Vacation Rentals with Air Conditioning in Quercegrossa, Italy
Results 41 - 60 of 286
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Someone just enquired about this property!
Description
Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena. Property Villa Di Gaiole is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
The Experience
When you arrive at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, 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. 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 holiday, 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
Marielena Authentic Chianti Retreat: Panoramic Vie
Beautiful private holiday villa with A/C, WIFI, hot tub, TV, patio, panoramic view, near Siena
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Description
Marielena Authentic Chianti Retreat: Panoramic Vie is a lovely stone building (250 sq m) with hot tub, WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located 590 m (1900 ft) from Castell'in Villa, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. Also available outside are a patio, barbecue grill and hot tub. 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, 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 veranda 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: Siena 21 km (13 mi), Greve In Chianti 45 km (28 mi), Montalcino 52 km (32 mi), Montepulciano 54 km (34 mi) and San Gimignano 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 186 km (115 mi), Forte Dei Marmi 193 km (120 mi), Rome 231 km (144 mi), Venice 342 km (213 mi) and Milan 386 km (240 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) 105 km (65 mi), Pisa (psa) 140 km (87 mi), Bologna (blq) 191 km (119 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Marielena Authentic Chianti Retreat: Panoramic Vie. Ask for more details, including the extra cost and how to organize this service.
Marielena Authentic Chianti Retreat: Panoramic Vie
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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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| 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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| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. 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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Description
Beautiful country house situated in the heart of the renowned Chianti Classico region, approx. 20 km from Siena away. The house interiors are tastefully furnished with a charming combination of old materials and refined details. Outside guests can enjoy use of a personal, furnished, panoramic garden ideal for al-fresco dining and of a nice pool to be shared with the guests of 5 additional, nearby units.
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.) and wine estates.
Distances: Villa a Sesta (a small hamlet of houses with 4 restaurants) circa 600 meters away, Castelnuovo Berardenga with shops of all kinds 7 km, Gaiole 15 km, Radda 20 km away, Castellina 30 km, Rapolano (renowned spas) 20 km away, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70 km away.
At guests’ disposal: personal, furnished, covered outdoor area ideal for al-fresco dining, swimming-pool (12 x 4 m – min. depth 1,2 m – max. depth 1,6 m – open from 01/05 through 30/9– from 9:00 to 19:00) to be shared with the guests of 5 additional, nearby units.
The house provides free WI-FI internet (STARLINK), wired wireless stereo system, alarm system and safe.
Personal parking in front of the house.
Additional services: Baby bed upon request. Air conditioning in the whole house (€15,-/day - payment on the spot).
Please carefully check if there are any extra costs to be paid on site! Villa Nova
Book your vacation for the period from 01 April 2026 to 31 May 2026 and save 15% (minimum 3 nights).
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Casa alla Minuccia di Villa a Sesta
Superb independent villa with pool, A/C, WIFI, TV, patio and panoramic view, close to Siena
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Description
Conveniently located 710 m (2323 ft) from Villa A Sesta, Italy in the tourist area "Siena And Surroundings" and only 22 km (14 mi) from Siena. Casa Alla Minuccia Di Villa a Sesta is a beautiful holiday home (130 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with three bathrooms.
The swimming-pool is to be shared with the other 6 apartments.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio.
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: Siena 22 km (14 mi), Greve In Chianti 40 km (25 mi), Montepulciano 54 km (34 mi), Montalcino 55 km (34 mi) and Arezzo 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 94 km (58 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 231 km (143 mi), Venice 345 km (214 mi) and Milan 388 km (241 mi).
Additional Information
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) 109 km (68 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 252 km (157 mi).
Casa Minuccia
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Description
Comfortable country house in the hills of the renowned Chianti Classico area, about 20 km from Siena. The interiors are tastefully furnished using characteristic Tuscan materials. Outside, there is a private, furnished area where you can eat outdoors and enjoy views of the surrounding landscape. A beautiful pool is just a few meters away and is shared with the guests of the other units.
This property is strategically located right in the middle of the Chianti Classico production area, where there are numerous wineries for wine tasting. In the area there are also many castles (Brolio, Meleto, Bossi . . .) and medieval country churches.
At guests' disposal: private, covered outdoor space with dining area; completely enclosed pool area that is shared with the guests of the 5 adjacent units (12 x 4 m - minimum depth 0,5 m - maximum depth 1,5 m -open 01/05 to 30/9 - can be used from 9:00 to 19:00); Wifi internet; parking outside the grounds; barbecue; garden; air conditioning in the bedrooms
At the disposal of Casa Minuccia guests: Distances: Villa a Sesta (small hamlet with 4 restaurants) about 600 meters away, Castelnuovo Berardenga with shops of all kinds 7 km, Gaiole 15 km, Radda 20 km, Castellina 30 km, Rapolano (renowned thermal spas) 20 km, Siena 23 km, San Gimignano 57 km, Cortona 65 km, Florence and Arezzo 70 km.
Please check carefully for any extras that must be paid at the property! Casa Minuccia
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Medieval Castle Living: Vineyards, Swimming Pool &
Lovely holiday home with A/C, WIFI, private pool, balcony and panoramic view, near Siena
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Description
Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena. Holiday home Medieval Castle Living: Vineyards, Swimming Pool & is a nice stone building (800 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful 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 unwind 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 playground and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 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) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 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 needed 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Meals - If you'd like to have meals provided during your stay, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the extra costs.
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 individual 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.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Medieval Castle Living: Vineyards, Swimming Pool &
Book now and save 10%. Offer valid until 10 May 2026 and for a minimum stay of 2 nights.
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Someone else is looking at this property right now!
| Accommodation | |||
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| Il Boschetto 631.2 | 4 | 2 | 2 |
Description
Property Summary
Nestled in the heart of Tuscany, Italy, Montecagnano is a stunning agricultural estate offering an exceptional holiday rental experience just 12 km from the charming city of Siena. The estate comprises 4 detached houses, each surrounded by trees, along with 4 apartments, all set within a secluded position that makes it an ideal retreat for those seeking peace and tranquillity away from the demands of everyday life. Despite its private and serene setting, Montecagnano ensures guests remain fully connected, with internet and WiFi available throughout the stay. The estate is beautifully embraced by a fenced terraced garden spanning 3 ha, adorned with a rich variety of plants, trees, and an orchard, creating a lush natural environment that enhances the sense of escape. A magnificent swimming pool measuring 15 x 7 m completes this extraordinary property, offering guests a refined outdoor living experience within the grounds of Sovicille.
Outdoors
The outdoor spaces at Montecagnano are truly one of its most captivating features. The fenced terraced garden extends across 3 ha of carefully maintained land, filled with ornamental plants, mature trees, and a productive orchard that adds both beauty and character to the estate. The swimming pool, which measures 15 x 7 m with a depth ranging from 100 to 250 cm, is fenced for safety and is available seasonally from 15th May to 15th October, with opening hours from 09:00 to 19:00. An outdoor shower is also available for guests to use after enjoying the pool. The natural surroundings of the estate, with its wooded landscape and open green spaces, provide an idyllic setting for relaxing, exploring, and reconnecting with nature.
Other Information
Guests at Montecagnano should be aware that the owner of the estate lives in the same residence and has a dog. The estate also offers guests the opportunity to purchase farm products directly from the local sale, providing a genuine and authentic connection to the agricultural heritage of the property. The secluded position of the estate, situated outside the resort area, ensures a high degree of privacy while still allowing convenient access to local services and amenities.
Distances and Attractions
Montecagnano benefits from an excellent location within the Tuscan countryside, offering easy access to a wide range of attractions and essential services. The centre of Montecagnano is just 1.1 km away, while the magnificent city of Siena, with its world-renowned historic centre, is located only 12 km from the estate. The cultural and artistic capital of Florence can be reached within approximately 67 km, making it an ideal destination for a day trip. For everyday needs, a supermarket is conveniently situated just 8 km away. Those wishing to enjoy the coast will find the sandy beach of Marina di Cecina approximately 92 km from the estate, offering a refreshing seaside escape during the warmer months. Siena 631
Special Offer for Il Boschetto 631.2
Montelucci Chianti Agrivilla
Wonderful independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
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Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing 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. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized 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 Montelucci Chianti Agrivilla. 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 scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
Villa Campiglia
Independent Holiday home with A/C, WIFI, private pool, TV, patio, panoramic view, near San Gimignano
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Description
Villa Campiglia is a lovely holiday rental (110 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 8 km (5 mi) from Colle Di Val D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
The owners, friendly and at the same time discrete, live in an annex in the basement and are available to help, if necessary.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a patio 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 six people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (11 mi), Siena 34 km (21 mi), Greve In Chianti 51 km (32 mi), Florence 58 km (36 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 114 km (71 mi), Forte Dei Marmi 125 km (78 mi), Rome 273 km (169 mi), Venice 309 km (192 mi) and Milan 352 km (219 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) 73 km (45 mi), Pisa (psa) 86 km (54 mi), Bologna (blq) 158 km (98 mi), Genova (goa) 259 km (161 mi) and Roma Ciampino (cia) 282 km (175 mi).
Villa Campiglia
Villa L'Elsa Beautiful Country Home with View
Private Accommodation with sauna, A/C, private pool, hot tub, WIFI, terrace, close to San Gimignano
- 14
- 7
- 6
Description
Vacation rental Villa L'elsa Beautiful Country Home With View is a lovely property (350 sq m) that includes private pool, hot tub and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Villa L'elsa Beautiful Country Home With View is located 4 km (3 mi) from Colle Di Val D’elsa, Italy and only 10 km (6 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a 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 shopping. Outside you will also find a hot tub 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 10 km (6 mi), Siena 32 km (20 mi), Greve In Chianti 40 km (25 mi), Florence 52 km (32 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 146 km (91 mi), Forte Dei Marmi 153 km (95 mi), Rome 266 km (165 mi), Venice 303 km (188 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 1 March (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (40 mi), Pisa (psa) 92 km (57 mi), Bologna (blq) 151 km (94 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 284 km (176 mi).
More Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa L'elsa Beautiful Country Home With View. Inquire for more details, including the supplemental cost and how to organize this service.
Villa L'elsa Beautiful Country Home With View
Book 4 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
In high demand!
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Anilde, Holiday Home with Pool, Wifi, Tuscany
Independent Vacation home with A/C, WIFI, private pool, TV, pets allowed, near San Gimignano
- 8
- 4
- 2
Description
Conveniently located 7 km (4 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 23 km (14 mi) from San Gimignano. Anilde, Holiday Home with Pool, Wifi, Tuscany is a beautiful stone building (150 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms.
Your Experience
Upon arrival at Anilde, Holiday Home with Pool, Wifi, Tuscany 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 private 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 holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 23 km (14 mi), Siena 28 km (17 mi), Greve In Chianti 50 km (31 mi), Florence 57 km (36 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 267 km (166 mi), Milan 352 km (219 mi) and Naples 457 km (284 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Anilde, Holiday Home with Pool, Wifi, Tuscany. 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: 15 May - 21 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) 70 km (44 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 157 km (98 mi), Roma Ciampino (cia) 276 km (171 mi) and Roma Fiumicino (fco) 288 km (179 mi).
Anilde, Holiday Home with Pool, Wifi, Tuscany
Book your vacation for the period from 28 April 2026 to 16 May 2026 and save 20% (minimum 3 nights).
Book your vacation for the period from 16 May 2026 to 27 June 2026 and save 15% (minimum 3 nights).
Portanuova Home, Colle Val D'Elsa
Beautiful apartment with A/C, WIFI and TV, close to San Gimignano
- 5
- 2
- 2
Description
Conveniently located in Colle Di Val D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 18 km (11 mi) from San Gimignano. Portanuova Home, Colle Val D'elsa is a lovely holiday rental (160 sq m) with air conditioning and WiFi internet. The property can accommodate up to five guests comfortably in two bedrooms with two bathrooms.
The Experience
After arriving at Portanuova Home, Colle Val D'elsa you’ll find a beautiful clean well-maintained property with views of the city perfect for a peaceful holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Siena 31 km (19 mi), Greve In Chianti 40 km (25 mi), Florence 53 km (33 mi) and Montalcino 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 147 km (91 mi), Forte Dei Marmi 154 km (96 mi), Rome 265 km (165 mi), Venice 303 km (188 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 09:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (41 mi), Pisa (psa) 102 km (64 mi), Bologna (blq) 152 km (94 mi), Roma Ciampino (cia) 274 km (170 mi) and Genova (goa) 285 km (177 mi).
Portanuova Home, Colle Val D'elsa
Book your vacation for the period from 13 June 2025 to 06 January 2027 and save 10% (minimum 7 nights).
Book your vacation for the period from 13 June 2025 to 06 January 2027 and save 15% (minimum 14 nights).
Agriturismo la Pieve
Superb multi-unit villa with WIFI, pool, A/C, TV, patio and panoramic view, near San Gimignano
- 3
- 6
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Suite del Duca | 2 | 1 | 1 | ||
| Ermitage | 2 | 1 | 1 | ||
| Appartamento dei Cavalieri | 2 | 1 | 1 | ||
| All 3 Accommodations | 6 | 3 | 3 |
Description
Holiday rental Agriturismo La Pieve is a beautiful property that includes shared pool, WiFi internet and air conditioning. The villa / farmhouse / home has been divided into a total of three private apartments. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms. Conveniently located 8 km (5 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (10 mi) from San Gimignano. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. This holiday rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, such as 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 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 17 km (10 mi), Siena 37 km (23 mi), Greve In Chianti 51 km (32 mi), Florence 57 km (36 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (99 mi), Rome 271 km (169 mi), Venice 309 km (192 mi) and Milan 352 km (219 mi).
Additional Information
Check-In Time: 14:30 - 21:00
Check-Out Time: 06:00 - 10:00
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) 73 km (45 mi), Pisa (psa) 91 km (57 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 293 km (182 mi).
Agriturismo La Pieve
Special Offer for Ermitage
Book your vacation for the period from 01 April 2026 to 15 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 October 2026 to 03 November 2026 and save 10% (minimum 2 nights).
Casa Alfredo
Fabulous independent villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 6
- 3
- 2
Description
Property Summary
Casa Alfredo is a two-story vacation rental located in the hamlet of Castel San Gimignano, Colle Di Val D'elsa, Italy. This sunny property boasts a private, well-kept terraced garden with a fenced lawn and wildlife area. You can enjoy a fenced swimming pool (4 x 8 m) available seasonally from May 1 to October 15, along with amenities like an outdoor shower, patio, terrace, garden furniture, and barbecue. The rental also features Internet WiFi, parking for up to three cars, and baby equipment included.
Outdoors
Immerse yourself in the beauty of Tuscany with Casa Alfredo's stunning outdoor spaces. The private, well-kept terraced garden is fenced and features a lawn and wildlife garden, perfect for relaxation and exploration. Soak up the sun and take a refreshing dip in the fenced swimming pool (4 x 8 m), available seasonally from May 1 to October 15. Enjoy outdoor living with an outdoor shower, patio, terrace, garden furniture, and barbecue area. The owner/gardener ensures the pool is well-maintained for your enjoyment.
Other Information
Casa Alfredo offers a convenient location near essential amenities. A grocery store and bar are just 50 meters away, while a supermarket and restaurant are within 11 kilometers. For transportation, you can rent bicycles 12 kilometers away, catch a bus from the Castel San Gimignano stop (50 m), or take a train from the Colle di Val d'Elsa railway station (11 km). Stay active with indoor swimming, tennis, indoor tennis options 11 kilometers away, and walking paths starting just 100 meters from the vacation rental.
Distances and Attractions
Explore the rich history and culture of the region with nearby attractions. Volterra is 15 kilometers away, Certaldo is 30 kilometers, Siena is 40 kilometers, Florence is 65 kilometers, and Pisa is 80 kilometers from Casa Alfredo. This vacation rental is suitable for families and groups, but groups of teenagers are allowed only by request. The owner lives on the same property, ensuring a welcoming and comfortable stay. Casa Alfredo
- 4
- 1
- 1
In high demand!
Description
Property Summary
Il Fienile di Leo is a beautiful, rustic house with two stories, recently renovated in 2025. Surrounded by meadows and vineyards, this vacation rental offers a private, natural state property with a terraced garden. Located in a hamlet just 1 km from the center of Castel San Gimignano and 12 km from San Gimignano itself, the property boasts a secluded, sunny position on a slope in the countryside. Enjoy the convenience of parking at the house, as well as amenities like a yard, internet Wi-Fi, and parking.
Outdoors
The property features a private, natural state property with a terraced garden, offering a serene outdoor space to relax and enjoy the surroundings. It is situated in a hamlet with three houses, providing a peaceful and tranquil setting.
Other Information
The property is suitable for two adults and two children, making it an ideal choice for a family vacation rental. Local farm products are available for purchase, allowing you to experience the region's fresh and authentic flavors. Please note that the owner resides on the same property. Baby equipment is included, ensuring a convenient and comfortable stay for families with young children.
Distances and Attractions
The property is conveniently located just 1 km from the center of Castel San Gimignano and 12 km from the center of San Gimignano, a charming town in the province of Siena, Italy. Nearby attractions include Volterra (20 km), Siena (50 km), and Florence (70 km), offering ample opportunities to explore the rich cultural heritage and scenic beauty of the region. Additionally, the sandy beach of Cecina Mare is approximately 60 km away, and an outdoor swimming pool is located within 10 km of the property. Il Fienile di Leo
Podere Oliveta
Multi-unit accommodation with A/C, WIFI, pool, TV, patio, panoramic view, close to San Gimignano
- 4
- 10
- 5
- 4
Description
Vacation rental Podere Oliveta is a beautiful property that includes air conditioning, shared pool and WiFi internet. The villa / farmhouse / home has been divided into a total of four private units. The property can sleep 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.
What to Expect
After arriving at Podere Oliveta you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio and barbecue grill. This holiday home is a multi-unit property which is ideal 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.
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 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
