Vacation Rentals with Air Conditioning in Perelli, Italy
Results 141 - 160 of 437
Capanna al Lago
Stunning independent property with A/C, private pool, WIFI, hot tub, TV, patio and panoramic view
- 6
- 3
- 3
Description
Capanna Al Lago is located 8 km (5 mi) from Siena, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Capanna Al Lago is a lovely stone building (200 sq m) with air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
The Experience
After arriving at Capanna Al Lago you’ll find a nice clean well-maintained property with views of the lake and the hills ideal for a splendid vacation 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. Outdoors you will also find a patio, playground, barbecue grill and hot tub. 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 six 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: Greve In Chianti 35 km (22 mi), San Gimignano 36 km (22 mi), Montalcino 48 km (30 mi), Florence 66 km (41 mi) and Montepulciano 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 244 km (151 mi), Venice 316 km (196 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 16:00 - 21:00
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) 79 km (49 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 165 km (103 mi), Roma Ciampino (cia) 253 km (157 mi) and Roma Fiumicino (fco) 265 km (165 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Capanna Al Lago. Inquire for more details, including the extra cost and how to arrange this service.
Capanna Al Lago
Book your vacation for the period from 08 April 2026 to 23 April 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 15 August 2026 to 23 August 2026 and save 10% (minimum 3 nights).
- 12
- 5
- 4
Description
Conveniently located 8 km (5 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from San Gimignano. Podere Le Muricce is a lovely stone building (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful 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 relax at the end the day. Outside you will also find a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
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: San Gimignano 34 km (21 mi), Greve In Chianti 34 km (21 mi), Montalcino 52 km (32 mi), Florence 64 km (40 mi) and Montepulciano 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 158 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 250 km (156 mi), Milan 358 km (223 mi) and Naples 441 km (274 mi).
Additional Information
Check-In Time: 16:00 - 19:30
Check-Out Time: 08:00 - 10:00
Pool Open: 11 May - 5 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) 77 km (48 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 164 km (102 mi), Roma Ciampino (cia) 260 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).
Special 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. Ask for more details and the additional costs.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.
Podere Le Muricce
- 2
- 1
- 1
Description
Ancient barn situated right outside Siena city center (only 3,5 km away). This property has been recently restored and turned into a modern and bright accommodation ideal for a couple or a family of 4 people. Outside guests can enjoy use of a large, well-groomed garden and of a nice furnished pergola ideal for al-fresco dining.
The house interiors are welcoming and tastefully furnished with modern-design pieces. The property in fenced-in.
A bus stop (with busses to Siena city center) is approx. 150 meters away.
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.).
A secondary road connecting Siena to the Chianti region passes a short distance away.
Distances: Siena with all kinds of shops and railway station 3,5 km away, the Chianti region (with its characteristic villages of Castellina, Gaiole, Radda, Greve ecc…) is within 30 km, San Gimignano 40 km away, Rapolano Terme (spas) 40 km, Montalcino 45 km away, Volterra 54 km, Pienza (Val d’Orcia) 70 km away, Florence 70 km away.
At guests’ disposal: private furnished outdoor area with sun-umbrellas, sun-beds, table and chairs, barbecue.
WI-FI internet is provided (free of charge).
Extra Services: Baby bed available upon request. Maid service by arrangement (€ 15,- / per hour to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Capannino
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.
- 8
- 4
- 4
Description
Holiday rental Capanna Di Elfo is a lovely property (180 sq m) that includes air conditioning, WiFi internet and hot tub. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Conveniently located 9 km (5 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 42 km (26 mi) from Montalcino.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of shopping, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find a patio, barbecue grill and hot tub. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting 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: Montalcino 42 km (26 mi), San Gimignano 46 km (29 mi), Greve In Chianti 49 km (30 mi), Montepulciano 65 km (40 mi) and Arezzo 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 242 km (150 mi), Venice 327 km (203 mi) and Milan 370 km (230 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 89 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 251 km (156 mi) and Roma Fiumicino (fco) 263 km (163 mi).
Special Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to arrange this service.
Capanna Di Elfo
Casamia Tuscan Oasis: 4Br Panoramic Penthouse, Sky
Cosy holiday home with A/C, hot tub, WIFI, TV, patio and panoramic view
- 8
- 4
- 3
Description
Property Casamia Tuscan Oasis: 4Br Panoramic Penthouse, Sky is a lovely property (200 sq m) that includes hot tub, WiFi internet and air conditioning. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Casamia Tuscan Oasis: 4Br Panoramic Penthouse, Sky is located in Siena, Italy and only 38 km (24 mi) from San Gimignano in the tourist area "Siena And Surroundings".
The Experience
When you arrive at Casamia Tuscan Oasis: 4Br Panoramic Penthouse, Sky 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 unwind with your family and friends for a perfect ending to another day in Tuscany. Outside you will also find a hot tub, patio 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 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.
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: San Gimignano 38 km (24 mi), Greve In Chianti 40 km (25 mi), Montalcino 43 km (27 mi), Montepulciano 62 km (39 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 162 km (101 mi), Forte Dei Marmi 169 km (105 mi), Rome 239 km (148 mi), Venice 318 km (198 mi) and Milan 362 km (225 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 30 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) 81 km (50 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 248 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).
More Services
Tours - Custom tours can be organized 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.
Casamia Tuscan Oasis: 4Br Panoramic Penthouse, Sky
Casa di Luca, Pool, Castelnuovo Berardenga
Independent House with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
- 10
- 4
- 3
Description
Casa Di Luca, Pool, Castelnuovo Berardenga is located 14 km (9 mi) from Siena, Italy and only 39 km (24 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Casa Di Luca, Pool, Castelnuovo Berardenga is a lovely stone building (160 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival at Casa Di Luca, Pool, Castelnuovo Berardenga you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation 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 unwind at the end the day. For your pleasure, on the grounds there is a playground, barbecue grill 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 ten 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: Greve In Chianti 39 km (24 mi), San Gimignano 51 km (31 mi), Montalcino 54 km (34 mi), Montepulciano 63 km (39 mi) and Arezzo 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 175 km (108 mi), Forte Dei Marmi 182 km (113 mi), Rome 240 km (149 mi), Milan 375 km (233 mi) and Naples 430 km (267 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Di Luca, Pool, Castelnuovo Berardenga. 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: 08:00 - 10:00
Pool Open: 15 May - 6 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) 93 km (58 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 180 km (112 mi), Roma Ciampino (cia) 249 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Front outdoor space of about 100 square meters private and fenced.
Backyard space and pool (4x10 m) occasionally shared with the owner who has reserved a small portion of the house.
Casa Di Luca, Pool, Castelnuovo Berardenga
Castello di Quarate
Fabulous independent villa with WIFI, A/C, private pool, TV, patio, near Greve In Chianti
- 14
- 7
- 7
Description
Vacation rental Castello Di Quarate is a nice property (900 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 3 km (2 mi) from San Polo In Chianti, Italy in the tourist area "Florence And Surroundings" and only 15 km (9 mi) from Greve In Chianti.
The Experience
After arriving at Castello Di Quarate you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: Greve In Chianti 15 km (9 mi), Florence 19 km (11 mi), San Gimignano 58 km (36 mi), Arezzo 69 km (43 mi) and Siena 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (11 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 127 km (79 mi), Rome 273 km (170 mi), Venice 272 km (169 mi) and Milan 320 km (199 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
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) 38 km (24 mi), Pisa (psa) 100 km (62 mi), Bologna (blq) 125 km (77 mi), Genova (goa) 258 km (160 mi) and Venezia (vce) 278 km (173 mi).
Special Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be organized at Castello Di Quarate. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Castello Di Tizzano
Agriturismo Casa da Pietro
Comfortable home with A/C, WIFI, TV, patio and panoramic view, close to Greve In Chianti
- 3
- 14
- 5
- 4
Description
Agriturismo Casa Da Pietro is a lovely property with air conditioning and WiFi internet. The country resort has a total of three independent apartments. The property can sleep up to 14 people comfortably. Agriturismo Casa Da Pietro is located 5 km (3 mi) from San Polo In Chianti, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings".
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a garden where you can relax while enjoying a nice cold beverage after a hectic day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. For your pleasure, on the grounds there is a patio, playground and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas but still have their own private living quarters.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 20 km (12 mi), Florence 28 km (18 mi), San Gimignano 59 km (37 mi), Arezzo 62 km (39 mi) and Siena 78 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 28 km (18 mi), Viareggio 127 km (79 mi), Forte Dei Marmi 134 km (83 mi), Rome 266 km (165 mi), Venice 283 km (176 mi) and Milan 329 km (204 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 00:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 46 km (28 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 265 km (164 mi) and Roma Ciampino (cia) 275 km (171 mi).
Additional Services
Tours - The owner can schedule 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 individual 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.
Agriturismo Casa Da Pietro
Last-Minute Offer for Beatrice
Book 15 days or less before the arrival date and receive a 5 % 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:
Gina
Ettore
- 4
- 2
- 1
Description
Property Summary
Nestled in the rolling Tuscan countryside of Siena, Italy, the charming detached house "L'Oliviera" offers a truly peaceful and sun-drenched retreat for those seeking an authentic holiday rental experience. Positioned in a quiet, elevated setting just 5 km from the historic centre of Siena, this beautiful property is surrounded by trees, open fields, and sits only 100 metres from the edge of a forest, creating a natural and serene atmosphere. The house benefits from complimentary Wi-Fi throughout, allowing guests to stay connected while enjoying the tranquillity of the Tuscan landscape. Private parking is conveniently available directly at the property, ensuring effortless arrivals and departures for those exploring the surrounding region by car.
Outdoors
The outdoor spaces of "L'Oliviera" are a true highlight of the property, offering guests a private and immersive connection with the natural Tuscan environment. The grounds feature a well-maintained lawn alongside a wildlife garden, thoughtfully designed to blend harmoniously with the surrounding countryside and its native flora and fauna. The property is enveloped by trees and open fields, providing a sense of seclusion and privacy that makes it an ideal setting for relaxing outdoors, breathing in the fresh country air, and enjoying the unspoiled beauty of the Sienese hills.
Other Information
Guests should be aware that heating at "L'Oliviera" is available and billed on-site, applicable during the period from 10 April to 31 October. Baby equipment is provided and included at no additional charge, making the property a practical and welcoming choice for families travelling with young children. The owner resides on the same property, ensuring a reassuring presence and the opportunity for personalised local assistance throughout the stay. Guests should also be aware that the owner keeps a dog on the premises. As the property is situated in a rural setting, the use of a car is strongly recommended in order to fully enjoy the surrounding area and access nearby services with ease.
Distances and Attractions
"L'Oliviera" enjoys a convenient location with easy access to a wide range of everyday amenities and cultural landmarks. A grocery store is located just 3 km away, while a shopping centre can be reached within 4 km, and a restaurant is a short 2 km drive from the property. Public transport is readily accessible, with a bus stop situated only 100 metres from the house, and the railway station "Siena" reachable within 6 km. For those wishing to explore the wider Tuscan region, the thermal baths of "Rapolano Terme" are approximately 35 km away, offering a wonderful opportunity for relaxation and wellness. The medieval village of Monteriggioni lies just 16 km from the property, while the iconic hilltop town of San Gimignano is 36 km away. The breathtaking landscape of the Crete Senesi can be explored within 30 km, and the celebrated wine town of Montalcino is situated 45 km from the house. The Renaissance gem of Pienza is approximately 50 km away, and Montepulciano, renowned for its Vino Nobile, can be reached within 65 km, making "L'Oliviera" an exceptional base from which to discover the very best of Tuscany. L'Oliviera
- 8
- 4
- 2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
Villa del Mangia, 5Panoramic Pool and Chef Service
Superb private holiday rental with WIFI, A/C, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Villa dei Michelangioli a Brolio
Private Vacation home with hot tub, A/C, private pool, sauna, WIFI, TV, patio, near Cortona
- 18
- 9
- 9
Description
Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. Property Villa Dei Michelangioli a Brolio is a nice property (800 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 18 people comfortably in nine bedrooms with nine bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a relaxing 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 relax at the end the day. Also available outdoors are a patio and barbecue grill. There is a kitchen including microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
More Services
Cooking Lessons - Learn 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 enjoyable way to spend time with friends and family while learning the secrets vital 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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Villa De' Michelangioli
Book 15 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
In the Heart of Chianti, Pool, Wifi, View - Lillia
Fabulous villa with WIFI, private pool, A/C, TV and panoramic view
- 10
- 5
- 5
Description
In the Heart of Chianti, Pool, Wifi, View - Lillia is a lovely vacation rental (400 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. Conveniently located in the centre of Lilliano, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect 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. 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 33 km (21 mi), Florence 60 km (37 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 162 km (100 mi), Rome 263 km (163 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 13 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) 73 km (45 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
In the Heart of Chianti, Pool, Wifi, View - Lillia
- 4
- 2
- 1
Description
Property Summary
Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.
Outdoors
The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.
Other Information
Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.
Distances and Attractions
Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré
Il Cottage Roccaio
Amazing independent villa with private pool, A/C, WIFI, TV, patio and pets allowed
- 8
- 3
- 3
Description
Property Summary
Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.
Outdoors
The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.
Other Information
Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.
Distances and Attractions
Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio
Il Sogno di Pietro
Stunning private property with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view
- 11
- 5
- 4
Description
Property Summary
Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fiorentino, Italy. The property features a main house and an outbuilding, offering a spacious and private setting. It boasts a fenced 6,500 square meter grounds with a lush lawn, a seasonal swimming pool (12 x 4 meters, depth 140 cm, available from April 15 to October 30), an outdoor shower, a pergola, garden furniture, a barbecue area, and parking on the premises. With amenities like Internet Wi-Fi, it provides a perfect setting for a relaxing vacation rental.
Outdoors
The property offers an idyllic outdoor experience with its expansive 6,500 square meter fenced grounds. Guests can enjoy the well-manicured lawn, perfect for lounging or outdoor activities. The highlight is the seasonal swimming pool, measuring 12 x 4 meters with a depth of 140 cm, available from April 15 to October 30. Enhance your alfresco experience with the outdoor shower, pergola, garden furniture, and barbecue area. Just an example, you can savor delightful meals prepared on the grill while enjoying the beautiful surroundings.
Other Information
The property is conveniently located near essential amenities. A grocery store and a supermarket are just 3 km away, ensuring easy access to supplies. For dining options, a restaurant is only 1 km from the villa. The "Firenze-Roma" railway station is 3 km away, providing convenient transportation links. Those seeking relaxation can visit the thermal baths at "Rapolano Terme," situated 37 km from the property, or the bathing lake "Trasimeno." The owner does not accept youth groups, ensuring a peaceful atmosphere for families and couples.
Distances and Attractions
Il Sogno Di Pietro offers a prime location to explore the region's rich cultural and historical attractions. Nearby destinations include Cortona (13 km), Arezzo (16 km), Lucignano (20 km), Passignao Sul Trasimeno (31 km), Castiglione Del Lago (33 km), and Pienza (47 km). These charming towns and cities offer a glimpse into the region's rich heritage, with stunning architecture, museums, and picturesque landscapes to explore. Whether you're seeking cultural immersion or natural beauty, this holiday rental provides a convenient base to experience the best of the area. Il Sogno di Pietro
- 4
- 2
- 2
Description
Property Summary
You are considering Casa Volpe, a beautiful, comfortable 2-family detached house in Castiglion Fiorentino, Italy. It is a renovated property located 1 km from the town center in a residential area. The property boasts a private garden of 250 m2, on-site parking, and an EV charging station. It offers amenities such as a yard, internet WiFi, parking, and an EV charging station. The property is ideal for a vacation rental.
Outdoors
The property features a shared garden of 2,000 m2 that is fenced, providing ample outdoor space for you to enjoy. Additionally, you have access to a private garden of 250 m2, perfect for relaxing or dining al fresco.
Other Information
Please note that the owner does not accept youth groups and resides on the same property in a separate semi-detached house. A car is recommended during your stay.
Distances and Attractions
The property is conveniently located near various amenities, including a grocery store 400 m away, a supermarket 500 m away, a restaurant and bar within 1 km, and the "Firenze-Roma" railway station just 3 km away. For those seeking relaxation, the "Rapolano" thermal baths are 45 km away, and the "Trasimeno" bathing lake is only 20 km from the property. Nearby attractions include the charming towns of Cortona (11 km), Arezzo (16 km), Passignano sul Trasimeno (29 km), Castiglion Del Lago (29 km), Pienza (45 km), and the beautiful city of Siena (60 km). Volpe
- 4
- 1
- 1
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
- 10
- 4
- 3
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
Casa Angela
Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona
- 8
- 3
- 3
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
