Results 61 - 80 of 380
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
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 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
Conveniently located 4 km (3 mi) from Paciano, Italy and only 33 km (21 mi) from Montepulciano. Property Casale Sunset is a lovely property (300 sq m) that includes private pool and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with four bathrooms.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Umbria. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. For your pleasure, on the grounds there is a patio and barbecue grill. Dining with friends and family is a huge part of the Italian 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 ten people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Italian weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 37 km (23 mi), Perugia 45 km (28 mi), Montalcino 61 km (38 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (91 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Venice 389 km (241 mi) and Milan 431 km (268 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) 147 km (91 mi), Roma Ciampino (cia) 182 km (113 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale Sunset
Book your vacation for the period from 17 September 2025 to 31 December 2026 and save 5% (minimum 15 nights).
Book your vacation for the period from 17 September 2025 to 31 December 2026 and save 10% (minimum 21 nights).
Vacation rental Casale Valdichiana is a nice stone building that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten people comfortably in five bedrooms with three bathrooms. Casale Valdichiana is located 3 km (2 mi) from Creti, Italy and only 13 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings".
The property is internally divided into three apartments and the owners live in another house nearby (30 meters far away).
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills 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 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 playground and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 13 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 29 km (18 mi), Montalcino 55 km (34 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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 (116 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Additional Services
Parking - There is a car park at your disposal in front of the property.
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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the individual 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 extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.
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 Valdichiana
Conveniently located 2 km (5068 ft) from Creti, Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona. Property Villa Dei Ciliegi is a lovely property (180 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with three 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 ideal for a splendid holiday 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 unwind at the end the day. Also available outside are a barbecue grill and patio.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Montepulciano 25 km (16 mi), Arezzo 34 km (21 mi), Montalcino 52 km (32 mi) and Perugia 59 km (37 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 150 m (475 ft).
Some other major tourist destinations you should consider visiting are: Florence 116 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 355 km (221 mi) and Milan 400 km (248 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Dei Ciliegi. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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), Roma Ciampino (cia) 207 km (128 mi), Bologna (blq) 208 km (129 mi) and Roma Fiumicino (fco) 219 km (136 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed 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 needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra 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 individual tour and number of people.
Villa Dei Ciliegi
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.
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
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 8 appealing apartments, all of which offer tastefully furnished interiors that allow their guests a combination of old charm and contemporary design.
Splendid extensive views of the surrounding valleys.
From the park and from the apartments you can enjoy a magnificent view surrounding hills.
The garden well kept and maintained, has a gazebo ideal for outdoor living and al fresco dining.
At guests' disposal:
By renting the 8 apartments together it is possible to obtain an independent villa with private swimming-pool. Common room with dining room with fireplace, kitchen, 2 toilets.
Baby bed available free of charge. Barbecue.
The swimming pool, 14 x 7 depth 1.40 offers a splendid view over the valley. Wi-Fi internet connection available free of charge. Mosquito screens in all the units. Parking within the grounds
Distances:
The village of Fratticciola is at only 200 mt with a food shop.
Fratta at 2 km with shops and restaurant.
Camucia at 5 km
Cortona at 8 km
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Giare
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.
Property Summary
Pietreto is a rustic and comfortable country house built in 1700 and renovated, located in Paciano, Italy. Surrounded by trees and fields, it offers a 5,000 square meter private garden, a fenced seasonal swimming pool, an outdoor shower, garden furniture, a fireplace, and pool maintenance by the owner/gardener. The property also features parking on the premises, an EV charging station, and Internet Wifi. It is an ideal vacation rental for those seeking a secluded retreat in the countryside while enjoying modern amenities.
Outdoors
The property boasts a spacious 5,000 square meter private garden, providing ample space for outdoor relaxation and activities. The highlight is the fenced swimming pool, measuring 4 x 8 meters with a depth of 140 cm, available seasonally from May 1 to October 15. Enhancing the outdoor experience, you'll find an outdoor shower, garden furniture, and a fireplace. The owner/gardener ensures the pool is well-maintained throughout the season.
Other Information
Access to the property is via a bumpy, 700-meter-long unmade road, making a car recommended for convenient transportation. The owner does not accept youth groups, ensuring a peaceful environment for your holiday rental. Nearby amenities include a grocery store, supermarket, restaurant, and bar within 3 kilometers, providing easy access to essentials and dining options.
Distances and Attractions
Located between Tuscany and Umbria, the property offers convenient access to many places of historical and cultural interest. Nearby attractions include Città Della Pieve (14 km), Chiusi (14 km), Castiglione Del Lago (17 km), Cortona (35 km), Passignano Sul Trasimeno (36 km), and Pienza (45 km). The Trasimeno bathing lake is just 14 kilometers away, offering a refreshing respite during your stay. The nearest railway station, Chiusi, is 13 kilometers from the property, facilitating easy transportation options. Pietreto
Conveniently located in Paciano, Italy and only 32 km (20 mi) from Cortona. Holiday rental Terre di Giano Private Pool and View, Umbria is a nice stone building (400 sq m) that includes private pool, WiFi internet and hot tub. The property can accommodate up to 18 guests comfortably.
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Umbria. 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 Umbria. Also available outside are a barbecue grill and hot tub. Dining with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people.
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 32 km (20 mi), Montepulciano 37 km (23 mi), Perugia 45 km (28 mi), Arezzo 58 km (36 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 234 km (145 mi), Forte Dei Marmi 241 km (150 mi), Rome 176 km (109 mi), Venice 387 km (240 mi) and Milan 436 km (271 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Terre di Giano Private Pool and View, Umbria. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 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) 153 km (95 mi), Roma Ciampino (cia) 185 km (115 mi), Roma Fiumicino (fco) 198 km (123 mi), Pisa (psa) 215 km (133 mi) and Bologna (blq) 239 km (148 mi).
The residence includes also a large living-room on the ground floor of the villa (size 180sqm), equipped with kitchen and tables, fireplace, sofa and armchairs, tv 52″ and facilities, where it is possible to cook for a large number of people (dishes included) and have lunch and dinner on together.
This option is ideal for groups, large families, events or just to enjoy our place without sharing common spaces. Terre di Giano Private Pool and View, Umbria
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Gaeta
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.
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning 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 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 vacation? 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 advice 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 offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Conveniently located in Foiano Della Chiana, Italy in the tourist area "Cortona And Surroundings" and only 19 km (12 mi) from Montepulciano. Holiday rental Casa Della Selce is a beautiful property (120 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 people comfortably.
On the upper floor is another apartment inhabited by a couple, but has its own separate entrance and they do not share any spaces with guests, except for the parking.
The Experience
When you arrive at Casa Della Selce you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 19 km (12 mi), Cortona 21 km (13 mi), Arezzo 29 km (18 mi), Montalcino 47 km (29 mi) and Siena 57 km (35 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (69 mi), Viareggio 197 km (122 mi), Forte Dei Marmi 204 km (127 mi), Rome 192 km (119 mi), Venice 350 km (217 mi) and Milan 395 km (245 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Della Selce. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 21:00
Check-Out Time: 09:00 - 11:00
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) 116 km (72 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 203 km (126 mi) and Roma Fiumicino (fco) 214 km (133 mi).
Casa Belvedere
Book 20 days or less before the arrival date and receive a 7 % 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 Milluzzi is located 1 km (3432 ft) from Ronzano, Italy and only 12 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Milluzzi is a nice property (320 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation 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 sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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 27 km (17 mi), Arezzo 28 km (17 mi), Montalcino 55 km (34 mi) and Perugia 63 km (39 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 201 km (125 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).
Additional Information
Pool Open: 3 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 210 km (130 mi), Bologna (blq) 211 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Special Services
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 inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Milluzzi
Conveniently located in Città Della Pieve, Italy and only 34 km (21 mi) from Montepulciano. Vacation rental Villa Olivo is a beautiful property (350 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
When you arrive at Villa Olivo you’ll find a nice clean well-maintained property with views of the hills and the city ideal for a splendid vacation in Umbria. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, 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: Montepulciano 34 km (21 mi), Cortona 43 km (26 mi), Perugia 45 km (28 mi), Montalcino 62 km (39 mi) and Assisi 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 240 km (149 mi), Rome 162 km (100 mi), Milan 432 km (269 mi) and Naples 352 km (219 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 183 km (114 mi), Pisa (psa) 213 km (133 mi) and Bologna (blq) 238 km (148 mi).
Villa Olivo
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday 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 unwind at the end the day. Also available outside are 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 seven 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 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 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional 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 fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
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 arranged at Villa Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice holiday home (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation 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 sightseeing. For your pleasure, on the grounds there is a patio 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the 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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 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 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 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), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 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 after arriving or ask 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 Eleonora. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Conveniently located 7 km (4 mi) from Sinalunga, Italy in the tourist area "Orcia Valley" and only 22 km (14 mi) from Montepulciano. Vacation rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a lovely stone building (100 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to four people comfortably.
The property is fully fenced with dog-proof enclosure.
The Experience
When you arrive at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a beautiful 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 unwind while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a patio and barbecue grill. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
Holiday rental Casale Il Rondò, Private Pool, Città della Pieve is a nice property (450 sq m) that includes WiFi internet and private pool. The property can sleep up to 14 people comfortably in seven bedrooms with five bathrooms. Casale Il Rondò, Private Pool, Città della Pieve is located 4 km (3 mi) from Città Della Pieve, Italy and only 33 km (21 mi) from Montepulciano.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Umbria. 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. Dining with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the nice Italian 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: Montepulciano 33 km (21 mi), Cortona 39 km (24 mi), Perugia 51 km (32 mi), Montalcino 62 km (38 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 165 km (103 mi), Venice 387 km (241 mi) and Milan 437 km (271 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 1 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) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 240 km (149 mi).
Casale Il Rondò, Private Pool, Città della Pieve
Charming Apartment Cartoni is a beautiful apartment located in the main square of Città della Pieve, a town famous for being the birthplace of the painter "Il Perugino," in the Umbria region of Italy. The apartment is 90 square meters in size and is located on the second floor of a historic building.
One of the strengths of this apartment is its central location in the main square of the town. In addition, its proximity to Tuscany, only 7 km away, could make it a strategic point for exploring both regions.
Access is made convenient by the elevator, with interior measurements of 107x62 cm. This also makes the apartment accessible for people with reduced mobility.
The apartment has been renovated and elegantly furnished, with attention to detail and guest comfort. Convention for wine, oil and local products tasting at the farm could be an interesting addition to the overall experience. This could allow guests to further immerse themselves in the local culture and delicacies during their stay.
Only for our clients is included in the price a tasting in the family's historic wine cellar located in the historic center of Cetona. The farm produces wines, olive oil and vin santo, as well as organic grain products; attention to product quality is the basis of Podere Tre case's business philosophy. The tasting includes a selection of 3 wines, accompanied by cured meats, cheeses . Charming Apartment Cartoni - Città Della Pieve, Um