Home Vacation Rentals By Owner In Pienza, TOS

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Exceptional(4)

$873.87

/ Nightly
Private Vacation Home

Modern Vacation Home

Pienza, Pienza, Italy

This pet-friendly holiday home has 4 bedrooms and can accommodate 8 people. Ideal for large families, it has a private swimming pool and barbecue to have a gala time._x000D_br_x000D_br'Dezi' is part of a beautiful villa and was part of a kind of hospital between 1200 and 1300. One of the first European examples of hospitals. _x000D_br_x000D_brThen it became a kind of restaurant, an osteria, for the pilgrims who came over the Via Francigena and stayed to eat here. In the year 2000, the building became an agriturismo. The villa has been completely renovated and is located in the heart of the Val d'Orcia near the town of Pienza. Its central location makes it easy to explore the area and visit several art cities. The villa combines a rustic exterior with a charming decoration, warm colours, and some antique furniture. You can enjoy the Tuscan countryside in the spacious garden and by the private pool. _x000D_br_x000D_brThe villa is divided into two flats. Flat Dezi has a private garden and private pool and is completely separated from the other flat. Your privacy is therefore guaranteed. The Val d'Orcia consists of rolling hills with old farms and cosy villages. The fields consist of all kinds of colours._x000D_br_x000D_brThe villa is semi-detached and there is a double bedroom on the ground floor with external access to the first floor where the rest of the house is located. _x000D_br_x000D_brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrLayout: Ground floor: (Bedroom with bathroom(single folding bed, double bed, shower, washbasin, toilet, bidet), carport, BBQ, children's bed) On the 1st floor: (Living room(TV(satellite)), dining room, Kitchen(cooker(4 ring stoves), oven, microwave, dishwasher, fridge-freezer), Bedroom with bathroom(single folding bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, massage shower, washbasin, toilet, bidet)) garden(private, fenced), garden furniture, parking, swimming pool(private, indoor, 12 x 6 m., opened from May upto and including Sep), crib(free)brbrThese costs are mandatory and charged on site. They are not included in the rental price.: brFinal Cleaning; € 150brPets; Max. 1; € 30/StaybrBed linen; PresentbrGas/Oil; € 3,50/m3brTourist tax; € 2 /person/night (Indication)brbrOptional services that you can arrange on site: brBath towels; PresentbrKitchen linen; PresentbrWifi; FreebrWood; IncludedbrCot; free (on request)brCleaning; Extra cleaning € 10 /hour
Bed 4

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Bath 3

Bath

Sleep 8

Sleeps

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$356.21

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Private Vacation Home

Lovely holiday home in Val d’Orcia, with pool and large garden, near Pienza

Pienza, Provincia di Siena, Italy

This lovely holiday home in Val d’Orcia in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena. It is located between Pienza, Bagno Vignoni with its roman Spa, Monticchiello and San Quirico, all at 4-9 km away.brbrIt is a semi-detached villa in Tuscany, with its own large garden, a children’s playground and a private swimming pool (12x6 m, open May-September). brbrThe accomodation is elegantly furnished, in a perfect combination between comfort and tradition, with modern amenities.brOn two floors, the house can host up to 8people. brOn the ground floor there is double bedroom with a bathroom fitted out with a shower, the reception and some service rooms. brBy means of an exterior staircase one reaches the first floor which consists of an entrance, large living/dining room with Sat-Tv, and kitchen (fridge with freezer, oven, dishwasher, coffee machine and American coffee machine, microwave, toaster, kettle), another living room, 3 double bedrooms with en-suite bathrooms fitted out with showers, of which one hydromassage. brIt is in a perfect location for visiting the beauties of Val d’Orcia. brbrFacilities: Wi-Fi, washing machine, barbecue, mosquito screens at all windows, hair dryers. One pet only allowed. Furthermore, following security systems are available: Smoke Detector, Carbon Monoxide Detector, Fire Extinguisher, First Aid Kit.brbrOther distances: nearest restaurant at 4 km, shops and supermarket at 7km, Montalcino, at 18 km, Montepulciano 20 km, Siena and Cortona 50 km.brbrPrice includes gas, water, electricity, bedlinen and towels, internet wi fi.brNot included and to be paid on location:brDamage deposit € 300. brFinal cleaning € 150. brHeating € 4/mc. brTourism tax € 2/person/day free children under 14.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(4)

$193.16

/ Nightly
Apartment

Peaceful Pienza Garden Escape

Pienza, Pienza, Italy

This cozy, pet-friendly apartment near Pienza is perfect for a small family or group of up to 3 guests. Located on the ground floor, it features a large kitchen with a TV, oven, freezer, and heating for a comfortable stay in any season. The bedroom is furnished with a single bed and a bunk bed, while the bathroom includes a shower, washbasin, toilet, and bidet.brbrGuests can relax outdoors on the private terrace or enjoy the shared garden, complete with outdoor furniture for alfresco dining. The 12 × 6 m shared swimming pool is open from June to September, ideal for cooling off during the Tuscan summer. Private parking and WiFi ensure added convenience during your stay.brbrJust 10 km from the UNESCO-listed town of Pienza, the apartment is surrounded by the scenic Val d’Orcia. Explore the historic lanes of Pienza, sample its famous pecorino cheese, or visit nearby Montepulciano and Bagno Vignoni for wine tasting and thermal spas. The area also offers forest walks and a tranquil lake 20 km away. Great dining options await in the region, including Trattoria Latte di Luna and Osteria La Porta, where you can savour authentic Tuscan flavours amidst breathtaking landscapes.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrThis holiday home is one of the Belvilla Award winners in: 2021,2022,2023brbrLayout: Ground floor: (Large kitchen(TV, oven, freezer, heating), bedroom(single bed, bunk bed), bathroom(shower, washbasin, toilet, bidet))brbrterrace(private), garden(shared with other guests), garden furniture, parking, swimming pool(shared with other guests, 12 x 6 m., opened from Jun upto and including Sep)brbrThese costs are mandatory and charged on site. They are not included in the rental price.brTourist tax: € 1.00 /person/night (Indication)brFinal Cleaning: IncludedbrBed linen: PresentbrPets: Max. 1; € 2.00/night (Pets will only be accepted if communicated before arrival)brbrOptional services that you can arrange on sitebrHeating: € 5.00/nightbrBath towels: PresentbrWood: IncludedbrWifi: FreebrKitchen linen: Present
Bed 1

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Bath 1

Bath

Sleep 3

Sleeps

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Exceptional(2)

$333.95

/ Nightly
Apartment

Authentic pool house

Pienza, Pienza, Italy

Located in the serene hills of Pienza, this pet-friendly apartment offers a peaceful getaway for up to 6 guests. Set on the first floor, it features a spacious kitchen with a fireplace and TV, two cozy bedrooms, one with a double bed and single sofa bed, the other with a double and single bed, and two modern bathrooms with showers and bidets. WiFi and central heating ensure a comfortable stay all year round.brbrStep outside to enjoy a private terrace and a shared garden with outdoor furniture, ideal for relaxing in the Tuscan sun. A 12 × 6 m swimming pool, open from June to September, invites refreshing dips during warmer months. Private parking adds to the convenience, making it easy to explore the region.brbrThe apartment is just 10 km from the Renaissance town of Pienza, known for its stunning architecture and pecorino cheese. Nearby attractions include the Val d'Orcia hills, Montepulciano (famous for wine), and the enchanting Bagno Vignoni thermal baths. For dining, visit La Porta or Trattoria Latte di Luna in nearby towns to enjoy authentic Tuscan cuisine. With forest trails, a lake, and cultural landmarks within easy reach, this stay is perfect for families or friends seeking nature, history, and comfort in one beautiful setting.brExpenses related to charging an electric or hybrid car (when possible) are always charged according to use and separatelybrThis holiday home is one of the Belvilla Award winners in: 2022,2023,2024brbrLayout: On the 1st floor: (Large kitchen(TV, fireplace, oven, freezer, heating), bedroom(single sofa bed, double bed), bedroom(single bed, double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))brbrterrace(private), garden(shared with other guests), garden furniture, parking, swimming pool(shared with other guests, 12 x 6 m., opened from Jun upto and including Sep)brbrThese costs are mandatory and charged on site. They are not included in the rental price.brTourist tax: € 1.00 /person/night (Indication)brFinal Cleaning: IncludedbrBed linen: PresentbrPets: Max. 1; € 2.00/night (Pets will only be accepted if communicated before arrival)brbrOptional services that you can arrange on sitebrHeating: € 8.00/nightbrBath towels: PresentbrWood: IncludedbrWifi: FreebrKitchen linen: Present
Bed 2

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Bath 3

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Sleep 6

Sleeps

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$2461.64

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Villa

Beautiful villa with swimming pool in Val d'Orcia

Pienza, Siena it, Italy

Independent villa with 12 sleeps. On the ground floor there are a large living room with fireplace and direct access to the garden, a large kitchen with dishwasher, oven, slicer, toaster, blender and espresso coffee maker ans a living room with fireplace. On the first floor there are five double bedrooms, three of them with en-suite bathroom with shower and two shared bathrooms with shower, a living room with fireplace and two single sofa beds, a walk-through room with one single sofa bed.brIn the annex placed next to the main building there is a living room with kitchenette and a double bedroom with en-suite bathroom with shower.brbrAmenitiesbrSwimming pool (4x12 m), courtyard, laundry room, wood-burning oven, barbecue, parking, tv, hair dryer in each bathroom, dvd, free wi-fibrbrPrices include consumption of water, gas, electricity, final cleaning, linen for rooms and bathrooms (linen change is weekly).brAny consumption of air conditioning / heating is not included in the price and will be payable locally based on consumption.brUpon arrival, customers will have to provide a security deposit of € 500.00 which will be returned to them at the end of the stay minus the cost of any damages incurred.brPets € 25.00 per week.brToddler bed € 30.00 per week.brExtra bed € 80.00 per week.brCheck-in 3-7 pm | Check out 10 ambrOpen swimming pool 01 / 05-31 / 10brbrA tourist tax may be required upon arrival according to the regulations of your host municipality.
Bed 6

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Bath 6

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Sleep 12

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Exceptional(1)

$1554.43

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Villa

Splendid farmhouse in the heart of the Val d'Orcia

Pienza, Siena it, Italy

The large farmhouse of Spinarello was famous as far back as the tenth century as an important post-house for changing coaches and horses along the Via Francigena and the architecture of the house shows its origin. A pleasant garden surrounds the elegant farmhouse, a lovely swimming pool looks over the Val dOrcia and Pienza. Excellent furnishing. The perfect place to have a lovely holiday with your family and friends.brIndependent residence sleeps 14.brOn the ground floor a large fully equipped kitchen, a big lounge, living room with fireplace, bathroom with shower, twin bedded room with en suite bathroom with tub and shower, four double bedrooms each with en suite bathroom with shower.brOn the first floor kitchen, large lounge with fireplace and splendid views over the garden and swimming pool, one double bedroom with en suite bathroom with tub and shower, one double bedroom with en suite bathroom with shower.brBetween the house and the swimming pool an annexe with a room with large oven for pizzas and barbecues.brAmenitiesbrSwimming pool (15x5metres), large garden, laundry, covered car park, pizza oven, barbecue, satellite TV, dishwasher, air conditioning, wi-fi internet connection.brbrbrPrices include the consumption of water, gas, electricity, final cleaning, linen for bedrooms and bathrooms (linen is changed weekly).brThe possible consumption of air conditioning / heating is not included in the price and will be paid on the spot according to consumptionbrbrUpon arrival, customers must deliver a security deposit of € 1,000.00 extra price per wedding € 2.000 (utilities and cleaning) which will be returned to them at the end of the stay less the cost of any damage incurred.brPets € 100.00 per week ( no more than 2 dogs allowed)brCot € 30.00 per week.brCot and high chair (only one available) € 50.00 per week.brExtra bed € 80.00 per week.brCheck-in 3-7 pm | Check out 10 ambrSwimming pool open 16/05-03/10brA tourist tax may be required upon arrival according to the regulations of your host municipality.
Bed 7

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Bath 9

Bath

Sleep 14

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$1724.89

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Villa

Villa Podere del Papa by MMega

Pienza, SI, Italy

External DescriptionbrbrbrbrVilla Podere del Papa is located in the heart of the Val d'Orcia, within the Lucciola Bella Nature Reserve, and just a few km from Pienza. Surrounded by a lovely garden with lawn, the villa has a spacious dining area with wood-burning barbecue, ideal for alfresco meals.brbrInside the garden you will also find a swing for children, a hammock, and a ping pong table, for the enjoyment of adults and children.brbrAmong the outdoor spaces there is a fenced round-shaped pool, open from 1st May to 30th October, and equipped with sun loungers and an outdoor shower.brbrMoreover at guests' disposal 5 covered parking spaces.brbrLastly, Villa Podere del Papa is a suitable location to host weddings.brbrbrbrInternal DescriptionbrbrbrbrVilla Podere del Papa is made up of the main building and a dependance. The entire property can accommodate up to 18 people, has 9 bedrooms and 8 bathrooms. In detail, inside you will find 5 apartments and 2 bedrooms. Internet Wifi is included. All windows are equipped with mosquito nets. Pets are allowed on request. On request 2 baby cots and 2 high chairs are available free of charge.brbrbrbrMain building: The ground floor of the main building consists of 2 apartments divided as follows:brbr- an apartment with: kitchen, small sitting room, 1 double bedroom and 1 bathroom with hydromassage shower;brbr- an apartment suitable for disabled people with: kitchen, living room with fireplace, 2 double bedrooms, 2 bathrooms with shower (one of which is ensuite).brbrOn the first floor there is 1 apartment with kitchen, large living room with fireplace, 3 double bedrooms and 2 bathrooms (one with bathtub and one with shower).brbrbrbrDependance: In the dependance you will find 2 double bedrooms with ensuite bathroom (with shower) and 1 apartment. The latter consists of: kitchen, living room, 1 double bedroom and 1 bathroom with shower.brbrbrbrIT052021B5QHWIFLW8brbrbrbrPrices and conditionsbrbrbrbrIncluded in the price: Final cleaning; Internet Wifi; 2 changes of towels per week for stays of at least 7 nights.brbrbrbrExcluded from the price: Breakfast with local products (10.00€ per person); extra cleaning (15.00€/hour); heating on consumption; cooking classes (from 100.00€ per person, depending on the menu); dinners (from 50.00€ per person, depending on the menu). Tourist tax if required (the amount usually varies, depending on location, from 0.50€ to 4.00€ per person per night for a maximum of seven nights, excluding minors, and will be paid upon arrival).
Bed 9

Bed

Bath 8

Bath

Sleep 18

Sleeps

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Exceptional(60)

$1629.04

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Private Vacation Home

Villa I Cipressini Tuscany Private luxury pool spa

Pienza, Siena, Italy

The vacation villa is furnished in a simple, yet graceful country chic featuring comfortable spaces and terraces where you can gather as a group for meals and reminiscing, be it about your last Tuscan adventure or moments of friendship. The villa provides two large living rooms each providing soft cozy sofas gathered around a fireplace. From the first sala, you can access an incredible terrace which promises excellent views from morning till night. This terrace can also be reached from an external stairway.brbrMeals can be enjoyed outdoors or in the full dining room, with also provides direct access to the patio, garden and splendid country views. There is an eat-in kitchen which is supplied with complete sets of table and cookware, dishwasher and large fridge. It is here where you can experiment with the local recipes or you can arrange to have a private chef come in and tantalize you with the flavors of the region. This floor also includes a guest bathroom.brbrThe villa will accommodate up to 10 persons in its 5 bedrooms with en suite bathrooms. In the main house, you will find 2 accommodating double bedrooms, each with an en suite bathroom complete with all bed, and bath linens. The villa includes a clothes washer (and dryer) and there's a easy WiFi access for emails and internet. There are two bedrooms arranged with two single beds, perfect for friends traveling together, children or young adults. The last bedroom suite is located in the dependancè only 5 meters from the main villa.
Bed 5

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Bath 7

Bath

Sleep 10

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Exceptional(3)

$328.14

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Villa

Podere Osteria In Pienza, Tuscany

Pienza, SI, Italy

***FROM APRIL 1ST FOR NEW BOOKINGS 2026, FREE CANCELLATION UP TO 30 DAYS BEFORE ARRIVAL***brProperty for exclusive usebrPodere Osteria” is a country house which was originally one of the first examples of European hospitals. The building, completely refurbished in 2012, is in the heart of the Val d’Orcia valley, an area marked by enchanting landscapes and the most varied Medieval towns. From its central location, you can visit all those places of major interest such as Pienza with its famous ‘pecorino’ cheese, Montalcino, famous for its wine and also Bagno Vignoni, famous for its thermal waters. The house is divided in 2 separate floors which are not connected internally, comfortably furnished. The garden spreads over 1,500 m2 of land and the guests can use the private pool (6 x 12, 1.2 – 1.4m deep) (01/05-30/09) equipped with external shower, sunbeds and deckchairs, games for children and a large pergola next to the barbeque area where it is possible to enjoy outdoor meals. For the guests’ disposal and included in the price are: the use of the laundry room (in an external room on the ground floor), firewood, wi-fi Internet connection, baby bed, highchair, linen. To be requested and paid for on location is the maid and cook. Central heating. Car park on the property for 4 cars.ACCOMMODATION: (130 m2) Gr.Fl: 1 double bedroom (floor fan) with bathroom with shower and access outside. 1st floor (only accessible through an external stairway): living/dining room/kitchen (dishwasher, oven, freezer, microwave, coffee machine for American coffee, coffee machine, toaster, kettle),3 double bedrooms (ceiling fans) with bathroom with shower (one of the bathrooms has a Jacuzzi shower). LOCATION: 5 km Bagno Vignoni (thermal spa), 7 km San Quirico d’Orcia (all kinds of shops), 10 km Pienza, 17 km Montepulciano, 21 km Montalcino, 45 km Lake Trasimeno, 50 km Cortona, 52 km Siena. brbr Heating (from November to April) due only if used, per m3 (cubic meter) 4.00 Eurobr Final cleaning per booking. In cash 150.00 Eurobr Refundable deposit (to be handed over on arrival) per booking. In cash 300.00 Eurobr Tourist tax per person/day 2.00 Euro
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(18)

$1172.91

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Villa

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Pienza, Toscana, Italy

Entire VILLA at your 100% PRIVATE disposal with 9 Bedrooms, 11 Bathrooms (9 en-suite), PANORAMIC equipped POOL, private PARKING, WIFI, BBQ, big ground with 360° stunning VIEW on the TUSCAN COUNTRYSIDE of Val d'Orcia.brbrOur property is located between MONTALCINO and MONTEPULCIANO, very close to PIENZA, Bagno Vignoni & Bagni San Filippo (Famous for HOT-SPRINGS & Therm baths). The place is the ideal base to discover the TRASIMENO LAKE, SIENA, CORTONA, not far from the Senese CHIANTI AREA. Many WINEFARMS in the region but not only! Here you'll find many local growers and meat producers, so 100% Slow Food for a relaxing and healthy vacation combined with cultural tours.brAt the moment there is no Air Conditioning but from March/April 2018 you'll find it ;) (However, for this year, consider that the stone walls of the villa are very large and keep the air very fresh also during the hottest summer).brbrOn the North side The villa is surrounded by amazing vineyards (just next to the property).. while on the South side you can admire the classic panorama of Val d'Orcia with colored hills with few cypress trees! Here you'll find an amazing pergola made of real grapes.. This relaxing outdoor space is furnished with tables and sofa.brThe pool area, surrounded by colored flowers and roses, is equipped with a big Gazebo, some umbrella sun, a shower and many sun beds!brbrThe property is only for you! There are no other guests as we rent the entire place at 100% exclusive disposal only! Also consider that me and my family, we live in Rome. Our friend Mirella & Livio, who live close to our property, they will think about your check in. They are very kind and discreet so you'll see them only in case you'll need help or eventual additional services during your stay! Your privacy is 100% guaranteed!brWe can arrange for you private Tuscan dinner with chef, cooking classes at your villa and several kind of tours and activities!brbrThe villa consists of two houses, very close one to each other, and a big ground with pool. We rent both the two houses (So the whole property) only at the same one group. So even if you are just 10 people for example, you'll be sure to have the entire place only for you!brOn the ground floor of Both the two structures you'll find very large living area and kitchen with Dishwasher, microwave, big fridge, freezer, Ice machine, Toaster, oven, American coffee maker, moka, Kitchenware pots and pans, kettle...! All those common areas were studied to hosts 20 people so you'll find big tables, sofas, cab TV, large fireplaces, and all the furnitures to make your stay very comfortable! So also bigger groups are able to have dinner all together in the same house and no need to be separated! brAll the bedrooms have modern bathroom en-suite with hairdryer, shower or shower & bathtube, WC, bidet, washbasin, (Two additional bathrooms are in both the living rooms for a total of 11 bathrooms). In the rooms: Queen size bed, LCD TV.. Air Conditioned (Starting from March/April 2018), Tuscan valuable furnitures!brbrThe Maximum number of guests is 20 people. There are 9 Double Bedrooms (One of them can be prepared as twin knowing in advance), 2 sofa beds. All the bedrooms are located on the 1st floor of the villa. At your disposal also two big veranda (just in front of the entrance of each building) which are ideal for alfresco dinner or breakfast. Also a very spacious covered terrace which is accessible from the master bedroom.brWe are able to provide baby cot and high chair for your babies :)brbrOther Services: BBQ, Equipped POOL, DVD Player & Cab TV, 2 Veranda with large tables, Washingmachine, Dishwasher, A Grape Gazebo with sofas and tables, Hairdryers, 2 Fireplaces, 360° Panoramic View, Wifi, Private Parking, Air Conditioned (Starting from March/April 2018). Exclusive private disposal.brbrTHE PRICE INCLUDES:br- Final cleaning feebr- Bed and bath linen (Weekly Change), You'll find your villa already prepared for a comfortable stay!br- Fast internet WIFIbr- Air conditioned (Starting March/April 2018)br- Utilitiesbr- Private parkingbr- The entire property and all the spaces (pool, parking, big ground..) at your exclusive private disposal.brbrTHE PRICE NOT INCLUDE:br- HEATING: Consider that we have Pellet heating which is very cheap compared to the usual GPL Heating that you find in the most of the properties in the Countryside in Tuscany. PRICE IS 5 EURO per 10KG of PELLET. (AT CONSUMPTION) A PELLET BAG is 15 KG, so you will control how many bags of pellet you will use during your stay. Usual we need heating only during the winter season. br- PETS ALLOWED: 30 EURO PER PET PER WEEKbr(Both Heating and pet fee payable directly here).brbrGUARANTEE DEPOSIT: We ask for a deposit of 500 Euro as guarantee just in case of damage. We will give you back this money on the date of your check out. No worry if you have no 500 Euro at your arrival you can give this money the day after with no rush. brbrCHECK IN TIME: From 4 pmbrCHECK OUT: Up to 10 am
Bed 9

Bed

Bath 10

Bath

Sleep 20

Sleeps

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