Vacation Rentals with Air Conditioning in Zona Pip-Località Trieste, Italy

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Total Results: 346


Cinigiano 250: Water, Cloud, Sky, Property, Plant, Swimming Pool, Azure, Tree, Shade, Outdoor Furniture 0% Interest Installments € 75 - € 153/night

Unique multi-unit property with WIFI, A/C, pool, TV, patio, pets allowed and panoramic view

  •   3
  •   13
  •   5
  •   4
: EAS201351
€ 75 - € 153per Night
  Accommodation
Olinto 250.1 2 1 1
Carola 250.2 5 2 1
Bandiera 250.3 6 2 2
All 3 Accommodations 13 5 4

Description

Property Summary
The organic and biodynamic farm "Le Calle" offers a rustic and cozy working farm experience surrounded by fields and vineyards in the heart of the Montecucco DOC area. It boasts 3 apartments within the residence, providing a unique vacation rental opportunity. Amenities include a beautiful garden for relaxation, a seasonal swimming pool (6 x 12 m, depth 120 - 170 cm) available from May 1 to October 30, a shower/WC area near the pool, a volleyball court, a barbecue area, and a children's playground. Additionally, you'll enjoy on-site parking, reception, and shared laundry facilities.

Outdoors
Immerse yourself in the tranquil countryside setting, where you can savor the fresh air and enjoy the farm's surroundings. Explore the nearby walking paths that start just 20 meters from the property, or venture further afield to the Parco dell'Uccellina, located 50 km away. Outdoor enthusiasts can also take advantage of the riding stable situated 10 km from the farm.

Other Information
The owners of "Le Calle" offer a unique experience by organizing amusing "agribus" tours of the farm and hosting weekly dinners (June-August) featuring their exceptional farm-fresh products. Visitors can also purchase these premium products, including wine, oil, pasta, cured meats, honey, and legumes, at the on-site shop. The farm practices organic and biodynamic farming methods and breeds native animal species such as the Cinta Senese pig, Maremmana cow, Apennine sheep, Amiatino donkey, and various courtyard animals.

Distances and Attractions
Located in Cinigiano, Italy, "Le Calle" is conveniently situated 10 km from the town center and 50 km from the sea. Nearby attractions include the renowned Montalcino (35 km), the picturesque Val d'Orcia, Monte Amiata, and the charming coastal town of Castiglione della Pescaia (50 km). Guests can enjoy easy access to local amenities, with a grocery store just 1 km away, a supermarket within 10 km, and a restaurant within 3 km of the property. Cinigiano 250

Cinigiano 100: Tableware, Sky, Table, Property, Plant, Furniture, Building, Cloud, Dishware, Cup   Special Offer 0% Interest Installments € 72 - € 216/night

Pretty multi-unit vacation home with pool, A/C, WIFI, patio and panoramic view

  •   4
  •   19
  •   9
  •   8
€ 72 - € 216per Night
  Accommodation
Santa Marta 100.2 5 2 2
Mandorlo 100.3 6 3 2
Ciliegiolo 100.1 2 1 1
Grotte Rosse 100.4 6 3 3
19 9 8

Description

Property Summary

Nestled within the rolling countryside of Cinigiano, Italy, the "Salustri" farm offers an exceptional holiday rental experience set on a thriving organic estate renowned for its production of high-quality wine and olive oil. This remarkable property forms part of a large working farm comprising 5 individual houses, all immersed in the natural beauty of the surrounding fields and open landscape. Positioned at an elevated and tranquil location, the estate invites guests to unwind in a setting that seamlessly blends agricultural heritage with refined comfort. The beautifully maintained yard provides an ideal space for relaxation and outdoor enjoyment, while high-speed Internet Wifi keeps you effortlessly connected throughout your stay. The property also features a heated indoor swimming pool measuring 6 x 10 m with a depth of 150 cm, available seasonally from 01 May to 01 November, ensuring a premium leisure experience regardless of the time of year.

Outdoors

The outdoor spaces at "Salustri" are thoughtfully designed to enhance your experience of the Tuscan countryside. A welcoming sun terrace and reception terrace provide ideal spots for soaking up the warm Italian sunshine, while the garden is furnished with comfortable garden furniture, perfect for leisurely afternoons in the open air. The pool area is equipped with a dedicated WC and shower facilities, ensuring full convenience for guests making use of the heated indoor pool. The expansive grounds surrounding the property reflect the authentic character of a working farm, offering a sense of space and serenity that is rarely found elsewhere. Guests are also welcome to purchase farm products directly on-site, adding a genuine and memorable dimension to their stay.

Other Information

A shared washing machine is available on the premises for an additional fee, offering practical convenience during longer stays. Parking is available directly on the property at no additional inconvenience. A car is strongly recommended in order to fully explore the surrounding area and reach nearby towns, attractions, and points of interest with ease. The farm setting and its elevated position ensure a quiet and private atmosphere throughout your visit.

Distances and Attractions

"Salustri" enjoys a privileged location just 10 km from the centre of Cinigiano, placing a charming Italian village well within reach. The property sits approximately 51 km from the sea, making coastal excursions a perfectly viable option during your stay. The renowned wine town of Montalcino is located 35 km away, offering world-class vineyards, historic architecture, and exceptional local cuisine. The breathtaking Val d'Orcia and the dramatic landscapes of Monte Amiata are also easily accessible, as is the Parco dell'Uccellina nature reserve, both situated approximately 50 km from the property. The beautiful coastal resort of Castiglione della Pescaia lies at a distance of 50 km, providing an excellent destination for a day by the sea. Cinigiano 100

Agriturismo le Calle: Water, Plant, Property, Swimming Pool, Tree, Sky, Outdoor Furniture, Chair, Leisure, Real Estate € 98 - € 245/night

Nice home with A/C, pool, TV, terrace and pets allowed

  •   4
  •   14
  •   7
  •   6
€ 98 - € 245per Night
  Accommodation
Olinto 2 1 1
Carola 4 2 1
Bandiera 4 2 2
Casetta le Calle 4 2 2
14 7 6

Description

The perfect place to take your children on holiday! Agriturismo Le Calle is located in the heart of the Maremma about 9 km from Cinigiano and Paganico, and is the ideal place for those seeking relaxation in the hills, and for those who want their children to have an unforgettable experience in contact with nature and the farm animals, such as sheep, the friendly donkeys from Amiata, the Cinta Senese pigs and the Maremma cows.
The farm consists of about 80 hectares and produces excellent Montecucco D.O.C. wines, extra virgin olive oil, Cinta Senese cold cuts, honey, cereals and legumes, with which the owners Riccardo and Savina will be happy to tempt you.
You can take a dip in the sea with wonderful trips, even daily, to the seaside resorts on the golden Tyrrhenian coast. Castiglione della Pescaia, Marina di Grosseto and Marina di Alberese are about 50 km away and can be reached in just over 30 minutes by car.
The Agriturismo Le Calle is composed of 4 holiday apartments, 3 of which are in the farm centre, (Carola, Olinto and Bandiera) and the CASETTA LE CALLE which is 2 km away, reachable by an unpaved road, not advisable for sports cars.  Casetta Le Calle is particularly recommended for those who wish to maintain their privacy, where a breathtaking 360° panorama awaits you around the house. Green and gentle hills, which in every season and in every moment of the day will give you unforgettable images and colours.
Adjacent to the farmhouse, where the owner's house is also located, you will find the swimming pool (size 6x12 m - depth 1,20 - 1,70 m - open from 01st May to 15 October), the laundry room, a bathroom with shower, and the park with children's playground.
Pets are welcome (extra charge could be required).
During the months of July and August during your stay the owner will organise a trip in an AGRIBUS, a tractor-drawn trailer for transporting people, a modern version of an ox-drawn cart, and will take you around the farm to admire the beautiful landscape of the Maremma. A family experience you won't forget.
After the trip, all participants will be offered a tasting dinner with the farm's products (included in the price for bookings of at least one week), evenings in company and joy shared with other guests and the owner's family that will remain in your fondest memories.
  Agriturismo le Calle

Terre di Giano Private Pool and View, Umbria: Swimming Pool, Hacienda, Resort, Villa, Eco Hotel, Water Feature, Backyard, Hotel, Resort Town, Thermae € 1200 - € 1400/night

Superb private villa with hot tub, A/C, private pool, WIFI, TV, terrace, panoramic view

  •   18
  •   4
  •   5
: EAS224754
New Listing
€ 1200 - € 1400per Night

Description

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

Cottage Capanna: Cloud, Plant, Sky, Property, Swimming Pool, Building, Water, Azure, Tree, Shade 0% Interest Installments € 197 - € 275/night

Unique property with WIFI, pool, A/C, TV, patio and pets allowed

  •   4
  •   2
  •   1
€ 197 - € 275per Night

Description

Conveniently located 860 m (2798 ft) from Pietraviva, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from Siena. Cottage Capanna is a lovely stone building (45 sq m) with WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.

The property Cottage Capanna is part of the Agriturismo L'incrociata, so it shares the pool with its 6 apartments.
The properties Cottage Capanna, Agriturismo L'incrociata and Villa Miravalle are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.


Your Experience
After arriving at Cottage Capanna you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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. Outdoors you will also find a patio, 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 holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four 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: Siena 34 km (21 mi), Arezzo 35 km (22 mi), Montepulciano 49 km (30 mi), Greve In Chianti 54 km (33 mi) and Cortona 59 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 324 km (201 mi) and Milan 366 km (227 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Cottage Capanna. If you have a large dog or multiple pets, please inquire for permission prior to booking.

Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 87 km (54 mi), Pisa (psa) 149 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 mi).

More Services
Cooking Lessons - Discover from a local chef the techniques required 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 pleasant way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.

Cottage Capanna

Villa Miravalle: Sky, Plant, Cloud, Swimming Pool, Tree, Building, Shade, Land Lot, Grass, Leisure 0% Interest Installments € 405 - € 592/night

Unique holiday home with A/C, private pool, WIFI, TV, veranda and pets allowed

  •   6
  •   3
  •   2
: EAS187753
€ 405 - € 592per Night

Description

Villa Miravalle is located 1 km (3590 ft) from Pietraviva, Italy and only 34 km (21 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental Villa Miravalle is a lovely stone building (160 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to six people comfortably in three bedrooms with two bathrooms.

The properties Villa Miravalle, Cottage Capanna and Agriturismo L'incrociata are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.

The garden is fully enclosed, and the pool area is also fenced off from the rest of the garden.
Up to 3 dogs are permitted.



The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. 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 microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 34 km (21 mi), Arezzo 35 km (22 mi), Montepulciano 49 km (31 mi), Greve In Chianti 54 km (33 mi) and Cortona 59 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 81 km (51 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 325 km (202 mi) and Milan 366 km (227 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Miravalle. If you have a large dog or multiple pets, please inquire for permission prior to booking.

Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 87 km (54 mi), Pisa (psa) 149 km (93 mi), Bologna (blq) 173 km (108 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 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 fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.

Villa Miravalle

Villa Noceta: Water, Swimming Pool, Property, Plant, Building, Azure, Outdoor Furniture, Shade, Leisure, Chair € 565 - € 751/night

Stunning independent house with A/C, WIFI, private pool, TV, panoramic view, close to Cortona

  •   10
  •   5
  •   5
€ 565 - € 751per Night

Description

Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.

Please carefully check if there are any extra costs to be paid on site! Villa Noceta

Villa Marietta: Swimming Pool, Property, Natural Landscape, Real Estate, House, Estate, Home, Residential Area, Architecture, Sky € 458 - € 718/night

Amazing private property with private pool, A/C, WIFI, TV and panoramic view, near Arezzo

  •   14
  •   7
  •   5
€ 458 - € 718per Night

Description

Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fuelly equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Marietta

Villa Mimosa: Water, Sky, Building, Swimming Pool, Plant, Azure, Rectangle, Architecture, Shade, Body Of Water € 347 - € 570/night

Unique private house with A/C, private pool, WIFI, TV, patio, pets allowed, close to Cortona

  •   10
  •   5
  •   2
€ 347 - € 570per Night

Description

Conveniently located 550 m (1795 ft) from Il Passaggio, Italy and only 6 km (4 mi) from Cortona. Villa Mimosa is a lovely property (175 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to ten people comfortably in five bedrooms with two bathrooms.

The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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. Also available outdoors are 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 microwave, 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 6 km (4 mi), Arezzo 34 km (21 mi), Montepulciano 35 km (22 mi), Perugia 53 km (33 mi) and Gubbio 63 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Mimosa. 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: 1 June - 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (139 mi), Roma Ciampino (cia) 226 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).

Additional Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare mouth-watering 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
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 after arriving.

Villa Mimosa

Villa Gelsomino: Swimming Pool, Property, House, Leisure, Real Estate, Water, Building, Vacation, Resort Town, Estate € 298 - € 550/night

Independent Vacation home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona

  •   8
  •   4
  •   3
€ 298 - € 550per Night

Description

Conveniently located 2 km (1 mi) from Pergo, Italy and only 7 km (4 mi) from Cortona. Holiday rental Villa Gelsomino is a nice stone building (260 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms.

The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 7 km (4 mi), Arezzo 34 km (21 mi), Montepulciano 35 km (22 mi), Perugia 53 km (33 mi) and Gubbio 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 422 km (262 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Gelsomino. 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: 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (139 mi), Roma Ciampino (cia) 226 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).

More Services
Cooking Lessons - Learn 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 required to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Gelsomino. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.

Villa Gelsomino

Villa Il Borgo: Water, Sky, Plant, Property, Outdoor Bench, Azure, Swimming Pool, Natural Landscape, Tree, Grass € 662 - € 898/night

Private Holiday villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Cortona

  •   8
  •   4
  •   4
€ 662 - € 898per Night

Description

Conveniently located 3 km (2 mi) from Pergo, Italy and only 8 km (5 mi) from Cortona. Villa Il Borgo is a beautiful stone building (240 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.

The Property is composed of the main Villa and an annex.

What to Expect
Upon arrival at Villa Il Borgo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, 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 patio 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 8 km (5 mi), Arezzo 35 km (22 mi), Montepulciano 37 km (23 mi), Perugia 54 km (34 mi) and Gubbio 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (143 mi), Rome 219 km (136 mi), Venice 380 km (236 mi) and Milan 422 km (262 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Borgo. 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: 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) 142 km (88 mi), Pisa (psa) 205 km (127 mi), Roma Ciampino (cia) 228 km (142 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 240 km (149 mi).

Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will 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 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.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.

Villa Il Borgo

Il Cottage Roccaio: Swimming Pool, Blue, Water, Resort, Outdoor Furniture, Thermae, Eco Hotel, Hacienda, Water Feature, Villa 0% Interest Installments € 209 - € 426/night

Wonderful independent property with private pool, A/C, WIFI, TV, patio and pets allowed

  •   8
  •   3
  •   3
: EAS221882
€ 209 - € 426per Night

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 Tiglioré: Grass, Garden, Shade, Lawn, Landscaping, Leisure, Outdoor Furniture, Yard, Artificial Turf, Park   Special Offer 0% Interest Installments € 93 - € 264/night

Beautiful private villa with private pool, WIFI, A/C, TV, patio and pets allowed

  •   4
  •   2
  •   1
: EAS221918
€ 93 - € 264per Night

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 Sogno di Pietro: Cloud, Sky, Water, Dusk, Swimming Pool, Afterglow, Sunset, Horizon, Tree, Landscape   Special Offer 0% Interest Installments € 773 - € 1099/night

Stunning private property with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view

  •   11
  •   5
  •   4
: EAS207898
€ 773 - € 1099per Night

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

Volpe: Sky, Property, Building, Snow, Window, Wood, Slope, House, Tree   Special Offer 0% Interest Installments € 88 - € 154/night

Wonderful holiday villa with A/C, WIFI, TV, balcony and pets allowed

  •   4
  •   2
  •   2
: EAS200973
€ 88 - € 154per Night

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

Galleria di Brolio: Water, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Leisure, Grass € 197 - € 303/night

Pretty private villa with A/C, WIFI, private pool, TV and veranda, near Cortona

  •   10
  •   4
  •   3
€ 197 - € 303per Night

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

La Casa di Pino: Swimming Pool, Resort, Garden, Eco Hotel, Outdoor Furniture, Thermae, Water Feature, Shade, Estate, Landscaping € 141 - € 212/night

Pretty private villa rental with A/C, WIFI, private pool and TV, near Cortona

  •   4
  •   1
  •   1
€ 141 - € 212per Night

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

Casa Angela: Swimming Pool, Residential Area, Resort, Leisure, Thermae, Estate, Outdoor Furniture, Human Settlement, Villa, Hacienda € 205 - € 338/night

Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona

  •   8
  •   3
  •   3
€ 205 - € 338per Night

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

Podere i Gigli: Water, Plant, Sky, Property, Swimming Pool, Azure, Tree, Shade, Rectangle, Outdoor Furniture € 140 - € 240/night

Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona

  •   6
  •   3
  •   3
€ 140 - € 240per Night

Description

Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily. 
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli

Collina dei Fiori: Water, Plant, Sky, Cloud, Umbrella, Azure, Swimming Pool, Shade, Outdoor Furniture, Tree € 350 - € 574/night

Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo

  •   9
  •   4
  •   3
€ 350 - € 574per Night

Description

Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.

In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori