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Villa Ivana - Cortona is a lovely holiday home (1052 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with ten bathrooms. Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property perfect for a splendid 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. Outside you will also find a barbecue grill and patio.
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: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
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
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
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid 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. 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 eight 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 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
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
| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
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
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| Montechioccioli 649.3 | 6 | 2 | 1 | ||
| Montechioccioli 649.4 | 12 | 6 | 3 | ||
| All 4 Accommodations | 30 | 12 | 6 |
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
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
| Accommodation | |||||
|---|---|---|---|---|---|
| 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 |
Property Summary:
Certina is a beautiful holiday rental located in the countryside of Pelago, Italy. It consists of two buildings – the owner's house and another building with four independent apartments. The property boasts a 33-hectare garden, a fenced swimming pool (6 x 12 meters, depth 130 - 160 cm) available seasonally from May 6th to September 23rd, and a private terrace with garden furniture. You can enjoy amenities such as a yard, parking, and the option of an installment plan for your stay.
Outdoors:
Certina is surrounded by a scenic stone courtyard and a peaceful wood with firs, pines, olive trees, and chestnut trees, providing picturesque paths for walking or mountain biking. The property offers an elevated position at 510 meters above sea level, ensuring a quiet and tranquil atmosphere. The fenced swimming pool features an internal staircase, an outdoor shower, and a barbecue area for guests to enjoy.
Other Information:
Inside the house, you can take advantage of a central heating system, a shared washing machine, and a weekly linen change. Room cleaning services are available upon request for an additional fee. Please note that heating is only available from November 1st to April 8th. For your convenience, Certina offers motor access to the house via an unmade road, with parking available on-site.
Distances and Attractions:
Certina is conveniently located 13 kilometers from the center of Pontassieve and 30 kilometers from the center of Florence. Local amenities in the area include a shop five kilometers away, a restaurant seven kilometers away, and the Pontassieve railway station 13 kilometers from the property. With its serene location and ample amenities, Certina is the perfect vacation rental for those seeking a peaceful retreat in the Italian countryside. Pontassieve 810
Special Offer for Certina 3 810.2
Apartment:
Certina 4 810.4
Certina 1 810.5
Certina 2 810.6
Portion of a farmhouse in a small group of houses, tastefully restored, in the hills overlooking the Arno valley, a few kilometers from Florence. All around there are olive groves, vineyards and oak woods; panoramic view of the valley. The property is equipped with a 800sqm garden. equipped with pool for exclusive use of the guests (8m. x 4m. prof. 120 / 180cm.), and features a furnished room for outdoor dining with barbecue and pizza oven. Wi-Fi free. Private parking in the property. Access with about 800m. of dirt road of which the last 50m. you have to go with caution. The house is located at 6km. from "Pontassieve", at 16km. from Florence, at 24km. from "Vicchio" (birthplace of Giotto and Fra Angelico) at 45km. from the "Barberino Designer Outlet" (over 100 stores of major brands of Italian and international fashion). Tutignano
Conveniently located in Rignano Sull'arno, Italy in the tourist area "Florence And Surroundings" and only 31 km (19 mi) from Greve In Chianti. Holiday home Villa Vigliano is a nice stone building (700 sq m) that includes private pool and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a splendid 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 sightseeing. There is a kitchen including coffee machine, toaster 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 garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 31 km (19 mi), Florence 50 km (31 mi), Arezzo 59 km (36 mi), San Gimignano 81 km (50 mi) and Montepulciano 90 km (56 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 136 km (85 mi), Forte Dei Marmi 143 km (89 mi), Rome 262 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 141 km (88 mi), Roma Ciampino (cia) 271 km (169 mi) and Genova (goa) 276 km (172 mi).
Villa Poggio Cherici
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.
At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.
Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km
Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Property Summary
Podere San Giuseppe, a beautifully renovated and comfortable farmhouse, offers an impressive vacation rental experience with an array of amenities and a magnificent panoramic position overlooking the charming hills covered with vineyards of Chianti in Castelnuovo Berardenga, Italy. The property boasts a Swimming Pool, Yard, Internet Wifi, and Parking facilities, ensuring your stay is both relaxing and convenient.
Outdoors
Immerse yourself in nature with Podere San Giuseppe's extensive outdoor spaces. Bask in the sun on the terrace, host a barbeque gathering, or take a refreshing dip in the seasonal swimming pool (5 x 12 m, depth 120 - 240 cm, available from May 15 to September 30). The private garden, complete with furniture, offers a serene retreat amidst the breathtaking countryside scenery.
Other Information
Podere San Giuseppe is well-equipped for year-round stays, featuring central heating available from November 1 to April 15. The property offers Wi-Fi internet access, ensuring you stay connected during your vacation rental. Conveniences like a nearby grocery store (1 km away) and riding stable (8 km away) enhance your overall experience.
Distances and Attractions
Located just 1 km from Castelnuovo Berardenga and 20 km from the center of Siena, Podere San Giuseppe is ideally situated for exploring the region's attractions. Nearby destinations include the center of Terme di Rapolano (15 km) and the center of Asciano (23 km), offering ample opportunities for day trips and sightseeing. Vanessa
| Accommodation | |||||
|---|---|---|---|---|---|
| Orietta 1 | 3 | 1 | 1 | ||
| Orietta 2 | 3 | 1 | 1 | ||
| Orietta 3 | 2 | 1 | 1 | ||
| Orietta 4 | 6 | 3 | 2 | ||
| All 4 Accommodations | 14 | 6 | 5 |
Four nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views over the surrounding landscape. All of the apartments are simply but nicely furnished, in a typical Tuscan style.
The access to the property is via an unpaved road of 2,3 km.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Castelnuovo Berardenga with all kinds of shops 10,5 km away, Siena 28 km, Radda in Chianti 40 km, Florence 77 km. Horse-back riding facilities 6 km away.
At guests’ disposal: large well-kept furnished garden, swimming-pool (5,5 x 13,5 m – maximum depth 2,4 m – open from 01/05 to 03/10), solarium (30 square meters) set in panoramic location. Small barbecues. Laundry with washing-machine and dryer (€ 3,- / per washing). WI-FI internet access and computer available (free of charge). Covered parking within the grounds.
Extra Services: Baby bed and high-chair available at € 10,- / per week each (to be paid on the spot). Maid service available by arrangement (€ 12,- / per hour to be paid locally).
Pets are allowed by paying an extra charge of € 10,- / per week (payment on site).
Check-in between 16.30 and 19.30
Please carefully check if there are any extra costs to be paid on site! Podere Orietta
Holiday home Rocche Di Valiano is a beautiful stone building that includes WiFi internet, air conditioning and pool. The residence has a total of nine private apartments. The property can sleep up to 34 people comfortably in 17 bedrooms with 14 bathrooms. Conveniently located 28 km (17 mi) from Castelnuovo Berardenga, Italy in the tourist area "Siena And Surroundings" and only 10 km (6 mi) from Siena.
The helpful caretakers live on the estate, in a separate apartment.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
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: Siena 10 km (6 mi), Greve In Chianti 37 km (23 mi), San Gimignano 43 km (26 mi), Montalcino 53 km (33 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 161 km (100 mi), Forte Dei Marmi 168 km (105 mi), Rome 245 km (152 mi), Venice 318 km (197 mi) and Milan 361 km (224 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Rocche Di Valiano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 85 km (53 mi), Pisa (psa) 130 km (81 mi), Bologna (blq) 166 km (103 mi), Roma Ciampino (cia) 254 km (158 mi) and Roma Fiumicino (fco) 266 km (165 mi).
Rocche Di Valiano