Vacation Rentals with Air Conditioning in Gello Biscardo, Italy
Results 81 - 100 of 246
Podere i Gigli
Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona
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Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Villa degli Olivi
Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
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Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
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 | |||||
|---|---|---|---|---|---|
| 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
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Amazing independent holiday home with WIFI, private pool, A/C and TV
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Description
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". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a beautiful property (200 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms.
Your Experience
After arriving 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 relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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 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.
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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 10% (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.
Villa Noceta
Stunning independent house with A/C, WIFI, private pool, TV, panoramic view, close to Cortona
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Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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
Villa Taragnano
Beautiful independent house with private pool, A/C, WIFI and patio, close to Cortona
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Description
Villa Taragnano is located 540 m (1742 ft) from Sant'enea, Italy and only 17 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday rental Villa Taragnano is a beautiful stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms.
What to Expect
After arriving at Villa Taragnano you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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: Cortona 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
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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.
Villa Cortona: Eco-Sustainable Luxury Estate with
Beautiful independent property with private pool, A/C, sauna, WIFI, TV and patio, near Cortona
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Description
Holiday rental Villa Cortona: Eco-Sustainable Luxury Estate with is a beautiful property (600 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Villa Cortona: Eco-Sustainable Luxury Estate with is located in Pozzo Della Chiana, Italy and only 21 km (13 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 21 km (13 mi), Arezzo 25 km (15 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 188 km (117 mi), Forte Dei Marmi 195 km (121 mi), Rome 200 km (124 mi), Venice 345 km (214 mi) and Milan 388 km (241 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) 107 km (66 mi), Pisa (psa) 169 km (105 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Special Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.
Villa Cortona: Eco-Sustainable Luxury Estate with
Book now and save 10%. Offer valid until 30 April 2026 and for a minimum stay of 4 nights.
Torre del Cielo
Amazing private holiday rental with private pool, hot tub, WIFI, A/C, TV, patio and panoramic view
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Description
Conveniently located 5 km (3 mi) from Monterchi, Italy in the tourist area "Arezzo And Surroundings" and only 29 km (18 mi) from Arezzo. Holiday rental Torre del Cielo is a lovely stone building (250 sq m) that includes hot tub, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with five bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
What to Expect
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: Arezzo 29 km (18 mi), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 206 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Palazzo Rosadi" villa (for 12 people), located 50m away.Additional Information
Pool Open: 1 April - 28 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Special Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Torre del Cielo
Book your vacation for the period from 01 September 2026 to 31 October 2026 and save 10% (minimum 5 nights).
Palazzo Rosadi
Pretty independent holiday villa with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view
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Description
Palazzo Rosadi is a lovely stone building (500 sq m) with hot tub, private pool and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with seven bathrooms. Palazzo Rosadi is located 5 km (3 mi) from Monterchi, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
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: Arezzo 29 km (18 mi), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Torre del Cielo" villa (for 10 people), located 50m away.
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 April - 28 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire 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 scheduled by the owner. Ask for more details about the supplemental cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Palazzo Rosadi
Book your vacation for the period from 01 August 2026 to 15 August 2026 and save 20% (minimum 7 nights).
Book 45 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Dimora di Castroncello
Pretty private holiday villa with WIFI, A/C, private pool, veranda and panoramic view, near Cortona
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Description
Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Dimora Di Castroncello is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms.
What to Expect
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 relaxing holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 vacation. 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 veranda is the ideal setting to enjoy food, family and the nice 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: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 16:00 - 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Book now and save 10%. Offer valid until 05 April 2026 and for a minimum stay of 5 nights.
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Description
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.
Villa le Capanne
Multi-unit holiday villa with pool, WIFI, A/C, pets allowed, panoramic view, close to Cortona
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Description
Property Villa Le Capanne is a nice property that includes WiFi internet, air conditioning and pool. Villa Le Capanne is a vacation home having a total of four separate units. The property can sleep up to 21 guests comfortably. Villa Le Capanne is located 1 km (4382 ft) from Pieve Di Chio, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. A lot of people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom.
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: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Special Services
Villa Le Capanne
Ville Rosadi Weddings
Pretty private villa rental with WIFI, A/C, hot tub, private pool, TV, patio and panoramic view
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Description
If you are after a fairytale setting and wedding venue for your wedding in Tuscany then these incredible properties certainly fit the bill. Palazzo Rosadi and Torre del Cielo are two stunning villas in Monterchi that can be rented together to host special events and weddings, accommodating up to 22 people in 11 bedrooms (with 12 bathrooms, 11 of which are ensuite bathrooms) between the two properties. Located on a large and lovely estate that stretches across 25 hectares and is encircled by lush wooded surroundings, these romantic wedding villas are perched on a hillside with astounding views over the famous rolling hills of the Tuscan landscape. A perfectly picturesque and peaceful spot to escape daily life and concerns and to make beautiful memories as you start a life together, these pretty villas have all of the amenities and facilities that one could possibly need for an idyllic destination wedding in Tuscany.
Both typical stone-faced Tuscan villas with terracotta roofs, Palazzo Rosadi is the larger property with six bedrooms and seven bathrooms. Palazzo Rosadi also has a more grand and formal appearance and large interiors with high ceilings and spacious rooms. The decor is elegant with chic bedrooms, a large open-plan living and dining space, pretty little sitting rooms, a charming country kitchen, big bathrooms, and lots of wonderful details such as antique furniture, painted decorative patterns and designs on walls and ceilings, and more. Torre del Cielo, meanwhile, has five bedrooms and bathrooms and looks more like a romantic farmhouse nestled into a gorgeous garden that is alive with blooms. However, do not be deceived. It is still a relatively large villa with spacious interiors featuring exposed beam ceilings and stone walls, pretty bedrooms that really look like something from a storybook, a lovely big kitchen, and an open-plan dining and living room that boasts a massive fireplace. Both houses also boast air-conditioning in all of the bedrooms and WIFI throughout the properties. If you are thinking of getting married in Italy and you are looking for a wedding venue in Tuscany that can house both wedding receptions and your guests, then these romantic wedding villas make for the perfect setting.
The two properties are full of character but they are only made more appealing by the outdoor space of this estate with the woods; the three hectares of groomed gardens across three terraces; the endless outdoor dining areas and benches taking in pretty views of the Tuscan countryside for outdoor meals or escaping with a coffee and a good book for a while; and two swimming pools (one of which 12 x 6 mt; depth: 1,5 mt) with sun-loungers, a heated Jacuzzi (avaliable on request), and an old stone barn that has been made into a large shower and changing room with bathroom facilities. This wonderful exterior space of the estate is ideal for an outdoor wedding and means that incredible wedding meals can be arranged at tables set up on those terraces taking in sweeping views across the rolling hills of the Tuscan landscape, wedding ceremonies can take place in the pretty Italian garden with flowers all around, and your guests have plenty to do and keep themselves occupied with around the special day, allowing everyone to make incredible memories. For your wedding photography, too, there are endless stunning backdrops to perfectly capture your magical and romantic wedding in this fairytale setting.
So, if you having been dreaming of a destination wedding in Tuscany and having your special day in the most magical of settings then be sure to get in touch about these truly stunning wedding villas in Tuscany. Make your dream wedding in Italy a reality:
Palazzo Rosadi - max capacity: 12 bedrooms : 6 bathrooms : 7
Torre del Cielo - max capacity: 10 bedrooms : 5 bathrooms : 5
Extra services
The owners of Palazzo Rosadi can organise all sorts of other services including preparing breakfast and dinner, offering a cooking class with a chef, maid services, babysitting, car/van hire, an English-speaking guide, a wine tour with English-speaking driver and van (all day, 2 wine tastings plus lunch in a typical restaurant), transfer to and from the airport, and hot air ballooning (an exceptionally romantic wedding experience) to further enhance your trip and your wedding in Italy.
Palazzo Rosadi and Torre del Cielo are about 70 meters apart.
The maximum number of guests admitted for the reception is 22 (internally) or up to totally 55 (if the party is held externally).
For any more detailed info about each accommodation, you can check the property #EAS 153756 and #EAS 153757 Palazzo Rosadi And Torre Del Cielo - Weddings And
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Description
Conveniently located in Santa Maria, Italy in the tourist area "Orcia Valley" and only 27 km (17 mi) from Montepulciano. Vacation rental La Pergola is a beautiful stone building (90 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful 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: Montepulciano 27 km (17 mi), Arezzo 27 km (17 mi), Cortona 36 km (22 mi), Montalcino 47 km (29 mi) and Siena 47 km (29 mi).
Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (122 mi), Rome 202 km (126 mi), Milan 390 km (242 mi) and Naples 393 km (244 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 108 km (67 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 211 km (131 mi) and Roma Fiumicino (fco) 224 km (139 mi).
La Pergola
Villa dei Michelangioli a Brolio
Private Vacation home with hot tub, A/C, private pool, sauna, WIFI, TV, patio, near Cortona
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Description
Villa Dei Michelangioli a Brolio is located 630 m (2059 ft) from Fattoria, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Dei Michelangioli a Brolio is a beautiful property (800 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 18 people comfortably in nine bedrooms with nine bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
Your Experience
When you arrive at Villa Dei Michelangioli a Brolio you’ll find a nice clean well-maintained property ideal for a peaceful 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. There is a kitchen including microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
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: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous 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.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Inquire for more details about the supplemental cost.
Villa De' Michelangioli
Book 15 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 4 nights minimum and can not be combined with any other special offers.
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Description
Villa for rent in Tuscany near Arezzo.
Located on top of a small hill, set in beautiful unspoiled Tuscan countryside you will find the lovely Villa Ulivi.
The property is just within walking distance from the charming medieval town of Lucignano.
This beautiful, private property offering 6 bedrooms and 7 bathrooms between the main house and the annex, commands amazing views from its terraces and gardens stretching all the way across the Val Di Chiana taking in Castiglion Fiorentino and Cortona.
The Villa has recently undergone total renovation, furnished in very good classic Tuscan taste and yet offering every modern comfort.
This property consists of "Villa Ulivi" and the annex "Casina" and are rented as one property. If your group is eight or less and you don't need the annex "La Casina" it will not be rented during your stay so the property remains private for your group only.
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: Nearest village: Lucignano 650 mt (groceries, restaurants, shops and other services), Arezzo (train station) 30 km, Montepulciano 30 km, Cortona 35 km, Siena, 40 km, Orvieto 85 km, Florence 100 km.
Although immersed in peace and quiet, the A1 Motorway is just 15 minutes drive, connecting you to all-important tourist destinations.
At guests' disposal:
- A wonderful and private pool (12 x 6 mts; depth 1.2/1.5 mts)
- Wi-Fi internet connection
- portable BBQ in the garden.
- parking
Extra Services: dinners & cooking classes available at owners villa which is located on the same property but with plenty of distance between villas to maintain your privacy. The owners speak very good English and can arrange for tours, wine tasting or wedding arrangements. Also cooking classes can be arranged at the owners villa. The owners live about 400 m from the villa. You will be guided to learn the secrets for cooking italian dishes, expecially the one's of the tuscan tradition: You will learn how to make pasta with your hands like tagliatelle, pappardelle, pici, ravioli, tortellini and maccheroni, traditional tuscan dishes like panzanella using bread and vegetables (cucumber tomatoes, onions and fresh basil), tuscan crostini, the secrets to cook perfectly our chianina t-bone on bbq and traditional italian desserts like tiramisu' and "panna cotta" with strawberries and chocolate.
Please carefully check if there are any extra costs to be paid on site! Villa Ulivi
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 4 nights minimum and can not be combined with any other special offers.
Marielena Authentic Chianti Retreat: Panoramic Vie
Wonderful independent holiday home with A/C, hot tub, WIFI, TV, patio and panoramic view, near Siena
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Description
Marielena Authentic Chianti Retreat: Panoramic Vie is located 590 m (1900 ft) from Castell'in Villa, Italy and only 21 km (13 mi) from Siena in the tourist area "Siena And Surroundings". Marielena Authentic Chianti Retreat: Panoramic Vie is a beautiful stone building (250 sq m) with WiFi internet, hot tub and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
Upon arrival at Marielena Authentic Chianti Retreat: Panoramic Vie you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. Also available outside are a hot tub, barbecue grill and patio. 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 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 ideal setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).
Special Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Marielena Authentic Chianti Retreat: Panoramic Vie
