Chiocchio Holiday Rentals
Results 201 - 220 of 539
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Description
Holiday rental Villa Di Gaiole is a nice stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills ideal 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 sightseeing. There is a kitchen including microwave 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 garden 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 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
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Description
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Greve In Chianti. Villa Claudia is a beautiful stone building (260 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. 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 ten 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.
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 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
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) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
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Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
Casa Ovile
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near San Gimignano
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Description
Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).
Please carefully check if there are any extra costs to be paid on site! Casa Ovile
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.
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
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Description
Property Summary:
Country house "Le Buche" offers a serene retreat amidst sprawling fields and lush greenery, providing a tranquil escape from city life. The property boasts a vast fenced area of 10,000 m2, ensuring privacy and security. It features a meticulously maintained garden with verdant lawns and shady trees, perfect for enjoying the warm summer days. Amenities include a private above-ground swimming pool (9 x 4 meters) available from May 1 to September 30, complete with a slide, outdoor shower, and pool maintenance provided by the owner/gardener. Additionally, the property offers Internet Wifi, Parking, and a yard.
Outdoors:
Country house "Le Buche" offers a truly immersive outdoor experience. The property features a well-maintained garden with verdant lawns and trees, providing shady respite on hot summer days. The private swimming pool (above ground) measures 9 x 4 meters and is available for use from May 1 to September 30, complete with a slide, outdoor shower, and pool maintenance provided by the owner/gardener. For those who love to explore, walking paths can be found just 50 meters from the house, while a riding stable is located 8.5 km away.
Other Information:
The property is accessible via a 1.8 km long bumpy motor access road (via unmade road), so having a car is recommended for transportation. The nearest supermarket is conveniently located 2 km away, while the Pontassieve railway station is 7 km from the property. For those who prefer to dine in, a cook is available on request (extra), and half board is offered. Please note that the owner of the property lives on the premises and has a dog.
Distances and Attractions:
Country house "Le Buche" is situated in Pelago, Italy, just 5 km from the center of Pelago, 7 km from Pontassieve, and 30 km from the stunning city of Florence. Nearby attractions include the historic cities of Florence, Arezzo, and Siena, all easily accessible from the vacation rental. Additionally, the sandy beaches of Tirrenia are 95 km away, offering a refreshing coastal escape. Le Buche
Description
Property Summary
This charming 2-family house is situated in the heart of Gaiole In Chianti, Italy, offering an ideal vacation rental for those seeking an authentic Tuscan experience. The property provides essential modern amenities including Internet WiFi connectivity and convenient public parking available on the adjacent road (additional fee applies). The residence features a central heating system, available from November 1st to April 4th, with heating costs payable on-site.
Outdoors
The property's central location in Gaiole in Chianti provides an authentic Italian atmosphere with the charm of local architecture and the surrounding Tuscan landscape. The building's position offers easy access to the city center and local amenities while maintaining a peaceful environment.
Other Information
The property benefits from proximity to essential services, including a shop just 100 meters away and a supermarket within 500 meters. A local restaurant can be found 2 kilometers from the property, and public transportation is accessible via a bus stop 200 meters away. The central heating system operates seasonally from November 1st to April 4th.
Distances and Attractions
The property provides excellent access to numerous renowned destinations: Radda in Chianti (10 km), Castellina in Chianti (22 km), and Florence (65 km). Notable nearby attractions include the historic Castello di Meleto (5 km), Castelnuovo Berardenga (21 km), San Donato in Poggio (28 m), Greve in Chianti (29 km), Siena (40 km), and San Gimignano (55 km). For beach enthusiasts, Castiglione della Pescaia's sandy shores lie 125 km away, while the thermal baths of Rapolano Terme can be reached within 42 km. Gaiole Apartament
Podere Oliveta
Multi-unit accommodation with A/C, WIFI, pool, TV, patio, panoramic view, close to San Gimignano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Sparrow | 4 | 2 | 1 | ||
| Owl | 2 | 1 | 1 | ||
| Robin | 2 | 1 | 1 | ||
| Swallow | 2 | 1 | 1 | ||
| All 4 Accommodations | 10 | 5 | 4 |
Description
Podere Oliveta is a beautiful vacation rental with shared pool, air conditioning and WiFi internet. The villa / farmhouse / home has a total of four separate apartments. The property can accommodate up to ten people comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
The Experience
After arriving at Podere Oliveta you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. This property is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (11 mi), Greve In Chianti 32 km (20 mi), Siena 37 km (23 mi), Florence 44 km (27 mi) and Montalcino 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 146 km (90 mi), Rome 272 km (169 mi), Milan 341 km (212 mi) and Naples 463 km (287 mi).
Additional Information
Check-In Time: 13:00 - 19:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 June - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 57 km (35 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 280 km (174 mi) and Roma Ciampino (cia) 281 km (174 mi).
Podere Oliveta
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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| Accommodation | |||||
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| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
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| Accommodation | |||||
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| Certina 3 810.2 | 4 | 1 | 1 | ||
| Certina 4 810.4 | 4 | 2 | 1 | ||
| Certina 1 810.5 | 4 | 1 | 1 | ||
| Certina 2 810.6 | 4 | 1 | 1 | ||
| All 4 Accommodations | 16 | 5 | 4 |
Description
Property Summary
Nestled in the rolling Tuscan countryside of Pelago, Italy, Certina is a captivating vacation rental that invites guests to experience the tranquillity of an elevated rural retreat. The property is composed of 2 distinct buildings: the owner's residence and a second structure housing 4 independent apartments, all set within a breathtaking natural landscape. Sitting at 510 meters above sea level on top of a hill, Certina commands a serene and panoramic position that offers both seclusion and beauty. The estate is embraced by a generous 33-hectare garden, where firs, pines, olive trees, and chestnut trees create a lush and varied natural setting. A charming stone courtyard adds to the character of the property, while the surrounding woodland provides scenic paths ideal for leisurely walks or mountain biking adventures. Guests also have access to a fenced swimming pool measuring 6 x 12 meters, with a depth ranging from 130 to 160 cm, available seasonally from May 6th to September 23rd, making it a wonderful feature for warm-weather stays.
Outdoors
The outdoor spaces at Certina are thoughtfully designed to complement the natural surroundings and encourage relaxation in the open air. The fenced swimming pool, measuring 6 x 12 meters with a depth of 130 to 160 cm, is equipped with an internal staircase for easy access and is accompanied by an outdoor shower for guests' convenience. The pool is available on a seasonal basis, open from May 6th to September 23rd. Adjacent to the pool, a dedicated barbecue area provides an ideal setting for alfresco dining and social gatherings. The property also features a private terrace furnished with garden furniture, offering a comfortable space to unwind while taking in the peaceful countryside views. The expansive 33-hectare garden and the surrounding woodland with its scenic paths further enhance the outdoor experience, inviting guests to explore the natural beauty of the estate at their own pace.
Other Information
Certina is equipped with a central heating system, available exclusively from November 1st to April 8th, ensuring a warm and comfortable stay during the cooler months of the year. A shared washing machine is available on the property for guests' use, and a weekly linen change is included as part of the stay. Should guests require additional housekeeping, room cleaning services can be arranged upon request for a supplementary fee. The property is accessible by motor vehicle via an unmade road, and on-site parking is available for guests travelling by car.
Distances and Attractions
Certina benefits from a well-connected yet peaceful location, offering easy access to a range of local amenities and cultural attractions. A shop is situated approximately 5 kilometers from the property, while a restaurant can be found just 7 kilometers away, providing convenient options for dining and everyday needs. The Pontassieve railway station is located 13 kilometers from Certina, offering a practical link to the wider region. The town centre of Pontassieve itself is also 13 kilometers away, while the historic city of Florence, with its world-renowned art, architecture, and gastronomy, lies approximately 30 kilometers from the property, making it an easily accessible destination for day trips and cultural exploration. Pontassieve 810
Special Offer for Certina 3 810.2
Apartment:
Certina 4 810.4
Certina 1 810.5
Certina 2 810.6
Last-Minute Offer for Certina 3 810.2
Other apartments with last-minute offers:
Certina 4 810.4
Certina 1 810.5
Certina 2 810.6
Villa Lastra
Unique private property with A/C, WIFI, private pool, TV, patio, panoramic view, close to Florence
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Description
Conveniently located in Lastra A Signa, Italy in the tourist area "Florence And Surroundings" and only 14 km (9 mi) from Florence. Villa Lastra is a lovely stone building (1000 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 guests comfortably in seven bedrooms with four bathrooms.
The housekeepers live in an apartment next to the property.
What to Expect
Upon arrival at Villa Lastra you’ll find a nice clean well-maintained property with views of the city ideal for a splendid 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 unwind at the end the day. Also available outside are a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 15 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 14 km (9 mi), Greve In Chianti 40 km (25 mi), San Gimignano 47 km (29 mi), Pisa 74 km (46 mi) and Siena 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 14 km (9 mi), Viareggio 100 km (62 mi), Forte Dei Marmi 110 km (68 mi), Rome 296 km (184 mi), Venice 259 km (161 mi) and Milan 301 km (187 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 18 km (11 mi), Pisa (psa) 76 km (47 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 241 km (150 mi) and Venezia (vce) 262 km (162 mi).
Villa Colomba
Casa Cipressi
Private Vacation rental with private pool, WIFI, TV, patio, panoramic view, close to San Gimignano
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Description
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa provides nice, tastefully furnished interiors. The outside offers a large garden with lawn, private pool and a nice small pond.
On the premises there is a small outbuilding adjoining the villa offering a double bedroom with bathroom (rented only together with the villa to accommodate up to 6 people).
The location of this property is ideal to enjoy the Tuscan country-side and at the same time to visit the beautiful art cities of the region.
The access to the property is via an unpaved but well-maintained road.
Distances: Sciano with a bar and a pizzeria 1,5 km away, Certaldo with general stores and railway station 5 km, San Gimignano 18 km away, Siena 42 km, Volterra 45 km away, Florence (airport) 45 km away, Pisa (airport) 80 km.
At guests’ disposal: large furnished garden, equipped covered terrace, private swimming-pool (8 x 4 m – depth 1,5 m – open from 01/05 to 30/09), open-air shower (cold water only), barbecue. Fans are provided in all of the bedrooms.
The villa provides internet connection (WI-FI, free of charge).
Parking within the grounds.
Extra Services: Baby bed available free of charge. Maid service by arrangement € 10,- / per hour (to be paid on site).
Please carefully check if there are any extra costs to be paid on site! Casa Cipressi
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.
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Description
Villa Tregole is a nice stone building (270 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 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) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
Villa Tresanti
Private Holiday villa with WIFI, A/C, private pool, hot tub, TV, patio, close to San Gimignano
- 12
- 5
- 6
Description
Property Villa Tresanti is a nice property (420 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in five bedrooms with six bathrooms. Villa Tresanti is located 1 km (4276 ft) from Tresanti, Italy and only 21 km (13 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a playground, hot tub 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.
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 21 km (13 mi), Florence 37 km (23 mi), Greve In Chianti 39 km (24 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 37 km (23 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 105 km (65 mi), Rome 291 km (181 mi), Venice 279 km (173 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 1 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 39 km (24 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 131 km (81 mi), Genova (goa) 236 km (147 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can arrange 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.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Tresanti. Ask for more details, including the supplemental cost and how to organize this service.
Villa Bellavista
Casa Vasco
Private Vacation home with WIFI, private pool, terrace, panoramic view, close to San Gimignano
- 8
- 4
- 3
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
Il Nespolo Charming Apartment Fonterutoli - Siena,
Comfortable home with WIFI, A/C and TV, near Siena
- 4
- 2
- 1
Description
Il Nespolo Charming Apartment Fonterutoli - Siena, is located in the centre of Fonterutoli, Italy and only 17 km (11 mi) from Siena in the tourist area "Siena And Surroundings". Vacation rental Il Nespolo Charming Apartment Fonterutoli - Siena, is a lovely stone building (110 sq m) that includes WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.
What to Expect
When you arrive at Il Nespolo Charming Apartment Fonterutoli - Siena, 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 visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 17 km (11 mi), Greve In Chianti 25 km (16 mi), San Gimignano 38 km (23 mi), Florence 49 km (31 mi) and Montalcino 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (31 mi), Viareggio 141 km (88 mi), Forte Dei Marmi 151 km (94 mi), Rome 258 km (160 mi), Venice 296 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 149 km (93 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 279 km (174 mi).
More Services
Please note: Breakfast is served outside the property, in another building. Il Nespolo Charming Apartment Fonterutoli - Siena,
Book your vacation for the period from 07 April 2026 to 13 July 2026 and save 15% (minimum 2 nights).
In the Heart of Chianti, Pool, Wifi, View - Lillia
Wonderful holiday rental with private pool, WIFI, A/C, TV and panoramic view
- 10
- 5
- 5
Description
Conveniently located in the centre of Lilliano, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Holiday home In the Heart of Chianti, Pool, Wifi, View - Lillia is a beautiful property (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
The Experience
After arriving at In the Heart of Chianti, Pool, Wifi, View - Lillia you’ll find a nice clean well-maintained property ideal 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 hectic day of shopping. 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 ten 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: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 33 km (21 mi), Florence 60 km (37 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 162 km (100 mi), Rome 263 km (163 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 73 km (45 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
In the Heart of Chianti, Pool, Wifi, View - Lillia
Malmantile
Superb private vacation rental with private pool, WIFI, TV, patio and panoramic view, near Florence
- 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". Holiday home Malmantile is a nice stone building (350 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight people 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.
When you arrive at Malmantile 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 - visiting museums, sightseeing, shopping 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. For your pleasure, on the grounds there is a patio, tennis court and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 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.
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 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).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.
Cleaning service is included 8 hours per week. Malmantile
Villa Ancora
Private Vacation rental with A/C, private pool, WIFI, TV, veranda, panoramic view, near Florence
- 6
- 2
- 2
Description
Villa Ancora is a beautifully restored historic home designed to provide guests with the perfect blend of charm and modern comfort.
Nestled on the slopes of Monte Morello, just outside Florence, this inviting vacation retreat accommodates up to six guests with its two spacious bedrooms and bright, airy interiors. One of the villa’s standout features is its cozy fireplace, creating the perfect setting for warming up with loved ones on cooler days. The breathtaking views of the Florence valley and surrounding countryside provide a peaceful escape, while still being just a short distance from the city.
Surrounded by 82,000 square meters of private land, Villa Ancora offers guests a tranquil retreat with fruit trees, pastures, and lush woodlands. The enclosed garden features an above-ground pool, perfect for soaking up the sun and enjoying the serene atmosphere. A barbecue area with a dining table and chairs invites guests to enjoy outdoor meals in true Tuscan style.
Just 10 meters away, a separate property, Villa Tenuta Lonciano (also featured in our catalogue), shares only the entrance with Villa Ancora, ensuring privacy for both residences.
The villa’s prime location makes it ideal for a relaxing getaway, with opportunities for scenic walks and exploration in Monte Morello Natural Park. It is also within easy reach of Tuscany’s cultural treasures, including Florence (just 10 km away), Arezzo, Siena, and the charming villages of the Chianti and Val d’Orcia wine regions, where guests can indulge in fine wines and traditional Tuscan cuisine.
At guests’ disposal:
- Spacious, well-equipped outdoor areas
- Private above-ground pool (9 x 3 meters, depth 1.35 meters)
- Barbecue area for outdoor dining
- Free Wi-Fi
- 2 bedrooms and 2 bathrooms
- Air conditioning in one bedroom
- Private parking
- Laundry room with washing machine and dryer
Distances: Food shops 3 km away, Sesto Fiorentino (shops, restaurants) 6 km, Florence (airport and train station) 10 km, San Gimignano 75 km, Siena 90 km, Pisa (airport), Lucca, and Arezzo approximately 100 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Ancora
