Bugiana Vacation Villa Rentals
Results 161 - 180 of 486
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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
Wonderful private holiday home with pool, A/C, WIFI, TV, patio and panoramic view, close to Siena
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Description
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 people comfortably in two bedrooms with three bathrooms. Casa Alla Minuccia Di Villa a Sesta is located 710 m (2323 ft) from Villa A Sesta, Italy and only 22 km (14 mi) from Siena in the tourist area "Siena And Surroundings".
The swimming-pool is to be shared with the other 6 apartments.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday 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. Outdoors you will also find a patio and barbecue grill.
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.
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Description
Holiday rental Villa Dedalo is a nice property (600 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 900 m (2904 ft) from Manzano, Italy in the tourist area "Cortona And Surroundings" and only 11 km (7 mi) from Cortona.
What to Expect
When you arrive at Villa Dedalo you’ll find a nice clean well-maintained property with views of the hills ideal 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, 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 garden where you can enjoy the weather while dining outdoors.
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 11 km (7 mi), Montepulciano 24 km (15 mi), Arezzo 45 km (28 mi), Perugia 53 km (33 mi) and Montalcino 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 199 km (124 mi), Venice 357 km (222 mi) and Milan 407 km (252 mi).
Additional Information
Check-In Time: 14:30 - 18:30
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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 208 km (129 mi), Bologna (blq) 209 km (130 mi) and Roma Fiumicino (fco) 221 km (137 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Dedalo
Luna di Cortona
Superb private villa with WIFI, private pool, A/C, TV, veranda, panoramic view, close to Cortona
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Description
Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona. Holiday home Luna Di Cortona is a beautiful stone building (520 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
Upon arrival at Luna Di Cortona you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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.
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: Cortona 12 km (8 mi), Montepulciano 25 km (15 mi), Arezzo 35 km (22 mi), Perugia 53 km (33 mi) and Montalcino 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 361 km (224 mi) and Milan 405 km (251 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 126 km (78 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be arranged at Luna Di Cortona. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Luna
Il Poggio di Patrignone
Private Holiday villa with WIFI, private pool, hot tub, TV, panoramic view, close to Arezzo
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Description
Il Poggio Di Patrignone is a lovely vacation rental (750 sq m) with private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Il Poggio Di Patrignone is located 990 m (3220 ft) from Patrignone, Italy and only 8 km (5 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
Your Experience
Upon arrival you’ll find a lovely 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 shopping. Also available outdoors are a tennis court 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 garden is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 8 km (5 mi), Cortona 34 km (21 mi), Montepulciano 55 km (34 mi), Siena 70 km (43 mi) and Greve In Chianti 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 91 km (56 mi), Viareggio 178 km (110 mi), Forte Dei Marmi 185 km (115 mi), Rome 227 km (141 mi), Venice 334 km (207 mi) and Milan 377 km (234 mi).
Consecrated private chapel available upon agreement with the owner.
Dogs are allowed and two large fenced areas (each of 40 sq mt) are available on the property, outside under the pine trees. Maximum 3 dogs allowed. Please note: Dogs are NOT allowed into the villa.
Illuminated tennis court
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Poggio Di Patrignone. 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: 2 May - 2 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) 100 km (62 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 179 km (111 mi), Roma Ciampino (cia) 236 km (147 mi) and Roma Fiumicino (fco) 249 km (155 mi).
Please note: Extra bedroom available for an extra charge with 1 double bed and 2 single bed available for a maximum of 4 people .
Please note: Midweek cleanings are included in the price for a total of 9 weekly hours divided over three days (Monday, Wednesday and Friday).
Please note: The groundskeeper and his wife live in a small property inside the park and totally separated from the main villa. The housekeeper takes daily care of the garden and of the security, the wife takes care of the cleaning.
More Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
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 trip that can be arranged by the owner. Ask for more details about the supplemental cost.
Il Poggio Cuculo
Casa Laura
Stunning private holiday home with A/C, WIFI, private pool, TV and panoramic view, close to Cortona
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Description
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool.
The villa is in easy reach of the most important places of interest of central-south Tuscany such as Cortona, Castiglion Fiorentino, Arezzo, Siena..
A secondary road connecting the village of Montecchio to Camucia passes in front of the property.
Distances Montecchio with groceries 2 km away, Camucia with shops of all kinds and railway station 4,5 km, Cortona 7,5 km away, Montepulciano 27 km, Arezzo 30 km, Pienza 40 km away, Rapolano Terme (spas) 40 km, the town of Montalcino (renowned for the production of the Brunello wine) 60 km away, Siena 65 km, San Gimignano 105 km, Florence 115 km away.
At guests' disposal : fenced-in garden with private, fenced swimming-pool (8 x 4 m - min. depth 1,3 m - max. depth 1,7 m), furnished outdoor area ideal for al-fresco dining. Laundry (washing-machine). Free WI-FI internet available.
Parking within the grounds.
Additional Services: Baby bed available upon request.
Pets are permitted with an extra charge of € 50,- / per week / per pet.
Please carefully check if there are any extra costs to be paid on site! Casa Laura
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.
Villa San Pietro
Independent Property with A/C, WIFI, private pool, TV, patio, panoramic view, close to Cortona
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Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Villa San Pietro is a beautiful vacation rental (300 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outside you will also find a 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa San Pietro. 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 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 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 discovering 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa San Pietro
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 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 hot tub, air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
What to Expect
After arriving at Marielena Authentic Chianti Retreat: Panoramic Vie you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill, patio and hot tub. 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 perfect 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).
Additional Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to arrange this service.
Marielena Authentic Chianti Retreat: Panoramic Vie
Casale Valentina
Pretty multi-unit vacation rental with WIFI, A/C, pool, hot tub, TV and panoramic view, near Cortona
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| Accommodation | |||||
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | ||
| Appartamento Valentino | 2 | 1 | 1 | ||
| All 2 Accommodations | 5 | 2 | 2 |
Description
Conveniently located 2 km (1 mi) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 8 km (5 mi) from Cortona. Holiday rental Casale Valentina is a nice stone building that includes hot tub, shared pool and air conditioning. Casale Valentina is a villa / farmhouse / home with a total of two private apartments. The property can sleep up to five guests comfortably in two bedrooms with two bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the mountains ideal for a peaceful vacation 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 hot tub and barbecue grill. Many people traveling with friends prefer a multi-unit holiday home 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.
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: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 km (249 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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
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.
Casale Valentina
Villa dei Fiori
Independent Holiday home with A/C, private pool, WIFI, TV, patio, panoramic view, close to Cortona
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Description
Property Summary
Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.
Outdoors
The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.
Other Information
Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.
Distances and Attractions
Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori
Villa Leo
Private Holiday villa with WIFI, A/C, private pool, TV, patio, panoramic view, close to Arezzo
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- 4
- 2
Description
Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo. Villa Leo is a lovely property (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms.
Your Experience
After arriving you’ll find a nice 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 unwind at the end the day. Outside you will also find a barbecue grill and patio.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 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 7 nights minimum and can not be combined with any other special offers.
Villa Toppani del Sodo
Pretty independent house with private pool, A/C, WIFI, TV, patio and panoramic view, near Cortona
- 21
- 11
- 12
Description
Conveniently located in Sodo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona. Villa Toppani Del Sodo is a lovely stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 21 people comfortably in 11 bedrooms with 12 bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday 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 visiting museums. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
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 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the property, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 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 fun way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. 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 sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
Il Sole Del Sodo
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- 5
- 4
Description
Vacation rental Town House Garden is a nice stone building (350 sq m) that includes private pool and air conditioning. The property can sleep up to nine guests comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montepulciano.
What to Expect
Upon arrival at Town House Garden you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy 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. 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 toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 21 km (13 mi), Montalcino 27 km (17 mi), Cortona 43 km (27 mi), Arezzo 56 km (35 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (138 mi), Rome 209 km (130 mi), Milan 414 km (257 mi) and Naples 400 km (249 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 133 km (83 mi), Pisa (psa) 195 km (121 mi), Bologna (blq) 220 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Town House Garden
Villa Taragnano
Pretty independent vacation home with WIFI, A/C, private pool and patio, close to Cortona
- 10
- 5
- 3
Description
Property Villa Taragnano is a beautiful stone building (300 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms. Conveniently located 540 m (1742 ft) from Sant'enea, Italy in the tourist area "Cortona And Surroundings" and only 17 km (10 mi) from Cortona.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal 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. 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.
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 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
- 4
- 2
- 3
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.
Villetta di Cortona
Private House with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
- 4
- 2
- 2
Description
Villetta Di Cortona is a nice holiday rental (90 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Villetta Di Cortona is located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
The Experience
After arriving you’ll find a nice clean well-maintained property perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find a patio and barbecue grill.
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: Montepulciano 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Book your vacation for the period from 04 April 2026 to 16 May 2026 and save 25% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 25% (minimum 3 nights).
Villa Margherita
Unique independent accommodation with WIFI, private pool, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa le Crete
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
- 5
- 3
- 3
Description
Holiday home Casa Le Crete is a nice stone building (130 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to five guests comfortably in three bedrooms with three bathrooms. Casa Le Crete is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley".
The Experience
After arriving at Casa Le Crete you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five 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: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 48 km (30 mi) and Arezzo 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 220 km (136 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (133 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 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) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).
More Services
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques required 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 schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the additional cost.
La Capanna
- 15
- 9
- 8
Description
Villa Gelsi is a lovely stone building (230 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 15 people comfortably in nine bedrooms with eight bathrooms. Villa Gelsi is located 3 km (2 mi) from Cortona, Italy and only 27 km (16 mi) from Arezzo in the tourist area "Cortona And Surroundings".
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 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) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
