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Superb private villa rental with A/C, private pool, WIFI and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per 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

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Pretty independent property with private pool, A/C, WIFI, TV and veranda, close to Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 197per 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

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Fantastic flat with private pool, WIFI, TV and pets allowed

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 95per Night

Description

From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno

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Casa Angela

: EAS193085

Stunning private villa with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 205per 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

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Wonderful private vacation home with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 350per Night

Description

SPECIAL OFFER 10% DISCOUNT From 20th June until 03rd July 2026 and From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS

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

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Amazing private villa rental with A/C, private pool, WIFI, TV and terrace, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 140per 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

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Independent Villa rental with A/C, private pool, WIFI, TV, terrace, pets allowed, close to Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 515per Night

Description

Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.

The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.

Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO.  Villa degli Olivi

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Pozzonovo

: EAS48357

Nice holiday home with pool, WIFI, TV and pets allowed, close to Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 72 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 72 /Night
  Il Ciliegio 4 1 1 49 m2 € 79 /Night
  Il Pesco 4 1 1 40 m2 € 79 /Night
All 3 Accommodations 10 3 3

Description

Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo

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Beautiful independent property with WIFI, private pool, A/C and panoramic view, close to Montalcino

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
From € 250per Night

Description

Podere Palazzo is located 3 km (2 mi) from Castiglione D'orcia, Italy and only 24 km (15 mi) from Montalcino in the tourist area "Orcia Valley". Property Podere Palazzo is a beautiful property (200 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to eight people comfortably in three bedrooms with three bathrooms.

The Ground Floor can't be rented and it is closed, as the owners live there occasionally.
They may use the pool too, when they are at the villa.

Your Experience
When you arrive at Podere Palazzo you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.

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: Montalcino 24 km (15 mi), Montepulciano 31 km (19 mi), Siena 58 km (36 mi), Cortona 70 km (43 mi) and Arezzo 92 km (57 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 197 km (123 mi), Venice 376 km (234 mi) and Milan 419 km (260 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 206 km (128 mi), Roma Fiumicino (fco) 219 km (136 mi) and Bologna (blq) 221 km (137 mi).


Birthdays and parties are generally not accepted, especially for groups of young people under the age of 30.

Podere Palazzo

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Unique independent villa rental with WIFI, private pool, A/C, TV, patio and panoramic view

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 801per Night

Description

Montelucci Chianti Agrivilla is a lovely stone building (400 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Montelucci Chianti Agrivilla is located 560 m (1795 ft) from Montegrossi, Italy and only 30 km (18 mi) from Greve In Chianti in the tourist area "Chianti".

Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished 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: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).

Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).

Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Montelucci Chianti Agrivilla. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be scheduled at Montelucci Chianti Agrivilla. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.

Montelucci Chianti Agrivilla

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

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    4
  • Floor Area
    400 m2
  • Private Pool
From € 648per Night

Description

Villa Di Gaiole is located in Gaiole In Chianti, Italy and only 29 km (18 mi) from Siena in the tourist area "Siena And Surroundings". Property Villa Di Gaiole is a beautiful stone building (400 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.

The Experience
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect 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 relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.

Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).

Additional Information
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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).


Villa Radda

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Stunning private vacation home with private pool, A/C, WIFI, TV, panoramic view, near Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    340 m2
  • Private Pool
From € 549per 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

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Amazing holiday home with WIFI, pool, TV, terrace and panoramic view, close to Greve In Chianti

  -15% Special Offer
  • Sleeps
    6
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    90 m2
  • Swimming Pool
From € 111per Night

Description

Vacation rental Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can accommodate up to six people comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.

What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).

Additional Information
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) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).


The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature

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Villa Mira

: EAS147034

Stunning private vacation home with private pool, WIFI, A/C, TV, panoramic view, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    2
  • Floor Area
    90 m2
  • Private Pool
From € 161per Night

Description

Holiday home Villa Mira is a lovely property (90 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms. Villa Mira is located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona.

Your Experience
After arriving at Villa Mira you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Montepulciano 19 km (12 mi), Perugia 50 km (31 mi), Arezzo 53 km (33 mi) and Montalcino 61 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (128 mi), Venice 368 km (229 mi) and Milan 411 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Mira. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 228 km (142 mi).

More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Mira. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.

Villa Mira

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Independent Holiday rental with WIFI, private pool, TV, patio, panoramic view, near Montepulciano

  • Sleeps
    16
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    320 m2
  • Private Pool
From € 393per Night

Description

Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored and turned into a welcoming country residence with nicely furnished interiors and large well-kept outdoor areas (6500 square meters).
The location is ideal to visit most of central Tuscany as well Umbria. The property is in easy access to some of the most beautiful and renowned spas of Tuscany (only a few km away): Bagni di San Filippo, Bagno Vignoni both offering sulphureous waters, treatments, massages…
Distances: Gallina with a bar and a restaurant 3 km away, Campiglia with general stores 6 km away, San Filippo (spas) 7 km, Bagno Vignoni (spas) 9 km, Pienza 13 km away, Siena 60 km away, Perugia 90 km away.
At guests’ disposal: large furnished outdoor areas, private swimming-pool (15 x 7,5 m – min. depth 1,35 m – max. depth 1,45 m – open from 01/05 to 30/09), with solarium area, gazebo, barbecue, playground for children with swing and slide, covered furnished portico with bread oven, table football, table tennis. Laundry with washing-machine available.
Parking within the grounds.
Pets are allowed by paying an extra charge (payment on the spot).
Wood for fireplace, barbecue and stove available free of charge.

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

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Tara

: EAS16605

Wonderful independent property with WIFI, pool, TV, patio and pets allowed, near Arezzo

  Special Offer
  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Swimming Pool
  • Cancellation insurance (included)
From € 83per Night

Description

Property Summary

Nestled in the heart of Tuscany, Italy, Casa Tara is a beautifully renovated hayloft that exudes the timeless charm of traditional Tuscan architecture. This exceptional vacation rental offers a harmonious blend of rustic elegance and modern comfort, making it an ideal retreat for those seeking tranquility in the Italian countryside near Laterina. The property features a stunning fenced garden that provides a sense of seclusion and natural beauty, while the impressive swimming pool invites guests to unwind in a serene outdoor setting. Reliable internet WiFi ensures that you remain effortlessly connected throughout your stay, and a dedicated parking space on the premises adds a welcome layer of convenience for those arriving by car.

Outdoors

The outdoor spaces at Casa Tara are thoughtfully designed to offer both relaxation and recreation in equal measure. The swimming pool, measuring 12 x 6 meters with a depth ranging from 110 to 250 cm, features an internal staircase for easy access and is available seasonally from 09 May to 26 September. Surrounding the pool, the fenced garden provides a safe and private environment where you can enjoy the lush Tuscan landscape at your leisure. A private arbor offers a shaded retreat perfect for quiet afternoons, while the terrace is furnished with garden furniture ideal for outdoor dining and socialising. A barbecue area invites al fresco cooking and convivial gatherings, and an outdoor shower adds a practical touch after a refreshing swim. For those who enjoy recreational activities, a table tennis table is also available on the property.

Other Information

Casa Tara is equipped with a central heating system, ensuring warmth and comfort during cooler periods, and a washing machine is available for the convenience of longer stays. The property features electric gates, providing an added layer of security and privacy. Please be aware that the owner resides on the same property and keeps a dog, which guests should take into consideration when planning their visit.

Distances and Attractions

Casa Tara enjoys an enviable location that places a wealth of cultural and natural attractions within easy reach. The center of Arezzo is situated 15 km from the property, while the renowned city of Siena lies 35 km away and Florence, one of Italy's most celebrated cities of art, is approximately 50 km distant. The nearest railway station, Laterina, is conveniently located just 2 km away, making onward travel straightforward. Everyday essentials are easily accessible, with grocery facilities within 200 meters and restaurants within 2 km of the property. The property also serves as an excellent base for exploring the scenic Chianti area and the cooler Casentino valley. Among the notable nearby destinations, Castiglion Fiorentino is 31 km away, Radda in Chianti is 36 km distant, and the charming hilltop town of Cortona can be reached in approximately 43 km. For those seeking wellness experiences, the Rapolano Terme thermal baths are located 37 km from the property. Tara

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Casa Frati

: EAS87873

Pretty independent villa with hot tub, private pool, WIFI, TV and terrace, close to Montalcino

  Special Offer
  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 261per Night

Description

Property Summary

Nestled atop a gentle hill in the heart of Tuscany, "Casa Frati" is a remarkable holiday rental that invites you to experience the timeless beauty of the Orcia valley in Castiglione D'Orcia, Italy. This former small monastery, dating back to the 15th century, has been thoughtfully and beautifully renovated into 2 spacious and elegant country Tuscan-style apartments, connected by an external staircase and offering breathtaking panoramic views of the surrounding landscape. Situated within the southern province of Siena and enveloped by rolling fields and vineyards, the property exudes an atmosphere of authentic tranquility and historical charm. Guests enjoy access to a refreshing swimming pool measuring 6 x 12 metres, set within a generous private yard spanning 4,600 m2, where a large lawn provides the ideal setting for leisurely afternoons in the open air. Internet WiFi is available inside the property, ensuring you remain connected throughout your stay, while on-site parking is conveniently provided, making arrival and departure entirely stress-free. Whether you are seeking a peaceful retreat or a base from which to explore the wonders of the Tuscan countryside, "Casa Frati" offers an exceptional combination of history, comfort, and natural beauty.

Outdoors

The outdoor spaces at "Casa Frati" are as generous as they are inviting, offering a true sanctuary within the Tuscan hills. The private garden, extending across 4,600 m2, is beautifully landscaped and provides ample space for relaxation and outdoor enjoyment. A large lawn stretches across the grounds, perfect for sunbathing or simply unwinding in the warm Italian sun. The swimming pool, measuring 6 x 12 metres with a depth ranging from 140 to 180 cm, is available seasonally from April to October and serves as the centrepiece of the outdoor area. For those seeking additional relaxation, a hot tub is also available on the property, offering a soothing experience amid the natural surroundings. A barbecue area completes the outdoor offering, providing the perfect setting for al fresco dining during warm Tuscan evenings. The secluded hilltop position of the property ensures that all outdoor spaces benefit from sweeping, uninterrupted views of the Orcia valley, creating an atmosphere of complete privacy and serenity.

Other Information

"Casa Frati" is accessed via a 1 km unmade road, which contributes to the sense of seclusion and exclusivity that defines this remarkable property. A sauna is available on the premises for an extra cost, offering an additional layer of relaxation for guests who wish to indulge. Housekeeping services are also available upon request for an additional fee, ensuring that your stay remains as comfortable and effortless as possible. A washing machine is accessible inside the property for the convenience of longer-stay guests. The 2 apartments that make up the property are connected by an external staircase, maintaining a sense of independence while sharing the communal outdoor spaces. A car is strongly recommended in order to fully explore and enjoy the surrounding area and its many attractions.

Distances and Attractions

"Casa Frati" enjoys an enviable location that places a wealth of Tuscan attractions within easy reach. The charming village of Castiglione D'Orcia lies just 3 km from the property, while the historic centre of San Quirico d'Orcia is situated 6 km away, where you will find a selection of restaurants and larger supermarkets. At just 3 km from the property, guests can also visit a local grocery store and the renowned Bagno Vignoni thermal baths, a destination celebrated for its ancient healing waters and unique open-air pool set within the village square. For those wishing to venture further afield, the elegant town of Pienza is located 18 km away, offering its celebrated Renaissance architecture and world-famous Pecorino cheese. Montepulciano, renowned for its noble wines and medieval streets, is 25 km from the property, while Montalcino, home to the prestigious Brunello wine, lies 23 km away. The magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Palio horse race, is reachable within 55 km. The surrounding area offers a rich tapestry of cultural, gastronomic, and natural experiences, making "Casa Frati" the ideal base from which to discover the very best of southern Tuscany. Casa Frati

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Il Cinghiale

: EAS208768

Comfortable flat with pool, WIFI, A/C, TV, patio and panoramic view

  Special Offer
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    1
  • Swimming Pool
  • Cancellation insurance (included)
From € 86per Night

Description

Property Summary

Nestled in the rolling hills of Tuscany, Italy, the historic hamlet of Montefienali offers an extraordinary holiday rental experience steeped in centuries of heritage. Situated at 600 metres above sea level, this remarkable residential village dates back to the 13th century and has been thoughtfully renovated to combine its original character with modern comforts. The property is part of a charming hamlet comprising 25 houses, with a total of 25 apartments available within the residence, set in a secluded and elevated position surrounded by lush trees and the unspoiled Tuscan countryside. Located 15 km from the centre of Gaiole in Chianti, near Castelnuovo Berardenga, the setting offers a rare sense of tranquillity and immersion in nature. Guests have access to a generously sized swimming pool measuring 10 x 15 metres, available seasonally from 15 May to 30 September, with pool hours running from 09:00 to 20:00. The expansive natural grounds extend across 3 hectares of fenced land, offering ample open space and a yard-like environment filled with native plants and trees. Wireless internet connectivity is available to keep you connected during your stay, and parking is conveniently provided on the premises, ensuring ease of arrival and departure.

Outdoors

The outdoor spaces at Montefienali are a true highlight of the experience, inviting you to spend long, leisurely hours in the open air of the Tuscan hills. The shared natural grounds, spanning 3 hectares of fenced land, are home to an abundance of plants and trees that create a peaceful and shaded environment throughout the warmer months. The swimming pool, measuring 10 x 15 metres, is open seasonally from 15 May to 30 September between 09:00 and 20:00, and is maintained by the resident owner and gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool is also available, making the outdoor area suitable for families with younger guests. An outdoor shower provides added convenience after a refreshing swim. The patio and terrace areas are furnished with garden furniture, offering ideal spots for relaxing, dining al fresco, or simply taking in the surrounding landscape. Children are further catered for with a dedicated playground featuring a slide, swing, and sandbox, providing hours of entertainment in a safe and natural setting. The property sits just 100 metres from the edge of the forest, adding a sense of adventure and natural beauty to the outdoor environment.

Other Information

Access to the property is via a 2 km bumpy motor road leading to the grounds, followed by a 50-metre footpath to the house itself, making a car not only convenient but strongly recommended for your stay. A washing machine is available for shared use among guests within the residence. Baby equipment is included as part of your stay at no additional charge. Groups of teenagers are accommodated on request only and must be arranged in advance. The swimming pool is maintained by the owner and gardener, ensuring consistent upkeep throughout the operational season.

Distances and Attractions

Montefienali enjoys a wonderfully central position within the Tuscan landscape, placing a wealth of cultural and practical destinations within easy reach. Essential amenities are close at hand, with a grocery store and restaurant each located just 3 km away, as well as a bar at the same distance, making it easy to enjoy local produce and cuisine without travelling far. A shop and supermarket are both available 15 km from the property, while bicycle rental can also be found at 15 km, offering a wonderful way to explore the surrounding countryside. The nearest bus stop is located 10 km away. For those wishing to explore the region's extraordinary cultural heritage, the medieval city of Siena lies 36 km from the property, offering world-renowned art, architecture, and gastronomy. Arezzo, celebrated for its historic centre and antique market, is 44 km away, while the magnificent city of Florence, with its unparalleled concentration of Renaissance masterpieces, is reachable within 66 km. The surrounding area of Gaiole in Chianti itself is emblematic of the Chianti wine region, offering scenic vineyards, local wineries, and quintessential Tuscan villages to discover throughout your stay. Il Cinghiale

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Unique private property with WIFI, private pool, TV, patio and pets allowed

  • Sleeps
    25
  • Bedrooms
    11
  • Bathrooms
    10
  • Private Pool
  • Cancellation insurance (included)
From € 143per Night

Description

Property Summary
Country house "Podere Ritali" is an ideal vacation rental offering a peaceful and secluded retreat with ample space and privacy. The property features a main house and an outbuilding, accommodating up to 10 guests. Amenities include a large swimming pool (18 x 8 meters, depth 130-150 cm) fenced for safety and available seasonally from May 1 to September 30, an outdoor shower, yard, internet WiFi, and parking on the premises.

Outdoors
Enjoy the tranquil outdoor spaces at "Podere Ritali". Take a refreshing dip in the sizeable swimming pool, measuring 18 x 8 meters with a depth of 130-150 cm, which is fenced for safety and available seasonally from May 1 to September 30. Soak up the sun on the lawn area or take advantage of the outdoor shower. For entertainment, you can play table tennis or table football on the property.

Other Information
Convenience is assured at "Podere Ritali". A grocery store, bar, and supermarket are just 3 km away. The nearest train station, "Ponticino - Arezzo", is 20 km from the property. For those interested in horseback riding, a stable is conveniently located 2 km away. Please note that a car is recommended for getting around, and there is steep motor access to the property via an unmade road (200 m). Pre-arrival grocery and beverage services are available for your convenience.

Distances and Attractions
While nestled in a peaceful location, "Podere Ritali" is within easy reach of several attractions. The property is situated 7 km from the center of Civitella and 3 km from the center of Ponticino. Nearby cities like Arezzo, Siena, and Florence are easily accessible, offering a wealth of cultural and historical attractions to explore. Laterina, Italy, is also in the vicinity, providing additional opportunities for sightseeing and experiencing the local culture. Podere Ritali

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Amazing multi-unit accommodation with A/C, pool, WIFI, TV and pets allowed

  • Accommodation
    2
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
  • Cancellation insurance (included)
€ 125 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  San Regolo 915.1 2 1 1 60 m2 € 125 /Night
  San Regolo 915.2 4 2 2 90 m2 € 178 /Night
All 2 Accommodations 6 3 3

Description

Property Summary

Nestled at 460 metres above sea level in the heart of the Tuscan countryside, Resort "San Regolo" is an exceptional holiday rental set within the hamlet of San Regolo, just 10 km from the centre of Gaiole in Chianti, Italy. Comprising 6 individual houses, this charming hilltop resort enjoys a sunny elevated position within a residential area of villas, surrounded by the rolling landscapes that define this celebrated region. The resort is ideally suited for families seeking an authentic and refined Tuscan retreat. Guests benefit from a shared swimming pool measuring 15 x 6 metres with a depth ranging from 120 to 220 cm, available seasonally from 1 May to 25 October, offering a refreshing focal point during the warmer months. Staying connected is effortless thanks to Internet WiFi access, while environmentally conscious travellers will appreciate the convenience of the on-site EV charging station, ensuring electric vehicles can be charged directly at the property. A central heating system serves the resort, with heating costs to be settled on the spot during the period from 29 March to 31 October, while heating is available as a standard inclusion from 1 November to 28 March. Additional services available on request or for an extra charge include massage treatments at the resort's reception, a cook, and bicycle rental.

Outdoors

The outdoor spaces at Resort "San Regolo" are thoughtfully designed to make the most of the property's privileged hilltop setting and the stunning natural surroundings of the Chianti countryside. The shared swimming pool, measuring 15 x 6 metres with a depth of 120 to 220 cm, is open seasonally from 1 May to 25 October and is maintained by the owner's gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool provides a safe and enjoyable space for younger guests, while an outdoor shower offers practical convenience for all. The garden is furnished with outdoor furniture, creating comfortable spaces to relax, dine, and take in the panoramic views across the Tuscan hills. The overall outdoor environment reflects the tranquil and unspoiled character of the resort's countryside location.

Other Information

Resort "San Regolo" offers a range of shared and on-site facilities designed to enhance the comfort and convenience of your stay. The complex features a reception area where guests can access information and arrange additional services, including massage treatments available for an extra charge. A communal laundry room equipped with a washing machine is available for shared use among guests. Parking is available directly on the premises at no additional cost. Up to 6 bicycles are available to rent for an extra charge, providing a wonderful way to explore the surrounding countryside and nearby villages. A cook can also be arranged on request for an additional fee. The resort is noted as being particularly suitable for families. Please be aware that the photographs provided show a typical example of the accommodation within the resort.

Distances and Attractions

Resort "San Regolo" benefits from a well-connected location that places a wealth of Tuscan destinations and everyday amenities within easy reach. A restaurant is located just 1 km away, while a grocery store can be found at 5 km. A shop and supermarket are both situated 10 km from the resort, as is the nearest bus stop. The historic centre of Gaiole in Chianti lies 10 km away, while Radda in Chianti is 16 km distant. For those wishing to explore further afield, the thermal baths of "Rapolano Terme" are 26 km away, and the renowned city of Siena is reachable within 20 km. The iconic Castello di Brolio is just 2 km from the resort, making it an effortless excursion. Castelnuovo Berardenga is 13 km away, Castellina in Chianti is 27 km, Monteriggioni is 35 km, and Monte San Savino is 39 km. The charming town of Greve in Chianti is also within the surrounding area. For those seeking a coastal escape, the sandy beach of "Castiglione della Pescaia" is located 115 km away. The city of Firenze is 76 km from the resort, making it an accessible destination for a day trip to experience its extraordinary art, architecture, and culture. Gaiole in Chianti 915

Read About Things To Do and See Near Serre di Rapolano

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