Luxury Villas with Pool in Radda in Chianti, Italy
Results 21 - 40 of 64
Villa Fabbri
Amazing independent vacation home with private pool, WIFI, A/C, TV, patio and panoramic view
- 22
- 9
- 9
Description
Conveniently located 4 km (3 mi) from Montebenichi, Italy in the tourist area "Siena And Surroundings" and only 33 km (20 mi) from Siena. Villa Fabbri is a nice stone building (565 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 22 guests comfortably in nine bedrooms with nine bathrooms.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find 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 vacation, 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 - If you're interested in discovering 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 discovering 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 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.
Tours - Custom tours can be arranged 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 individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra 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. Ask for more details, including the additional cost and how to schedule this service.
Baby Sitting - A babysitter can be arranged at Villa Fabbri. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Fabbri
Villa Felciai
Unique private villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 24
- 11
- 11
In high demand!
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
Podere la Torre
Independent House with WIFI, private pool, hot tub, A/C, sauna, TV, patio, near Greve In Chianti
- 22
- 9
- 11
Description
Podere La Torre is a lovely stone building (800 sq m) with hot tub, air conditioning and WiFi internet. The property can accommodate up to 22 people comfortably in nine bedrooms with 11 bathrooms. Conveniently located 5 km (3 mi) from Figline Valdarno, Italy in the tourist area "Chianti" and only 17 km (10 mi) from Greve In Chianti.
The property consists of a main building and two residential units, each with independent entrance.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing 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 relax at the end the day. Also available outdoors are a patio, barbecue grill and hot tub. 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 22 people.
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: Greve In Chianti 17 km (10 mi), Florence 50 km (31 mi), Siena 58 km (36 mi), Arezzo 59 km (37 mi) and San Gimignano 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 144 km (89 mi), Rome 263 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 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) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 272 km (169 mi) and Genova (goa) 276 km (172 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or 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 organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Podere La Torre. Inquire for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be organized at Podere La Torre. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
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.
On one side of the property, with independent access, live the friendly owners who take care of the maintenance of the park and pool without interfering in the privacy of the guests. Villa La Torre - Podere La Specola
Villa Silvana
Pretty private vacation home with private pool, WIFI, A/C, hot tub, TV, patio and panoramic view
- 8
- 4
- 5
Description
Property Summary
Villa Silvana is a stunning single-family house located just 3 km from Tavarnelle Val di Pesa. This three-story vacation rental offers a delightful combination of comfort and luxury, with a large, well-kept garden featuring a wildlife garden, trees, and a seasonal swimming pool. The property boasts a range of amenities, including an outdoor shower, hot tub, arbour, pergola, terrace, garden furniture, and a barbecue area. Inside, you'll find a fitness room and an additional hot tub, ensuring a truly indulgent experience.
Outdoors
The outdoor spaces at Villa Silvana are truly remarkable. The large, fenced garden is meticulously maintained, offering a tranquil oasis with a wildlife garden and an array of trees. The highlight of the outdoor area is the seasonal swimming pool, measuring 5 x 10 meters with a depth range of 100 to 250 cm, available from April 20th to October 15th. Enjoy a refreshing dip while soaking in the beautiful surroundings. Additionally, the property features an outdoor shower, hot tub, arbour, pergola, terrace, and garden furniture, providing ample spaces for relaxation and entertainment. A barbecue area is also available, perfect for alfresco dining.
Other Information
Villa Silvana offers a range of additional services to enhance your stay. Linen and towel changes are available at an extra charge, and room cleaning and housekeeping services can be requested for an additional fee. For those seeking culinary indulgence, a cook can be arranged upon request, and breakfast and half-board options are available at an extra cost. Parking is conveniently available at the house, with a single garage on the premises. The owner/gardener maintains the pool, ensuring a pristine swimming experience.
Distances and Attractions
Villa Silvana is ideally situated for exploring the region's rich cultural and natural attractions. Within 800 meters, you'll find shops, a grocery store, restaurants, and a bakery, while a bus stop is just 100 meters away. The Zambra railway station is 13 km from the property, providing easy access to nearby destinations. For beach lovers, the sandy shores of Cecina Mare are approximately 90 km away. Golf enthusiasts can tee off at a 14-hole golf course located 30 km from the villa. Nearby attractions include the charming towns of Certaldo (11 km), San Gimignano (22 km), and Volterra (47 km), as well as the iconic cities of Florence (36 km), Siena (46 km), and Pisa (86 km). Villa Silvana
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).
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- 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
Casa Lucia
Wonderful independent house with pool, A/C, WIFI, balcony, panoramic view, near Greve In Chianti
- 4
- 2
- 1
Someone just enquired about this property!
Description
Nice independent house with pool situated in a fantastic position offering beautiful panoramic views over the Tuscan hills and the towers of San Gimignano in the distance.
This beautiful house sits on a large estate (10.000 square meters) with olive groves and vineyards. The pool is approx. 20 m from the house away and it is to be shared with the owners. The house provides a nice, well-kept private garden.
Casa Lucia is sets on 2 levels (both with access on to the outside) and offers welcoming, nicely furnished interiors.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The location is ideal for those who want to enjoy the peace of the Tuscan countryside and at the same time wish to visit all the Chianti little towns such as Castellina in Chianti, Radda in Chianti, Greve in Chianti, Gaiole in Chianti.
Distances: Tavarnelle with general stores 2 km away, San Gimignano 20 km, Florence (airport) 33 km away, Siena 39 km, Pisa (airport) 95 km, Lucca 105 km away.
At guests’ disposal: large outside areas with furnished garden (ideal for al-fresco dining), panoramic swimming-pool (13 x 6 m – min. depth 1,3 m – max. depth 2,1 m – open from 01/06 to 30/09) to be shared with the owners, open-air shower (only cold water available) and barbecue. Parking within the grounds.
Pets are not allowed.
Please carefully check if there are any extra costs to be paid on site! Casa Lucia
Villa Dorothea
Fabulous private holiday villa with WIFI, A/C, private pool, TV, patio and panoramic view
- 12
- 5
- 5
Description
Villa Dorothea is located , Italy and only 33 km (21 mi) from Arezzo in the tourist area "Arno Valley". Holiday home Villa Dorothea is a lovely stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 people comfortably in five bedrooms with five bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - The owner can schedule 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.
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
Villa Ferdinando
Private Vacation rental with hot tub, A/C, WIFI, private pool, TV, patio, near San Gimignano
- 12
- 6
- 7
Someone just enquired about this property!
Description
Beautiful independent villa with pool, strategically located halfway between Florence and Siena. The property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended garden with a beautiful pool with panoramic views.
The villa, equipped with all comforts, is composed of a main house and guest house, sleeping a total of up to 12 people. The property is surrounded by vineyards and olive groves, from which the owners produce wine and olive oil (guests will be offered a tasting in the estate's cellars).
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.).
Access to the house is via an unpaved road in good condition.
At guests disposal: large, well-tended garden with round pool reserved for guests' exclusive use (about 16 x 11 m- minimum depth 50 cm- maximum depth 1,4 m- open from 01/04 to 30/10), outdoor shower (hot water), changing room and wc in the pool area, barbecue, gazebo and wood-burning oven. The villa offers WI-FI internet connection (free of charge). All of the bedrooms are equipped with air conditioning.
Parking within the grounds.
Distances: Poggibonsi with shops of all kinds 6 km away, Barberino Val D'Elsa 11 km, San Gimignano 18 km away, Siena 40 km, Volterra 41 km away, villages of the Chianti area are within a 25- 50 km radius, Florence (airport) 42 km, Pisa (airport) 95 km away, Arezzo 110, Lucca 115 km away.
Extra services to be paid on the spot: Baby bed (available upon request). Laundry service (with fee).
Pets are allowed at a fee of € 100/animal.
Please carefully check if there are any extra costs to be paid on site! Villa Ferdinando
Podere San Lorenzo
Unique private vacation rental with WIFI, private pool, TV, terrace and panoramic view
- 8
- 4
- 4
In high demand!
Description
Property Summary
"Podere San Lorenzo" is an idyllic holiday rental located in the charming hamlet of Casaglia, just 8 kilometers from San Gimignano and Poggibonsi, and 30 kilometers from Siena. This semi-detached house was fully renovated in 2005 and offers a serene, sunny, and elevated position on a slope. With a beautifully landscaped, terraced garden spanning 2,000 square meters, an above-ground swimming pool, and amenities like Internet Wifi and Parking, you can enjoy a peaceful retreat in the heart of Tuscany.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside with the property's stunning outdoor spaces. The 2,000 square meter terraced garden is enclosed by a fence, natural garden, and orchard. Soak up the sun while taking a dip in the above-ground swimming pool, measuring 6 x 3 meters with a depth of 140 centimeters, available seasonally from May 1st to October 10th. The pool area is surrounded by a shower, terrace, garden furniture, and a barbecue, providing the perfect setting for relaxation and al fresco dining.
Other Information
For your convenience, the nearest shop, grocery store, shopping center, or supermarket is just 5 kilometers away, while a restaurant is located a mere 500 meters from the property. Additionally, bicycle rentals are available 8 kilometers away, and the Poggibonsi railway station is just 5 kilometers from the vacation rental. Please note that a car is recommended for this property, and it is suitable for families but not recommended for groups of teenagers unless on request.
Distances and Attractions
The charming "Podere San Lorenzo" is ideally situated for exploring the beautiful surroundings of Tuscany. Nearby attractions include Certaldo (16 km), Volterra (40 km), Florence (60km), and Pisa (94 km). For those looking to enjoy the coastline, the beach is a mere 80 kilometers away. With its prime location and proximity to these renowned destinations, this holiday rental is the perfect base for your Tuscan adventure. Podere San Lorenzo
Chianti Fornace 1
Private House with A/C, private pool, WIFI, sauna, hot tub, TV, patio, near Greve In Chianti
- 12
- 6
- 5
Description
Conveniently located in Tavarnelle Val Di Pesa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from Greve In Chianti. Holiday rental Chianti Fornace 1 is a nice stone building (400 sq m) that includes private pool, air conditioning and hot tub. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
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 mountains and the hills ideal for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a hot tub, patio, barbecue grill and playground. 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, 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 nice 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: Greve In Chianti 17 km (11 mi), San Gimignano 29 km (18 mi), Florence 32 km (20 mi), Siena 49 km (31 mi) and Pisa 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 32 km (20 mi), Viareggio 126 km (78 mi), Forte Dei Marmi 133 km (83 mi), Rome 284 km (176 mi), Venice 283 km (176 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 March - 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) 45 km (28 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 131 km (82 mi), Genova (goa) 266 km (165 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask 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 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 delicious 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. Inquire for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your stay that 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 Chianti Fornace 1. Inquire for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Chianti Fornace 1. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Chianti Fornace 1
Castello di Quarate
Beautiful independent house with A/C, WIFI, private pool, TV, patio, close to Greve In Chianti
- 14
- 7
- 7
Someone else is looking at this property right now!
Description
Castello Di Quarate is a lovely holiday home (900 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms. Castello Di Quarate is located 3 km (2 mi) from San Polo In Chianti, Italy and only 15 km (9 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 hills perfect for a relaxing holiday in Tuscany. After a hectic 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 close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 15 km (9 mi), Florence 19 km (11 mi), San Gimignano 58 km (36 mi), Arezzo 69 km (43 mi) and Siena 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (11 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 127 km (79 mi), Rome 273 km (170 mi), Venice 272 km (169 mi) and Milan 320 km (199 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.
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) 38 km (24 mi), Pisa (psa) 100 km (62 mi), Bologna (blq) 125 km (77 mi), Genova (goa) 258 km (160 mi) and Venezia (vce) 278 km (173 mi).
More Services
Maid Service - If you'd like maid service during your visit that can be arranged 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 organized. Speak to the owner directly about this service after arriving.
Castello Di Tizzano
Villa Petrognano
Pretty private house with WIFI, A/C, hot tub, private pool, TV, patio, near San Gimignano
- 16
- 8
- 8
Description
Beautiful private villa with swimming-pool situated in panoramic location on the Tuscan hills, between Florence and Siena. This splendid property has been recently restored preserving its original architectural features and has been turned into an elegant villa sleeping up to 16 people and an adjoining outbuilding for 8 people (rentable upon request only together with the main villa) allowing a total number of 24 guests. Both the villa and the outbuilding are tastefully furnished and offer spacious and extremely comfortable interiors.
This property provides all comforts and is an ideal destination for those who wish to spend a relaxing holiday in close contact with the surrounding landscape.
Distances: the charming small town of Barberino val D’Elsa with all kinds of shops 3 km away, Poggibonsi (railway station) 7 km, Florence (airport) 38 km away, Siena approx. 40 km, San Gimignano 19 km away, Volterra 47 km, Pisa (airport) 85 km away.
At guests’ disposal: large panoramic garden offering beautiful furnished terraces and pergolas, private swimming-pool (8 x 16 m – maximum depth 2,3 m – open from 01/05 to 30/09) with Jacuzzi area and swimming-pool for children (diameter 8 m - ), dress-room with sauna and toilet, table tennis. Laundry with ironing facilities. The villa is provided with fast internet connection (ADSL) and air-conditioning.
Large covered parking space (garage for 8 cars).
Extra services: Baby bed available upon request (free of charge). By arrangement: cooking classes, breakfast, lunch and dinner service. Baby-sitting available upon request.
The rental price includes 3 hours maid service every day.
Please carefully check if there are any extra costs to be paid on site! Villa Petrognano
Villa Zambra
Unique independent property with private pool, A/C, WIFI and TV, close to San Gimignano
- 8
- 3
- 2
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Description
Holiday home Villa Zambra is a lovely stone building (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with two bathrooms. Conveniently located in the centre of Torri, Italy in the tourist area "San Gimignano And Surroundings" and only 14 km (9 mi) from San Gimignano.
The Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the 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 garden 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 14 km (9 mi), Greve In Chianti 35 km (22 mi), Siena 40 km (25 mi), Florence 47 km (29 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 275 km (171 mi), Milan 341 km (212 mi) and Naples 466 km (289 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) 60 km (37 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 147 km (91 mi), Genova (goa) 257 km (160 mi) and Roma Ciampino (cia) 284 km (176 mi).
Villa Zambra
Villa L'Elsa Beautiful Country Home with View
Independent Villa rental with hot tub, A/C, sauna, private pool, WIFI, terrace, near San Gimignano
- 14
- 7
- 6
Description
Conveniently located 4 km (3 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 10 km (6 mi) from San Gimignano. Vacation rental Villa L'elsa Beautiful Country Home With View is a beautiful property (350 sq m) that includes private pool, hot tub and air conditioning. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a barbecue grill and hot tub. 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 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: San Gimignano 10 km (6 mi), Siena 32 km (20 mi), Greve In Chianti 40 km (25 mi), Florence 52 km (32 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 146 km (91 mi), Forte Dei Marmi 153 km (95 mi), Rome 266 km (165 mi), Venice 303 km (188 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 1 March (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) 65 km (40 mi), Pisa (psa) 92 km (57 mi), Bologna (blq) 151 km (94 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 284 km (176 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. Inquire for more details, including the extra cost and how to schedule this service.
Villa L'elsa Beautiful Country Home With View
- 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. Borgo Gerlino is a nice stone building (650 sq m) with WiFi internet and private pool. The property can accommodate up to 20 guests comfortably in nine bedrooms with nine bathrooms.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 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 nice Tuscan weather.
Visit the Area
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 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. Ask for more details and the additional costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the supplemental 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
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- 14
- 6
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| 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
Special Offer for Canto al Sole
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 7 nights.
Colle Val D'Elsa 620
Fabulous multi-unit accommodation with private pool, A/C, WIFI, TV, patio and panoramic view
- 2
- 28
- 14
- 16
| Accommodation | |||||
|---|---|---|---|---|---|
| Podere San Giuseppe 620.1 | 16 | 8 | 9 | ||
| Podere San Giuseppe 620.2 | 12 | 6 | 7 | ||
| All 2 Accommodations | 28 | 14 | 16 |
Description
Property Summary
Podere San Giuseppe is a spacious and comfortable cottage situated in a tranquil location near Colle Di Val D'elsa, Italy. This vacation rental consists of a main house and an outbuilding, offering guests a private retreat surrounded by natural beauty. The property features a fenced swimming pool (6 x 12 m), available from May 15 to October 15, well-maintained grounds, convenient parking on the premises, and complimentary internet WiFi access.
Outdoors
The natural state property encompasses a serene garden setting positioned 100 meters from the forest edge. The outdoor amenities include a pool house with shower facilities, a dedicated area for table tennis, and a welcoming patio with terrace. Guests can enjoy the provided garden furniture and make use of the barbecue facilities. The pool and grounds are regularly maintained by the owner/gardener, ensuring a pristine environment throughout your stay.
Other Information
The property is particularly suitable for hosting events and comes equipped with baby equipment at no additional cost. Groups of teenagers are welcome but must make special arrangements prior to booking. Access to the property is via a 1-kilometer unpaved road, making a car essential for your stay.
Distances and Attractions
The property is situated 7 kilometers from the center of Colle di Val d'Elsa, where you'll also find the nearest bus stop. The secluded location offers both privacy and convenience, with easy access to the historic town center and local attractions. The positioning provides an ideal base for exploring the broader Tuscan region while maintaining a peaceful countryside retreat. Colle Val D'Elsa 620
Last-Minute Offer for Podere San Giuseppe 620.1
Other apartments with last-minute offers:
Podere San Giuseppe 620.2
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- 7
- 7
Description
Villa Rossa is a lovely holiday home (340 sq m) with WiFi internet and private pool. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms. Villa Rossa is located 4 km (2 mi) from Rota, Italy and only 31 km (19 mi) from Greve In Chianti in the tourist area "Florence And Surroundings".
The Experience
After arriving you’ll find a beautiful clean well-maintained property perfect for a splendid 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. 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 16 people.
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: Greve In Chianti 31 km (19 mi), Florence 48 km (30 mi), Arezzo 57 km (36 mi), San Gimignano 78 km (48 mi) and Montepulciano 88 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 132 km (82 mi), Forte Dei Marmi 142 km (88 mi), Rome 261 km (162 mi), Venice 291 km (181 mi) and Milan 335 km (208 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rossa. 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) 55 km (34 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 140 km (87 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 273 km (170 mi).
Villa Casa Rossa
Villa Badia
Beautiful independent holiday rental with private pool, A/C, WIFI, TV and pets allowed, near Arezzo
- 12
- 6
- 4
Description
Villa Badia is a nice vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms. Villa Badia is located 4 km (3 mi) from Badia Agnano, Italy and only 21 km (13 mi) from Arezzo in the tourist area "Arno Valley".
The Experience
When you arrive you’ll find a lovely 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 busy day of sightseeing.
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 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 vacation 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
