Home Vacation Rentals By Owner In Poggibonsi, TOS

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Exceptional(3)

$884.33

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Villa

Villa Staggia In Poggibonsi, Tuscany

Poggibonsi, SI, Italy

Property for exclusive usebrAncient 18th century Tuscany villa (500 m2) in a dominant position on a Chianti hill, surrounded by olive groves above the old town of Staggia Senese. The villa has undergone attentive restorations, preserving its original structure, making it an ideal setting for a pleasant and exclusive stay in Tuscany. brThe property's geographical position allows easy access to the main Tuscan art cities like Florence, Siena and San Gimignano, as well as the opportunity to fully enjoy Tuscany, from exploring wine roads to touring cultural and artistic sites and savoring good Tuscan cuisine in the many traditional villages of the area. The central location of this property provides an exclusive opportunity to visit and closely interact with the Chianti area and its medieval towns of Castellina, Radda, Greve, and Gaiole. The villa is characterised by its large internal areas typical of noble villas of the past. Adjacent to the living room on the ground floor, there is an elegant terrace adorned with lemon trees (in summer only) where a beautiful gazebo, equipped with portable barbecue and perfect for outdoor dining, is located. To the side of the holiday home, amidst the romantic grove of cedars and holm-oak, guests can enjoy relaxation. In a secluded area at the back of the house, nestled among cypress and olive trees, is the private swimming pool (10x5 depth 1,20-1,40)(01/05-30/10 open from 09.00am to 09.00pm) with an external shower. Air conditioning available in all the bedrooms and in the 1st floor living room. Included in the pricre: wi-fi internet connection, baby bed. Services upon request: cook and cooking classes, to be requested at the moment of reservation. The last stretch of the access road is a dirt track. Parking within the property. brPLEASE NOTE: On the second floor, with separate access, is the apartment of the caretaker who, with absolute discretion, will always be available for any needs. No television in the villa.ACCOMMODATION: Gr. fl.: large and bright living room, characterized by great vaults with access to the sunny terrace where several lemon plants are housed, dining room, kitchen (oven, freezer, dishwasher, microwave, “espresso” coffee maker, American Coffee maker, washing machine) with access to the outside, 1 double bedroom with bathroom with shower (suitable for the disabled). 1st Fl.: the ancient stone staircase opens onto a living room with access to a balcony offering an exclusive view of Monteriggioni; from here you access to 3 double bedrooms: 1 bedroom (bed length 170 cm) with bathroom with shower and bath, 1 bedroom (bed length 170 cm) with bathroom with shower, 1 bedroom (bed length 160 cm) with bathroom with shower; a large corridor leads to 2 twin-bedded rooms (beds length 85 cm) sharing 1 bathroom with shower, 1 double bedroom (bed length 160 cm) with bathroom with shower.LOCATION: 2 km the little village of Staggia (food shops, horse riding), 6 km Monteriggioni, 7 km Poggibonsi (any kind of shops), 19 km Siena, 22 km San Gimignano, 37 km Volterra, 55 km Florence, 92 km Lucca.brbr Final cleaning per booking. In cash 240.00 Eurobr Refundable deposit (to be handed over on arrival) per booking. In cash 500.00 Eurobr Tourist tax per person/day 2.00 Eurobr Air-conditioning, due only if used, per kWh (kilowatt hour) 0.70 Euro
Bed 7

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Bath 6

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Sleep 14

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Exceptional(2)

$163.9

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Apartment

Lilla - Two Bedroom Apartment, Sleeps 6

Poggibonsi, Poggibonsi, Italy

The complex lies in the heart of the Tuscan countryside, amidst olive trees and oak woods, and is located just 3 km from Colle di Val d'Elsa, at a distance of 13 km from San Gimignano, 15 km from Siena and 45 km from Florence.br It was built in the 80's and was recently renovated in the typical local style. The building was converted into two apartments, a large one (villa) and a smaller one (two-room).br In the spacious garden of the house, surrounded by olive trees, guests will find a swimming pool where they can relax and sunbathe, plus there is also the opportunity to go for long walks (in the woods, olive groves and vineyards) and hiking, even with a guide.br The apartments are surrounded by plants and a garden which is furnished with tables, chairs and a barbecue.br On our premises, upon request, you can book a lunch or a dinner with personal chef at your home, who can also give lessons on traditional Tuscan cuisine.brbrThis three-room apartment has a large kitchen including an oven, hob, fridge and dishwasher, plus small appliances such as a toaster and American coffee maker.brThe kitchen is equipped with a fireplace, wood-burning stove and a TV (non-satellite), and has an windowless bathroom with shower.brThere are three bedrooms, one double bedroom, one bedroom furnished with two single beds and a small bedroom, in passing, furnished with two single beds. There is a second larger bathroom without a window with a shower and washing machine.brAll rooms have access to the front garden, with two gazebos and a wide outdoor space.brEach apartment has an independent heating system that allows you to warm up on the coldest days, non-satellite televisions, and a Wi-Fi internet connection.brbrbrThe complex is surrounded by five hectares of land with woods, olive trees, vineyards and cultivated fields where you can go for walks surrounded by nature.br The location has a central position from where you can easily reach most of the famous cities in Tuscany. In a short time you can reach Florence (km.45), Siena (15 kms), Volterra (25km), San Gimignano (12 km), the Chianti region (12 km), the Crete Senesi (km 60) and the Tyrrhenian coast (100 km).br You can, as well, easily reach various supermarkets (3 km), golf courses and tennis courts, horse riding, archery, a bike path and a bike rental shop (1 km).brbrbrThe price includes:br - bath, bed and kitchen linenbr - use of the poolbr - Wi-Fibr - final cleaningbr br The price does not include:br- heating costs: according to consumption at a cost of 1.5 euro/hourbr - deposit: 150 eurobr - extra bed with bed linen: 50 euro / weekbr br CHECK-IN after 4:00 pmbr CHECK-OUT before 9:00 ambr br Pets are allowed. Price: 30 euro / pet / week.Only 1 dog is accepted at this accommodation, no exceptions.br brPlease note that young groups and parties are not allowed.brbrbrOptional services: brHeating 1.5€ perhour;Heating 1.5€ perhour.brbrReference: BN959464brPets - allowedbrbrbr Travel documentation/Instructions will be sent by mail to clients, after payment
Bed 2

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Bath 2

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Sleep 6

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Exceptional(10)

Select Dates for Price
Private Vacation Home

VILLA DONELLA a corner of Tuscany history, just minutes from San Gimignano

Poggibonsi, Toscana, Italy

Hi, I'm Cristina and together with my sister Claudia we would be happy to welcome you to our lovely apartment located on the outskirts of Poggibonsi in a typical rural Tuscan village, next to the provincial road that leads to: the Chianti area, the important art cities Florence , Siena, Pisa, Lucca and only 10 minutes by car from the famous city of San Gimignano, a UNESCO heritage site.brbrOur accommodation is ideal for 2 people and is particularly suitable for a romantic couple stay. Villa Donella takes its name from our mother who fell in love with this manor farm villa because it reminded her of her youth spent in the countryside. So with great passion and dedication he personally followed all the renovation of the apartment and took care of the furnishings in every little detail. We are certain that the feeling entering will be to feel at home away from home!brbrLocated exactly in the center of Tuscany, Villa Donella is the perfect starting point to reach the Chianti area and the important art cities of Florence, Siena, Pisa and Lucca. Also you can easily reach the beaches of Cecina Mare (to the east) and the ski slopes and trails of Mount Amiata (to the south). brThe apartment is developed all on the ground floor, with kitchen equipped with everything needed for cooking; romantic double bedroom with Queen Size bed, comfortable mattress and pillows; study / relaxation area with sofa and LCD TV-SAT; luxury bathroom with large walk-in shower. The Wi-Fi service is free everywhere within the property and H24. brIt is surrounded by a large private garden all for the exclusive use of our guests with a delightful pergola equipped for outdoor lunches and dinners and BBQ. Every window and door window at home overlooks our private garden. brbrAt our guests' disposal there is a carport, near the entrance of the accommodation, inside the property.brbrUpon your arrival, you and / or my sister will give you the keys to the house and the automatic gate, for your free access to the apartment.brYou will be received directly from me and / or my sister and with great pleasure we will give you all the necessary information and suggestions, together with a map of the area, to help you spend a pleasant and enjoyable stay in Tuscany. brAs a gift from Benvenuto you will be offered a bottle of typical Tuscan wine.brDuring your stay you can contact us for any need.brbrOther things to highlightbrWithin 150 m there are: a supermarket and a large shopping area, bars, restaurants and take-aways.brNearby you can go hiking, trekking and mountain biking as well as balloon rides, swimming pool, tennis, golf and horse riding.
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Sleep 3

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$1673.06

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Villa

Entire Estate & Villa for 18 people at Tuscan Vineyard Estate with Pool & BBQ

Poggibonsi, Toscana, Italy

Summary:brbrBrand New Listing! The entire 120 acre Vineyard Estate exclusively for your group! Experience authentic Tuscany at this Spacious Villa inside our Vineyard Estate in Siena for groups of 18+ guests. Set amidst rolling hills, vineyards, and olive farms with beautiful Chianti landscape and panoramic views, enjoy your private pool, BBQ, and patio while soaking in Italian sunshine. Entire Villa with 5 apartments, 5 full kitchens, 11 beds, 6.5 bathrooms, perfect for group getaways!brbrbrbrThe Space:brbrDiscover the heart of Toscana at our private wine estate — offered exclusively for your group’s sole use. When you book, you enjoy the entire property with complete privacy, including all villas, outdoor areas, and amenities, with no shared spaces. brbrThis villa features 5 independent apartments, each with its own private entrance and dedicated outdoor space:brbrVilla 1: Master bedroom, 2 king-size bedrooms, 1 single bed, full kitchen, dining room, 1 full bathroom, two half baths, and a separate living room.brbrVilla 2: Master bedroom, one double sofa bed, full bathroom, kitchen, and dining/living area.brbrVilla 3: King-size bedroom, two single sofa beds, kitchen and dining area, full bathroom.brbrVilla 4: King-size bedroom, kitchen and dining area, full bathroom.brbrVilla 5: King-size bedroom, kitchen and dining area, full bathroom.brbrWith the exception of one king-size bedroom, all rooms can be rearranged into two single beds, offering flexible sleeping arrangements for families or groups.brbrFully equipped kitchens invite you to prepare your own Tuscan feasts, while the outdoor spaces are perfect for morning coffee, sunset aperitivos, and long, romantic dinners surrounded by the beauty of the Mediterranean countryside.brbrThe estate also features a stunning private pool, barbecue area, and a traditional brick pizza oven — ideal for al fresco dining under the Italian sun. For fun and relaxation, enjoy bicycle rentals, bocce, ping pong, and a children’s playground.brbrEnd each day in total tranquility, relaxing in a hammock with panoramic views over the rolling hills of Tuscany. Every detail has been thoughtfully designed to provide an unforgettable, comfortable, and completely private Italian escape..brbrbrbrGuest Access:brbrGuests will have exclusive access to the entire villa, including the bedroom, full bathroom, dining room, and fully equipped kitchen. Outside, you'll enjoy access to the entire property with vineyards, olive farms, gardens, gazebos, private pool, BBQ area, brick pizza oven, patio, and tennis court. The garage provides convenient complimentary parking.brbrbrbrThe Neighborhood:brbrPerfectly positioned in Tuscany’s rolling countryside, surrounded by vineyards, olive groves, and gentle hills, our villa offers the ideal balance of tranquility and convenience. The nearby town of Poggibonsi (10 minutes) provides everything you might need — from charming trattorias and modern restaurants to local markets and shops showcasing authentic Tuscan products.brbrWine lovers will delight in the Chianti Classico region, where world-renowned wineries offer tastings and scenic tours just minutes away. For a touch of history, the medieval towers of San Gimignano are only a 20-minute drive, while Siena and Florence — home to world-class art, architecture, and culture — can be reached within 30 to 45 minutes.brbrHere, you’ll enjoy the peace and beauty of rural Tuscany while staying perfectly connected to the region’s most iconic destinations — an experience that combines relaxation, authenticity, and effortless exploration.brbrbrbrGetting Around:brbrGetting around is easy from our Tuscan villa. Complimentary parking is available in the garage. For public transport, the Poggibonsi train station is a short 10-minute drive, offering connections to major cities like Florence (approx. 45-minute train ride) and Siena (approx. 30-minute train ride). Florence Airport (FLR) is about a 50m drive away.. Taxis and ride-sharing services are readily available in Poggibonsi for convenient local travel. Explore the beautiful Tuscan countryside with ease, knowing you have various transportation options at your fingertips.brbrbrbrOther Things to Note:brbrOur villa is surrounded by the beautiful Montalpruno vineyards, where guests can experience the charm of Tuscany’s wine country firsthand. The harvest season is particularly magical, with vibrant colors, bustling grape-picking activity, and the intoxicating aroma of ripening fruit. Wine lovers will appreciate the opportunity to taste local wines, learn about traditional winemaking, and enjoy the stunning vineyard views right from the property.brbrbrbrInteraction with Guests:brbrYour host is available on-site during regular office hours (9am-6pm) to ensure you have everything you need for an exceptional stay. Living right at the property means I'm here when you need me most! Feel free to message me anytime through your booking platform – I typically respond within a few hours and I'm always ready to help with recommendations, questions, or any concerns. For urgent matters, just let me know and I'll be there as soon as possible!brbrI want your Tuscan villa experience to be perfect, so please don't hesitate to reach out. I'm here to make your stay comfortable, enjoyable, and truly memorable.
Bed 7

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Bath 6

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Sleep 18

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Exceptional(15)

$172.15

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Villa

Barn with private swimming pool very close to San Gimignano, Siena, Volterra and Florence

Poggibonsi, Toscana, Italy

Barn on 2 floors, renovated, 95sqm, located on the hills of Chianti and Chianti Classico. The property has a swimming pool (5x10 uniform depth 1.60) for the exclusive use of guests, with panoramic views.brThe accommodation: Interior furnished with style.brThe kitchen is equipped with a 4-burner induction hob, fan oven, dishwasher, fridge inserted under the worktop, espresso coffee machine, toaster.brA door at the bottom of the kitchen opens onto a utility room where there is a freezer available for guests and where garden furniture is stored when not in use.brA bright living room lit by a glass arch, where there is a path and a dining area. There is also a satellite TV, DVD and CD player and a sofa bed.brFrom the living room a hallway with two doors leads to the beautiful travertine staircase that leads to the first floor. One of the two doors opens onto a spacious service bathroom (toilet, cabinet with sink, bidet, washing machine and window). The door at the bottom instead gives access to a room with two beds (combinable only on request when booking).brThe travertine staircase that connects the ground floor to the first floor lands in a small hallway on which open the door to the double bedroom (non-divisible bed) and that of the complete bathroom with walk-in shower.brOn request, a cot for infants or a cot with bars for children up to three years can be provided.brAutonomous central heating, in winter, will be paid in full consumption as well as wood for the journey.brFixed barbecue for the exclusive use of guests.brGuest access:brThe barn is located in front of the house where the owners live, who however have the utmost respect for the privacy of their guests. The paved square in front of the barn and which divides the two houses belongs to the same. A parking lot next to the entrance is reserved for guests. The entrance to the house borders a low traffic municipal road bordered by a stone wall with automatic gate. The property has an area of about 4 ha with olive grove, vineyard orchard and a large vegetable garden where customers can take advantage of vegetables, eggs and seasonal fruit.brOn the opposite side of the entrance to the property there is a beautiful olive grove with a large garden where you can relax, a swimming pool (5x10 uniform depth 1.60) for the exclusive use of the guests of the house and a panoramic view of the Chianti area. Swimming pool open from 15/05 to 15/09.
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Bath 1

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Sleep 6

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Exceptional(38)

$657.94

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Villa

Anticopozzo In Poggibonsi, Tuscany

Poggibonsi, SI, Italy

Property for exclusive usebrThe property Anticopozzo is made up of two typical barns, recently restored with great care and equipped with every comfort, with a total surface of 200 sq.m. with 2 double and 2 twin bedrooms plus a double sofa bed and 4 bathrooms, for a total of 10 people. Perfect for 2 families, it offers common space to stay together, a swimming pool and a terrace with gazebo, plus private areas. Both apartments have central heating, air conditioning, satellite TV and free WiFi Internet connection.brbrExternal Area and Swimming PoolbrThe external area is made up of a 700 sq. m. garden, completely fenced, which surrounds the house on three sides. The private swimming pool is 7 metres by 4 with a depth of 0.8-1.6 metres and is in front of one of the barns. The other barn has a large panoramic terrace with gazebo and a table, chairs, wood oven and stone barbecue for outdoor meals and relaxing moments.brFour parking spaces are in the property.InteriorbrBoth structures have been carefully restored and are complete with every kind of luxury. The first barn is on two floors: the ground high floor with access from an external stair has a cosy living room, a kitchen with typical fireplace and stone cooking area, fully equipped; 2 bathrooms with shower and a small laundry room with washing machine. Leading down to the lower floor are six steps; here you will find one double bedroom, one twin bedded room (beds can be joined) with outdoor access.brThe second barn has a small kitchen, completely equipped, a dining room and an open loft which has a living area with satellite TV, fireplace and double sofa bed. Rounding up the ground floor are a twin bedded room (beds can be joined), one bathroom with shower and a laundry room with washing machine. The first floor has a double bedroom and a bathroom with shower.brbrLocationbrAnticopozzo is in a panoramic position overlooking the hills in the Chianti classico area, near the town of Poggibonsi.brbrFacilitiesbrAnticopozzo has Wi-Fi, air conditioning in all rooms, central heating, satellite TV in every room, a safe, baby bed, high chair, hairdryer and complimentary toiletries in the bathrooms, parking in the property.brbrServicesbrThe price includes: bathroom, bedroom and kitchen linen as well as swimming towels (all changed weekly), Wi-Fi, water, gas and electricity, high chair and baby bed.brbrImportant InformationbrSwimming pool available from April 1st to October 27th. The house is accessible via a 500m gravel road in good condition. The owner’s house is on the opposite side of this road and is completely independent.Activities and DistancesbrThe location is perfect for alternating relaxing days with trips to Tuscany’s most famous cities, like Florence, Siena, San Gimignano, Monteriggioni and Volterra, as well as small Chianti towns and villages such as Greve, Radda, Castellina and Gaiole. The property is surrounded by vineyards, olive groves, woods, small lakes and paths which are perfect for walks or mountain biking.br3 km Poggibonsi (all shops), 17 km San Gimignano, 39 km Siena and Volterra, 48 km Florence.brbrFood shops: Poggibonsi, 3 kmbrRestaurant: La Sosta di Pio VII, 2.6 kmbrGolf Course: Circolo Golf dell’Ugolino, 39 kmbrAirport: Firenze Peretola, 59 kmbrRailway Station: Poggibonsi, 5 kmbrShopping Centre: Coop Valdelsa (Poggibonsi), 5 kmbrbr Tourist tax per person/day 2.00 Eurobr Refundable deposit (to be handed over on arrival) per booking. In cash 300.00 Euro
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Bath 4

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Sleep 10

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$1494.65

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Villa

Villa Ferdinando - Poggibonsi ,Tuscany

Poggibonsi, Poggibonsi, Italy

Beautiful independent villa with pool, strategically located halfway between Florence and Siena. The property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended garden with a beautiful pool with panoramic views. brbrThe villa, equipped with all comforts, is composed of a main house and guest house, sleeping a total of up to 12 people. The property is surrounded by vineyards and olive groves, from which the owners produce wine and olive oil (guests will be offered a tasting in the estate's cellars). brbrThe house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).brAccess to the house is via an unpaved road in good condition.brbrAt guests disposal: large, well-tended garden with round pool reserved for guests' exclusive use (about 16 x 11 m- minimum depth 50 cm- maximum depth 1,4 m- open from 01/04 to 30/10), outdoor shower (hot water), changing room and wc in the pool area, barbecue, gazebo and wood-burning oven. The villa offers WI-FI internet connection (free of charge). All of the bedrooms are equipped with air conditioning.brParking within the grounds.brbrDistances: Poggibonsi with shops of all kinds 6 km away, Barberino Val D'Elsa 11 km, San Gimignano 18 km away, Siena 40 km, Volterra 41 km away, villages of the Chianti area are within a 25- 50 km radius, Florence (airport) 42 km, Pisa (airport) 95 km away, Arezzo 110, Lucca 115 km away.brbrExtra services to be paid on the spot: Baby bed (available upon request). Laundry service (with fee).brPets are allowed at a fee of € 100/animal.brbrPlease carefully check if there are any extra costs to be paid on site!brMain house; 240 sqmbr(10 people)brGround floor: entrance into the living room with fireplace, kitchen (oven, freezer, refrigerator with ice maker, microwave, dishwasher, toaster, American coffee maker, espresso coffee maker), dining area, wc, double bedroom with private bathroom with shower (suitable for disabled guests).brFirst floor: double bedroom with private bathroom with bathtub, bedroom with 2 single beds with private bathroom with shower, double bedroom (with outdoor access) with private bathroom with shower, double bedroom with private bathroom with bathtub.brbrGuest house; 120 sqmbr(2 people)brGround floor: living area composed of sitting area, dining area and fireplace.br5 steps down: kitchen (oven, freezer, dishwasher), bathroom with shower.brFirst floor: large double bedroom with ensuite bathroom with Jacuzzi bathtub (the bathroom is open on to the bedroom).brbrArrival between 17:00 and 19:00brDeparture between 08:00 and 09:00brbrPool open from 1 April to 30 OctoberbrbrTo be paid on the spotbrNot included in the rental price:brBaby-sitting (on request): 18.00€ per hourbrRefundable Security Deposit in cash or by credit card (mandatory): 1500.00€brPets: 100.00€ per petbrTourist tax (mandatory): 2.00€ per person per daybrbrIncluded in the rental price:brBed Linen and Towels (initial set)brFinal CleaningbrWine TastingbrElectricitybrHeatingbrInternet WifibrAir conditioning
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Bath 7

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Exceptional(1)

$194.58

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Apartment

Cammino Santo - studio w/private pool & garden

Poggibonsi, Provincia di Siena, Italy

Cammino Santo is located on the hills between Poggibonsi and San Gimignano, approximately halfway between Siena and Florence.brbrThe property is ideally situated for visiting the most renowned historical and art centres in Tuscany and many other smaller characteristic villages in the Chianti region and within easy reach of the Siena - Florence toll-free motorway (5 km).brbrThe cottage is the result of a renovation which transformed this ancient barn (part of the tiny hamlet of Torri) into a beautiful and comfortable semi-detached studio.brbrAccommodation is offered in a part of the house boasting its private entrance and a fenced garden with a swimming pool (5x10 m. 1,20 deep/available May 1st - October 31) for guests’ exclusive use. In the other half of the building (with private access on the opposite side) lives the owner, who is discreet, respectful and never intrusive but always available in case of need.brbrAccommodation:brGround floor: entrance hall, bedroom with kitchenette, full bathroom with shower.brbrIt is compulsory to read all information provided under the DESCRIPTION & HOUSE RULES section before submitting a booking request. brbrIncluded in the rental price: bed and bath linen - weekly change, Wi-Fi, baby cot and highchair, eletricity/water consumption, final cleaning, air conditioning/heating (split).brbrNot included in the rental price to be paid on the spot (mandatory): tourist tax, security deposit € 200 (cash) upon arrival.
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Bath 1

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