Villas Near Town in Castellina in Chianti, Italy
Results 61 - 80 of 99
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Villa le Ripe Apartments - Gambassi Terme, Toscana
Beautiful holiday home with pool, A/C, WIFI, TV, balcony and pets allowed, near San Gimignano
- 4
- 19
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| La Nonna - Villa le Ripe | 6 | 2 | 2 | ||
| La Tinaia - Villa le Ripe | 3 | 1 | 1 | ||
| Le Volte - Villa le Ripe | 6 | 2 | 1 | ||
| San Gimignano - Villa le Ripe | 4 | 2 | 2 | ||
| All 4 Accommodations | 19 | 7 | 6 |
Description
Holiday rental Villa Le Ripe Apartments - Gambassi Terme, Toscana is a beautiful property that includes air conditioning, shared pool and WiFi internet. The apartment has been divided into a total of four private apartments. The property can accommodate up to 19 people comfortably in seven bedrooms with six bathrooms. Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano.
Your Experience
When you arrive 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 peaceful vacation in Tuscany. After a busy 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. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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 18 km (11 mi), Florence 50 km (31 mi), Greve In Chianti 55 km (34 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 291 km (181 mi) and Milan 339 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe Apartments - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 51 km (32 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 144 km (89 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 297 km (185 mi).
Villa Le Ripe Apartments - Gambassi Terme, Toscana
Special Offer for La Nonna - Villa le Ripe
Book your vacation for the period from 07 April 2026 to 18 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 10 April 2026 to 18 April 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 10 April 2026 to 18 April 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 25 April 2026 to 06 May 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 25 April 2026 to 06 May 2026 and save 20% (minimum 7 nights).
Apartment:
La Tinaia - Villa le Ripe
Le Volte - Villa le Ripe
San Gimignano - Villa le Ripe
Ricavoli
Beautiful independent house with WIFI, private pool, TV, terrace, panoramic view, close to Florence
- 12
- 6
- 5
Description
Property Ricavoli is a beautiful stone building (450 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. Ricavoli is located 660 m (2112 ft) from Torre A Cona, Italy and only 20 km (13 mi) from Florence in the tourist area "Florence And Surroundings". If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a 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. 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 holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
The swimming-pool is located in the higher part of the garden, where is also a changing-room and a shower-room.
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 20 km (13 mi), Greve In Chianti 30 km (19 mi), Arezzo 63 km (39 mi), San Gimignano 67 km (42 mi) and Siena 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 20 km (13 mi), Viareggio 123 km (76 mi), Forte Dei Marmi 130 km (81 mi), Rome 267 km (166 mi), Venice 279 km (173 mi) and Milan 322 km (200 mi).
Additional Information
There is a table tennis in the house.
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) 43 km (27 mi), Pisa (psa) 104 km (64 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 263 km (164 mi) and Roma Ciampino (cia) 276 km (171 mi).
More Services
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Ricavoli
Villa Badia
Pretty independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo
- 12
- 6
- 4
Description
Property Villa Badia is a nice property (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate 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.
Your 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 splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: 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 ask 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
Marcigliana Cottage, Pool, Radicondoli
Stunning private vacation rental with pool, WIFI, TV and panoramic view
- 4
- 2
- 1
Description
Property Marcigliana Cottage, Pool, Radicondoli is a nice stone building (80 sq m) that includes WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom. Marcigliana Cottage, Pool, Radicondoli is located 6 km (4 mi) from Radicondoli, Italy and only 43 km (27 mi) from San Gimignano in the tourist area "Central Tuscany".
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. 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 four 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: San Gimignano 43 km (27 mi), Siena 46 km (28 mi), Greve In Chianti 68 km (42 mi), Florence 79 km (49 mi) and Montalcino 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 151 km (94 mi), Rome 282 km (175 mi), Milan 374 km (232 mi) and Naples 473 km (294 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 3 May - 11 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) 92 km (57 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 179 km (111 mi), Roma Fiumicino (fco) 243 km (151 mi) and Genova (goa) 282 km (175 mi).
Marcigliana Cottage, Pool, Radicondoli
Book your vacation for the period from 02 May 2026 to 11 September 2026 and save 20% (minimum 7 nights).
Mulino al Suono - Badia Agnano, Toscana
Pretty private holiday home with WIFI, private pool, veranda, pets allowed and panoramic view
- 25
- 12
- 10
Description
Mulino Al Suono - Badia Agnano, Toscana is located 2 km (1 mi) from Badia Agnano, Italy and only 26 km (16 mi) from Arezzo in the tourist area "Arno Valley". Mulino Al Suono - Badia Agnano, Toscana is a lovely stone building (600 sq m) with WiFi internet and private pool. The property can accommodate up to 25 guests comfortably in 12 bedrooms with ten bathrooms.
The Experience
Mulino al Suono is composed of three flats on staggered levels that are not communicating with each other, however the large spaces allow the group to gather for lunches, dinners.
The first two flats are in the old Mill dating back to 1100. While the New Mill (the one that still contains the millstones) dates back to 1800.
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 25 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 26 km (16 mi), Siena 42 km (26 mi), Cortona 47 km (29 mi), Greve In Chianti 48 km (30 mi) and Montepulciano 57 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (46 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 169 km (105 mi), Rome 228 km (142 mi), Venice 314 km (195 mi) and Milan 362 km (225 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Mulino Al Suono - Badia Agnano, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 07:00 - 09:00
Pool Open: 1 May - 24 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) 80 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 237 km (147 mi) and Roma Fiumicino (fco) 250 km (155 mi).
Mulino Al Suono - Badia Agnano, Toscana
Podere Marcigliana - Radicondoli
Amazing multi-unit property with WIFI, pool, veranda and panoramic view
- 3
- 15
- 7
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Apartment Parata | 7 | 3 | 2 | ||
| Apartment Terrazza | 4 | 2 | 1 | ||
| Apartment Podere | 4 | 2 | 1 | ||
| All 3 Accommodations | 15 | 7 | 4 |
Description
Conveniently located 6 km (4 mi) from Radicondoli, Italy in the tourist area "Central Tuscany" and only 44 km (27 mi) from San Gimignano. Podere Marcigliana - Radicondoli is a nice stone building with pool and WiFi internet. Podere Marcigliana - Radicondoli is a villa / farmhouse / home having a total of three private apartments. The property can sleep up to 15 people comfortably in seven bedrooms with four bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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 44 km (27 mi), Siena 46 km (28 mi), Greve In Chianti 72 km (45 mi), Florence 79 km (49 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 139 km (87 mi), Forte Dei Marmi 151 km (94 mi), Rome 282 km (175 mi), Venice 327 km (203 mi) and Milan 374 km (232 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 11 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) 92 km (57 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 179 km (111 mi), Roma Fiumicino (fco) 243 km (151 mi) and Genova (goa) 282 km (175 mi).
Podere Marcigliana - Radicondoli - Siena, Toscana
Special Offer for Apartment Parata
Book your vacation for the period from 02 May 2026 to 11 September 2026 and save 20% (minimum 7 nights).
Apartment:
Apartment Terrazza
Apartment Podere
- 10
- 5
- 7
Description
Sole Nel Prato is a beautiful stone building (380 sq m) with private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with seven bathrooms. Conveniently located 860 m (2798 ft) from San Pancrazio, Italy in the tourist area "Central Tuscany" and only 32 km (20 mi) from Arezzo.
Your Experience
After arriving at Sole Nel Prato you’ll find a lovely 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. Also available outside are a barbecue grill and playground.
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: Arezzo 32 km (20 mi), Cortona 41 km (26 mi), Siena 44 km (28 mi), Montepulciano 45 km (28 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 218 km (135 mi), Venice 324 km (201 mi) and Milan 365 km (227 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask 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 vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Maid Service - If you'd like maid service during your trip 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 check-in that is possible at Sole Nel Prato. Ask for more details, including the extra cost and how to schedule this service.
Prato Al Sole
Villa Il Prato
Wonderful private holiday villa with WIFI, private pool, TV, veranda and panoramic view
- 17
- 9
- 10
Someone just enquired about this property!
Description
Holiday home Villa Il Prato is a beautiful stone building (660 sq m) that includes private pool and WiFi internet. The property can accommodate up to 17 people comfortably in nine bedrooms with ten bathrooms. 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".
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.
Your Experience
Upon arrival at Villa Il Prato you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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 playground.
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: 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).
Additional 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 pleasant 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 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 supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be arranged 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 Villa Il Prato. Inquire for more details, including the supplemental cost and how to arrange 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
Book 30 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 60 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 90 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
- 6
- 3
- 2
Description
Portion of a farmhouse in a small group of houses, tastefully restored, in the hills overlooking the Arno valley, a few kilometers from Florence. All around there are olive groves, vineyards and oak woods; panoramic view of the valley. The property is equipped with a 800sqm garden. equipped with pool for exclusive use of the guests (8m. x 4m. prof. 120 / 180cm.), and features a furnished room for outdoor dining with barbecue and pizza oven. Wi-Fi free. Private parking in the property. Access with about 800m. of dirt road of which the last 50m. you have to go with caution. The house is located at 6km. from "Pontassieve", at 16km. from Florence, at 24km. from "Vicchio" (birthplace of Giotto and Fra Angelico) at 45km. from the "Barberino Designer Outlet" (over 100 stores of major brands of Italian and international fashion). Tutignano
Villa la Cicogna Tuscany
Pretty independent holiday rental with private pool, WIFI, TV, patio and panoramic view
- 10
- 5
- 3
Description
Villa La Cicogna Tuscany is a beautiful stone building (400 sq m) with WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located , Italy in the tourist area "Arno Valley" and only 30 km (19 mi) from Arezzo.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a 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 toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: Arezzo 30 km (19 mi), Greve In Chianti 38 km (24 mi), Siena 57 km (35 mi), Florence 66 km (41 mi) and Montepulciano 75 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (99 mi), Rome 247 km (154 mi), Venice 309 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 71 km (44 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 158 km (98 mi), Roma Ciampino (cia) 256 km (159 mi) and Roma Fiumicino (fco) 269 km (167 mi).
More Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa La Cicogna Tuscany. Ask for more details, including the extra cost and how to organize this service.
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 owners live on the ground floor of the villa but have a separate entrance and do not share any spaces with guests.
Villa Cicogna
Book 15 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
La Gropina di Loro Ciuffenna
Pretty independent house with private pool, WIFI, TV, pets allowed and panoramic view
- 11
- 4
- 2
Description
Vacation rental La Gropina Di Loro Ciuffenna is a nice property (200 sq m) that includes WiFi internet and private pool. The property can sleep up to 11 guests comfortably in four bedrooms with two bathrooms. La Gropina Di Loro Ciuffenna is located 2 km (1 mi) from Loro Ciuffenna, Italy and only 42 km (26 mi) from Greve In Chianti in the tourist area "Arno Valley".
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday 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. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets needed to prepare sumptuous 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 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 advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
We accept a maximum of 2 dogs. Villa Gropina
Villa Sette Ponti Levante
Pretty holiday villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 12
- 6
- 6
Description
Holiday home Villa Sette Ponti Levante is a lovely stone building (300 sq m) that includes WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Sette Ponti Levante is located 2 km (1 mi) from Paterna, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Arno Valley".
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Greve In Chianti 42 km (26 mi), Siena 62 km (38 mi), Florence 69 km (43 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 69 km (43 mi), Viareggio 155 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 250 km (155 mi), Milan 355 km (221 mi) and Naples 441 km (274 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Sette Ponti Levante. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 74 km (46 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).
Up to 3 dogs are accepted. Podere Le Coste
Mulino Morandi
Amazing private holiday home with private pool, A/C, WIFI, TV and patio
- 12
- 6
- 6
Someone else is looking at this property right now!
Description
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Villino Setteponti
Stunning independent vacation rental with WIFI, private pool, TV, terrace and pets allowed
- 11
- 5
- 3
Description
Villino Setteponti is located 1 km (4224 ft) from Loro Ciuffenna, Italy and only 33 km (20 mi) from Arezzo in the tourist area "Arno Valley". Villino Setteponti is a nice property (210 sq m) with private pool and WiFi internet. The property can accommodate up to 11 people comfortably in five bedrooms with three bathrooms.
Your Experience
When you arrive at Villino Setteponti 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, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 11 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: Arezzo 33 km (20 mi), Greve In Chianti 39 km (24 mi), Siena 63 km (39 mi), Florence 67 km (41 mi) and Montepulciano 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 154 km (95 mi), Forte Dei Marmi 161 km (100 mi), Rome 248 km (154 mi), Venice 310 km (193 mi) and Milan 351 km (218 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villino Setteponti. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 27 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) 72 km (45 mi), Pisa (psa) 135 km (84 mi), Bologna (blq) 159 km (99 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
The garden is fully enclosed and up to 3 dogs are permitted. Villino Blu
Residenza la Casuccia
Private Villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
- 6
- 3
- 2
Description
Are you looking for a house in Tuscany, in the countryside but close to a typical Tuscan village? Where you can live like a local and savor the true Italian hospitality and lifestyle? Then La Casuccia is the place for you!
The recently restored house enjoys beautiful panoramic views and is just minutes from the historic center of the village of Pergine Valdarno, which can also be reached on foot.
La Casuccia is an independent house that is part of the farm of the same name that produces wine and extra virgin olive oil.
We are in the heart of the Tuscan region, in a beautiful and very authentic area, and strategic to reach all the most popular destinations of our famous region.
Here you can relax surrounded by nature, but you can also decide to meet and get to know local people simply by going to the bar to have breakfast or to have an aperitif in the afternoon, you can experience moments of daily life in contact with the local community! Residenza la Casuccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Melaiolo Modern Apartment with Pool, Montaione, to
Comfortable flat with WIFI, A/C, pool and terrace, near San Gimignano
- 4
- 2
- 2
Description
Holiday rental Melaiolo Modern Apartment With Pool, Montaione, To is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Melaiolo Modern Apartment With Pool, Montaione, To is located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of shopping.
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: San Gimignano 20 km (12 mi), Greve In Chianti 52 km (32 mi), Florence 58 km (36 mi), Siena 60 km (37 mi) and Pisa 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 298 km (185 mi), Milan 347 km (216 mi) and Naples 489 km (304 mi).
Additional Information
Check-In Time: 15:00 - 18:00
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) 62 km (39 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 238 km (148 mi) and Venezia (vce) 306 km (190 mi).
More 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 learning the techniques needed to master Tuscan cuisine. 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 exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Melaiolo Modern Apartment With Pool, Montaione, To. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
The pool is heated from May to October and is shared exclusively by the ten apartments and three villas. Melaiolo Modern Apartment With Pool, Montaione, To
Villa di Cinzia
Unique holiday home with A/C, internet, private pool, TV, patio, panoramic view, near San Gimignano
- 12
- 6
- 6
Description
Villa Di Cinzia is located 10 km (6 mi) from Montaione, Italy and only 18 km (11 mi) from San Gimignano. Holiday home Villa Di Cinzia is a beautiful property (270 sq m) that includes air conditioning, internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In the same property there are other 8 accommodations (in separated buildings) provided with their own private garden and private pool.
Your Experience
After arriving at Villa Di Cinzia you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation 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 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.
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: San Gimignano 18 km (11 mi), Florence 59 km (37 mi), Pisa 61 km (38 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 59 km (37 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 303 km (188 mi), Venice 305 km (189 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:30 - 10:00
Pool Open: 8 April - 30 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): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 63 km (39 mi), Bologna (blq) 157 km (97 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 310 km (193 mi).
More 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 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 arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the extra cost.
La Nuova Sassa
Book 15 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 7 nights minimum and can not be combined with any other special offers.
Correggiolo Spereto Apartment with Pool, Montaione
Nice apartment with pool, WIFI, A/C, balcony and panoramic view, close to San Gimignano
- 2
- 1
- 1
Description
Conveniently located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano. Holiday home Correggiolo Spereto Apartment With Pool, Montaione is a beautiful property (70 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
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 20 km (12 mi), Greve In Chianti 52 km (32 mi), Florence 58 km (36 mi), Pisa 61 km (38 mi) and Siena 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 297 km (184 mi), Milan 347 km (216 mi) and Naples 488 km (303 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 62 km (39 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 306 km (190 mi).
Special 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 arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
The pool is heated from May to October and is shared exclusively by the ten apartments and three villas.
Please note that there are neighbors who are doing work on their homes.
Outdoor parking inside the property. Cars are not allowed inside Borgo di Spereto; each guest can enter to unload their luggage with a golf car.
Correggiolo Spereto Apartment With Pool, Montaione
Book your vacation for the period from 06 January 2026 to 09 January 2027 and save 15% (minimum 2 nights).
Villa i Colli
Independent Villa with A/C, hot tub, WIFI, private pool, TV, balcony, near San Gimignano
- 14
- 6
- 7
Description
Holiday rental Villa i Colli is a beautiful property (300 sq m) that includes private pool, WiFi internet and hot tub. The property can sleep up to 14 guests comfortably in six bedrooms with seven bathrooms. Villa i Colli is located 2 km (5174 ft) from Montaione, Italy and only 19 km (12 mi) from San Gimignano. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
What to Expect
The property which situated approx 1 km from Montaione and rented as a single environment of about 300 sqm, is made up of three apartments, two of which communicate with each other and one detached in a small outbuilding. In front of the main building, we find an enchanting "party room", all finished in wood and surrounded by large windows, equipped with table and chairs, armchairs, wood-burning oven, barbecue and stove for cooking. This party room can be booked on request, with an on site supplement payment.
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: San Gimignano 19 km (12 mi), Florence 58 km (36 mi), Pisa 58 km (36 mi), Greve In Chianti 63 km (39 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 87 km (54 mi), Forte Dei Marmi 93 km (58 mi), Rome 298 km (185 mi), Venice 301 km (187 mi) and Milan 345 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa i Colli. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 60 km (37 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 226 km (140 mi) and Venezia (vce) 305 km (190 mi).
Agriturismo i Colli
