Villas Near Town in San Polo in Chianti, Italy
Results 41 - 60 of 105
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
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
Villa Paola
Unique private vacation home with WIFI, private pool, TV, patio, panoramic view, close to Florence
- 12
- 6
- 6
Description
Vacation rental Villa Paola is a beautiful property (700 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Paola is located in Poggiolo-salaiole, Italy and only 23 km (14 mi) from Florence in the tourist area "Florence And Surroundings".
The Villa is equipped with a lift, moreover, in the backyard there is the accommodation of the house holder responsible for the reception and the maintenance of the park and the swimming-pool.
The Experience
After arriving 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 unwind 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 23 km (14 mi), Greve In Chianti 53 km (33 mi), San Gimignano 84 km (52 mi), Bologna 93 km (58 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 23 km (14 mi), Viareggio 130 km (81 mi), Forte Dei Marmi 137 km (85 mi), Rome 304 km (189 mi), Venice 249 km (155 mi) and Milan 292 km (181 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) 25 km (16 mi), Bologna (blq) 94 km (58 mi), Pisa (psa) 126 km (78 mi), Venezia (vce) 251 km (156 mi) and Treviso (tsf) 254 km (157 mi).
Villa Il Poggiolo
- 8
- 4
- 4
Description
Malmantile is located 3 km (2 mi) from Malmantile, Italy and only 19 km (12 mi) from Florence in the tourist area "Florence And Surroundings". Malmantile is a nice stone building (350 sq m) with WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
What to Expect
The present owner has restored the ancient tower and converted it into a confortable villa, furnishing it with antiques. From the garden, and especially from the pool, there are lovely views of the countryside and villages nearby. A 600 metre drive leads to the house through the vast grounds of this property. The villa is situated in the centre of an estate producing olive oil and wine.
Upon arrival at Malmantile you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill, patio and tennis court. 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 eight people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 19 km (12 mi), Greve In Chianti 39 km (24 mi), San Gimignano 46 km (29 mi), Pisa 61 km (38 mi) and Lucca 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (12 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 102 km (63 mi), Rome 301 km (187 mi), Venice 264 km (164 mi) and Milan 308 km (191 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 23 km (14 mi), Pisa (psa) 63 km (39 mi), Bologna (blq) 113 km (70 mi), Genova (goa) 236 km (146 mi) and Venezia (vce) 267 km (166 mi).
Special Services
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the additional cost.
Cleaning service is included 8 hours per week. Malmantile
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
Casa Vasco
Private Villa rental with WIFI, private pool, terrace, panoramic view, close to San Gimignano
- 8
- 4
- 3
In high demand!
Description
Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo.
The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party as a single rental villa. The largest apartment holds a dining room large enough for 8 guests to dine together.
The owners (who are very friendly but not intrusive) manage a family agricultural business from the same location and live a few meters away but do not share any of the outdoor areas with the guests – they do reserve access to a passage which runs below the largest apartment for use only when truly necessary. They will be available should guests require help or advice for what to visit and where to go to enjoy the best of Tuscany.
The property available for rent and the property where the owners live are separated by a border of flowers which gives the guests the most privacy possible.
This beautiful Tuscan property with a swimming pool is strategically located, this makes it easy for guests to see this region’s fantastic well-known towns and cities such as Certaldo, San Gimignano, Volterra, Florence, Siena and the Tuscan countryside.
The small town of Sciano is found just 450m from the house (easily reached on foot).
Available to guests: swimming pool reserved for the exclusive use of guests 12 x 6 m – maximum depth 1.7 m – minimum depth 1.2 m) open from 8am until 8pm and surrounded by beautiful garden, fenced and furnished with a gazebo, sunbeds and an outdoor shower, furnished area in front of the apartments with table and chairs for outdoor dining, Ping-Pong table. The rental has a safe (one in each of the apartments) and children’s cot (available upon request). Parking at the property. Pets are not allowed.
Distances: Sciano - 450m, Certaldo with a wide variety of shops and a train station - 5 km, San Gimignano - 18 km, Siena - 42 km, Volterra - 45 km, Florence (airport) - 45 km, Pisa (airport) - 80 km.
Please carefully check if there are any extra costs to be paid on site! Casa Vasco
Villa la Cicogna Tuscany
Stunning private villa with WIFI, private pool, TV, patio and panoramic view
- 10
- 5
- 3
Someone else is looking at this property right now!
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.
Tenuta Il Tresto
Unique multi-unit accommodation with WIFI, pool, TV, patio, panoramic view, close to San Gimignano
- 4
- 22
- 9
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Iris | 6 | 2 | 1 | ||
| Primula | 5 | 2 | 1 | ||
| Giaggiolo | 7 | 3 | 2 | ||
| Ginestra | 4 | 2 | 1 | ||
| All 4 Accommodations | 22 | 9 | 5 |
Description
Tenuta Il Tresto is a beautiful property with WiFi internet and shared pool. Tenuta Il Tresto is a villa / farmhouse / home that has a total of four private apartments. The property can sleep up to 22 guests comfortably in nine bedrooms with five bathrooms. Conveniently located in Poggibonsi, Italy in the tourist area "San Gimignano And Surroundings" and only 16 km (10 mi) from San Gimignano.
Your Experience
When you arrive at Tenuta Il Tresto you’ll find a beautiful clean well-maintained property perfect for a peaceful 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 unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. Each unit 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.
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 16 km (10 mi), Greve In Chianti 31 km (19 mi), Siena 35 km (22 mi), Florence 46 km (28 mi) and Montalcino 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 141 km (88 mi), Forte Dei Marmi 148 km (92 mi), Rome 264 km (164 mi), Venice 297 km (185 mi) and Milan 340 km (211 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 62 km (38 mi), Pisa (psa) 106 km (66 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 279 km (173 mi) and Genova (goa) 282 km (175 mi).
Special Services
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
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 property consists of 4 apartments and 8 bedrooms with bathroom, but we only manage 4 apartments.
Common room for breakfast is available (on request and to pay on the spot).
Swimming caps are compulsory for the use of the pool, which is open from 9 to 19.
Tenuta Il Tresto
- 14
- 7
- 6
Description
Imposing and elegant villa of the eighteenth century on two levels, well renovated keeping the original style, the spacious rooms with ceilings "caisson" in wood and terracotta floors; the furniture is elegant with many antique items. The property is nestled in the green valley of Mugello, a few kilometers from Florence and only 3km. from "Vicchio", birthplace of Giotto and Fra Angelico. The location of the villa allows you to easily reach the main towns of the region like Florence, Siena, Lucca, Pisa; It is also possible train connections starting from Vicchio station. The structure is surrounded by a 10.000 enclosed park. with old trees, in which is inserted the swimming pool for the exclusive use of guests (12m. x 5m. prof. 120 / 220cm.). The property also has a beautiful panoramic and equipped pergola for outdoor dining and private parking. Wi-Fi free.
The Villa is located 3km. from Vicchio (birthplace of Giotto and Fra Angelico), at 42km. from Florence, at 27km. from the "Barberino Designer Outlet" (over 100 stores of major brands of Italian and international fashion) and Lake "Bilancino" (canoeing, sailing, windsurfing), at 23km. from the "Poggio dei Medici Golf Club", at 6km. from the riding stable.
NOTE: arrivals must take place between 15.00 and 17.00 hours (unless otherwise notified). Pets are allowed by arrangement with the owners when booking. The villa, although it is attached from the back to the farm, where the caretaker lives, enjoys total privacy. Villa Di Collina
Villa San Lorenzo
Wonderful independent vacation home with WIFI, private pool, A/C, TV, patio and panoramic view
- 4
- 2
- 1
Description
Conveniently located 6 km (4 mi) from Vicchio, Italy in the tourist area "Florence And Surroundings" and only 43 km (27 mi) from Florence. Villa San Lorenzo is a beautiful stone building (90 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with one bathroom. There is a golf course nearby if you'd like to get in a round or two while on vacation.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outside you will also find a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the nice Tuscan weather.
In order to reach the property, you have to travel a dirt, partially paved road for approximately 300m.
IMPORTANT: One side of the property and a part of the garden adjoins the other property "la terrazza dei frati" (about 30 m. away) and they are divided simply by a laurel hedge. Both houses have a separate and independent entrance, outdoor pool and private spaces. There is the possibility of booking both houses together.
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: Florence 43 km (27 mi), Greve In Chianti 58 km (36 mi), Arezzo 87 km (54 mi), San Gimignano 92 km (57 mi) and Bologna 101 km (63 mi).
Some other major tourist destinations you should consider visiting are: Florence 43 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 145 km (90 mi), Rome 291 km (181 mi), Venice 257 km (160 mi) and Milan 300 km (186 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) 43 km (27 mi), Bologna (blq) 102 km (63 mi), Pisa (psa) 134 km (83 mi), Venezia (vce) 259 km (161 mi) and Treviso (tsf) 262 km (162 mi).
Vista San Lorenzo
- 14
- 7
- 6
Description
Villa Sieve is located 14 km (8 mi) from La Ginestra, Italy and only 37 km (23 mi) from Florence in the tourist area "Florence And Surroundings". Holiday rental Villa Sieve is a beautiful property (600 sq m) that includes WiFi internet and private pool. The property can accommodate up to 14 guests comfortably in seven bedrooms with six bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Outside you will also find a barbecue grill and tennis court. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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: Florence 37 km (23 mi), Greve In Chianti 60 km (38 mi), Arezzo 90 km (56 mi), Bologna 98 km (61 mi) and San Gimignano 111 km (69 mi).
Some other major tourist destinations you should consider visiting are: Florence 37 km (23 mi), Viareggio 135 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 294 km (182 mi), Venice 254 km (158 mi) and Milan 297 km (184 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) 39 km (24 mi), Bologna (blq) 99 km (61 mi), Pisa (psa) 130 km (81 mi), Venezia (vce) 256 km (159 mi) and Treviso (tsf) 258 km (160 mi).
Villa Gayo
Villa la Terrazza
Pretty independent villa with WIFI, hot tub, A/C, private pool, TV, patio and panoramic view
- 10
- 4
- 4
Description
Property Villa La Terrazza is a lovely stone building (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to ten guests comfortably in four bedrooms with four bathrooms. Villa La Terrazza is located 6 km (4 mi) from Vicchio, Italy and only 43 km (27 mi) from Florence in the tourist area "Florence And Surroundings".
The property is composed of the main building and the annex, however they are connected by a loggia.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
In order to reach the property, you have to travel a dirt, partially paved road for approximately 300m.
IMPORTANT: One side of the property and a part of the garden adjoins "San Lorenzo" (about 30 m. away) and they are divided simply by a laurel hedge. Both houses have a separate and independent entrance, outdoor pool and private spaces. There is the possibility of booking both houses together.
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: Florence 43 km (27 mi), Greve In Chianti 58 km (36 mi), Arezzo 87 km (54 mi), San Gimignano 92 km (57 mi) and Bologna 101 km (63 mi).
Some other major tourist destinations you should consider visiting are: Florence 43 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 145 km (90 mi), Rome 291 km (181 mi), Venice 257 km (160 mi) and Milan 300 km (186 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) 43 km (27 mi), Bologna (blq) 102 km (63 mi), Pisa (psa) 134 km (83 mi), Venezia (vce) 259 km (161 mi) and Treviso (tsf) 262 km (162 mi).
La Terrazza Dei Frati
- 7
- 4
- 3
Description
I Pioppi is located 4 km (3 mi) from Pilarciano, Italy and only 38 km (23 mi) from Florence in the tourist area "Florence And Surroundings". Holiday rental I Pioppi is a beautiful property (200 sq m) that includes private pool and WiFi internet. The property can sleep up to seven people comfortably in four bedrooms with three bathrooms.
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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. There is a kitchen including coffee machine, microwave and toaster, as well as, plenty of tableware and cutlery for up to seven 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: Florence 38 km (23 mi), Greve In Chianti 84 km (52 mi), Bologna 96 km (60 mi), Arezzo 96 km (60 mi) and San Gimignano 108 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 38 km (23 mi), Viareggio 133 km (82 mi), Forte Dei Marmi 140 km (87 mi), Rome 300 km (186 mi), Venice 252 km (156 mi) and Milan 295 km (183 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 37 km (23 mi), Bologna (blq) 97 km (60 mi), Pisa (psa) 128 km (80 mi), Venezia (vce) 254 km (158 mi) and Treviso (tsf) 256 km (159 mi).
I Pioppi
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa i Cedri
Fabulous independent villa rental with private pool, WIFI, TV, patio and panoramic view
- 16
- 8
- 4
Description
Property Villa i Cedri is a nice property (360 sq m) that includes WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with four bathrooms. Conveniently located 8 km (5 mi) from Vicchio, Italy in the tourist area "Florence And Surroundings" and only 36 km (22 mi) from Florence. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a barbecue grill, patio and playground. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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: Florence 36 km (22 mi), Greve In Chianti 82 km (51 mi), Bologna 94 km (59 mi), Arezzo 100 km (62 mi) and San Gimignano 107 km (66 mi).
Some other major tourist destinations you should consider visiting are: Florence 36 km (22 mi), Viareggio 131 km (81 mi), Forte Dei Marmi 138 km (86 mi), Rome 304 km (189 mi), Venice 250 km (155 mi) and Milan 293 km (182 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) 36 km (22 mi), Bologna (blq) 95 km (59 mi), Pisa (psa) 127 km (79 mi), Venezia (vce) 252 km (157 mi) and Treviso (tsf) 255 km (158 mi).
Villa Vezzano
Villa Francesca
Amazing private villa rental with sauna, private pool, WIFI, TV, patio and panoramic view
- 20
- 10
- 12
Description
Conveniently located 11 km (7 mi) from Vicchio, Italy in the tourist area "Florence And Surroundings" and only 36 km (23 mi) from Florence. Villa Francesca is a nice holiday home (600 sq m) with private pool and WiFi internet. The property can accommodate up to 20 guests comfortably in ten bedrooms with 12 bathrooms.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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. Also available outside are 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 coffee machine, microwave, toaster, stove 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 veranda is the ideal setting to enjoy food, family and the lovely 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: Florence 36 km (23 mi), Greve In Chianti 61 km (38 mi), Arezzo 90 km (56 mi), Bologna 97 km (61 mi) and San Gimignano 110 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 36 km (23 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 141 km (88 mi), Rome 294 km (183 mi), Venice 253 km (157 mi) and Milan 296 km (184 mi).
Additional Information
The railway line at about 15 meters from the house is a local line. There are no trains in the night. During the day trains pass approximately each hour.
The road at about 50 meters is a secondary road with no busy traffic.
Other Information:
- Ceremonies and receptions can be organized in the Villa and in the park.
- There is also a tennis court at guests' disposal which is shared with another nearby villa.
- The villa borders an old local railway line.
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) 38 km (24 mi), Bologna (blq) 98 km (61 mi), Pisa (psa) 130 km (81 mi), Venezia (vce) 256 km (159 mi) and Treviso (tsf) 258 km (160 mi).
Villa Eugenia
Villa Cinzia
Stunning independent vacation home with WIFI, private pool, TV, patio and panoramic view
- 8
- 4
- 3
Description
Conveniently located 4 km (3 mi) from Vicchio, Italy in the tourist area "Florence And Surroundings" and only 39 km (24 mi) from Florence. Villa Cinzia is a nice holiday rental (300 sq m) with WiFi internet and private pool. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing 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 sightseeing. Outside you will also find a barbecue grill and patio. There is a kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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: Florence 39 km (24 mi), Greve In Chianti 85 km (53 mi), Arezzo 96 km (60 mi), Bologna 97 km (60 mi) and San Gimignano 110 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 39 km (24 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 141 km (88 mi), Rome 300 km (186 mi), Venice 253 km (157 mi) and Milan 296 km (184 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) 39 km (24 mi), Bologna (blq) 98 km (61 mi), Pisa (psa) 130 km (81 mi), Venezia (vce) 255 km (159 mi) and Treviso (tsf) 259 km (161 mi).
Villa Il Colle
Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac
Independent Villa with WIFI, A/C, hot tub, pets allowed, panoramic view, close to Florence
- 4
- 2
- 2
In high demand!
Description
Vacation rental Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac is a nice property (110 sq m) that includes air conditioning, WiFi internet and hot tub. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located in Poggio A Caiano, Italy in the tourist area "Florence And Surroundings" and only 21 km (13 mi) from Florence.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills and the city ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 21 km (13 mi), San Gimignano 57 km (36 mi), Greve In Chianti 57 km (36 mi), Lucca 67 km (42 mi) and Pisa 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 88 km (55 mi), Forte Dei Marmi 95 km (59 mi), Rome 313 km (194 mi), Venice 256 km (159 mi) and Milan 305 km (190 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac. If you have a large dog or multiple pets, please inquire 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) 19 km (12 mi), Pisa (psa) 73 km (45 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 226 km (140 mi) and Venezia (vce) 262 km (163 mi).
Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac
Book your vacation for the period from 10 February 2026 to 25 April 2026 and save 20% (minimum 3 nights).
- 3
- 10
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Certaldo 1 | 3 | 1 | 1 | ||
| Certaldo 2 | 3 | 1 | 1 | ||
| Certaldo 3 | 4 | 1 | 1 | ||
| All 3 Accommodations | 10 | 3 | 3 |
Description
Ancient building comprising 4 apartments (one is occupied by the property owners) situated in the historical centre of the medieval town of Certaldo Alto. All of the 3 units have been recently restored and offer nicely furnished and cozy interiors. At their arrival, guests staying at Certaldo will be given a permission allowing them to drive to their apartment and make use of a parking situated in an internal courtyard near the apartments. During the month of July (approx. 10 days) there is a very nice “festival” (“named Mercantia”) taking place in the historical centre of Certaldo Alto (the oldest part of the town), where local artists and artisans show their works until late at the night. During this period of the year the access to the internal courtyard for parking is not possible.
Distances: the centre of Certaldo Basso with all kind of shops and train station (with trains to Florence and Siena) 500 m away (the town is also accessible by a funicular leaving every 15 minutes - duration of the trip 1 minute), Florence 40 km away, Siena 35 km, the renowned town of San Gimignano 9 km away, Volterra 50 km, Pisa 55 km.
At guests disposal: guests have access to a beautiful tower (common room) overlooking the roofs of the ancient town and offering splendid panoramic views over the surrounding landscape and San Gimignano in the distance. This tower is furnished with tables and chairs and in summer it also provides sun-beds. Wi-fi internet access (free of charge). All of the apartments provide mosquito nets and fans in the bedrooms.
Parking.
Extra Services: Baby bed upon request (free of charge). Maid service available by arrangement (€ 10,- / per hour to be paid locally). Transfer service available by a 6 or a 9-seat minvan (rates upon request).
Small pets are allowed.
Please carefully check if there are any extra costs to be paid on site! Certaldo
Last-Minute Offer for Certaldo 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Certaldo 2
Certaldo 3
Villa Novellina
Private Vacation rental with private pool, A/C, WIFI, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 5
Someone just enquired about this property!
Description
Property Summary
Nestled in the heart of the Chianti region in Certaldo, Italy, Villa Novellina is a beautifully restored farmhouse set within an extraordinary panoramic landscape that stretches across more than 69 hectares of vineyards, olive groves, and quintessential Tuscan countryside. Perfectly positioned halfway between Florence and Siena, this remarkable property offers the ideal setting for a holiday that seamlessly blends pure relaxation with cultural exploration and outdoor pursuits, including the opportunity to enjoy a round or 2 of golf in the surrounding area. The estate is also home to the production of extra virgin olive oil, adding an authentic and deeply rooted agricultural character to the experience. Guests of Villa Novellina benefit from exclusive access to a private swimming pool, a generous and beautifully landscaped yard, complimentary Internet WiFi throughout the property, and dedicated private parking, all of which contribute to a stay of exceptional comfort and convenience.
Outdoors
The outdoor spaces at Villa Novellina are thoughtfully designed to make the most of the property's breathtaking natural surroundings. The large private garden features a swimming pool measuring 5 by 10 metres, fully equipped with sun loungers and umbrellas to ensure a comfortable and leisurely experience under the Tuscan sun. A covered patio provides a welcome shaded retreat during the warmer hours of the day. Throughout the garden, several carefully arranged seating areas with tables and chairs invite guests to sit, unwind, and savour a glass of Chianti while taking in the sweeping panoramic views, which extend all the way to the magnificent town of San Gimignano. A covered loggia serves as the perfect setting for al fresco dining, and a barbecue is also available for guests who wish to enjoy outdoor cooking during their stay. An additional pergola further enhances the variety of outdoor spaces available, ensuring that every moment spent outside is as enjoyable and memorable as possible.
Other Information
Villa Novellina is 1 of 2 farmhouses situated on the estate, the second being Fienile, located just behind the main property. An English-speaking caretaker resides at Fienile and is readily available to assist guests with any questions or needs that may arise during their stay, while remaining fully respectful of guests' privacy at all times. The garden, pergola, pool, and all outdoor facilities are entirely private and reserved exclusively for the guests of Villa Novellina. The owners of the estate are actively engaged in the production of extra virgin olive oil, reflecting the deep agricultural heritage of the property and the wider Chianti region.
Distances and Attractions
Villa Novellina enjoys an enviable location in the Chianti region, positioned midway between the iconic cities of Florence and Siena, placing 2 of Tuscany's most celebrated cultural destinations within comfortable reach. The extraordinary hilltop town of San Gimignano, renowned for its medieval towers and historic charm, is visible directly from the property's garden and is easily accessible for a day visit. The surrounding area offers a wealth of attractions, from world-class wineries and olive oil estates to charming villages, local restaurants, artisan shops, and scenic countryside ideal for walking and cycling. Golf enthusiasts will also find opportunities to enjoy the sport in the vicinity, making Villa Novellina a versatile base for guests with a wide range of interests. Villa Novellina
Villa la Collina
Fabulous private vacation rental with A/C, private pool, WIFI, TV, patio and pets allowed
- 10
- 5
- 4
Description
Holiday home Villa La Collina is a nice property (200 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with four bathrooms. Villa La Collina is located in Borgo San Lorenzo, Italy and only 33 km (20 mi) from Florence in the tourist area "Florence And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on holiday.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing 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 relax at the end the day. For your pleasure, on the grounds there is a playground, barbecue grill and patio. 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 holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 33 km (20 mi), Greve In Chianti 77 km (48 mi), Bologna 89 km (55 mi), San Gimignano 101 km (63 mi) and Lucca 107 km (66 mi).
Some other major tourist destinations you should consider visiting are: Florence 33 km (20 mi), Viareggio 126 km (78 mi), Forte Dei Marmi 133 km (82 mi), Rome 332 km (206 mi), Venice 245 km (152 mi) and Milan 288 km (179 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa La Collina. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 8 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) 48 km (30 mi), Bologna (blq) 89 km (56 mi), Pisa (psa) 121 km (75 mi), Venezia (vce) 247 km (153 mi) and Treviso (tsf) 252 km (156 mi).
Podere Collina
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
