Certaldo Vacation Rentals with Guest Reviews
Pretty independent villa rental with private pool, A/C, WIFI, terrace and panoramic view
-10% Special Offer-
11
-
6
-
6
-
400 m2
Description
Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.
Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.
The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
● Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
● Fully private and fenced, surrounded by olive trees and terraced gardens
● Open lawns and shaded areas for dining and relaxing
Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.
The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.
Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
● Siena centre: approx. 10 minutes by car
● San Gimignano: around 45 minutes
● Florence: about 1 hour
● Chianti wine region: at your doorstep Villa del Mangia - Luxury Villa with Infinity Pool
Sole del Chianti
Unique independent villa rental with A/C, hot tub, sauna, private pool, WIFI, TV, patio
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20
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11
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10
-
600 m2
Description
Sole Del Chianti is a beautiful stone building (600 sq m) with air conditioning, WiFi internet and hot tub. The property can sleep up to 20 guests comfortably in 11 bedrooms with ten bathrooms. Sole Del Chianti is located in Tavarnelle Val Di Pesa, Italy and only 24 km (15 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings".
The property consists of a main building and an annex comprising two double bedrooms.
In case of reduced capacity (16 guests or fewer), the annex will remain closed and will not be usable.
Your 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. 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 hot tub, patio, playground and barbecue grill. 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 20 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), San Gimignano 25 km (16 mi), Florence 32 km (20 mi), Siena 47 km (29 mi) and Montalcino 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 32 km (20 mi), Viareggio 126 km (79 mi), Forte Dei Marmi 134 km (83 mi), Rome 281 km (175 mi), Venice 283 km (176 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 45 km (28 mi), Pisa (psa) 85 km (53 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 266 km (165 mi) and Venezia (vce) 285 km (177 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital 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 learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Meals - If you'd like to have meals provided during your stay, half-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Inquire about the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Sole Del Chianti. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
Sole Del Chianti
Villa Monteresi
Superb independent holiday villa with hot tub, WIFI, A/C, private pool, TV, patio, near Siena
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12
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6
-
7
-
800 m2
Description
Conveniently located in Monteresi, Italy in the tourist area "Siena And Surroundings" and only 9 km (5 mi) from Siena. Property Villa Monteresi is a beautiful stone building (800 sq m) that includes hot tub, air conditioning and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with seven bathrooms.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a barbecue grill, hot tub and patio. There is a 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 balcony where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 9 km (5 mi), San Gimignano 34 km (21 mi), Greve In Chianti 42 km (26 mi), Montalcino 50 km (31 mi) and Florence 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 159 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 248 km (154 mi), Venice 315 km (196 mi) and Milan 356 km (221 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) 77 km (48 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 164 km (102 mi), Roma Fiumicino (fco) 252 km (157 mi) and Roma Ciampino (cia) 260 km (161 mi).
Villa la Quercia
Villa Lastra
Stunning private holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Florence
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15
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7
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4
-
1000 m2
Description
Holiday home Villa Lastra is a beautiful stone building (1000 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 15 guests comfortably in seven bedrooms with four bathrooms. Conveniently located in Lastra A Signa, Italy in the tourist area "Florence And Surroundings" and only 14 km (9 mi) from Florence.
The housekeepers live in an apartment next to the property.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city ideal 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. For your pleasure, on the grounds there is 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 vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 15 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the 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 14 km (9 mi), Greve In Chianti 40 km (25 mi), San Gimignano 47 km (29 mi), Pisa 74 km (46 mi) and Siena 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 14 km (9 mi), Viareggio 100 km (62 mi), Forte Dei Marmi 110 km (68 mi), Rome 296 km (184 mi), Venice 259 km (161 mi) and Milan 301 km (187 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 18 km (11 mi), Pisa (psa) 76 km (47 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 241 km (150 mi) and Venezia (vce) 262 km (162 mi).
Villa Colomba
Villa Marliana
Pretty private holiday rental with private pool, A/C, WIFI, patio and panoramic view
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12
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6
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6
-
700 m2
Description
Gorgeous, recently renovated villa just 7 km from Vinci, the town where Leonardo da Vinci was born.
Nestled in the Tuscan countryside, this villa for 12 people offers an elegant pool with panoramic views.
Villa Marliana is ideal for a relaxing, quiet vacation with friends and family.
It is also an excellent base for exploring Tuscany’s major tourist and cultural attractions. The Tyrrhenian coast is just a one hour drive away.
At guests disposal: large, well-tended, completely enclosed garden; private saltwater pool (10 x 6 meters; depth: 1,3 meters); air conditioning in all the bedrooms; Wifi internet; panoramic views; furnished outdoor areas for relaxing and dining al fresco; parking
Distances: Cerreto Guidi with shops of all kinds 2 km, the charming medieval town of Vinci, with the Leonardo da Vinci museum just 7 km, Montecatini with thermal springs about 20 km, Florence about 40 km, Pisa about 60 km.
Please carefully check if there are any extra costs to be paid on site! Villa Marliana
Tenuta Cambiano
Independent Holiday rental with private pool, hot tub, WIFI, sauna, TV, terrace, panoramic view
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17
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9
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6
-
300 m2
Description
Beautiful property with swimming pool and tennis court located roughly 40km from Florence.
The property is a part of a large agricultural business managed directly by the owners: inside boasts large spaces while outside offers a fantastic swimming pool.
Guests can also use a tennis court/football pitch located roughly 50m from the villa.
The rental is composed of 4 units which are not internally connected and also offers a beautiful living area with a cinema area, a large fireplace, a small kitchen corner (microwave, American coffee maker, small dishwasher, espresso maker) and a children’s playroom with toys.
Guests can also enjoy a fully equipped gym, a sauna, a chromotherapy shower and a bathroom with a shower.
The owners live upon the property but do not share the use of the outdoor spaces or the swimming pool.
Renting this splendid property in Italy would also allow guests to easily reach Tuscany’s most famous attractions.
A 2km stretch of good-condition dirt road reaches the property.
Available to guests: private and fenced swimming pool reserved for the exclusive use of guests (18 x 9 m – max. depth 2.4m – minimum depth 1m). Private garden, barbecue, tennis court / football field, gym with the latest generation machines, cinema zone (65" TV with Dolby surround sound system), pool table, chromotherapy sauna and shower, Wi-Fi internet connection (only in the big living room and in the pool area).
Distances: Cambiano (shops of every kind) – 2.5 km, Castelfiorentino - 6 km, San Gimignano - 30 km, Florence - 40 km, Pistoia - 50 km, Siena - 60 km, Pisa - 60 km, Lucca - 60 km, Volterra - 65 km, Viareggio (Tuscan coast) - 85 km, Arezzo - 115 km.
Tenuta Cambiano is a rental villa, which also lends itself very well to holding organised events: inside there is also an area, which can hold between 80-100 people (pricing available upon request).
This part of the property remains closed and is not of use to guests unless for an organised event.
Please carefully check if there are any extra costs to be paid on site! Tenuta Cambiano
Amazing private accommodation with pool, A/C, WIFI, TV and pets allowed, close to San Gimignano
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19
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7
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6
-
290 m2
Description
Villa Le Ripe - Gambassi Terme, Toscana is a nice vacation rental (290 sq m) with air conditioning and WiFi internet. The property can sleep up to 19 guests comfortably in seven bedrooms with six bathrooms. Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano.
Your Experience
After arriving at Villa Le Ripe - Gambassi Terme, Toscana you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday 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 visiting museums. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 19 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Greve In Chianti 55 km (34 mi), Florence 55 km (34 mi), Siena 56 km (35 mi) and Pisa 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 101 km (63 mi), Forte Dei Marmi 113 km (70 mi), Rome 290 km (180 mi), Venice 297 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 57 km (35 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 244 km (151 mi) and Roma Ciampino (cia) 299 km (186 mi).
Villa Le Ripe - Gambassi Terme, Toscana
Villa Belvedere
Unique independent holiday villa with WIFI, private pool, TV and panoramic view, near San Gimignano
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8
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4
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3
-
240 m2
Description
Villa Belvedere, 240 square meters on two floors, comfortably accommodates up to eight people and offers a marvelous view that sweeps from the valley of the Cecina mountains to the soffioni of Lardarello and the Chianti hills.
The entrance of the vacation villa, where a stone inscription testifies to the ancient origins of the building, dating back to the late 16th century, leads on one side to a large and bright fully equipped kitchen with adjoining dining room, and on the other to a double bedroom with en suite bathroom equipped with shower, sink, toilet and bidet.
From outside there is access to a laundry room.
On the second floor are two living areas with a large fireplace, a double bedroom, two twin bedrooms, and two bathrooms with washbasin, toilet, and bidet, one of which has a bathtub/shower and the other a shower only.
Next to the holiday villa in Tuscany is a private swimming pool with umbrella and deck chairs, surrounded by a green area equipped with table, chairs and barbecue.
The pool, for the exclusive use of villa guests, measures 11.5 x 5.5 meters and is 1.5 meters deep. Open from May to October (depending on the Weather). Filtration with chlorine. Villa Belvedere
Villa Lucolena
Independent Vacation home with private pool, WIFI, TV, panoramic view, near Greve In Chianti
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10
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5
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2
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220 m2
Description
Welcoming villa with private swimming pool in the heart of Chianti. The property is surrounded by farming estates and rolling hills, turning this area in one of the most sought after of Tuscany. From the terrace of this villa rental in Chianti, guests can enjoy panoramic views over the surrounding countryside. The town of Figline Valdarno is just 14km away and is provided with a train station with regular connections to Florence and Arezzo.
Inside, this villa rental is welcoming and perfect for families or small groups of friends.
The guests staying in Villa Lucolena have access to: private swimming pool: 14m x 7m; minimum depth: 1,3m; maximum depth: 2,5m., private garden, wi-fi internet connection (free wi-fi), panoramic terrace furnished for al-fresco dining, barbecue,, marble bathrooms, washing machine, parking
Distances: Lucolena (with food shop) just a few steps away, Greve in Chianti (shops of any kind) 13 km away, Figline Valdarno 14 km away, Florence 35 km away, Siena 45 km away, San Gimignano 60 km away, Arezzo 65 km away, Montalcino (famous for its Brunello wine) 90 km away, Cortona 100 km away, Rome 275 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Lucolena
Podere la Botte, Pool, Lari
Fabulous independent holiday rental with private pool, WIFI, A/C, TV and veranda
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8
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4
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3
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250 m2
Description
Holiday home Podere la Botte, Pool, Lari is a beautiful property (250 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with three bathrooms. Conveniently located 4 km (2 mi) from Lari, Italy and only 29 km (18 mi) from Pisa.
What to Expect
When you arrive at Podere la Botte, Pool, Lari you’ll find a beautiful clean well-maintained property ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. 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 eight people.
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: Pisa 29 km (18 mi), San Gimignano 50 km (31 mi), Viareggio 58 km (36 mi), Lucca 62 km (38 mi) and Florence 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 58 km (36 mi), Forte Dei Marmi 69 km (43 mi), Rome 350 km (217 mi), Venice 310 km (192 mi) and Milan 315 km (196 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 2 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): Pisa (psa) 30 km (19 mi), Firenze Peretola (flr) 70 km (43 mi), Bologna (blq) 162 km (101 mi), Genova (goa) 209 km (130 mi) and Milano (lin) 309 km (192 mi).
Podere la Botte, Pool, Lari
Villa Antonella
Comfortable flat with WIFI, private pool, A/C and TV, close to San Gimignano
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16
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8
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7
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700 m2
Description
Property Summary
Nestled in the rolling hills of Tuscany, this magnificent holiday villa in Gambassi Terme, Italy, offers an extraordinary blend of historic grandeur and refined contemporary comfort. Proudly standing within its ancient walls, the property is ideally positioned just 12 km from the iconic medieval towers of San Gimignano and 24 km from the timeless city of Volterra, making it an exceptional base for exploring one of Italy's most celebrated regions. The estate extends across approximately 9 hectares of private gardens and woodland, ensuring complete seclusion and an atmosphere of absolute exclusivity. Connectivity is seamlessly provided through a complimentary high-speed Starlink Wi-Fi internet connection, allowing guests to remain effortlessly in touch while immersed in the tranquility of the Tuscan countryside. The villa is also recognized as an official Tuscan location for civil wedding ceremonies, celebrated in the presence of a municipal official, making it a truly unique and versatile destination.
Outdoors
The outdoor spaces of this remarkable estate are among its most captivating features, inviting guests to embrace the beauty of the Tuscan landscape at every turn. At the heart of outdoor life stands the splendid loggia with its elegant pergola, furnished with carefully selected outdoor furniture and serving as the ideal setting for alfresco breakfasts, leisurely dinners, social gatherings, and memorable celebrations. The loggia connects seamlessly with both the kitchen and the living room, creating a natural flow between interior and exterior living.
The crown jewel of the outdoor areas is undoubtedly the stunning non-heated infinity pool, an impressive structure measuring 8.5 x 15 metres with a depth ranging from 1.20 to 4.50 metres. The pool is open seasonally from 1 May 2026 to 15 October 2026, subject to booking status and weather conditions, and is generously equipped with sun loungers and deck chairs for the ultimate relaxation experience. An outdoor shower is also available on the sun terrace of the main villa, offering a refreshing complement to pool days.
The vast private park of 9 hectares of gardens and woodland surrounds the entire property, providing a serene and intimate environment for leisurely walks, outdoor recreation, and quiet afternoons in nature. The estate is secured by electric gates, ensuring the privacy and peace of mind of all guests throughout their stay.
Unit Layout
The property comprises 2 buildings, the main villa and a dependance, together accommodating a maximum of 16 guests across 8 bedrooms and 7 bathrooms, with the possibility of hosting up to 2 additional guests.
The main villa spans approximately 450 square metres and is distributed across 2 floors. On the ground floor, guests are welcomed by a spacious kitchen complete with a fireplace, a dedicated dining room also featuring a fireplace, and a large living room with a third fireplace, alongside a guest bathroom. Both the kitchen and the living room open directly onto the loggia with pergola. On the upper floor, the villa offers 2 double bedrooms, one of which is a generously proportioned master suite, each with its own private shower bathroom, as well as a study with a sofa bed. A sun terrace with an outdoor shower completes the upper level.
The dependance extends across approximately 250 square metres and is equally distributed across 2 floors. The ground floor features a large living room with a fireplace, 1 double bedroom, and 1 bathroom with a shower that is fully accessible for guests with disabilities. The upper floor accommodates 4 double bedrooms, one of which includes a private shower bathroom, 1 bedroom with bunk beds, and 2 further bathrooms with showers. The interiors of both buildings have been finely restored and tastefully furnished in a sober and elegant style, showcasing exceptional attention to detail and the use of prestigious materials including terracotta floors, coffered ceilings, marble kitchens and bathrooms, monumental pietra serena stone fireplaces, and a travertine balcony from Pienza.
Amenities Included
The villa has been thoughtfully equipped to ensure the highest standard of comfort and convenience throughout your stay. The fully fitted kitchen is stocked with an extensive range of appliances, including a dishwasher, microwave, 5-burner gas hob, oven, refrigerators, freezer, and an espresso machine, allowing guests to prepare meals with ease and pleasure. A barbecue is also available, perfectly complementing the outdoor dining experience on the loggia.
Climate control is provided throughout the property, with air conditioning installed in all bedrooms to ensure a restful and comfortable night's sleep. During cooler months, the multiple fireplaces distributed across both buildings, including those in the kitchen, dining room, and living rooms of both the villa and the dependance, create a warm and atmospheric ambiance that is quintessentially Tuscan. A washing machine is available within the dedicated laundry room, adding a practical dimension to longer stays.
Entertainment is well catered for with a television and satellite TV available for guests. The private garden, extending across the full 9 hectares of the estate, offers an unparalleled outdoor living environment, seamlessly integrated with the loggia, pool area, and woodland surroundings to create a cohesive and immersive experience of Tuscan country life.
Other Information
Check-in is available between 16:00 and 20:00, and check-out must be completed by 09:00. A security deposit of 1,000 euros is required upon arrival, payable by cash or credit card. A tourist tax is also to be paid on the spot at the time of check-in.
For stays outside the high and peak seasons, shorter rental periods are available on request, with a minimum stay of 3 nights during low season and 4 nights during mid season. Pets are welcome at the property, subject to an additional fee per pet.
On-site parking is available for guests throughout their stay. The estate is secured by electric gates, ensuring privacy and controlled access at all times. Pool towels are included in the rental, with additional sets available at an extra charge.
Guests have access to a wide range of unique activities and experiences both on the estate and in the surrounding area, including trekking, horse-riding, and cycling excursions, private guided tours of art cities, wine, olive oil, cured meat and truffle tastings, cooking classes, pasta and pizza-making courses, as well as mountain bike, e-bike, quad, and vintage car rentals.
Distances and Attractions
The villa enjoys an enviable location within the Tuscan countryside, offering effortless access to some of the region's most celebrated destinations. San Gimignano, renowned worldwide for its medieval skyline of towers and its prestigious Vernaccia white wine, is located just 12 km from the property, making it an easy and rewarding day trip. The ancient Etruscan city of Volterra, with its remarkable archaeological heritage and dramatic hilltop setting, lies 24 km away.
The surrounding area of Gambassi Terme and the broader Tuscan landscape offer a wealth of cultural, gastronomic, and natural experiences, from world-class wine estates in Chianti and the Val d'Elsa to historic thermal baths, artisan workshops, and traditional markets. The region's exceptional culinary tradition, encompassing truffles, aged cheeses, fine wines, and extra virgin olive oil, can be explored through the many tastings and guided experiences available directly through the villa.
Costs & Services
Included services
- Water, electricity and gas: included in the rental price
- Bed and bath linen: included (changed once per week)
- Wi-Fi internet connection (Starlink): included
- Pool towels: included (standard allocation)
- Baby cot: included
- High chair: included
Extra costs
- Final cleaning fee: 500 euros, to be paid on the spot
- Security deposit: 1,000 euros (cash or credit card)
- Tourist tax: to be paid on the spot
- Heating (available from 01.11 to 31.03): 200 euros per day
- Air conditioning: charged on consumption
- Extra cleaning: 25 euros per hour (minimum 4 hours)
- Extra linen: 10 euros per person (towels only: 6 euros per person)
- Extra pool towels: 8 euros per set
- Extra bed: 100 euros per week
- Pets: 80 euros per pet
- Wedding event fee: 1,200 euros (depending on period and number of guests)
On request
- Baby kit (high chair, cot, baby bath, kettle, etc.): available on request
- Catering service for breakfast, lunch or dinner: available on request
- Extra cleaning and extra linen: available on request
- Grocery delivery service: available on request
- Airport transfers: available on request
- Cooking staff: 33 euros per person per hour
- Dinner: from 50 euros per person (22 euros per child under 10 years), minimum 10 persons; prices on request for smaller groups
- Short stay periods (high and peak season excluded): available on request Villa Antonella
Villa Stolli
Fabulous private vacation home with private pool, WIFI, hot tub, TV, balcony, near Greve In Chianti
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10
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4
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4
-
250 m2
Description
House with private swimming pool in Chianti area, close to the town of Figline Valdarno.
Facing fields and hills, this villa is ideally situated to easily reach the most beautiful areas of Tuscany, Chianti and Valdarno. Figline Valdarno is just 7km away and offers shops and a train station with regular connections to Florence and Arezzo.
The property is part of a large and traditional mansion, at the same time provides total privacy as the garden and the swimming pool is at guests' exclusive disposal. Its access is via nice gardens, beautifully furnished. The private swimming pool enjoys panoramic hills views.
Inside, the villa is large and comfortably furnished.
At guests' disposal: furnished gardens for al-fresco dining, panoramic private swimming pool (10m x 5m; depth: 1,4m), wi-fi internet connection (free wi-fi), panoramic views, parking
Distances: Figline Valdarno (shops of any kind) 7 km away, Greve in Chianti 12 km away, Gaiole in Chianti 30 km away, Florence 40 km away, Arezzo 60 km away, San Gimignano 66 km away, Cortona 90 km away, Montepulciano 90 km away, Pienza 100 km away, Montalcino 110 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Stolli
Maggiano
Independent Villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near San Gimignano
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10
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5
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3
-
310 m2
Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
Villa Ulivacci
Amazing private villa rental with A/C, WIFI, private pool, TV, patio and panoramic view
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9
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5
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2
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335 m2
Description
Villa with private pool, close to Montevarchi, just a few kilometres away from some of the most important farms and wine producers of Tuscany.
The villa is a spacious country house and is perfect for guests who want to relax surrounded by nature and explore little villages and art cities in Tuscany such as Gaiole in Chianti, Castellina in Chianti, Radda in Chianti, Panzano, and also Florence, Siena, Arezzo.
The house has a private garden with swimming pool at the guests' exclusive use, there is also a covered patio equipped with tables and chairs and barbecue.
At the guest disposal: private swimming pool, private garden, covered veranda equipped with table and chairs for al fresco dining, internet wi-fi (free wi-fi), with PC and printer, barbecue, private parking; air contioned bedrooms.
Distances: Cavriglia (all kind of shops) 1,5 km, Gaiole in Chianti 11 km, Arezzo 40 km, Siena 40 km, San Gimignano a 60 km, Florence 60 km, Montepulciano 80 km, Montalcino 85 km, Pienza 85 km, Orvieto 135 km.
Please carefully check if there are any extra costs to be paid on site! Villa Ulivacci
Description
Dimora Chianti Shire: Stunning Tuscan Villa on Vin is a beautiful property (200 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms. Dimora Chianti Shire: Stunning Tuscan Villa on Vin is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
Upon arrival at Dimora Chianti Shire: Stunning Tuscan Villa on Vin you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Dimora Chianti Shire: Stunning Tuscan Villa on Vin
Podere Elsa
Unique multi-unit holiday home with pool, WIFI, TV, pets allowed and panoramic view
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2
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10
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Casa Vallino | 6 | 2 | 2 | 120 m2 | € 144 /Night |
Description
Podere Elsa is located 8 km (5 mi) from Castelfiorentino, Italy and only 29 km (18 mi) from San Gimignano. Holiday rental Podere Elsa is a nice stone building that includes shared pool and WiFi internet. The vacation home has been divided into a total of two independent apartments. The property can sleep up to ten people comfortably.
What to Expect
Upon arrival at Podere Elsa you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday 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 visiting museums. 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 vacation 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 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 29 km (18 mi), Florence 42 km (26 mi), Greve In Chianti 54 km (34 mi), Pisa 59 km (37 mi) and Lucca 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 88 km (55 mi), Forte Dei Marmi 100 km (62 mi), Rome 324 km (201 mi), Milan 331 km (206 mi) and Naples 515 km (320 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Podere Elsa. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 44 km (27 mi), Pisa (psa) 61 km (38 mi), Bologna (blq) 136 km (85 mi), Genova (goa) 231 km (143 mi) and Venezia (vce) 290 km (180 mi).
Additional Services
Cooking Lessons - Discover 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 pleasant way to spend time with friends and family while learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Podere Vallino
Villa Cafaggiola
Fabulous private vacation home with private pool, TV, patio and panoramic view
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7
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3
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2
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130 m2
Description
Villa Cafaggiola is a nice holiday home (130 sq m) with private pool. The property can accommodate up to seven people comfortably in three bedrooms with two bathrooms. Conveniently located 3 km (2 mi) from San Gimignano, Italy in the tourist area "San Gimignano And Surroundings" and only 46 km (29 mi) from Greve In Chianti. There is a golf course nearby if you'd like to get in a round or two while on vacation.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful 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. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 46 km (29 mi), Siena 47 km (29 mi), Florence 54 km (33 mi), Pisa 77 km (48 mi) and Montalcino 83 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 105 km (65 mi), Forte Dei Marmi 116 km (72 mi), Rome 282 km (175 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 12 May - 13 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) 69 km (43 mi), Pisa (psa) 77 km (48 mi), Bologna (blq) 153 km (95 mi), Genova (goa) 250 km (155 mi) and Roma Ciampino (cia) 291 km (181 mi).
Villa Cafaggiola
Lovely holiday home with pool, WIFI, A/C, TV and panoramic view, close to San Gimignano
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4
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2
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2
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100 m2
Description
Conveniently located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano. Ciliegino Spereto Apartment, Pool And Relax , Mont is a beautiful vacation rental (100 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
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 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).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a fun 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Inquire for more details about the additional cost.
Baby Sitting - A babysitter can be scheduled at Ciliegino Spereto Apartment, Pool And Relax , Mont. If you're traveling with kids and would like some alone time, talk 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.
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.
Ciliegino Spereto Apartment, Pool And Relax , Mont
Tenuta Borgo al Sole
Pretty multi-unit vacation home with A/C, WIFI, pool, TV, pets allowed and panoramic view
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4
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20
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6
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6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Soli | 4 | 1 | 1 | 70 m2 | € 69 /Night |
Description
Conveniently located 1 km (4118 ft) from Cusignano, Italy and only 35 km (22 mi) from San Gimignano. Property Tenuta Borgo al Sole is a nice property that includes WiFi internet, shared pool and air conditioning. Tenuta Borgo al Sole is a villa / farmhouse / home having a total of four independent units. The property can sleep up to 20 people comfortably.
The 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 ideal for a relaxing vacation 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 sightseeing. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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 35 km (22 mi), Florence 44 km (27 mi), Pisa 50 km (31 mi), Lucca 53 km (33 mi) and Greve In Chianti 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (56 mi), Rome 324 km (201 mi), Venice 284 km (177 mi) and Milan 334 km (207 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Tenuta Borgo al Sole. 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: 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) 44 km (28 mi), Pisa (psa) 52 km (32 mi), Bologna (blq) 137 km (85 mi), Genova (goa) 222 km (138 mi) and Venezia (vce) 290 km (180 mi).
The property comprises four rental flats and one occupied by the owner.
The property also includes a restaurant, which is open to the public from Thursday to Sunday. Tenuta Borgo al Sole
Le Masse - Greve in Chianti, Toscana
Independent Property with A/C, private pool, WIFI, TV, terrace, pets allowed, panoramic view
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8
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3
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2
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130 m2
Description
Le Masse - Greve In Chianti, Toscana is a lovely vacation rental (130 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with two bathrooms. Conveniently located in Greve In Chianti, Italy in the tourist area "Chianti" and only 34 km (21 mi) from Florence.
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 34 km (21 mi), Siena 43 km (26 mi), San Gimignano 51 km (31 mi), Arezzo 75 km (46 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 128 km (79 mi), Forte Dei Marmi 135 km (84 mi), Rome 278 km (173 mi), Venice 281 km (174 mi) and Milan 330 km (205 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Le Masse - Greve In Chianti, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 47 km (29 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 133 km (83 mi), Genova (goa) 266 km (165 mi) and Venezia (vce) 287 km (178 mi).
Le Masse - Greve In Chianti, Toscana