Luxury Villas in Panzano in Chianti, Italy
Results 41 - 60 of 73
- 2
- 1
- 1
In high demand!
Description
Ancient barn situated right outside Siena city center (only 3,5 km away). This property has been recently restored and turned into a modern and bright accommodation ideal for a couple or a family of 4 people. Outside guests can enjoy use of a large, well-groomed garden and of a nice furnished pergola ideal for al-fresco dining.
The house interiors are welcoming and tastefully furnished with modern-design pieces. The property in fenced-in.
A bus stop (with busses to Siena city center) is approx. 150 meters away.
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
A secondary road connecting Siena to the Chianti region passes a short distance away.
Distances: Siena with all kinds of shops and railway station 3,5 km away, the Chianti region (with its characteristic villages of Castellina, Gaiole, Radda, Greve ecc…) is within 30 km, San Gimignano 40 km away, Rapolano Terme (spas) 40 km, Montalcino 45 km away, Volterra 54 km, Pienza (Val d’Orcia) 70 km away, Florence 70 km away.
At guests’ disposal: private furnished outdoor area with sun-umbrellas, sun-beds, table and chairs, barbecue.
WI-FI internet is provided (free of charge).
Extra Services: Baby bed available upon request. Maid service by arrangement (€ 15,- / per hour to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Capannino
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Fabbri
Amazing independent vacation home with private pool, WIFI, A/C, TV, patio and panoramic view
- 22
- 9
- 9
Description
Villa Fabbri is a beautiful stone building (565 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 22 people comfortably in nine bedrooms with nine bathrooms. Villa Fabbri is located 4 km (3 mi) from Montebenichi, Italy and only 33 km (20 mi) from Siena in the tourist area "Siena And Surroundings".
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are 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 22 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 33 km (20 mi), Arezzo 37 km (23 mi), Montepulciano 48 km (30 mi), Cortona 58 km (36 mi) and Greve In Chianti 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 224 km (139 mi), Milan 371 km (230 mi) and Naples 415 km (258 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 15 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) 89 km (55 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 246 km (153 mi).
Special Services
Cooking Lessons - Learn 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 enjoyable way to spend time with friends and family while discovering the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized 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 exact tour and number of people.
Maid Service - If you'd like maid service during your stay 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 Villa Fabbri. Inquire for more details, including the additional cost and how to organize this service.
Baby Sitting - A babysitter can be arranged at Villa Fabbri. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Fabbri
Villa Felciai
Unique private villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 24
- 11
- 11
Description
Conveniently located 4 km (3 mi) from Montebenichi, Italy in the tourist area "Siena And Surroundings" and only 32 km (20 mi) from Siena. Vacation rental Villa Felciai is a nice stone building (545 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 24 guests comfortably in 11 bedrooms with 11 bathrooms.
What to Expect
Upon arrival at Villa Felciai you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 24 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 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 32 km (20 mi), Arezzo 38 km (23 mi), Montepulciano 48 km (30 mi), Greve In Chianti 59 km (37 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 225 km (139 mi), Venice 327 km (203 mi) and Milan 370 km (230 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 1 May - 3 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) 91 km (56 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 234 km (145 mi) and Roma Fiumicino (fco) 246 km (153 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 pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to arrange 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 when you arrive.
Villa Felciai
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Le Fonti di Santa Lucia
Superb private villa with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view
- 10
- 5
- 6
Description
Property Summary
Le Fonti di Santa Lucia is a stunning detached villa located in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. This vacation rental offers a secluded and elevated position on a slope, surrounded by meadows and vineyards, making it the perfect countryside retreat. The villa boasts a spacious and fenced garden of 3,000 m2, complete with colorful flowers, trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. Guests can enjoy an outdoor shower, terrace, and parking for up to 4 cars under the roofed area. The villa offers internet WiFi access and linen changes once a week.
Outdoors
The property features a spacious and fenced garden of 3,000 m2, complete with an array of colorful flowers and trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. For added convenience, an outdoor shower and terrace are also available, and the pool maintenance is taken care of by the owner/gardener. Guests can park up to 4 cars under the roofed parking area located at the house.
Other Information
The villa can only be accessed through a 300 m long steep motor road via an unmade road. Linen changes are provided once a week.
Distances and Attractions
The villa is ideally located just 47 km from the center of Siena and 68 km from the sandy beach of Cecina Mare. The nearest bus stop is 2.5 km away, while the railway station ''Poggibonsi'' is 10 km away. The villa is situated in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. Le Fonti di Santa Lucia
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| All 3 Accommodations | 6 | 3 | 3 |
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
Last-Minute Offer for La Castellana
Book 10 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Description
Holiday rental Duomo Suite is a nice property (80 sq m) that includes WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Duomo Suite is located in the centre of Florence, Italy and only 32 km (20 mi) from Greve In Chianti in the tourist area "Florence And Surroundings".
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the city ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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 32 km (20 mi), San Gimignano 55 km (34 mi), Siena 75 km (47 mi), Arezzo 81 km (50 mi) and Pisa 81 km (51 mi).
Some other major tourist destinations you should consider visiting are: Viareggio 103 km (64 mi), Forte Dei Marmi 110 km (68 mi), Rome 284 km (177 mi), Venice 256 km (159 mi), Milan 301 km (187 mi) and Naples 475 km (295 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 8 km (5 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 241 km (150 mi) and Venezia (vce) 262 km (163 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Duomo Suite
- 4
- 2
- 3
Description
Elegant Suite: Florence Apartment with View on Med is located in the centre of Florence, Italy and only 32 km (20 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Holiday rental Elegant Suite: Florence Apartment with View on Med is a lovely property (300 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with three bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the city perfect for a relaxing 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 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 and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places 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 32 km (20 mi), San Gimignano 56 km (35 mi), Siena 75 km (47 mi), Lucca 78 km (49 mi) and Arezzo 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Viareggio 99 km (62 mi), Forte Dei Marmi 106 km (66 mi), Rome 284 km (177 mi), Venice 260 km (161 mi), Milan 303 km (188 mi) and Naples 475 km (295 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 8 km (5 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 237 km (147 mi) and Venezia (vce) 262 km (163 mi).
Additional Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the supplemental cost and how to organize this service.
Elegant Suite: Florence Apartment with View on Med
Villa Dorothea
Amazing private holiday rental with A/C, private pool, WIFI, TV, patio and panoramic view
- 12
- 5
- 5
Someone just enquired about this property!
Description
Conveniently located , Italy in the tourist area "Arno Valley" and only 33 km (21 mi) from Arezzo. Villa Dorothea is a nice stone building (500 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 12 guests comfortably in five bedrooms with five bathrooms.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a lovely 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 relax while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Arezzo 33 km (21 mi), Siena 38 km (24 mi), Greve In Chianti 47 km (29 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 232 km (144 mi), Venice 318 km (198 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 15:30 - 19:00
Check-Out Time: 06:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The Italian caretaker lives on site and will accommodate you with travel information to historic towns, organising private Tuscan cooking classes and wine tastings. Villa Dorothea
- 4
- 14
- 7
- 6
Someone else is looking at this property right now!
| Accommodation | |||
|---|---|---|---|
| Lion Nero | 6 | 3 | 2 |
Description
Appartamenti Troise is located in the centre of Florence, Italy and only 27 km (17 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Vacation rental Appartamenti Troise is a beautiful property that includes WiFi internet and air conditioning. Appartamenti Troise is a apartment / condo with a total of four independent units. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property ideal for a splendid vacation in Tuscany. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish 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 property where they can spend time together in the common areas but still have their own private living quarters.
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 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
Cafaggio di Sopra
Superb private villa rental with WIFI, private pool, TV and balcony, close to Florence
- 11
- 6
- 3
Description
Property Summary
This stunning vacation rental property, featuring a main house and an annex building, offers a total of 9 rooms spanning 455 m2. Originally a watchtower in the Middle Ages, the main building has been fully renovated and carefully furnished with a combination of antique and rustic furniture. The property boasts amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal choice for your stay.
Outdoors
Situated at an altitude of 400 m above sea level, the property offers breathtaking panoramic views of the hilly countryside around Florence. Surrounded by olive groves, woods, and meadows, the outdoor areas are equipped with a pergola and pizza oven, perfect for alfresco dining. Additionally, the property features forest paths with a lake, providing guests with ample opportunities for outdoor exploration.
Other Information
The main house and outbuilding are part of the farm estate ''Cafaggio di Sopra'' and offer a range of amenities, including a private 6 x 12 m swimming pool, table tennis, garden furniture, barbecue, and children's playground. Guests can also enjoy internet access and central heating, available only from 01.11. to 07.04. Motor access to the property is via a 1 km unmade road, and parking is available on-site. Midweek cleaning is available upon request for an extra fee.
Distances and Attractions
The property is located just 8 km from Sieci and 19 km from Florence, in a quiet and elevated position on top of a hill in Pontassieve, Italy. It is conveniently located near transportation links, with a train connection to Florence and good connections to/from Pisa airport and/or Florence. Nearby attractions include Monteloro, Luxury Outlet The Mall, Fiesole, Vallombrosa, San Casciano in Val di Pesa, and Greve in Chianti. Cafaggio di Sopra
Villa Melinda
Superb independent holiday rental with private pool, A/C, WIFI, TV, terrace, close to San Gimignano
- 6
- 3
- 3
Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Malmantile
Pretty private villa rental with private pool, WIFI, TV, patio, panoramic view, near Florence
- 8
- 4
- 4
Description
Conveniently located 3 km (2 mi) from Malmantile, Italy in the tourist area "Florence And Surroundings" and only 19 km (12 mi) from Florence. Malmantile is a beautiful stone building (350 sq m) with WiFi internet and private pool. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
The Experience
The present owner has restored the ancient tower and converted it into a confortable villa, furnishing it with antiques. From the garden, and especially from the pool, there are lovely views of the countryside and villages nearby. A 600 metre drive leads to the house through the vast grounds of this property. The villa is situated in the centre of an estate producing olive oil and wine.
When you arrive at Malmantile you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outdoors are a barbecue grill, tennis court and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful 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: Florence 19 km (12 mi), Greve In Chianti 39 km (24 mi), San Gimignano 46 km (29 mi), Pisa 61 km (38 mi) and Lucca 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (12 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 102 km (63 mi), Rome 301 km (187 mi), Venice 264 km (164 mi) and Milan 308 km (191 mi).
Additional Information
Pool Open: 15 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) 23 km (14 mi), Pisa (psa) 63 km (39 mi), Bologna (blq) 113 km (70 mi), Genova (goa) 236 km (146 mi) and Venezia (vce) 267 km (166 mi).
Special Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the extra cost.
Cleaning service is included 8 hours per week. Malmantile
Casa Meletta
Fabulous private villa rental with hot tub, WIFI, private pool, A/C, TV, patio, near San Gimignano
- 6
- 3
- 3
Description
Casa Meletta is located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano. Casa Meletta is a beautiful stone building (140 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the city and the hills perfect for a relaxing 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 unwind at the end the day. Also available outdoors are a hot tub, patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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 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: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Secluded Wine Rustic Estate: 1300S Castle Suite &
Beautiful apartment with WIFI, private pool, balcony and panoramic view, close to Siena
- 12
- 6
- 6
Description
Secluded Wine Rustic Estate: 1300S Castle Suite & is located 4 km (2 mi) from Sovicille, Italy and only 14 km (8 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental Secluded Wine Rustic Estate: 1300S Castle Suite & is a nice stone building (800 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
The Experience
When you arrive at Secluded Wine Rustic Estate: 1300S Castle Suite & you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday 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 visiting museums. Outdoors you will also find a playground and barbecue grill. 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 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) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
Additional Services
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 pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Inquire about the supplemental costs.
Tours - The owner can arrange 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.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Secluded Wine Rustic Estate: 1300S Castle Suite &
Book your vacation for the period from 15 May 2026 to 31 May 2026 and save 20% (minimum 3 nights).
Book now and save 15%. Offer valid until 31 March 2026 and for a minimum stay of 3 nights.
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 15% (minimum 5 nights).
Book your vacation for the period from 30 June 2026 to 01 July 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 31 July 2026 to 31 August 2026 and save 10% (minimum 4 nights).
Villa Lastra
Unique independent villa with WIFI, A/C, private pool, TV, patio and panoramic view, near Florence
- 15
- 7
- 4
Description
Conveniently located in Lastra A Signa, Italy in the tourist area "Florence And Surroundings" and only 14 km (9 mi) from Florence. Holiday home Villa Lastra is a nice stone building (1000 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 15 guests comfortably in seven bedrooms with four bathrooms.
The housekeepers live in an apartment next to the property.
Your Experience
When you arrive at Villa Lastra you’ll find a nice clean well-maintained property with views of the city ideal for a relaxing 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 unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 15 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 14 km (9 mi), Greve In Chianti 40 km (25 mi), San Gimignano 47 km (29 mi), Pisa 74 km (46 mi) and Siena 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 14 km (9 mi), Viareggio 100 km (62 mi), Forte Dei Marmi 110 km (68 mi), Rome 296 km (184 mi), Venice 259 km (161 mi) and Milan 301 km (187 mi).
Additional Information
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) 18 km (11 mi), Pisa (psa) 76 km (47 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 241 km (150 mi) and Venezia (vce) 262 km (162 mi).
Villa Colomba
- 20
- 9
- 9
Description
Conveniently located 3 km (2 mi) from Rapale, Italy in the tourist area "Siena And Surroundings" and only 30 km (18 mi) from Siena. Holiday home Borgo Gerlino is a lovely stone building (650 sq m) that includes private pool and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.
What to Expect
When you arrive at Borgo Gerlino you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. 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. 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 microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 30 km (18 mi), Arezzo 40 km (25 mi), Montepulciano 46 km (29 mi), Greve In Chianti 57 km (36 mi) and Montalcino 59 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 86 km (53 mi), Viareggio 172 km (107 mi), Forte Dei Marmi 180 km (111 mi), Rome 223 km (138 mi), Venice 329 km (204 mi) and Milan 372 km (231 mi).
Additional Information
Pool Open: 15 April - 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) 93 km (58 mi), Pisa (psa) 153 km (95 mi), Bologna (blq) 178 km (110 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 244 km (152 mi).
More Services
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 organize 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 - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
VILLA + ANNEX (650 sqm)
The structure is equipped with underfloor heating/cooling, both in the main body and in the annex.
Maid service is included in the price for 4 hours per week.
Borgo Gerlino
Fonte di Pillo
Amazing private holiday villa with A/C, private pool, WIFI, TV, terrace and panoramic view
- 14
- 6
- 6
In high demand!
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Villa Badia
Stunning private property with private pool, A/C, WIFI, TV, pets allowed, close to Arezzo
- 12
- 6
- 4
Description
Villa Badia is a lovely holiday home (300 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located 4 km (3 mi) from Badia Agnano, Italy in the tourist area "Arno Valley" and only 21 km (13 mi) from Arezzo.
What to Expect
When you arrive at Villa Badia you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing 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.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 21 km (13 mi), Cortona 40 km (25 mi), Siena 46 km (28 mi), Montepulciano 51 km (31 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 174 km (108 mi), Rome 223 km (139 mi), Venice 323 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Badia. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 86 km (53 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 172 km (107 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Villa Caccianello
Villa Il Prato
Wonderful private holiday villa with private pool, WIFI, TV, veranda and panoramic view
- 17
- 9
- 10
Description
Villa Il Prato is located 860 m (2798 ft) from San Pancrazio, Italy and only 33 km (20 mi) from Arezzo in the tourist area "Central Tuscany". Villa Il Prato is a beautiful stone building (660 sq m) with WiFi internet and private pool. The property can accommodate up to 17 guests comfortably in nine bedrooms with ten bathrooms.
The main villa is internally made of 4 different apartments.
Adjoining the main villa, there is a dependance on 2 levels, offering kitchen-living area with dining table, burners, fridge, freezer, TV, one small bathroom with wash-basin and shower on the ground level; on the upper level, one double bedroom, one single bedroom and one bathroom with wash-basin, bidet, small shower, wc.
The dependance can be accessed from both the ground floor and the first floor.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid 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 unwind at the end the day. Outside you will also find a barbecue grill and playground.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 33 km (20 mi), Cortona 41 km (26 mi), Montepulciano 45 km (28 mi), Siena 47 km (29 mi) and Greve In Chianti 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 212 km (132 mi), Venice 324 km (201 mi) and Milan 373 km (232 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 6 May - 7 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) 88 km (55 mi), Pisa (psa) 149 km (92 mi), Bologna (blq) 169 km (105 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while discovering 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 delicious meal using local produce? The chef will schedule 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 - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the supplemental cost and how to organize this service.
The staff dealing with the daily cleanings of the pool and with the gardening will have to access the property. Renters can arrange about the relative schedule on arrival.
Villa Prato al Sole
