Holiday Villas And Vacation Rentals In Siena With Swimming Pool
Results 261 - 280 of 419
Lavacchio 14
Wonderful private vacation home with WIFI, A/C, private pool, TV and panoramic view
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14
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7
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6
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390 m2
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
Lavacchio 16
Unique independent vacation home with private pool, WIFI, A/C, TV and panoramic view
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16
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8
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7
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420 m2
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
Mulino della Frateria
Beautiful accommodation with private pool, A/C, WIFI and TV
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8
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4
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3
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300 m2
Description
Property Summary
Mulino della Frateria is an exceptional holiday villa nestled in the heart of Montalcino, Italy, where history and luxury converge to create an unforgettable retreat. This extraordinary property stands as a testament to Tuscan heritage, born from the meticulous conversion and restoration of an authentic water mill dating back to 1606. Completely rebuilt in local stone by the Arrighi family, the mill operated continuously for centuries until approximately 60 years ago and shares its rich history with the neighboring Abbey of St. Antimo, a magnificent 12th-century landmark. Today, this independent residence welcomes you with sophisticated furnishings and modern comforts, including convenient parking facilities and complimentary Internet Wifi connectivity available both inside the residence and throughout the outdoor spaces. The property features a stunning non-heated swimming pool and captures the essence of rural Tuscan elegance while providing all contemporary amenities necessary for a refined stay in one of Italy's most celebrated wine regions.
Outdoors
The outdoor spaces of this remarkable property invite you to immerse yourself in the breathtaking beauty of the Montalcino countryside. The magnificent swimming pool measures 10x7 meters and is available for your enjoyment from May 15th through September 30th, providing the perfect setting for refreshing dips during warm Tuscan days. Surrounding the pool, you will find beautifully maintained gardens adorned with comfortable outdoor furniture, creating multiple areas for relaxation, al fresco dining, and contemplation of the stunning landscape. The property sits on approximately 40 hectares of land with a south to southwest exposure, positioned between 200 and 250 meters above sea level and descending toward the river Orcia. Mount Amiata stands as a majestic sentinel on one side, while a protective ridge shields the estate from northern winds. The gardens offer direct access from the kitchen and dining areas, seamlessly blending indoor and outdoor living spaces and allowing you to savor meals surrounded by the sights and scents of this extraordinary terroir.
Unit Layout
This thoughtfully designed residence accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, distributed throughout multiple levels that showcase the property's historical architecture. The ground floor welcomes you with a spacious dining room and fully equipped kitchen that opens directly onto the garden, complemented by a practical pantry and a dedicated utility room. A bathroom with shower completes the ground floor facilities. Ascending to the first floor, you will discover a double bedroom featuring an ensuite private bathroom with shower, offering privacy and comfort. This level also houses a generous lounge room anchored by an inviting fireplace, another double bedroom, and a large bathroom with shower that serves the common areas. The old tower, a distinctive architectural element that speaks to the mill's storied past, has been transformed to accommodate two additional double bedrooms, providing unique sleeping quarters that blend historical charm with contemporary comfort. The layout ensures both communal gathering spaces and private retreats, making it ideal for families or groups seeking an authentic Tuscan experience.
Amenities Included
The residence provides comprehensive modern amenities to ensure your comfort throughout your stay. Air Conditioning is installed in 3 bedrooms, allowing you to maintain ideal temperatures during warmer months. The utility room features both a Washing Machine and dryer, enabling you to pack light and refresh your wardrobe as needed during extended stays. The kitchen comes fully equipped with a Dishwasher, making meal cleanup effortless after enjoying Tuscan culinary adventures. Entertainment options include Satellite TV and Television, keeping you connected to international programming and providing relaxation options for quieter evenings. The magnificent Fireplace in the first-floor lounge room creates a warm and inviting atmosphere, perfect for gathering with loved ones during cooler seasons. The complimentary wifi internet connection extends throughout the interior spaces and outdoor areas, ensuring you remain connected with the outside world while enjoying this secluded retreat. These carefully selected amenities blend seamlessly with the historical character of the property, providing modern convenience without compromising the authentic atmosphere of this converted mill.
Other Information
Check-in is available from 2:00 pm to 5:00 pm, and check-out must be completed by 10:00 am. The swimming pool is accessible from May 15th through September 30th. Pets are welcome at the property. The residence features heating systems suitable for cooler months. Upon arrival, you will be required to provide a security deposit which will be returned at the end of your stay minus any costs for damages incurred. The property sits within the renowned terroir of Montalcino, surrounded by Brunello vineyards that benefit from the region's exceptional microclimate. The land comprises a rich mixture of clay, marl, and crushed stone abundant in minerals, creating the perfect conditions for the celebrated Brunello wines produced by the Azienda Molino di Sant'Antimo estate. The modern wine cellar, situated in nearby woods, spans approximately 800 square meters where vinification occurs in steel barrels and aging takes place in French oak barrels from Alliers and barriques of French and American oak. A tourist tax may be required upon arrival according to local municipal regulations.
Distances and Attractions
The property enjoys an enviable location in the heart of Montalcino's wine country, offering immediate access to both natural beauty and cultural treasures. The magnificent Abbey of St. Antimo, a 12th-century architectural masterpiece, can be reached in just 5 minutes on foot, allowing you to explore this historic landmark at your leisure and perhaps attend one of the evocative Gregorian chant services for which the abbey is renowned. A charming medieval bridge with graceful arches stands nearby, providing a picturesque destination for leisurely walks and photography. The property's position along the river Orcia valley places you in one of Tuscany's most scenic areas, with the commanding presence of Mount Amiata visible in the distance. When the maestrale wind blows from the west, it carries the scent of the sea and coast, connecting you to the Mediterranean despite your hillside location. The town of Montalcino itself, famous worldwide for its exceptional Brunello wine, offers restaurants, wine bars, shops, and cultural attractions within easy reach. This location provides the perfect base for exploring the broader Val d'Orcia region, visiting neighboring hilltop towns, discovering acclaimed wineries, and experiencing the authentic rhythms of rural Tuscan life.
Costs & Services
Included services
- Consumption of water, gas, and electricity
- Linen for rooms and bathrooms with weekly change
Extra costs
- Heating: €400.00 per week
- Air conditioning: €25.00 per day
- Final cleaning: €200.00
- Security deposit: €500.00
- Tourist tax may apply according to municipal regulations
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Mulino della Frateria
Villa Montisi
Wonderful independent holiday rental with WIFI, private pool, A/C, TV and patio
Special Offer 0% Interest Installments-
6
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3
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3
Description
Property Summary
Nestled in the serene Tuscan countryside of Trequanda, in the heart of Italy, Villa Montisi is a modern and beautifully designed holiday rental that offers an exceptional retreat for those seeking comfort, elegance, and natural surroundings. Built in 2020, this stunning 2-storey residence is enveloped by lush trees and open fields, positioned in a sunny, elevated setting within a peaceful residential district, just 500 metres from the charming village centre of Montisi. The property combines contemporary architecture with the timeless beauty of the Tuscan landscape, creating an atmosphere that is both refined and welcoming. Guests have access to a magnificent private garden adorned with flowers and trees, providing a tranquil outdoor sanctuary throughout their stay. A generously sized swimming pool measuring 4 x 12 metres invites relaxation during the warmer months, while seamless Wi-Fi connectivity ensures that guests remain effortlessly connected throughout their visit. Private parking is conveniently available directly on the premises, offering ease and security from arrival to departure.
Outdoors
The outdoor spaces of Villa Montisi are thoughtfully designed to maximise enjoyment of the surrounding Tuscan landscape. The private garden, rich with flowering plants and mature trees, creates a naturally shaded and visually captivating environment ideal for leisurely afternoons and quiet evenings in the open air. The swimming pool, measuring 4 x 12 metres with a depth ranging from 120 to 150 centimetres, is accessible via an internal staircase and is available seasonally from 1 May to 30 September. Pool maintenance is carried out regularly by the owner and gardener, ensuring the water remains pristine throughout the season. An outdoor shower is conveniently located nearby for rinsing off after a swim. The garden is furnished with comfortable outdoor furniture, perfect for sunbathing or dining al fresco, and a barbecue is available for guests who wish to enjoy outdoor cooking and convivial meals in the fresh Tuscan air.
Other Information
Villa Montisi is equipped with a range of modern amenities designed to ensure a comfortable and convenient stay. The property features air conditioning throughout, allowing guests to maintain a pleasant indoor climate during the warmer summer months. A washing machine and tumble dryer are available within the house, providing practical support for longer stays. A storeroom is also accessible on the premises for additional storage needs. Baby equipment is included in the rental at no extra charge, making the villa a particularly suitable choice for families travelling with young children. Groups of teenagers are accommodated on request only and must be arranged in advance. The property is privately managed, and the owner ensures attentive upkeep of both the interior and the outdoor areas.
Distances and Attractions
Villa Montisi enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations and everyday conveniences. A shop and grocery store are located just 500 metres from the property, while a supermarket can be reached within 10 kilometres. A restaurant is also situated 500 metres away, and the centre of Montisi is a pleasant 5-minute walk from the villa. The bus stop "Montisi" is conveniently located 500 metres from the property, providing straightforward access to the wider region. For those wishing to explore the cultural and gastronomic riches of Tuscany, the renowned wine town of Montalcino lies 23 kilometres away, while the historic town of Montepulciano is 25 kilometres distant. The picturesque Renaissance town of Pienza can be reached in approximately 30 kilometres, and the magnificent city of Siena, with its world-famous Piazza del Campo and Gothic cathedral, is situated 50 kilometres from the villa. Villa Montisi
Villa Montalcino
Beautiful private property with private pool, WIFI, patio and panoramic view
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8
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3
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3
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180 m2
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
Brunello
Cosy accommodation with pool, A/C, TV, pets allowed and panoramic view
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3
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14
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8
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Brunello 1 | 3 | 2 | 2 | 80 m2 | € 257 /Night |
| Brunello 2 | 4 | 2 | 2 | 90 m2 | € 268 /Night |
| Brunello 3 | 7 | 4 | 3 | 160 m2 | € 342 /Night |
| All 3 Accommodations | 14 | 8 | 7 |
Description
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away.
This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been nicely furnished in a rustic style.
The property is part of a large and renowned farming estate producing an excellent Brunello wine. Access via dirt road (1km).
Distances: Montalcino with all kinds of shops 4 km away, Pienza 20 km, Siena 38 km, Montepulciano 50 km away, Grosseto 55 km away.
At guests’ disposal: large garden (3 hectares) with charming panoramic terrace and swimming-pool (5 x 14 m – maximum depth 1,6 m – open from 01/05 to 30/09), open-air shower (cold water), dressing room with bathroom with shower (warm water), ancient bread oven, laundry (free use). All of the apartments provide alarm system.
Extra services included in the rental price: linen change on Wednesdays.
Extra Services: Baby bed available upon request at € 70,- / per week (payable on site).The produce of the estate is available for clients to be purchased.
Arrivals must be within 19.00.
Please carefully check if there are any extra costs to be paid on site! Brunello
Villa sulle Crete
Wonderful private vacation home with hot tub, WIFI, A/C, private pool and balcony
0% Interest Installments-
20
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9
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9
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910 m2
Description
Conveniently located 6 km (4 mi) from Trequanda, Italy in the tourist area "Orcia Valley" and only 26 km (16 mi) from Montepulciano. Villa Sulle Crete is a beautiful stone building (910 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.
Your Experience
Upon arrival 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 splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 26 km (16 mi), Montalcino 28 km (18 mi), Siena 40 km (25 mi), Cortona 45 km (28 mi) and Arezzo 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 369 km (229 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 25 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) 135 km (84 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Asciano 20
Trequanda 810
Stunning multi-unit accommodation with pool, WIFI, TV, patio and panoramic view, near Montepulciano
Special Offer 0% Interest Installments-
3
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10
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5
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Geranio 810.1 | 4 | 2 | 2 | 70 m2 | € 176 /Night |
| Focolare 810.2 | 4 | 2 | 1 | € 156 /Night | |
| Nido 810.3 | 2 | 1 | 1 | € 121 /Night | |
| All 3 Accommodations | 10 | 5 | 4 |
Description
Property Summary
Nestled in the rolling Tuscan countryside of Trequanda, Italy, the charming rustic farmhouse "Podere La Fonte" offers an authentic and tranquil retreat surrounded by trees, fields, and vineyards. This holiday rental is part of a small residence comprising 4 apartments, each individually designed and furnished to reflect the character and warmth of the local rural tradition. Situated just 1 km from the centre of Trequanda and set in a secluded, quiet position approximately 100 m from the edge of the forest, the property provides a genuine sense of privacy and immersion in the natural landscape. Guests have shared access to a generously sized swimming pool measuring 12 x 5 m, available seasonally from 15 May to 15 October and enclosed for safety, with pool maintenance carried out by the owner or gardener. The expansive yard extends across a natural state property of approximately 3 ha, incorporating garden plants and trees as well as a productive orchard. A tennis court and volleyball court are available for shared use, offering excellent recreational opportunities without leaving the estate. Wireless internet connection is available, ensuring guests remain connected throughout their stay. Baby equipment is included for families travelling with young children, and local farm products are available for sale directly on the premises. The owner resides within the same residence, ensuring attentive and personalised hospitality throughout your visit.
Outdoors
The outdoor spaces at "Podere La Fonte" are expansive and thoughtfully arranged to make the most of the stunning Tuscan surroundings. The shared fenced swimming pool, measuring 12 x 5 m, is open seasonally from 15 May to 15 October and is complemented by an outdoor shower for the convenience of guests. A patio and terrace provide ideal settings for relaxing or dining in the open air, furnished with garden furniture suited to outdoor meals and leisurely afternoons. A barbecue is available for shared use, perfect for enjoying long summer evenings in the countryside. The tennis and volleyball court offer additional outdoor recreation, while the orchard and mature garden with trees and plants create a lush and peaceful environment. The property is accessed via a 600 m long narrow motor road leading to the grounds, and parking is available directly on the premises.
Other Information
A washing machine is available within the house for shared use and is subject to an additional charge. Guests are advised that a car is strongly recommended in order to access the property and its surroundings comfortably. Animals are present in the neighbourhood, which contributes to the authentic rural character of the estate. All apartments within the residence are individually designed and furnished, ensuring a distinctive and personal atmosphere in each unit.
Distances and Attractions
"Podere La Fonte" benefits from a convenient location that places a wide range of everyday amenities and cultural destinations within easy reach. A shop, grocery store, restaurant, bar, and bakery are all located approximately 1 km away, while the nearest supermarket is 9 km distant and a shopping centre can be reached within 15 km. The bus stop for Trequanda is 1 km from the property, and the railway station of Sinalunga is 9 km away. For those seeking relaxation and wellness, the renowned thermal baths of "Rapolano Terme" are situated 23 km from the estate. Nature enthusiasts will appreciate the proximity of the bathing lake "Trasimeno," reachable in approximately 40 km, one of the well-known lakes of the region that can easily be reached from the property. A 9-hole golf course is located 16 km away, and a riding stable is just 5 km from the farmhouse. The surrounding area is rich in cultural and historical heritage, with the celebrated towns of Pienza at 17 km, Montepulciano at 22 km, Cortona at 35 km, and the magnificent city of Siena at 55 km all within comfortable driving distance. Trequanda 810
Villa Marina
Stunning private villa with WIFI, A/C, private pool, TV and pets allowed
-15% Special Offer-
10
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5
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5
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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
Podere Il Doccio
Beautiful private holiday rental with A/C, WIFI, hot tub, private pool, TV, patio and pets allowed
-15% Special Offer-
10
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5
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5
Description
Podere il Doccio is an old farmhouse situated on the bank of a stream, from which it takes its name.
Il Doccio is a little hidden paradise, a real country oasis that makes it a private place, ideal for rest and recharge.
The entire property consists of the Podere of about 8 hectares of fields and oak woods. The access road to the property continues beyond the small bridge to the end of its run to the houses of the ancient Mulino del Doccio.
Il Doccio only 6km from Terranuova Bracciolini or Loro Ciuffenna where you can find anything you need. The valley is neighbour to Firenze/Florence (N), Arezzo (S), the Chianti area (W) and the Pratomagno mountain chain (E).
The area it's rich of natural attractions, history and art due to its strategic position within the region of Tuscany and it offers the traveler the unique chance to dive into the local life and culture, being a real and authentic off the beaten path.
We will be glad to welcome you and share with you our local knowledge to make your holiday one to remember! Podere Il Doccio
Casa Ovile
Private Accommodation with private pool, WIFI, A/C, TV, patio, panoramic view, near San Gimignano
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4
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2
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1
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65 m2
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
Il Fienile del Casolare
Unique independent vacation rental with pool, WIFI, TV and pets allowed
Special Offer 0% Interest Installments-
4
-
3
-
1
Description
Property Summary
Nestled in the rolling hills of the Tuscan countryside, Il Fienile del Casolare is an exceptional holiday rental that invites you to experience the timeless beauty of rural Italy. This charming country house, lovingly renovated in 2020, is situated in the district of Penna, just 7.5 km from the historic town of Terranuova Bracciolini. The property extends across a generous 1 hectare of fully fenced garden, offering you a sense of privacy and tranquility that is truly rare. Modern comforts have been thoughtfully woven into the character of the house, including internet and wifi connectivity to keep you seamlessly connected throughout your stay. A dedicated parking area on the premises ensures that arriving and settling in is entirely effortless. The shared swimming pool, measuring an impressive 12 x 6 metres with a depth ranging from 140 to 250 cm, is available seasonally from May 1st to October 1st, providing a refreshing retreat during the warmer months. The expansive yard surrounding the property completes this idyllic setting, making Il Fienile del Casolare a truly memorable base from which to discover the wonders of Tuscany.
Outdoors
The outdoor spaces of Il Fienile del Casolare are designed to make the most of the magnificent Tuscan landscape that surrounds you. The 1 hectare fenced garden provides ample room to unwind, stroll, and breathe in the fresh country air in complete comfort and seclusion. The shared swimming pool, with its generous dimensions of 12 x 6 metres and a depth of 140 to 250 cm, is open seasonally from May 1st to October 1st, offering a perfect spot to cool off on warm summer afternoons. An outdoor shower is conveniently available near the pool area, allowing you to refresh after a swim without stepping indoors. The garden is furnished with outdoor furniture thoughtfully arranged to encourage relaxation and al fresco enjoyment, while a barbecue facility invites you to prepare and savour meals in the open air, surrounded by the natural beauty of the Tuscan hills.
Other Information
Il Fienile del Casolare benefits from a heating system available during the cooler months, specifically from November 1st to April 7th, which is payable directly on site. This ensures that your stay remains comfortable regardless of the season in which you choose to visit. The property has been beautifully decorated following its 2020 renovation, combining rustic Tuscan character with contemporary interior design and modern furnishings throughout.
Distances and Attractions
Il Fienile del Casolare enjoys a privileged position in the district of Penna, placing you just 7.5 km from both Terranuova Bracciolini and the charming town of Loro Ciuffenna. The cultural and artistic treasures of Florence are within easy reach, located approximately 59 km from the property, making day trips to the city entirely practical. A restaurant is situated just 100 metres from the house, offering the convenience of fine dining practically on your doorstep. The medieval village of Castelfranco di Sopra lies 10 km away, while the renowned luxury shopping destination "The Mall" outlet is reachable within 23 km. For those wishing to explore the celebrated Chianti wine country, the picturesque towns of Gaiole in Chianti at 26 km, Radda in Chianti at 32 km, and Castellina in Chianti at 43 km are all comfortably accessible, each offering their own distinct character, local cuisine, and scenic vineyard landscapes. Il Fienile del Casolare
Alighiero Ii
Stunning vacation rental with pool, TV and patio
Special Offer 0% Interest Installments-
6
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2
-
1
Description
Property Summary
Nestled in the picturesque Tuscan countryside of Montieri, Italy, the rustic farmhouse Alighiero offers an exceptional holiday rental experience for those seeking both tranquility and authentic Italian charm. Fully renovated and situated in the district of Gabellino, just 3.4 km from the center of Boccheggiano, this remarkable property is comprised of 3 distinct houses set along a quiet country road, surrounded by the unspoiled natural beauty of the Tuscan landscape. The estate features a beautifully maintained yard filled with flowers and trees, providing a serene and verdant setting that invites complete relaxation. Guests will also enjoy the generous swimming pool measuring 10 x 5 m, available seasonally from June 5th to September 18th, as well as ample private parking conveniently located on the premises. The property is fully fenced, ensuring privacy and peace of mind throughout your stay.
Outdoors
The outdoor spaces at Alighiero have been thoughtfully designed to make the most of the stunning Tuscan surroundings. The garden, adorned with a variety of flowers and trees, creates a naturally beautiful environment perfect for leisurely strolls or quiet moments of relaxation. The swimming pool, measuring 10 x 5 m and open seasonally from June 5th to September 18th, serves as a refreshing centerpiece for warm summer days. A pergola provides a shaded retreat ideal for outdoor dining or simply enjoying the countryside air, while a table tennis table offers a fun recreational option for guests of all ages. An outdoor shower adds a practical and welcome convenience directly accessible from the pool and garden area, completing a well-appointed exterior that seamlessly blends comfort with the natural landscape.
Other Information
The farmhouse Alighiero is a fenced property, offering an added sense of security and seclusion that enhances the overall guest experience. The estate is comprised of 3 separate houses, making it a versatile choice for larger groups or families seeking both shared and private spaces within a single property. The swimming pool is available on a seasonal basis, open from June 5th to September 18th, allowing guests to plan their visit accordingly. Guests are encouraged to explore the many walking paths that depart directly from the property, catering to those who enjoy outdoor pursuits and nature exploration.
Distances and Attractions
Alighiero enjoys a privileged location that places a wealth of attractions and practical amenities within easy reach. The center of Boccheggiano is just 3.4 km away, where guests will find a shop at the same distance, along with a restaurant and bar only 1 km from the property. Mountain-bike trails are accessible just 900 m away, making this an ideal base for cycling enthusiasts, while bicycle rentals can be found 10 km from the estate. The historic town of Massa Marittima lies 15 km away, and a supermarket is located at the same distance, ensuring that everyday needs are easily met. The nearest bathing lake is 24 km away, offering a peaceful freshwater alternative for those who enjoy swimming in natural settings. Golf courses featuring an 18-hole layout and riding stables are both within 37 km, providing excellent leisure options for sport-minded guests. The marina is situated 40 km from the property, while the sea is reachable within 33 km, making a beach excursion entirely feasible. Culture lovers will appreciate the proximity of the "Giardino dei Suoni" at just 4 km, the Abbazia San Galgano at 17 km, and the magnificent city of Siena at 55 km. For those planning onward travel, the ferry at Piombino is located 65 km from the property. Alighiero Ii
Dilia
Stunning independent vacation rental with pool, TV, patio and pets allowed
Special Offer 0% Interest Installments-
4
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2
-
1
Description
Property Summary
Nestled among trees and rolling fields in the peaceful hamlet of Gabellino, the charming house "Dilia" offers an exceptional holiday rental experience in the heart of the Tuscan countryside in Italy. Built in 2017, this inviting property combines modern comfort with a truly idyllic natural setting, making it an ideal retreat for those seeking tranquility and relaxation. The house is set within a private, fenced area of 1,500 m2, which encompasses a well-maintained lawn, a wildlife garden, and a beautifully landscaped garden area where you can unwind and enjoy the surrounding scenery. A shared swimming pool measuring 10 x 5 meters is available seasonally, offering a refreshing escape during the warmer months. Ample parking is available directly on the premises, ensuring a convenient and stress-free arrival. Located in Montieri, in the heart of Tuscany, Italy, "Dilia" provides the perfect balance between seclusion and accessibility.
Outdoors
The outdoor spaces at "Dilia" are thoughtfully designed to enhance your connection with the natural environment. The private fenced grounds of 1,500 m2 include a lush lawn, a wildlife garden teeming with natural character, and a dedicated garden area ideal for leisurely afternoons in the open air. A pergola provides a shaded spot for outdoor relaxation or informal gatherings, while a table tennis table offers a fun recreational option for guests of all ages. An outdoor shower is also available for your convenience, particularly practical after time spent in the pool or exploring the surrounding countryside. The shared swimming pool, measuring 10 x 5 meters, is located approximately 150 meters from the house and requires crossing a street to access. It is available on a seasonal basis, open from June 5th to September 18th, providing a wonderful amenity during the summer season.
Other Information
"Dilia" was built in 2017 and is situated in the hamlet of Gabellino, offering a serene countryside atmosphere throughout your stay. The property features a private, fenced outdoor area, ensuring a sense of privacy and security during your visit. Guests should be aware that the shared swimming pool is located approximately 150 meters from the house and that reaching it requires crossing a street. The pool is available seasonally from June 5th to September 18th. Hiking and mountain-biking trails begin just 50 meters from the house, making "Dilia" an excellent base for outdoor enthusiasts looking to explore the natural landscape directly from the property.
Distances and Attractions
"Dilia" enjoys a convenient location despite its peaceful rural setting, with a variety of amenities and attractions within easy reach. The center of Boccheggiano is just 3.4 km away, where you will find the nearest shop, while a supermarket is located 15 km away in the center of Massa Marittima. For dining and socializing, a restaurant and bar are situated within 1 km of the property, making it easy to enjoy a meal or a drink without traveling far. Nature and culture enthusiasts will appreciate the proximity to the Giardino dei Suoni, located 4 km from the house, as well as the historic Abbazia San Galgano, just 17 km away. The renowned city of Siena, with its wealth of art, architecture, and Tuscan heritage, is approximately 55 km from the property. Hiking and mountain-biking trails begin just 50 meters from the house, offering immediate access to the stunning natural landscape of the surrounding area. Dilia
La Casina
Fabulous vacation home with WIFI, private pool, TV, terrace and pets allowed
Special Offer 0% Interest Installments-
11
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3
-
2
Description
Property Summary
Experience rustic living in the countryside at "La Casina," a cozy two-story, terraced cottage nestled amidst trees and fields in the hamlet of Montegusciani, Montieri, Italy. This charming vacation rental offers a private, fully fenced 350-square-meter property with a terraced garden, meadow, and a stunning 8x4-meter swimming pool with depths ranging from 140 to 180 centimeters. Enjoy the convenience of an outdoor shower, WiFi internet, parking for up to three cars, and amenities like a washing machine during your stay.
Outdoors
Immerse yourself in nature at "La Casina," where the private property boasts a beautifully landscaped terraced garden adorned with trees and a serene meadow. Take a refreshing dip in the seasonal swimming pool, measuring 8 meters by 4 meters with a depth of 140 to 180 centimeters, open from May 15th to September 30th. The pool area is meticulously maintained by the owner/gardener, ensuring a delightful outdoor experience.
Other Information
Please note that the motor access to the property is an 800-meter-long bumpy, unmade road. While parking is available for up to three cars, the access road may require extra caution when driving.
Distances and Attractions
"La Casina" offers a prime location for exploring the nearby attractions of Montieri, Italy. The San Galgano Abbey and Giardino dei Suoni are easily accessible, just a short distance away. The cottage is situated 7 kilometers from the center of Boccheggiano and 17 kilometers from Massa Marittima. Outdoor enthusiasts will appreciate the proximity to walking paths starting just 10 meters from the house, as well as hiking trails suitable for mountain bikers. Additionally, a riding stable is conveniently located 9 kilometers away. For those seeking natural beauty, the well-known lakes like Accesa are within easy reach. The nearest railway station, "Follonica," and the sandy beach of Follonica are both 35 kilometers from the property. La Casina
Pepi
Pretty villa rental with private pool, A/C, WIFI, TV, patio and pets allowed
Special Offer 0% Interest Installments-
5
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3
-
1
Description
Property Summary
Nestled in the tranquil district of Gabellino, just 3.5 km from the charming village of Boccheggiano, "Pepi" is a beautifully renovated two-story semi-detached house set amidst the rolling meadows and open fields of the Tuscan countryside in Montieri, Italy. This exceptional holiday rental offers a private property spanning 1,500 m2, providing an idyllic retreat for those in search of peace, natural beauty, and refined comfort. The house is equipped with air conditioning and a washing machine, ensuring a seamless and comfortable stay throughout your visit. Outdoor enthusiasts and nature lovers will delight in the generous 500 m2 garden, which features a well-maintained lawn and a dedicated wildlife garden, creating a harmonious connection with the surrounding landscape. A stunning swimming pool measuring 12 x 6 m, with a depth of 120 cm, is available seasonally from 01 May to 01 October, offering a refreshing escape during the warm summer months. The property also benefits from a private parking area as well as an EV charging station, catering to the needs of modern travellers. Reliable Internet WiFi is available throughout the property, allowing you to stay connected while immersed in the serenity of the Tuscan hills.
Outdoors
The outdoor spaces at "Pepi" have been thoughtfully designed to make the most of the property's exceptional natural surroundings. The 500 m2 garden combines a lush lawn with a wildlife garden, inviting you to explore and enjoy the local flora and fauna in complete privacy. A spacious terrace furnished with garden furniture provides the perfect setting for al fresco dining and leisurely gatherings, while a barbecue allows you to prepare and savour meals in the open air. The swimming pool, measuring 12 x 6 m with a uniform depth of 120 cm, is available from 01 May to 01 October and serves as the centrepiece of the outdoor area, ideal for cooling off on warm summer afternoons or simply relaxing by the water's edge. The surrounding meadows and fields further enhance the sense of space and tranquillity that defines this remarkable property.
Other Information
"Pepi" is a two-story semi-detached house that has been carefully renovated to combine rustic Tuscan character with modern comforts. Baby equipment is included as part of the property's amenities, making it a practical and welcoming choice for families travelling with young children. A car is recommended to fully explore the surrounding area and to access local services and attractions with ease. The property is situated within a private estate of 1,500 m2, ensuring a high degree of privacy and exclusivity throughout your stay.
Distances and Attractions
"Pepi" enjoys a privileged location that places a wide range of services and attractions within easy reach. A restaurant and bar are located just 500 m from the property, while a grocery store and bakery are both situated 3.5 km away. A supermarket can be found at a distance of 15 km, ensuring that all daily essentials are conveniently accessible. For those who enjoy outdoor pursuits, the Riserva naturale Cornate e Fosini is located 16 km away and offers excellent hiking opportunities through a protected natural landscape. Bicycle rentals are available 10 km from the property, providing a leisurely way to explore the countryside. Among the most notable cultural and historical attractions in the area, the medieval town of Massa Marittima is just 15 km away, while the iconic abbey of San Galgano can be reached in approximately 17 km. The bathing lake "Accesa" is located 24 km from the property and offers a scenic freshwater alternative for swimming and relaxation. The sandy beach of "Follonica" and the railway station "Follonica" are both situated 35 km away, making coastal excursions and rail connections equally accessible. For a more indulgent experience, the thermal baths of "Sassetta" are located 45 km from "Pepi", offering a restorative retreat in the heart of the Tuscan hills. Pepi
Melograno
Wonderful private vacation rental with WIFI, private pool, TV and patio
Special Offer 0% Interest Installments-
6
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3
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2
Description
Property Summary
Nestled in the picturesque Tuscan countryside of Terranuova Bracciolini, Italy, Country house "Melograno" is a charming holiday rental that offers guests a truly authentic and tranquil retreat. Set within 10,000 square meters of fully fenced land, this beautiful country property invites you to unwind in a serene natural setting that includes a delightful orchard waiting to be explored. The estate is thoughtfully equipped with all the comforts needed for a memorable stay, including high-speed internet WiFi to keep you connected throughout your visit. A private swimming pool measuring 10 x 5 meters takes center stage among the outdoor amenities, offering a refreshing escape during the warm months. Convenient on-site parking is available for your vehicle, and the expansive yard surrounding the property provides ample space to breathe, relax, and immerse yourself in the beauty of the Tuscan landscape.
Outdoors
The outdoor spaces at Country house "Melograno" are thoughtfully designed to complement the natural beauty of the surrounding Tuscan countryside. The private swimming pool, measuring 10 x 5 meters, is available for your enjoyment from May 1st to September 30th, offering a refreshing retreat during the warmer months of the year. An outdoor shower is conveniently located in the pool area, allowing you to rinse off after a leisurely swim. The extensive grounds, spanning 10,000 square meters of fenced land, provide a generous and secure outdoor environment where you can stroll freely, explore the on-site orchard, and enjoy the peaceful rural atmosphere that defines this exceptional property.
Other Information
Country house "Melograno" is designed to ensure a comfortable and independent stay for all guests. Internet WiFi is available throughout the property, keeping you connected whenever needed. It is worth noting that the owner resides on the same property, though the layout and setup of the estate are arranged so that you can fully enjoy your privacy and independence during your stay.
Distances and Attractions
Country house "Melograno" benefits from an enviable location that places you within easy reach of both local conveniences and renowned Tuscan destinations. The town center of Terranuova Bracciolini is just 800 meters away, where you will find a local shop at the same distance and a supermarket located only 600 meters from the property, making everyday errands effortlessly convenient. For those wishing to explore the wider region, the city of Arezzo is approximately 40 kilometers away, while the magnificent city of Florence can be reached in around 52 kilometers, offering world-class art, culture, and gastronomy. The Montevarchi railway station, situated just 7 kilometers from the property, provides excellent transport connections for day trips and onward travel throughout Tuscany and beyond. Melograno
Villa Il Guscio
Unique independent holiday villa with private pool, hot tub, WIFI, A/C and panoramic view
Special Offer 0% Interest Installments-
10
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4
-
4
Description
Property Summary
Nestled within the breathtaking Tuscan landscape of Terranuova Bracciolini, Italy, Villa il Guscio is an exceptional holiday rental that offers a harmonious blend of comfort, nature, and cultural proximity. This charming villa is set in a secluded, quiet, and sunny residential area surrounded by other villas, providing an atmosphere of privacy and tranquillity that makes it an ideal retreat for those seeking both relaxation and exploration. The property sits within a beautifully maintained fenced garden of 1,000 square metres, where lush greenery and open skies create a serene natural backdrop. A generously sized private swimming pool measuring 12 by 6 metres, with a depth ranging from 140 to 250 centimetres, is available seasonally from 2 May to 26 September, offering a refreshing centrepiece to the outdoor experience. Wireless internet connection is available throughout the property, ensuring that guests remain connected during their stay, while dedicated parking on the premises provides added convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa il Guscio are thoughtfully designed to encourage relaxation and al fresco enjoyment in the heart of the Tuscan countryside. The fully fenced private garden extends across 1,000 square metres, offering ample space for leisurely strolls, sunbathing, and outdoor recreation in complete privacy. Garden furniture is provided throughout the exterior areas, allowing guests to unwind comfortably while taking in the surrounding natural landscape. A barbecue is available for outdoor dining experiences, perfect for enjoying long summer evenings under the open sky. An outdoor shower is conveniently located near the swimming pool area, and pool maintenance is carried out regularly by the owner and gardener, ensuring the pool remains in pristine condition throughout the season.
Other Information
Villa il Guscio is equipped with a central heating system, available exclusively during the period from 1 November to 27 March, with heating costs to be settled directly on the spot. Inside the villa, guests have access to a dedicated fitness room, ideal for maintaining an active routine during their stay. A billiard table and a table football set are also available, providing entertaining options for guests of all ages during leisure time. A massage service can be arranged upon request at an additional cost, and a private cook is also available on request for an extra charge, offering a personalised culinary experience within the comfort of the villa. Please be aware that the owner does not accept any youth groups.
Distances and Attractions
Villa il Guscio enjoys a privileged location just 7.5 kilometres from the centre of Terranuova Bracciolini, placing everyday conveniences well within reach. A grocery store is located approximately 900 metres from the property, a supermarket is situated 6 kilometres away, and a restaurant can be found just 300 metres from the villa. A bus stop is conveniently accessible at only 200 metres from the property. For those wishing to explore the region, the historic city of Arezzo lies 44 kilometres away, while the magnificent city of Florence is reachable within 59 kilometres. Siena, Cortona, and the enchanting valleys of the Casentino and Val d'Orcia are all within less than an hour's drive, offering an extraordinary array of art, history, and natural beauty. The surrounding area is also dotted with hiking trails on the slopes of Pratomagno, perfect for nature walks and spectacular panoramic views. The nearby village of Loro Ciuffenna is just 3 kilometres away, while Castelfranco di Sopra is 12 kilometres from the property. Gaiole in Chianti is 30 kilometres distant, and Greve in Chianti can be reached in approximately 36 kilometres. Monte San Savino lies 50 kilometres away, and Siena is 63 kilometres from the villa. The sandy beaches of "Versilia, Maremma" are located 150 kilometres away, and the renowned thermal baths of "Rapolano Terme" are situated 47 kilometres from the property. Villa Il Guscio
Casa Rossa
Cosy accommodation with WIFI, A/C, pool, TV and panoramic view, near San Gimignano
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5
-
28
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13
-
10
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Casa Rossa 3 | 4 | 1 | 1 | 47 m2 | € 125 /Night |
| Casa Rossa 4 | 6 | 3 | 3 | 95 m2 | € 164 /Night |
| Casa Rossa 5 | 6 | 3 | 2 | 95 m2 | € 164 /Night |
| Casa Rossa 6 | 6 | 3 | 2 | 95 m2 | € 164 /Night |
| Casa Rossa 7 | 6 | 3 | 2 | 95 m2 | € 164 /Night |
| All 5 Accommodations | 28 | 13 | 10 |
Description
Casa Rossa is a nice property consiting of 3 completely reovated units turned into 6 holiday apartments and a cottage. The holiday facility has maintained its original architectural structure and is located on the Chianti hills in panoramic position.
Every apartment has its independent entrance to guarantee privacy and peace to guests who stay there. A swimming pool is at guests' disposal as well as a wide garden to enjoy a beautiful panoramic view over the countryside of the Chianti Area.
At guests' disposal: equipped garden, swimming-pool (14 x 7 m - maximum depth 1,80 m) set in panoramic location, shared barbecue. WI-FI internet is available. A provincial road passes only a few metres from the villa for rent away. Parking within the grounds.
Distances: Certaldo with all kinds of shops and funicolar leading to the medieval walled town centre 4 km, the renowned medieval town of San Gimignano 11 km, Volterra 35 km, Firenze 35 km, Siena 40 km. A lake with sport-fishing facilities and a riding-stable are approx. 5 km from the property away.
Please carefully check if there are any extra costs to be paid on site! Casa Rossa
Tenuta
Nice holiday home with WIFI, pool, A/C, TV, pets allowed, panoramic view, close to Greve In Chianti
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6
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30
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11
-
10
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Tenuta 1 | 4 | 1 | 1 | 68 m2 | € 89 /Night |
| Tenuta 2 | 4 | 1 | 1 | 66 m2 | € 89 /Night |
| Tenuta 3 | 4 | 2 | 2 | 66 m2 | € 116 /Night |
| Tenuta 4 | 2 | 1 | 1 | 45 m2 | € 89 /Night |
| Tenuta 5 | 6 | 2 | 2 | 82 m2 | € 120 /Night |
| Tenuta 6 | 10 | 4 | 3 | 125 m2 | € 179 /Night |
| All 6 Accommodations | 30 | 11 | 10 |
Description
Beautiful farming estate comprising 6 restored units situated on the Chianti hills, a short distance from the village of Mercatale (with general stores) and 22 km from Florence away. This property offers large outdoor areas and a nice panoramic pool with splendid views over the surrounding vineyards (producing excellent wines). All of the apartments provide welcoming interiors furnished in a rustic style. The units Tenuta 1 and 2 are approx. 50 from the pool away while the remaining units are closer. By the pool, guests can enjoy use of a beautiful panoramic terrace with sun-umbrellas and sofas and of a covered area with WI-FI in internet connection (WI-FI internet is also available near the reception, closer the units Tenuta 1 and 2).
The access to the property is via an unpaved road suitable to any car.
Distances: Mercatale with general stores 4 km away, San Casciano 10 km, Greve in Chianti 12 km away, Florence (airport and railway station) 22 km away, San Gimignano 37 km, Siena 60 km away, Arezzo 90 km, Pisa (airport) 92 km away, Lucca 95 km away.
At guests’ disposal: large outdoor areas, garden, shared swimming-pool (12 x 6 m – min. depth 1,25 m – max. depth 1,4 m – open from 01/05 to 30/10) with panoramic views, barbecue, playground for children with swing. The property and all the apartments provide WI-FI internet connection (free of charge).
Laundry (free of charge).
Extra Services: Baby bed upon request. Maid service available by arrangement (€ 12,- / per hour to be paid locally). The products of the estate (wine, olive-oil) are available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Tenuta