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Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. Villa Ivana - Cortona is a beautiful vacation rental (1052 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 18 people comfortably in nine bedrooms with ten bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival at Villa Ivana - Cortona you’ll find a nice clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill.
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), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
Property Summary
You will discover an extraordinary holiday villa nestled in the gently rolling hills of Monteroni D'arbia, Italy, offering breathtaking views over Siena. This independent residence accommodates up to 18 guests and embodies the warmth and elegance of a private family home through its carefully selected furniture, refined soft furnishings, and thoughtful decorative touches. The property comprises a main building and a separate dependance, both extremely well furnished to ensure your utmost comfort. The estate provides convenient parking and features exceptional recreational facilities including a swimming pool, tennis court, five-a-side football pitch, bowls area, and a dedicated fitness and wellness area with gym and sauna located 50 meters from the villa. The property sits within a working 35-hectare estate that produces olive oil and breeds Cinta Senese pigs, offering you an authentic Tuscan countryside experience.
Outdoors
The outdoor spaces of this remarkable property are designed for both relaxation and recreation. The swimming pool measures 15 x 7.5 meters and operates from 01/05 to 31/10, providing a refreshing retreat during the warmer months. Adjacent to the pool, you will find a recently restored building equipped with a kitchen, barbecue facilities, a bathroom with shower, and a stereo system, creating an ideal setting for outdoor entertaining. The property features a tennis court with a professional red-clay surface, perfect for friendly matches and competitive play. For football enthusiasts, a five-a-side football pitch is available, while those seeking more leisurely pursuits can enjoy a game of bowls. The main building's ground floor opens onto a large internal courtyard where you can dine alfresco, enjoying the stunning Tuscan landscape. A traditional pizza oven adds to the outdoor culinary possibilities, allowing you to create authentic Italian meals in the open air.
Unit Layout
This spacious accommodation comprises 9 bedrooms and 7 bathrooms, comfortably sleeping 18 guests across the main building and dependance. The main building accommodates 14 guests and is arranged over two floors. On the ground floor, you will find a large internal courtyard, a formal dining room, and an expansive living room featuring a fireplace, billiard table, and CD player. A separate room houses satellite television, while the large, fully equipped kitchen includes a fireplace, oven, fridge with ice dispenser, freezer, and dishwasher. A guest toilet and basement cellar complete this level. The first floor presents a generous living room with fireplace, computer, printer, and fax facilities. The sleeping quarters include a double bedroom with en suite bathroom featuring a bathtub, a double bedroom with en suite bathroom offering a shower and Turkish bath, and a magnificent large double suite comprising a studio, dressing room, and en suite bathroom with hydro-massage bathtub. Additionally, you will find a double bedroom, a bathroom with bathtub, another double bedroom, and two double bedrooms sharing an en suite bathroom with bathtub. A winter room with fireplace provides additional living space. The dependance sleeps 4 guests and features a living room, kitchen, and two double bedrooms, each with en suite bathroom equipped with shower.
Amenities Included
Your stay includes comprehensive amenities designed to enhance your comfort and convenience. Air conditioning is installed in each bedroom throughout the property, ensuring pleasant temperatures during warmer months. Entertainment options include satellite TV and television viewing, while multiple fireplaces in the living areas and kitchen provide warmth and ambiance during cooler evenings. The kitchen is fully equipped with modern appliances including a dishwasher and microwave, alongside the oven, refrigerator with ice dispenser, and freezer already mentioned. Outdoor cooking is facilitated by the barbecue located in the pool house. Every room features a stereo system, allowing you to enjoy your favorite music throughout the property. The villa provides internet connection for staying connected during your stay, and laundry facilities are available for your convenience. The wellness area includes a gym and sauna situated 50 meters from the main villa, offering you opportunities for exercise and relaxation.
Other Information
Check-in is available between 3 pm and 7 pm, and check-out is scheduled for 10 am. A competent and helpful housekeeper resides in a room on the ground floor and is available to assist you throughout your stay. The villa can also be rented for a reduced capacity of 14 guests, with pricing available upon request. A security deposit is required upon arrival, which will be returned at the end of your stay minus any costs for damages incurred. The swimming pool is open from 01/05 to 31/10. Upon arrival, a tourist tax may be required according to the regulations of the local municipality.
Distances and Attractions
The property enjoys a magnificent position in the gently rolling hills surrounding Monteroni D'arbia, with spectacular views overlooking the historic city of Siena. The location provides an authentic Tuscan experience within the working 35-hectare estate, where you can witness traditional olive oil production and the breeding of Cinta Senese pigs. The surrounding area offers opportunities to explore charming Tuscan towns, renowned wineries, and the rich cultural heritage of the Siena region.
Costs & Services
Included services
- Consumption of water, gas, and electricity up to 300 kw
- Final cleaning
- Initial supply of linen for rooms and bathrooms with changes every 2 to 3 days
- Cleaning service 4 hours in the morning
- Welcome dinner on arrival
- Air conditioning consumption
Extra costs
- Electricity consumption over 300 kw
- Pool heating: €60 per day
- Pets: €25 per week
- Toddler bed: €30 per week
- Extra bed: €80 per week
- Security deposit: €500
On request
- Breakfast
- Lunch
- Dinner
- Cooking class
- Extra cleaning
- Catering
- Waiting staff
- Driver services
- Massages Villa Giuncheto
Property Summary
Caggiolo is a cozy and comfortable terraced house surrounded by picturesque meadows and vineyards. Nestled in a tranquil countryside setting, it offers a shared swimming pool (fenced and available seasonally from June 1st to September 30th, with designated pool hours from 9 AM to 8 PM), an outdoor shower, a terrace, garden furniture, and parking for two cars. This charming vacation rental provides amenities such as a yard, internet WiFi, and is conveniently located near shops, groceries, supermarkets, restaurants, and bakeries within a 5 km radius.
Outdoors
Enjoy the serene outdoor spaces at Caggiolo. Relax by the shared swimming pool, which is fenced for your safety and available seasonally from June 1st to September 30th, with designated pool hours from 9 AM to 8 PM. An outdoor shower allows you to freshen up after a refreshing dip. Unwind on the terrace, furnished with comfortable garden furniture, and soak in the beautiful surroundings of meadows and vineyards. The property also offers a yard, perfect for enjoying the fresh air and sunshine.
Other Information
Caggiolo is part of a residence comprising 6 houses, ensuring a peaceful and intimate setting. The property is conveniently located 5.5 km from the center of Monteroni d'Arbia and 9 km from the center of Buonconvento. It is well-equipped with baby equipment, making it suitable for families with children. The owner/gardener oversees the pool maintenance, ensuring a clean and well-maintained environment for your enjoyment.
Distances and Attractions
Caggiolo is situated in a prime location, with various amenities and attractions within easy reach. Shops, groceries, supermarkets, restaurants, and bakeries are just 5 km away, while the bus stop "SR 2 Cassia" is 1000 km from the property. The railway station "Monteroni d'Arbia" is conveniently located 5 km away. For those seeking beach time, the sandy beach "Marina di Grosseto" is 80 km away, and the thermal baths "Rapolano Terme" are 39 km from the property. Golf enthusiasts can enjoy an 18-hole golf course located 28 km away, while tennis courts are available 5 km from the property. Walking paths can be accessed directly from the house, stretching 100 m. Nearby attractions include the charming towns of Montalcino (20 km), Siena (20 km), and Pienza (36 km), offering a glimpse into the rich history and culture of the region. Caggiolo
Property Summary
You are considering a comfortable cottage "Podere Palazzetto" in Monteroni D'arbia, Italy. This two-story vacation rental is surrounded by trees and meadows, providing a serene and natural setting. It features amenities such as a swimming pool, yard, internet WiFi, and parking, ensuring a comfortable and convenient stay.
Outdoors
The property boasts a private, fenced garden with a wildlife garden and trees. The highlight is the seasonal swimming pool (3 x 6 m), available from May 1st to October 15th. Enjoy outdoor relaxation with an outdoor shower, hot tub, patio, terrace, and barbecue area. The pool maintenance is taken care of by the owner or gardener.
Other Information
Linen change is available for an additional charge. The property has a 3 km long bumpy motor access road. Amenities nearby include a shop, grocery store, supermarket, restaurant, bus stop "Buonconvento" (8 km), and railway station "Buonconvento" (8 km). For beach enthusiasts, the sandy beach "Follonics" is 94 km away, and the thermal baths "Rapolano Terme" are 23 km away. Please note that a car is recommended for your holiday rental stay. Baby equipment is included, and groups of teenagers are accepted upon request.
Distances and Attractions
Nearby attractions to explore during your stay include Monte Uliveto Maggiore (17 km), Montalcino (18 km), San Quirico d'Orcia (25 km), Siena (28 km), Pienza (35 km), and Montepulciano (46 km). Just an example sentence: "The property is conveniently located near various attractions, allowing you to experience the rich cultural and historical sites of the region." Podere Palazzetto
| Accommodation | |||||
|---|---|---|---|---|---|
| San Donnino 1 | 5 | 2 | 2 | ||
| San Donnino 2 | 2 | 1 | 1 | ||
| San Donnino 3 | 2 | 1 | 1 | ||
| San Donnino 4 | 5 | 2 | 1 | ||
| San Donnino 5 | 7 | 3 | 3 | ||
| San Donnino 6 | 6 | 2 | 2 | ||
| San Donnino 7 | 4 | 2 | 1 | ||
| All 7 Accommodations | 31 | 13 | 11 |
Seven spacious, charactaristic apartments that have been tastefully and meticulously restored, located in a large farmhouse that was once a medieval Church. The farmhouse has a beautiful interior court yard, and about 50 m away is a completely renovated barn. Located south of Siena on the edge of the Crete Senesi, the property enjoys a tranquil, panoramic position inside a large farm (400 hectares) that produces wine and olive oil. Magnificent view of the countryside, characterized by the rolling hills of the Val D’Orcia and the city of Siena on the horizon. The apartments are furnished in a comfortable, rustic style. Outside, guests may use a charming, partially covered terrace (110m2) with a beautiful view.
The property can also be rented in its entirety for small groups, in which case guests may use a large, shared common room with kitchen.
Access to the property is via a 3 km unpaved but well-maintained road.
Distances: Ville di Corsano with small supermarket, restaurant/pizzeria, bar, post office, bus stop (Siena) 3,8 km away, Siena 19 km, Radda in Chianti 52 km, San Gimignano 62 km away, Arezzo 63 km, Volterra 67 km away, Florence (airport) approx. 90 km, Marina di Grosseto (beaches) 89 km away, Pisa (airport) approx. 180 km, Rome 250 km away.
At guests’ disposal: large oval swimming pool (12 x 16 m - depth 1,4 m / 1,8 m – open from 16/05 to 30/09) in a sunny, panoramic position, shower, 5 bicycles. Wi-fi internet and laundry room (outdoor) available. Covered parking within the grounds.
Extra services to be paid on the spot: Baby bed (free of charge). Maid service available upon request (€ 12,- / hour). It is possible to rent a large common room (30 people) with kitchen (large oven, dishwasher, freezer) and bathroom with shower ((price on request) accessible from outside or through apartments Donnino 1 and 5.
Please carefully check if there are any extra costs to be paid on site! San Donnino
Last-Minute Offer for San Donnino 1
Book 14 days or less before the arrival date and receive a 25 % 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.
Other apartments with last-minute offers:
San Donnino 2
San Donnino 3
San Donnino 4
San Donnino 5
San Donnino 6
San Donnino 7
Case Sant'anna is a beautiful holiday rental (300 sq m) with WiFi internet, hot tub and air conditioning. The property can sleep up to 18 people comfortably in nine bedrooms with eight bathrooms. Case Sant'anna is located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.
Please note that the garden is not fenced.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Also available outside are a barbecue grill, patio and hot tub.
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 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 21:00
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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna
Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
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: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.
Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.
Please carefully check if there are any extra costs to be paid on site! Villa Portole Due
Book your vacation for the period from 25 April 2026 to 30 May 2026 and save 5% (minimum 7 nights).
Holiday rental Villa Torreone is a lovely stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located 2 km (1 mi) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (3 mi) from Cortona.
The Experience
When you arrive at Villa Torreone you’ll find a beautiful clean well-maintained property with views of the hills and the lake ideal for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 4 km (3 mi), Arezzo 32 km (20 mi), Montepulciano 34 km (21 mi), Perugia 55 km (34 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 214 km (133 mi), Venice 361 km (224 mi) and Milan 406 km (252 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Bologna (blq) 214 km (133 mi), Roma Ciampino (cia) 223 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required 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 pleasant way to spend time with friends and family while discovering the secrets vital to prepare sumptuous 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 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. Inquire for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
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 additional cost and how to arrange this service.
Baby Sitting - A babysitter can be organized at Villa Torreone. If you're traveling with kids and would like some alone time, speak to the owner directly about this option 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.
The owner lives in the property on the third floor of the villa and has an independent access to the property. Villa Torreone
Villa Del Sole is a lovely stone building (280 sq m) with WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with five bathrooms. Villa Del Sole is located 1 km (4276 ft) from Torreone, Italy and only 4 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings".
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
Your Experience
After arriving at Villa Del Sole you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 19:00
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) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize 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 additional 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 exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Del Sole. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Del Sole
Conveniently located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona. Holiday home Villa Lilli & Spa is a beautiful stone building (200 sq m) that includes air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
What to Expect
After arriving at Villa Lilli & Spa you’ll find a nice clean well-maintained property with views of the city and the mountains perfect for a relaxing 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 at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill, hot tub and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished veranda 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 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 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) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
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 organize this service.
Villa Lilli & Spa
Holiday rental Villa Dorothea is a beautiful stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with five bathrooms. Villa Dorothea is located , Italy and only 33 km (21 mi) from Arezzo in the tourist area "Arno Valley".
Your Experience
After arriving 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 holiday 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. For your pleasure, on the grounds there is 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 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 lovely 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: Arezzo 33 km (21 mi), Siena 38 km (24 mi), Greve In Chianti 47 km (29 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 232 km (144 mi), Venice 318 km (198 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 15:30 - 19:00
Check-Out Time: 06:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 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 pleasant way to spend time with friends and family while learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The Italian caretaker lives on site and will accommodate you with travel information to historic towns, organising private Tuscan cooking classes and wine tastings. Villa Dorothea
Conveniently located 2 km (1 mi) from Bibbiano, Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montalcino. Property Villa Aiale is a beautiful property (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with eight bathrooms.
Your Experience
After arriving at Villa Aiale you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 21 km (13 mi), Siena 38 km (24 mi), Montepulciano 53 km (33 mi), Arezzo 77 km (48 mi) and Cortona 78 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 106 km (66 mi), Viareggio 200 km (124 mi), Forte Dei Marmi 207 km (129 mi), Rome 229 km (142 mi), Milan 400 km (249 mi) and Naples 420 km (261 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 119 km (74 mi), Pisa (psa) 154 km (96 mi), Bologna (blq) 205 km (128 mi), Roma Fiumicino (fco) 232 km (144 mi) and Roma Ciampino (cia) 238 km (148 mi).
Special Services
Cooking Lessons - Learn 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 arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Aiale. Ask for more details, including the extra cost and how to schedule this service.
Villa Aiale
Villa Della Regina is located 1 km (3273 ft) from Fonte Della Regina, Italy and only 17 km (10 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Della Regina is a beautiful vacation rental (600 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
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 perfect 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. Also available outside are a barbecue grill and patio.
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 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).
Additional Information
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) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? 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. Inquire for more details and the additional costs.
Villa Conti Galgani
Holiday rental Case Sant'anna 14 is a beautiful property (230 sq m) that includes hot tub, air conditioning and WiFi internet. The property can accommodate up to 14 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
After arriving you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio, barbecue grill and hot tub. 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 patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
Property Podere Palazzo is a nice property (200 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy in the tourist area "Orcia Valley" and only 24 km (15 mi) from Montalcino.
The Ground Floor can't be rented and it is closed, as the owners live there occasionally.
They may use the pool too, when they are at the villa.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 24 km (15 mi), Montepulciano 31 km (19 mi), Siena 58 km (36 mi), Cortona 70 km (43 mi) and Arezzo 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 197 km (123 mi), Venice 376 km (234 mi) and Milan 419 km (260 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 206 km (128 mi), Roma Fiumicino (fco) 219 km (136 mi) and Bologna (blq) 221 km (137 mi).
Birthdays and parties are generally not accepted, especially for groups of young people under the age of 30.
Podere Palazzo
Are you looking for a house in Tuscany, in the countryside but close to a typical Tuscan village? Where you can live like a local and savor the true Italian hospitality and lifestyle? Then La Casuccia is the place for you!
The recently restored house enjoys beautiful panoramic views and is just minutes from the historic center of the village of Pergine Valdarno, which can also be reached on foot.
La Casuccia is an independent house that is part of the farm of the same name that produces wine and extra virgin olive oil.
We are in the heart of the Tuscan region, in a beautiful and very authentic area, and strategic to reach all the most popular destinations of our famous region.
Here you can relax surrounded by nature, but you can also decide to meet and get to know local people simply by going to the bar to have breakfast or to have an aperitif in the afternoon, you can experience moments of daily life in contact with the local community! Residenza la Casuccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 3 nights minimum and can not be combined with any other special offers.
VILLA FRACASSINI is a beautiful centuries' old building that will enchant you with its local traditional style that you can see in the stone walls, the red bricks, the landlords coat of arms in the garden, or the hidden well behind the elevator... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Villa Fracassini
Book your vacation for the period from 30 March 2026 to 31 May 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book 10 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 3 nights minimum and can not be combined with any other special offers.
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 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
Borgo San Vincenti is a beautiful stone building with air conditioning, WiFi internet and private pool. The property can sleep up to 22 people comfortably in 11 bedrooms with ten bathrooms. Borgo San Vincenti is located in San Vincenti, Italy and only 39 km (24 mi) from Siena in the tourist area "Siena And Surroundings".
Borgo San Vincenti is made up of 7 non-communicating apartments, which can be rented altogether by a single group of guests.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect 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 hectic day of shopping. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people. Dine 'al fresco' like a real Tuscan, the fully furnished is the ideal setting to enjoy food, family and the nice Tuscan weather.
There is a common area where guests can cook and have meals all together. It is composed by: 1 large kitchen fully equipped, 2 bathrooms, 1 dining room that seats up to 22 people, a food warehouse, plus an outdoor sofa and a long table to eat al fresco.
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 39 km (24 mi), Greve In Chianti 43 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 56 km (35 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 233 km (144 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 15:00 - 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 254 km (158 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. 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 delicious meal using local produce? The chef will schedule 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 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 after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Borgo San Vincenti. Inquire for more details, including the additional cost and how to organize this service.
Borgo San Vincenti