 km (253 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 24 April - 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) 141 km (88 mi), Pisa (psa) 202 km (125 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 258 km (160 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to schedule this service.
Villa Umbra
Book 10 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.
Laura
Fabulous private holiday home with WIFI, private pool, TV, patio, pets allowed, panoramic view
- 12
- 5
- 3
Description
Property Summary
"Laura" is a beautiful and cosy vacation rental surrounded by lush trees, meadows, and fields, offering a peaceful and secluded retreat from the hustle and bustle of everyday life. With a private park spanning 3,000 m2, complete with a fenced lawn and trees, this rental provides ample space for relaxation. Enjoy the convenience of on-site parking and indulge in the refreshing swimming pool, measuring 12 x 6 m with a depth of 130-170 cm, available seasonally from May 2nd to September 26th. The property also features Internet Wifi, ensuring seamless connectivity throughout your stay.
Outdoors
The manor house "Laura" boasts a stunning outdoor space, featuring a private park spanning an impressive 3,000 m2. Immerse yourself in the tranquility of lush greenery, with a fenced lawn and towering trees surrounding the property. Unwind by the swimming pool, which is maintained by the owner/gardener, offering the perfect retreat during the warmer months. Nature enthusiasts will appreciate the 16 km of walking paths that extend from the house, inviting you to explore the beautiful surroundings.
Other Information
"Laura" is conveniently located just 2.5 km from the centre of Poppi, providing easy access to all the necessary amenities while preserving a serene ambiance. Nearby, you'll find supermarkets and restaurants within a short driving distance, with a supermarket just 1 km away and a restaurant 2.5 km from the rental. Additionally, the Poppi railway station is a mere 4 km away, making it convenient to venture out and explore the surrounding areas.
Distances and Attractions
Situated in Poppi, Italy, "Laura" offers a prime location to explore the region's natural and cultural wonders. The Parco Nazionale delle Foreste Casentinesi is just 16 km away, inviting you to immerse yourself in the beauty of nature. History buffs will appreciate the proximity to the Monastero di Camaldoli, located 17 km from the rental, and the Santuario della Verna, a mere 30 km away. Golf enthusiasts can indulge in their passion at the nearby 9-hole golf course, situated just 3 km from "Laura". Laura
Cignella Resort
Accommodation with A/C, pool, WIFI, TV, patio, pets allowed, panoramic view, close to Montepulciano
- 14
- 67
- 34
- 33
| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Aquila | 6 | 3 | 3 | ||
| Villa Falco | 4 | 2 | 2 | ||
| Appartamento Cipresso | 4 | 2 | 2 | ||
| Appartamento Olivo | 6 | 3 | 3 | ||
| Appartamento Pino | 4 | 2 | 2 | ||
| Appartamento Quercia | 4 | 2 | 2 | ||
| Chalet Cigno | 3 | 2 | 1 | ||
| Villino Basilico | 4 | 2 | 2 | ||
| Villino Rosmarino | 4 | 2 | 2 | ||
| Chalet Superior Azzurro | 4 | 2 | 2 | ||
| Villa Limone | 6 | 3 | 3 | ||
| Villa Salvia | 6 | 3 | 3 | ||
| Pesca | 6 | 3 | 3 | ||
| All 13 Accommodations | 61 | 31 | 30 |
Description
Holiday home Cignella Resort is a beautiful stone building that includes shared pool, WiFi internet and air conditioning. The country resort has a total of 14 independent units. The property can accommodate up to 67 people comfortably in 34 bedrooms with 33 bathrooms. Cignella Resort is located 10 km (6 mi) from Torrita Di Siena, Italy and only 16 km (10 mi) from Montepulciano in the tourist area "Orcia Valley".
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 lake and the hills perfect for a relaxing vacation 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 unwind at the end the day. A lot of people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
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: Montepulciano 16 km (10 mi), Montalcino 34 km (21 mi), Cortona 42 km (26 mi), Arezzo 54 km (33 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 213 km (132 mi), Forte Dei Marmi 220 km (137 mi), Rome 208 km (129 mi), Venice 366 km (227 mi) and Milan 415 km (258 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cignella Resort. If you have a large dog or multiple pets, please ask for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 4 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 132 km (82 mi), Pisa (psa) 194 km (120 mi), Roma Ciampino (cia) 217 km (135 mi), Bologna (blq) 218 km (136 mi) and Roma Fiumicino (fco) 230 km (143 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can schedule 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 vital to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? 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 advice for the various courses and the wine. Inquire for more details and the supplemental 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 exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Cignella Resort
- 15
- 7
- 5
Description
Casa Bella is a typical stone villa situated on the top of a hill and offers a 360° view of the green hills of the Senese countryside. To give you an idea of how exceptional the view from Casa Bella is, we can tell you that we have often organised painting courses here. Looking around you will find inspiration in the landscape, which in itself is something to frame. Families with children as well as groups of friends have enjoyed their holidays in this villa, fun for young and old is guaranteed. The warm colours of the walls and the simple furnishings make the house warm and welcoming.
Every day offers a new opportunity to enjoy something different: relax in the panoramic garden, take a refreshing dip in the swimming pool (8x4 meters, 1.20 meters deep, fenced – open from May 1st to September 30th), or engage in exciting matches of volleyball or tennis on the small multi-purpose sports ground (18x9 meters). You can also enjoy table tennis, billiards, or foosball for some friendly competition. Children can play in the children's playground next to the swimming pool. After dinner in the gazebo next to the pool you will be delighted by the sunsets, which offer different lights and colours every day.
You will certainly not be inclined to leave the house, but as there are beautiful towns and cities rich in art nearby, we would advise you not to miss the opportunity to visit them. Torrita di Siena, Montepulciano and Pienza are all within a maximum of 20 km, Siena is 50 km away.
The last part of the road to Casa Bella (about 3 km) is not asphalted and has a few steep stretches, but don't let this scare you because after the first time you will not have difficulties, and you will look forward to returning home to enjoy the tranquility and your favourite view. Casa Bella
- 11
- 6
- 5
Description
Villa Scianellone is an ancient stone and brick villa in a privileged, hilly and panoramic position. You will be able to fully experience a building whose origins date back to the 14th century and which preserves intact its original structure with its terracotta floors and brick arches, a plunge into the past, into the ancient Tuscan peasant traditions.
The villa is set in an enchanted place, shrouded in peace and tranquillity, where you can relax and enjoy the harmony and serenity of the Tuscan landscape.
You will find Villa Scianellone 1.5 km from the town of Torrita di Siena, a characteristic and turreted medieval village. In the village you will find shops, restaurants and services of all kinds. If you like walking, the village can also be reached on foot, and we certainly recommend spending an evening there, for dinner out or for an aperitif in one of its ancient and particular piazzas.
In a few minutes by car you can reach the beautiful villages of Montefollonico (10 km) and Montepulciano (12 km), which are well worth a visit and a stop, where you can taste the typical dishes and above all the prestigious and renowned wines of the area such as the 'Nobile di Montepulciano'.
Villa Scianellone is surrounded by lush, silvery olive groves, vineyards and meadows that are part of the property. All around the villa you will find a large and well-kept garden (about 5,000 m2), where you will find a cool pine forest equipped with games for your children and the beautiful swimming pool (size 5x10 m - depth 1.20 - 1.80 m - open from 01st May to 30th September).
In the pool's solarium your lazy days will flow by in the warm summer air. For your open-air dinners and grill parties there is a comfortable wooden porch, table, benches and barbecue. Even your small four-legged friends will be welcome at Villa Scianellone. Villa Scianellone
- 10
- 5
- 6
Description
Villa Claudia is a beautiful stone building (260 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Villa Claudia is located 1 km (3854 ft) from Montegonzi, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Chianti".
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
The Experience
Upon arrival at Villa Claudia you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
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) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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 extra costs.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Villa Rubino
Private Holiday villa with A/C, WIFI, private pool, TV, terrace, panoramic view, near Cortona
- 10
- 5
- 3
Description
Villa Rubino is a nice stone building with WiFi internet, air conditioning and private pool. The property can sleep up to ten guests comfortably in five bedrooms with three bathrooms. Conveniently located 6 km (4 mi) from Lisciano Niccone, Italy in the tourist area "Cortona And Surroundings" and only 20 km (13 mi) from Cortona.
The Villa is composed of two independent apartments but they are rented together.
What to Expect
After arriving at Villa Rubino you’ll find a lovely clean well-maintained property with views of the hills and the lake perfect for a relaxing vacation in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: Cortona 20 km (13 mi), Montepulciano 39 km (24 mi), Perugia 43 km (27 mi), Gubbio 57 km (35 mi) and Assisi 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 233 km (145 mi), Rome 221 km (137 mi), Venice 382 km (238 mi) and Milan 426 km (264 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rubino. 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) 146 km (91 mi), Pisa (psa) 207 km (129 mi), Bologna (blq) 227 km (141 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 243 km (151 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Italian cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Italian 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule 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 additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Villa Rubino
Villa Domus Papi
Amazing private villa with A/C, private pool, TV, patio and panoramic view, close to Cortona
- 14
- 7
- 8
Description
Villa Domus Papi is located in the centre of Tuoro Sul Trasimeno, Italy and only 16 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings". Property Villa Domus Papi is a lovely property (445 sq m) that includes private pool and air conditioning. The property can accommodate up to 14 guests comfortably in seven bedrooms with eight bathrooms.
Your Experience
Upon arrival you’ll find a nice clean well-maintained property ideal for a splendid vacation in Umbria. 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. 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.
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: Cortona 16 km (10 mi), Montepulciano 33 km (21 mi), Perugia 36 km (22 mi), Assisi 57 km (36 mi) and Arezzo 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 139 km (86 mi), Pisa (psa) 201 km (125 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Villa Domus Papi
Description
Property Summary
Podere Filicaia is a tranquil vacation rental located in the heart of Tuscany's countryside. This manor house sits 150 meters above sea level and features 5 apartments, making it perfect for families or groups of friends traveling together. The property boasts a private swimming pool, a yard, internet WiFi, and ample parking spaces.
Outdoors
One of the highlights of Podere Filicaia is its private swimming pool, measuring 12 x 6 meters with a depth of 120 - 200 cm. The pool is available seasonally from May 7th to September 24th and comes complete with an outdoor shower, garden furniture, and a barbecue.
Other Information
The owner lives on the same property, ensuring that someone is always available to answer any questions or address any concerns you may have during your stay. Heating is available from November 1st to April 7th for an additional fee.
Distances and Attractions
Podere Filicaia is conveniently located 3.8 kilometers from the center of San Giovanni Valdarno, 18 kilometers from the center of Gaiole in Chianti, and 26 kilometers from the center of Radda in Chianti. Nearby attractions include Castello di Meleto, Greve in Chianti, Castellina in Chianti, Panzano in Chianti, Firenze, and Siena, allowing you to explore the rich cultural heritage of Cavriglia, Italy. Podere
- 9
- 47
- 24
- 15
| Accommodation | |||
|---|---|---|---|
| Lo Scoiattolo N° 10 880.8 | 10 | 5 | 3 |
Description
Property Summary
Nestled in the rolling Tuscan countryside of Cavriglia, Italy, Podere La Massa is a carefully renovated property comprising a detached house and eight apartments, each offering a private outdoor area enclosed by natural hedges. Surrounded by ancient olive groves and open fields, this exceptional holiday rental commands a stunning view of the iconic Chianti hills, making it an ideal retreat for nature lovers who appreciate long walks or leisurely bike rides through the surrounding landscape. The property sits in a secluded and elevated position, ensuring a sense of tranquillity and privacy that is rarely found elsewhere. Guests benefit from WiFi available throughout the entire property, keeping you effortlessly connected while you unwind in this peaceful rural setting. A generous shared natural garden of 2 hectares provides ample space to relax and explore, while the impressive swimming pool, measuring 14 x 7 metres with a depth ranging from 100 to 250 cm, invites you to cool off and enjoy the warm Tuscan seasons.
Outdoors
The outdoor spaces at Podere La Massa are thoughtfully designed to complement the natural beauty of the surrounding Chianti countryside. The swimming pool, available seasonally from May 6th to September 30th, is accompanied by an outdoor shower for your convenience, and the surrounding area is furnished with garden furniture ideal for sunbathing or simply soaking in the panoramic views. Families travelling with children will appreciate the dedicated playground, complete with a slide, while sports enthusiasts can enjoy the on-site volleyball court. Each apartment benefits from its own private outdoor area, carefully fenced by hedges to ensure a comfortable degree of seclusion, allowing you to enjoy the fresh country air in a more intimate setting. The shared 2-hectare natural garden further extends the outdoor experience, offering open green spaces framed by olive groves and the gently undulating Chianti hills.
Other Information
Podere La Massa offers a number of practical amenities to ensure a comfortable and well-organised stay. A shared washing machine is available on-site for guest use. Heating is provided seasonally from November 1st to April 15th and is payable directly on-site. Fresh bread rolls can be arranged upon request, adding a charming local touch to your mornings. The property also offers local farm products for sale, giving you the opportunity to take a taste of authentic Tuscan produce home with you. Access to the property is by motor vehicle, with the final 4 km of the approach via an unmade road, and parking is available on-site at no additional inconvenience. It is strongly recommended that guests have a car at their disposal for the duration of their stay, as the nearest shop and restaurant are both located 5 km from the property.
Distances and Attractions
Podere La Massa enjoys a privileged position in the Chianti countryside, offering easy access to some of Tuscany's most celebrated towns and attractions. The centre of Gaiole in Chianti is located 10 km away, while Radda in Chianti can be reached within 13.5 km. The Montevarchi railway station is 10 km from the property, providing a convenient transport link for those wishing to explore the wider region. The historic city of Siena lies 43 km away, and the world-renowned city of Florence is within reach at 65 km. Among the many nearby points of interest, Castelnuovo Berardenga is 19 km away, Castellina in Chianti is 24 km, and both Greve in Chianti and San Donato are approximately 30 km from the property. Badia a Passignano, a remarkable Benedictine abbey surrounded by vineyards, is 34 km away, while the medieval hilltop town of San Gimignano is 52 km distant. For those seeking relaxation beyond the property itself, the Rapolano Terme thermal baths offer a rejuvenating experience just 45 km away. The nearest shop and restaurant are both conveniently situated 5 km from Podere La Massa. Gaiole in Chianti 880
Special Offer for Lo Scoiattolo N° 10 880.8
Montelucci Chianti Agrivilla
Wonderful private vacation rental with private pool, A/C, WIFI, TV, patio and panoramic view
- 10*
- 7
- 6
Description
Montelucci Chianti Agrivilla is located 560 m (1795 ft) from Montegrossi, Italy and only 30 km (18 mi) from Greve In Chianti in the tourist area "Chianti". Montelucci Chianti Agrivilla is a nice stone building (400 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms.
The Experience
Upon arrival at Montelucci Chianti Agrivilla you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio and barbecue grill. Dining 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
What's 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 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).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant 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 sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
Casa Insieme
Pretty independent vacation rental with A/C, private pool, WIFI, terrace and panoramic view
- 12
- 6
- 5
Description
Casa Insieme is a nice stone building (490 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
The Experience
After arriving at Casa Insieme you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, 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 terrace is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 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) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Additional Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to schedule this service.
Casa Insieme
