Vacation Rentals with Air Conditioning in Castell'In Villa, Italy

Excellent 1530 Guest Reviews 4.63 /5

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Total Results: 470


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

Pretty private villa rental with private pool, WIFI, A/C, 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 0% Interest Installments € 88 - € 154/night

Amazing vacation rental with A/C, WIFI, TV and balcony

  •   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

Fattoria Fronzano: Water, Flower, Sky, Cloud, Plant, Property, Swimming Pool, Tree, Natural Landscape, Arecales € 127 - € 187/night

Cosy apartment with A/C, pool, WIFI, TV, patio, pets allowed and panoramic view

  •   4
  •   14
  •   6
  •   4
€ 127 - € 187per Night
  Accommodation
Piazza 1 Bilo 3 1 1
Piazza 2 Bilo 3 1 1
San Donato 1 Trilo 4 2 1
San Donato 2 Trilo 4 2 1
14 6 4

Description

Vacation rental Fattoria Fronzano is a beautiful stone building that includes shared pool, WiFi internet and air conditioning. The residence has been divided into a total of four independent units. The property can accommodate up to 14 guests comfortably in six bedrooms with four bathrooms. Conveniently located 510 m (1636 ft) from San Donato Fronzano, Italy in the tourist area "Florence And Surroundings" and only 35 km (22 mi) from Florence.

The residence is composed of 3 buildings which include 45 apartments and 27 suites; we manage only 4 apartments.

The Experience
Upon arrival at Fattoria Fronzano you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a playground, patio, barbecue grill and tennis court. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.

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: Florence 35 km (22 mi), Greve In Chianti 36 km (22 mi), Arezzo 65 km (40 mi), San Gimignano 87 km (54 mi) and Montepulciano 96 km (60 mi).

Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 150 km (93 mi), Rome 269 km (167 mi), Venice 299 km (186 mi) and Milan 342 km (213 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Fattoria Fronzano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 23:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 64 km (39 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 148 km (92 mi), Roma Ciampino (cia) 278 km (173 mi) and Genova (goa) 284 km (176 mi).


At guests' disposal: 3 swimming pools, tennis court, riding school and a restaurant. La Piazza Di San Donato

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

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

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

Fabulous private holiday home with private pool, WIFI, A/C, 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

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

Beautiful independent holiday home with private pool, A/C, WIFI, 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

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

Villa degli Olivi: Water, Building, Sky, Property, Furniture, Plant, Swimming Pool, Table, Azure, Umbrella € 515 - € 865/night

Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo

  •   14
  •   7
  •   7
€ 515 - € 865per 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

Villa Ardene: Property, House, Cottage, Building, Home, Flower, Rural Area, Plant, Garden, Real Estate € 547 - € 1200/night

Private Villa rental with hot tub, private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view

  •   14
  •   7
  •   7
€ 547 - € 1200per Night

Description

Villa Ardene is a nice stone building with WiFi internet, air conditioning and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms. Villa Ardene is located 3 km (2 mi) from Montepulciano, Italy and only 34 km (21 mi) from Cortona in the tourist area "Orcia Valley".

The Villa staff can organize various customized services such as: guided tours of wineries in Montepulciano, tasting tours, E-bike rental or tour, airport shuttle services and much more.

The Villa consists of a main building and a dependance surrounded by a beautiful garden, each one offering several apartments and bedrooms with bathrooms. A communal dining-room with kitchen is available, accessible only from the outside and not connected with the rest of the property from the inside.

There is also an external barbecue, equipped with wood oven and pick-nick area .

Montepulciano can be reached on foot by the villa if you like walking.
It is part of a working farm, the owners breed animals and grow fruit trees and vegetables. Some cats are present on site.

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 perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Also available outdoors are 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.

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 34 km (21 mi), Montalcino 37 km (23 mi), Arezzo 53 km (33 mi), Siena 69 km (43 mi) and Perugia 70 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 212 km (131 mi), Forte Dei Marmi 219 km (136 mi), Rome 178 km (110 mi), Venice 368 km (229 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ardene. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 17:00
Check-Out Time: 08:00 - 11:00
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) 193 km (120 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 213 km (132 mi).

Additional Services
Cooking Lessons - Learn from a local chef the techniques needed to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious 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 vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.

Villa Ardene

Villa Diletta: Swimming Pool, Property, Water, Leisure, Natural Landscape, Sky, Real Estate, House, Vacation, Summer € 168 - € 334/night

Unique private property with A/C, WIFI, private pool, TV and panoramic view

  •   5
  •   2
  •   2
€ 168 - € 334per Night

Description

Beautiful independent villa with private (above-ground) pool created from the restoration of an ancient barn dating back to the beginning of the 20th century. This property, nestling deep among green hills, is situated a short distance away from the lovely medieval town of San Gimignano (4 km away) and is in easy access to the main art cities of the region such as Florence, Siena, Volterra.
The villa interiors are tastefully furnished and offer a pleasant combination of modern-design furnishing and ancient materials.
The access to the property is via an unpaved but well-maintained road suitable to any cars.

Distances: San Gimignano with general stores 4 km away, Poggibonsi with railway station 6 km, Volterra 30 km, Siena 45 km away, Florence (airport) 50 km, Lucca 90 km, Pisa (airport) 90 km, Arezzo 110 km, The Tuscan coastline area (Castiglioncello, Cecina) is within 80/90 km.

At guests’ disposal: large furnished garden, above ground swimming-pool (6,5 x 3,5 m - depth 1,2 m – open from 01/05 through 30/09), barbecue. Washing-machine available. The villa provides wi-fi internet connection (free of charge).
Parking within the grounds.

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

Villa Pancole: Water, Plant, Property, Sky, Swimming Pool, Azure, Natural Landscape, Building, Tree, Rectangle 0% Interest Installments € 1020 - € 1231/night

Beautiful private villa rental with A/C, WIFI, private pool, TV and patio, close to San Gimignano

  •   10
  •   5
  •   4
€ 1020 - € 1231per Night

Description

Holiday home Villa Pancole is a beautiful stone building (300 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to ten guests comfortably in five bedrooms with four bathrooms. Villa Pancole is located 7 km (4 mi) from Strada, Italy and only 6 km (4 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".

The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a patio, tennis court and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting 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: San Gimignano 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).

Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).


There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.

Villa San Gimignano View

Villa Fontanelle: Sky, Plant, Water, Tree, Building, Swimming Pool, Land Lot, Grass, Cloud, Leisure € 528 - € 1028/night

Independent Property with internet, private pool, A/C, TV, patio, panoramic view, near Montepulciano

  •   14
  •   7
  •   9
: EAS185277
€ 528 - € 1028per Night

Description

Villa Fontanelle is located 2 km (1 mi) from Monticchiello, Italy and only 14 km (9 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Fontanelle is a beautiful holiday rental with private pool, internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with nine bathrooms.

Your Experience
Upon arrival you’ll find a nice clean well-maintained property ideal for a splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Montalcino 28 km (17 mi), Cortona 46 km (29 mi), Siena 62 km (38 mi) and Arezzo 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 230 km (143 mi), Rome 186 km (116 mi), Venice 380 km (236 mi) and Milan 423 km (263 mi).

Additional Information

Pool Open: 9 May - 3 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) 144 km (89 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 204 km (127 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 228 km (142 mi).

Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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. Inquire for more details and the additional costs.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.

Le Fontanelle

Casa Ovile: Water, Plant, Sky, Daytime, Cloud, Property, Swimming Pool, Green, Azure, Tree € 122 - € 266/night

Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near San Gimignano

  •   4
  •   2
  •   1
€ 122 - € 266per Night

Description

Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).

Please carefully check if there are any extra costs to be paid on site! Casa Ovile

Villa Montepulciano Vineyard and Pool Retreat: Furniture, Flooring, Interior Design, Floor, Couch, Ceiling, Wood, Living Room, Room, Lighting € 267 - € 506/night

Beautiful independent holiday rental with WIFI, A/C, hot tub, private pool, TV and patio

  •   10
  •   4
  •   3
: EAS223768
New Listing
€ 267 - € 506per Night

Description

Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino. Villa Montepulciano Vineyard and Pool Retreat is a lovely holiday rental (300 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms.

Your Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.

Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 41 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 413 km (257 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 130 km (81 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).


Villa Montepulciano Vineyard and Pool Retreat

Villa Recanati, Val D'orcia, Private Pool, Jacuzzi: Water, Sky, Building, Plant, Swimming Pool, Shade, Tree, Rectangle, House, Outdoor Furniture € 443 - € 874/night

Private Property with WIFI, A/C, private pool, hot tub, TV, terrace, pets allowed, panoramic view

  •   14
  •   6
  •   6
: EAS202195
€ 443 - € 874per Night

Description

Villa Recanati, Val D'orcia, Private Pool, Jacuzzi is a lovely property (500 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Villa Recanati, Val D'orcia, Private Pool, Jacuzzi is located 18 km (11 mi) from Montepulciano, Italy and only 45 km (28 mi) from Montalcino.

The janitor resides in the annex and takes care of guests only when requested or needed. He can provide guests with their privacy, but at the same time ensure timely assistance in case of need.

What to Expect
Upon arrival at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful 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. For your pleasure, on the grounds there is a hot tub, barbecue grill and playground. 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.

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: Montalcino 45 km (28 mi), Cortona 52 km (32 mi), Perugia 58 km (36 mi), Arezzo 62 km (38 mi) and Assisi 77 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 218 km (136 mi), Forte Dei Marmi 228 km (142 mi), Rome 168 km (104 mi), Venice 374 km (232 mi) and Milan 422 km (262 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi. 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 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Roma Ciampino (cia) 177 km (110 mi), Roma Fiumicino (fco) 189 km (118 mi), Pisa (psa) 202 km (126 mi) and Bologna (blq) 226 km (141 mi).

More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.

Villa Recanati, Val D'orcia, Private Pool, Jacuzzi

Novellina: Swimming Pool, Summer, Resort, Sunlounger, Outdoor Furniture, Eco Hotel, Landscaping, Shade, Garden, Hacienda € 909 - € 1098/night

Private Villa rental with A/C, WIFI, private pool, TV, patio, panoramic view, near San Gimignano

  •   10
  •   5
  •   6
: EAS216189
New Listing
€ 909 - € 1098per Night

Description

Property Summary

La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.

Outdoors

You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.

Other Information

The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.

Distances and Attractions

La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina

Maggiano: Water, Cloud, Sky, Plant, Daytime, Property, Swimming Pool, Blue, Azure, Tree € 450 - € 627/night

Independent Holiday home with private pool, A/C, WIFI, TV, patio, panoramic view, near San Gimignano

  •   10
  •   5
  •   3
€ 450 - € 627per Night

Description

Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.

Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.

At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.

Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.

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

Casa Andrea: Water, Sky, Cloud, Plant, Window, Building, Swimming Pool, Azure, Shade, Architecture € 159 - € 309/night

Wonderful private holiday rental with A/C, WIFI, hot tub, TV, patio and panoramic view

  •   4
  •   2
  •   2
: EAS209411
€ 159 - € 309per Night

Description

Casa Andrea, beautiful country house near San Gimignano with panoramic views of the Chianti hills.
The interiors are tastefully furnished with traditional Tuscan materials. Outside, there is a private area furnished with a dining area where you can enjoy beautiful views of the surrounding landscape. Guests have an outdoor hot tub at their disposal.
The culinary and cultural traditions of the area have made it world famous. The house is a perfect base for exploring the Chianti and Tuscany’s most charming hamlets and art cities, such as Certaldo, Volterra, San Gimignano, Florence, and Siena.
At guests’ disposal: 2 bedrooms and 2 bathrooms; air conditioning in the bedrooms and living room; outdoor hot tub for 4 people, heatable up to 30-34°; washing machine and dryer; fenced-in garden; parking spots for 2 cars inside the grounds; electric vehicle charging station (for a fee); Wifi internet

Distances: San Gimignano (shops of all kinds) 3 km, Poggibonsi (shops of all kinds) 8 km, Volterra 33 km, Siena 38 km, Florence 50 km, Pisa 80 km, Lucca 80 km, Montalcino 80 km, Pienza 90 km, Arezzo 115 km.

Please check carefully for any extras that must be paid at the property! Casa Andrea