Rapolano Terme Villas with Pool
Villa Ulivacci
Amazing private villa rental with A/C, WIFI, private pool, TV, patio and panoramic view
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9
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5
-
2
-
335 m2
Description
Villa with private pool, close to Montevarchi, just a few kilometres away from some of the most important farms and wine producers of Tuscany.
The villa is a spacious country house and is perfect for guests who want to relax surrounded by nature and explore little villages and art cities in Tuscany such as Gaiole in Chianti, Castellina in Chianti, Radda in Chianti, Panzano, and also Florence, Siena, Arezzo.
The house has a private garden with swimming pool at the guests' exclusive use, there is also a covered patio equipped with tables and chairs and barbecue.
At the guest disposal: private swimming pool, private garden, covered veranda equipped with table and chairs for al fresco dining, internet wi-fi (free wi-fi), with PC and printer, barbecue, private parking; air contioned bedrooms.
Distances: Cavriglia (all kind of shops) 1,5 km, Gaiole in Chianti 11 km, Arezzo 40 km, Siena 40 km, San Gimignano a 60 km, Florence 60 km, Montepulciano 80 km, Montalcino 85 km, Pienza 85 km, Orvieto 135 km.
Please carefully check if there are any extra costs to be paid on site! Villa Ulivacci
Sanguineto
Great home with A/C, WIFI, pool, TV and pets allowed
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2
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6
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2
-
2
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Cipresso | 3 | 1 | 1 | 35 m2 | € 93/Night |
| Belvedere | 3 | 1 | 1 | 35 m2 | € 93/Night |
| All 2 Accommodations | 6 | 2 | 2 |
Description
You will find Agriturismo Sanguineto nestled on the gentle slopes of the Tuscan hills, between the Sienese Val di Chiana and the Val d'Orcia. Here the evocative scent of the vineyards of Vino Nobile and Rosso di Montepulciano and centuries-old olive groves will transport you to a beautiful farmhouse that has been perfectly restored with absolute respect for its ancient origins and divided into 9 refined apartments.
All around the house, at your disposal, a green and well-kept garden at the edge of which you will find a very panoramic solarium equipped with outdoor furniture, a swimming pool with hydromassage (size m. 17 x 9, depth m. 1,40 - open from 01 May to 30 September), which enjoys a splendid view over the countryside and a bowls court, for your moments of relaxation and fun.
Just 5 kilometres away you will find the renowned town of Montepulciano, an authentic pearl of the 16th century, a century of which it is still an almost intact expression with its palaces, streets and alleyways, indelible testimony to the splendours of Renaissance architecture and taste.
In the village you will find shops and supermarkets and above all restaurants and trattorias, where you can taste delicious traditional Tuscan dishes, as well as the famous wine cellars, set amidst vineyards, dug into the tuff, built underground with arches, vaults and ancient barrels. We absolutely recommend a visit to the cellars with a tasting of the award-winning local wines, you will not regret it!
If you wish, you can request theme dinners with menus based on typical local dishes, breakfast and also wine tastings. A communal laundry room, mountain-bikes and a children's playground are at your disposal.
A feather in the farmhouse's cap is the modern Wellness Centre with Turkish bath and sauna where you will be able to fully appreciate the serenity and relaxation of your dream holiday. Sanguineto
Villa Dedalo
Wonderful private vacation rental with A/C, private pool, WIFI, close to Cortona
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14
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7
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7
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600 m2
Description
Conveniently located 900 m (2904 ft) from Manzano, Italy in the tourist area "Cortona And Surroundings" and only 11 km (7 mi) from Cortona. Villa Dedalo is a lovely property (600 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms.
Your Experience
Upon arrival at Villa Dedalo you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Montepulciano 24 km (15 mi), Arezzo 45 km (28 mi), Perugia 53 km (33 mi) and Montalcino 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 199 km (124 mi), Venice 357 km (222 mi) and Milan 407 km (252 mi).
Additional Information
Check-In Time: 14:30 - 18:30
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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 208 km (129 mi), Bologna (blq) 209 km (130 mi) and Roma Fiumicino (fco) 221 km (137 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Dedalo
Villa Bartolomeo
Independent House with sauna, private pool, WIFI, hot tub, A/C, TV, veranda, near Montepulciano
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12
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6
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6
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400 m2
Description
Vacation rental Villa Bartolomeo is a beautiful stone building (400 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Bivio Di San Biagio, Italy in the tourist area "Orcia Valley" and only 5 km (3 mi) from Montepulciano.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 5 km (3 mi), Cortona 36 km (22 mi), Montalcino 36 km (23 mi), Arezzo 55 km (34 mi) and Siena 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 221 km (137 mi), Rome 186 km (115 mi), Venice 366 km (228 mi) and Milan 414 km (257 mi).
Additional Information
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) 133 km (82 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 195 km (121 mi), Roma Fiumicino (fco) 207 km (129 mi) and Bologna (blq) 219 km (136 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques vital 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 pleasant way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Benefizio
Villa dei Fiori
Private Villa rental with WIFI, A/C, private pool, TV, patio, panoramic view, close to Cortona
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6
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3
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2
Description
Property Summary
Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.
Outdoors
The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.
Other Information
Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.
Distances and Attractions
Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori
Villa degli Olivi
Fabulous independent house with A/C, private pool, WIFI, TV, terrace and pets allowed, near Arezzo
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14
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7
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7
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360 m2
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 2 villas COLLINA DEI FIORI and CASALE IL CANAIOLO. Villa degli Olivi
Podere i Gigli
Wonderful independent villa with A/C, private pool, WIFI, TV and terrace, near Cortona
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6
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3
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3
-
170 m2
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 15 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
La Casa di Pino
Amazing private house with WIFI, private pool, A/C and TV, close to Cortona
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4
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1
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1
-
55 m2
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
Luna di Cortona
Private Vacation rental with A/C, WIFI, private pool, TV, veranda, panoramic view, near Cortona
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10
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5
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5
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520 m2
Description
Luna Di Cortona is located , Italy and only 12 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday rental Luna Di Cortona is a lovely stone building (520 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, 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. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 25 km (15 mi), Arezzo 35 km (22 mi), Perugia 53 km (33 mi) and Montalcino 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 361 km (224 mi) and Milan 405 km (251 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner 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 scheduled by the owner. Inquire for more details about the additional cost.
Baby Sitting - A babysitter can be arranged at Luna Di Cortona. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Luna
La Casa del Nonno
Lovely home with WIFI, private pool, TV and pets allowed
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4
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2
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1
-
55 m2
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
Collina dei Fiori
Wonderful private holiday rental with A/C, WIFI, private pool, TV and pets allowed, close to Arezzo
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9
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4
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3
-
150 m2
Description
SPECIAL OFFER 10% DISCOUNT 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.
For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
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
Il Romitoio 12
Beautiful villa with sauna, hot tub, WIFI, private pool, A/C, TV, patio, near Cortona
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12
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6
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6
-
145 m2
Description
Property Summary
Nestled in the serene Tuscan countryside at an elevation of 443 metres, Il Romitoio is an exceptional vacation rental that offers breathtaking panoramic views over the Val di Chiana valley and the timeless silhouette of Cortona. Located just a few kilometres from Castiglion Fiorentino, in the heart of Italy, this distinguished residence seamlessly blends the rustic elegance of traditional Tuscan architecture with every modern comfort required for an unforgettable stay. Stone façades, antique terracotta floors, and sturdy wooden beams create an atmosphere that evokes the authentic rural rhythms of the Tuscan countryside, while carefully chosen furnishings add touches of originality and warmth throughout. The property is set within approximately one hectare of beautifully landscaped, fully fenced grounds, where lush terraced gardens, a spectacular swimming pool with Jacuzzi tub, and generous outdoor living spaces invite complete relaxation. Complimentary Wi-Fi connectivity ensures you remain connected throughout your stay, while ample private parking is available within the gated estate. The combination of natural beauty, architectural character, and thoughtfully curated amenities makes Il Romitoio a truly singular retreat in one of Tuscany's most celebrated landscapes.
Outdoors
The outdoor spaces of Il Romitoio are nothing short of extraordinary, extending across multiple terraced levels that descend gracefully in harmony with the natural morphology of the hillside. Approximately one hectare of fenced parkland, enclosed by wire mesh fencing and hedges reaching 1.80 metres in height, surrounds the property and provides complete privacy. The garden is dotted with fragrant bushes of rosemary, jasmine, aloe, and roses, as well as olive trees, all distributed between the buildings and the various outdoor living areas. It is worth noting that the property photographs were taken in spring, so the flowering and the colour of the garden grass may differ at the time of your arrival.
The centrepiece of the outdoor experience is the panoramic infinity pool, positioned just one metre from the main house entrance. This remarkable pool measures 12 x 6 metres, with a depth ranging from 1.40 to 2 metres, and is lined in PVC with a brick border. It features internal spotlights, a salt purification system, and submerged steps for easy water access. A unique telescopic closure system allows the glass walls and roof to be closed, making the pool directly accessible from the living room. The pool is available from the first Saturday in April until the first Saturday in October and can be heated upon request, up to a maximum temperature of 22°, provided the outside temperature exceeds 12°. Adjacent to the pool, a Jacuzzi tub accommodates up to 6 people. The surrounding lawn solarium is furnished with sunbeds, armchairs, and umbrellas, and a cold-water shower is available for convenience.
A large wooden gazebo with a dining table provides the perfect setting for alfresco meals, while a dedicated barbecue area complete with a wood oven offers an ideal space for outdoor cooking and entertaining. The garden spreads across several terraces connected by flights of steps, and the automatic entrance gate leads to 2 large parking areas within the estate.
Unit Layout
Il Romitoio accommodates up to 12 guests across 6 bedrooms and 6 bathrooms, distributed among 3 distinct residential structures: a main house with an adjacent annex and a second, separate annex located approximately 30 metres from the main building.
The main house spans 2 floors and follows the terraced morphology of the garden, which also allows direct outdoor access from the upper-floor bedrooms. On the ground floor, an open-plan living area incorporates a sitting room with satellite TV and fireplace, a dining table, and a built-in kitchen. A double bedroom and a bathroom with shower complete the ground floor; this bathroom can be made ensuite through a double door that separates it from the living area. An internal staircase leads to the upper floor, where a reading room, 3 double bedrooms, and 3 bathrooms with shower are located, 2 of which are ensuite.
The annex, situated directly adjacent to the main house, features a living room with kitchenette on the ground floor. On the upper floor, a twin bedroom with an ensuite bathroom with shower opens onto a private terrace.
The second annex, located approximately 30 metres from the main house, offers a living room with a sofa and large table on the ground floor. An external flight of steps descends to the lower terrace, leading to the entrance of the lower floor, where a double bedroom with sauna and a bathroom with shower are found. A laundry room is also located on this level. Air conditioning is available in all bedrooms and in the main living room.
Amenities Included
Il Romitoio is equipped with a comprehensive range of amenities designed to ensure maximum comfort throughout your stay. Climate control is provided by air conditioning units installed in all bedrooms and in the main living room, while heating is also available throughout the property for cooler periods. The kitchen is fully appointed with a dishwasher among its appliances, making meal preparation and clean-up effortless. For outdoor entertaining, a barbecue area with a wood oven is at your disposal, perfect for leisurely evenings in the garden.
Entertainment is well catered for with satellite TV available in the main sitting room, and the property's private patio and terrace spaces offer additional areas for relaxation and enjoyment of the surrounding landscape. The Jacuzzi bathtub, located beside the swimming pool, accommodates up to 6 guests and provides a luxurious complement to the outdoor experience. Pets are welcome at the property, subject to the conditions outlined in the relevant section. The second annex also features a private sauna, adding a further dimension of wellness to your stay.
Other Information
Il Romitoio welcomes pets, and guests travelling with animals should be aware that a mandatory extra cleaning fee applies per animal per week of stay. Up to 2 dogs are accommodated, subject to the applicable conditions.
The property is fully fenced with wire mesh and hedges of 1.80 metres in height, and access to the estate is controlled via an automatic entrance gate, ensuring privacy and security throughout your stay. 2 large parking areas are available within the grounds at no additional charge.
The swimming pool is available from the first Saturday in April until the first Saturday in October. Heating of the pool, up to a maximum temperature of 22°, is available on request when the outside temperature exceeds 12°, subject to the conditions and notice period specified by the property management.
The property complex consists of 3 residential structures, offering flexible accommodation arrangements suited to groups of up to 12 guests. The second annex is located approximately 30 metres from the main house and includes a laundry room for guests' use.
Distances and Attractions
Il Romitoio enjoys an enviable position in the Arezzo Val di Chiana countryside, just five minutes by car from the first inhabited area and only a short drive from the charming town of Castiglion Fiorentino, where all essential services and shops are readily accessible. The hilltop town of Cortona, one of Tuscany's most celebrated destinations, is also just a few kilometres away.
Situated in Tuscany and in close proximity to Umbria, the property serves as an ideal base for exploring a wealth of artistic and cultural destinations within a range of of a few kilometres. Cities of art such as Siena, Arezzo, and Perugia are all within comfortable reach, as are the picturesque borghi of Pienza, Montalcino, Montepulciano, Castiglion del Lago, Anghiari, and Sansepolcro. The horizon from the property is framed by the peaks of Monte Amiata and Monte Cetona, and the surrounding landscape of green hills, cultivated fields, and ancient villages offers endless opportunities for exploration. The area is also home to several fascinating thermal spas, making Il Romitoio an equally appealing destination for those seeking relaxation and wellness alongside cultural discovery. All everyday amenities and shops in both Castiglion Fiorentino and Camucia are accessible within a few minutes by car.
Costs & Services
Included services
- Utilities (electricity, water, gas for kitchen use and hot water, heating): included in the rental price
- Weekly linen change: included in the rental price
- Initial and final cleaning: included in the rental price
- ZeroDep Guarantee (no security deposit required on balance or on arrival; EuropAssistance coverage for accidental damage up to €1,500.00, subject to policy limitations): included in the rental price
Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per week per animal
- Tourism tax: €1.00 per person per night for the first 7 nights (children under 14 are exempt)
On request
- Heated pool (up to a maximum temperature of 22°, when outside temperature exceeds 10°, with 7 days' notice): €500.00 per week in April and October
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen: €15.00 per person
- Firewood: €30.00 per 100 kg Il Romitoio 12, Emma Villas
Villa Fontanelle
Private Villa with A/C, private pool, internet, TV, patio, panoramic view, close to Montepulciano
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14
-
7
-
9
Description
Property Villa Fontanelle is a lovely property that includes internet, air conditioning and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with nine bathrooms. Conveniently located 2 km (1 mi) from Monticchiello, Italy in the tourist area "Orcia Valley" and only 14 km (9 mi) from Montepulciano.
Your Experience
After arriving you’ll find a nice clean well-maintained property perfect 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 hectic day of sightseeing. Also available outdoors are a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 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).
More Services
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 arrange 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.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Inquire for more details about the additional cost.
Le Fontanelle
Pozzonovo
Lovely apartment with pool, WIFI, TV and pets allowed, close to Cortona
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3
-
10
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3
-
3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | 31 m2 | € 79 /Night |
| Il Ciliegio | 4 | 1 | 1 | 49 m2 | € 87 /Night |
| Il Pesco | 4 | 1 | 1 | 40 m2 | € 87 /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
Villa Chio
Beautiful independent vacation rental with private pool, WIFI, TV and panoramic view, near Cortona
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6
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3
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3
-
200 m2
Description
Holiday home Villa Chio is a lovely stone building (200 sq m) that includes private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. Villa Chio is located 4 km (3 mi) from Castiglion Fiorentino, Italy and only 14 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
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 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
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) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
It is forbidden to organize parties and events. Villa La Ghiandaia
Casa Angela
Private Holiday rental with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
-
170 m2
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
Pienza
Great holiday home with pool, WIFI, TV and panoramic view, near Montepulciano
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3
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15
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7
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Pienza a | 4 | 2 | 2 | 70 m2 | € 138 /Night |
| Pienza B | 5 | 2 | 2 | 90 m2 | € 168 /Night |
| Pienza C | 6 | 3 | 3 | 90 m2 | € 275 /Night |
| All 3 Accommodations | 15 | 7 | 7 |
Description
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units (one is occupied by the owners) and offers a well-groomed garden, a private furnished area for all of the 3 apartments and a nice pool.
This property is in easy access to charming little villages and small towns such as Pienza, San Quirico d’Orcia and Bagni Vignone (with nice spas). A secondary road passes nearby the property.
Distances: Pienza with general stores 5 km away, Bagni Vignone (spa) 5 km, Montepulciano 20 km, Montalcino (renowned for the production of Brunello wine) 25 km away, Chiusi (railway station with trains for Florence and Rome) 35 km, Siena 50 km away, Florence (airport) 120 km away, Rome 200 km away.
At guests’ disposal: private furnished outdoor area for all of the 3 apartments, garden with shared swimming-pool (12 x 6 m – depth 1,4 m – open from 01/05 to 30/09), barbecue. Shared laundry.
Extra Services: Baby bed available upon request € 26,- / per week (to be paid on the spot). Maid service by arrangement (€ 10,- / per hour payable locally).
Please carefully check if there are any extra costs to be paid on site! Pienza
Galleria di Brolio
Fabulous independent holiday rental with WIFI, A/C, private pool, TV and veranda, close to Cortona
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10
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4
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3
-
170 m2
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
Villa Marina
Superb independent vacation rental with WIFI, private pool, A/C, TV and pets allowed
-15% Special Offer-
10
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5
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5
-
300 m2
Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
Villa Pianvecchio
Pretty private holiday villa with WIFI, A/C, private pool, close to Greve In Chianti
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12
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6
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6
Description
Conveniently located 2 km (1 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 22 km (14 mi) from Greve In Chianti. Villa Pianvecchio is a lovely holiday home with WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in six bedrooms with six bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal 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. There is a kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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 22 km (14 mi), Siena 37 km (23 mi), San Gimignano 42 km (26 mi), Florence 54 km (33 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 145 km (90 mi), Forte Dei Marmi 155 km (96 mi), Rome 258 km (160 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Pool: it can be heated and the water is not treated with chlorine, but salt.
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) 69 km (43 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Additional Services
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the extra cost.
Wine cellar: on the lower floor of the Villa, there is also a Wine cellar with a selection of wines for sale. The cellar remains locked unless you wish to buy wine and you ask to the housekeeper. Villa Pianvecchio