Home Vacation Rentals By Owner In Siena, TOS

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Exceptional(1)

$200.52

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Apartment in historic Villa GLI ARCHI: view & authentic hospitality in Siena

Siena, Toscana, Italy

The apartement Gli Archi is part of Villa il Borghetto.brbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords Claudio & Cristina.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrA cozy and characteristic two roomed unit (40sqm), Gli Archi is part of my splendid aristocratic residence originating from the early 1600, located in Siena, just 1,8 km outside the ancient walls of the historical centre of Siena.brbrbrbrThe apartment is composed of a living area with lounge and kitchen, a double bedroom and a yellow bathroom with tub/shower.brbrbrbrThe apartment has a direct access to the garden which surrounds the Villa and is noted for its beamed ceilings.brbr brbrIt is equipped with:brbr brbrFree Wi-Fi connectionbrbrIndependent Heating/air conditioning adjustable in each roombrbrHD digital TVbrbrFully equipped kitchenbrbrDish washerbrbrOvenbrbrWashing machine (for free in the shared laundry)brbrLinen for bedroom, bathroom and kitchenbrbrIronbrbrGuest setbrbrHair-dryerbrbrbrbrImmersed in the Sienese countryside and only 5 minutes from the town historical centre the apartment Gli Archi lends itself to a relaxing stay and to the discovery of the innumerable medieval beauties of Siena and its surroundings. brbrbrbrDuring your stay you will experience a unique sensation of being just outside the ancient walls of Siena surrounded by the Tuscan countryside.brbr brbrThe apartment is in Via Tufi 64, just 20 min walking from historical centre of Siena or 5 minutes by bus (the bus stop is in front of the main entrance and the bus runs every 15 minutes). You can leave your car in our private and free parking.
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Exceptional(5)

$316.93

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Apartment in historic Villa in Siena_IL CHIANTI

Siena, Toscana, Italy

The apartament Il Chianti is part of Villa il Borghetto - ApartmentsbrbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrThe apartment is part of my splendid aristocratic residence called Villa il Borghetto, originating from the early 1600, located in Siena, just 1,8 km outside the ancient walls of the historical centre of Siena.brbrThe Villa is just 20 min walking from historical centre of Siena or 5 minutes by bus (the bus stop is in front of the main entrance).brbrbrbrIl CHIANTI , that's the name of a splendid apartment of 70 sq. m. can accommodate up to 5 guests and is located on the ground floor. It is composes of one double bedroom, large bathroom with shower and bath, one single room with bathroom, laundry room, large and living room with sofa-bed and well furnished kitchen area.brbrbrbrAt you arrival you will find all the necessary useful for daily needs: water, italian and american coffee, tea, salt, pepper, oil, vinegar, white and cane sugar, dishwasher tabs, sponge and dish soap, kitchen paper, napkins of paper, detergent for the washing machine, towels, sheets, blankets and kitchen linens brbrThe apartment is equipped with:brbr brbrFree Wi-Fi connectionbrbrIndependent Heating/air conditioning adjustable in each roombrbrSatellite HD digital TVbrbrFully equipped kitchenbrbrDish washerbrbrOvenbrbrWashing machinebrbrLinen for bedrooms,bathrooms and kitchenbrbrIronbrbrGuest setbrbrHair-dryerbrbrprivate parkingbrbrThe apartment is light and airy, it disposes of satellite television with plasma screens, free wifi, air conditioning and heating; is fully equipped with tableware, cutlery, glasses, bed-clothes and towels.brbrbrbrSiena is a perfect base for visiting Tuscany, because is close to Florence, San Gimignano, Volterra, Pienza and the other medieval and beautiful cities of Tuscany. brbrThe apartment is surrounded by gardens and is located in the countryside (but only 5 minutes away from the historical centre of Siena). brbrClose to the apartment there are supermarkets (more or less 1 km), and excellent restaurant that will teach you! brbrbrbrDuring your stay in this apartment of my Villa you will find me (Cristina) or my brother Claudio at your disposal during a daily reception: we will suggest itineraries, typical restaurants, and cultural events according to the time of year.
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Exceptional(6)

$218.7

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Apartment

Apartment in a historic Villa _FORIPORTA_view & authentic hospitality in Siena

Siena, Toscana, Italy

The apartment Foriporta is part of Villa il Borghetto - Apartments.brbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrApartment Foriporta: a spacious and luminous two roomed unit (55sqm).brbrDuring your stay you will experience a unique sensation of being just outside the ancient walls of Siena (Foriporta in italian language) surrounded by splendid photographic panels immortalising Monteriggioni, San Gimignano and so on.brbr brbrThe apartment is situated on the 1st floor of an aristocratic residence located just outside the ancient walls of historical centre of Siena (1,5 km) and can accommodate up to 4 guests. brbrbrbrIt is composed of a large living area with lounge and kitchen, a double volume bedroom, a bathroom with tub and a small but useful laundry room.brbr brbrThe living area is further enriched by two large airy sky lights and a comfortable sofabed. The apartment faces the garden which surrounds the Villa and is noted for its sloping beamed ceilings.brbr brbrIt is equipped with:brbr brbrFree Wi-Fi connectionbrbrIndependent Heating/air conditioning adjustable in each roombrbrSatellite HD digital TVbrbrFully equipped kitchenbrbrDish washerbrbrOvenbrbrWashing machinebrbrLinen for bedrooms,bathrooms and kitchenbrbrIronbrbrGuest setbrbrHair-dryerbrbrbrbrImmersed in the Sienese countryside and only 5 minutes from the town historical centre the apartment Foriporta lends itself to a relaxing stay and to the discovery of the innumerable medieval beauties of Siena and its surroundings. brbrThe apartment is in Via Tufi 64, just 20 min walking from historical centre of Siena or 5 minutes by bus (the bus stop is in front of the main entrance and the bus runs every 15 minutes). You can leave your car in our private and free parking.brbrbrbrDuring your stay in this apartment of my Villa you will find me (Cristina) or my brother Claudio at your disposal during a daily reception: we will suggest itineraries, typical restaurants, and cultural events according to the time of year.brbrbrbrWe also really love to take care of our guests and I'm sure you will have a great stay in our grandfather's Villa: (he bought in the 1940 and our father Cesare followed step by step a long and meticulous restoration!)
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$237.29

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Apartment in a historic Villa _IL PALIO_view & authentic hospitality in Siena

Siena, Toscana, Italy

The apartment il Palio is part of Villa il Borghetto.brbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrThe apartment Il Palio is part of my splendid aristocratic residence originating from the early 1600, called Villa il Borghetto.brbrVilla il Borghetto is just 20 min walking from historical centre of Siena (or 5 minutes by bus - the bus stop is in front of the main entrance). brbrThe apartment Il Palio is 60 sq. m. is composes of one double bedroom, one single bedroom, living room with kitchen, large bathroom with bath and shower. The apartment is light and airy, it disposes of satellite television with plasma screens, free wifi, air conditioning and heating; is fully equipped with tableware, cutlery, glasses, bed-clothes and towels.brbrbrbrAt you arrival you will find all the necessary useful for daily needs: water, italian and american coffee, tea, salt, pepper, oil, vinegar, white and cane sugar, dishwasher tabs, sponge and dish soap, kitchen paper, napkins of paper, detergent for the washing machine, towels, sheets, blankets and kitchen linens brbrThe apartment is equipped with:brbr brbrFree Wi-Fi connectionbrbrIndependent Heating/air conditioning adjustable in each roombrbrSatellite HD digital TVbrbrFully equipped kitchenbrbrDish washerbrbrOvenbrbrWashing machinebrbrLinen for bedrooms,bathrooms and kitchenbrbrIronbrbrGuest setbrbrHair-dryerbrbrprivate parkingbrbrbrbrThe apartment is surrounded by beautiful gardens and is located in the countryside (but only 20 minutes walking from the historical centre of Siena). The apartment is a synthesis of essential comfort, elegant style, traditional taste and modern functionality. Perfect for families, group of friends and also business person.brbrbrbrSiena is a perfect base for visiting Tuscany, because is close to Florence, San Gimignano, Volterra, Pienza and the other medieval and beautiful cities of Tuscany. brbrDuring your stay in this apartment of my Villa you will find me (Cristina) or my brother Claudio at your disposal during a daily reception: we will suggest itineraries, typical restaurants, and cultural events according to the time of year.brbrbrbrWe also really love to take care of our guests and I'm sure you will have a great stay in our grandfather's Villa: (he bought in the 1940 and our father Cesare followed step by step a long and meticulous restoration!brbrbrbrClose to the apartment there are supermarket (more or less 1 km), and excellent restaurant that will teach you!
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Sleep 3

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$186.73

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Apartment in historic Villa IL MANGIA: view & authentic hospitality in Siena

Siena, Toscana, Italy

The apartment Il Mangia is part of Villa il Borghetto.brbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrThe apartment is part of my splendid aristocratic residence originating from the early 1600, located in Siena, just 1,8 km outside the ancient walls of the historical centre of Siena.brbrIl Mangia is located on the 2° floor of the Villa, it's a cosy and refined two roomed unit (40 sqm) that takes its name from the Tower which dominates Siena’s main square: “Torre del Mangia”.brbrThe apartment can lodge maximum 2 guests, comprised of a living area with kitchen, a double bedroom and bathroom with shower. brbrThe lounge has a comfortable sofa.brbrEach room boasts splendid sloping beamed ceilings and from the bedroom an incomparable view of the Sienese hills.brbrbrbrAt you arrival you will find all the necessary useful for daily needs: water, italian and american coffee, tea, salt, pepper, oil, vinegar, white and cane sugar, dishwasher tabs, sponge and dish soap, kitchen paper, napkins of paper, detergent for the washing machine, towels, sheets, blankets and kitchen linens brbrThe apartment is equipped with:brbr brbrFree Wi-Fi connectionbrbrIndependent Heating/air conditioning adjustable in each roombrbrSatellite HD digital TVbrbrFully equipped kitchenbrbrDish washerbrbrOvenbrbrWashing machinebrbrLinen for bedrooms,bathrooms and kitchenbrbrIronbrbrGuest setbrbrHair-dryerbrbrprivate parkingbrbrThe apartment is light and airy, it is fully equipped with tableware, cutlery, glasses, bed-clothes and towels.brbrbrbrImmersed in the Sienese countryside and only 5 minutes from the town historical centre the Villa lends itself to a relaxing stay and to the discovery of the innumerable medieval beauties of Siena and its surroundings. brbrThe Vlla is in Via Tufi, 64, just 20 min walking from historical centre of Siena or 5 minutes by bus (the bus stop is in front of the main entrance). You can leave your car in a private free parking.brbrbrbrClose to the apartment there are supermarket (more or less 1 km), and excellent restaurant that will teach you!
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Exceptional(1)

$210.77

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Apartment

Apartment in a historic Villa: view & authentic hospitality in Siena

Siena, Toscana, Italy

The apartment Buoninsegna is part of Villa il Borghetto - Apartments.brbrVilla il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the landlords.brbrVilla il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.brbrbrbrThis intimate apartment 45metre remembers the great Medieval artist Duccio di Buoninsegna.brbrLocated on 1st floor this apartment is ideal for a couple. There is a living area, lovely double bedroom, and bathroom with shower.brbrLiving area is comprised of sofa, tv, kitchenette and dining table.brbrFrom here opens a panoramic terrace equipped with chaise longues, umbrella, table and chairs where to sunbathe or enjoy a romantic candlelight dinner as the sunsets.brbrThe apartment disposes of satellite television, free wifi, air conditioning and heating; it's fully equipped with tableware, cutlery, glasses, bed-clothes and towels. brbrThe apartment is a synthesis of essential comfort, elegant style, traditional taste and modern functionality. Perfect for couples. brbrThe apartment is in a building just 15 min walking from historical centre of Siena (or 5 minutes by bus - the bus stop is in front of the main entrance). brbrThe apartment is surrounded by gardens and is located in the countryside (but only 5 minutes away from the historical centre of Siena). brbrClose to the apartment there are supermarkets (500 meters), and excellent restaurant that I will teach you! brbrYou can leave your car our private and free parking.brbrDuring your stay in this apartment of my Villa you will find me (Cristina) or my brother Claudio at your disposal during a daily reception: we will suggest itineraries, typical restaurants, and cultural events according to the time of year.
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Exceptional(41)

$775.74

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Villa

Podere Il Boschetto - Luxury Estate in Siena

Siena, Provincia di Siena, Italy

Just a few minutes from the historic center of Siena, yet immersed in a protected natural reserve, Podere Il Boschetto enjoys a setting of rare tranquility, surrounded by rolling hills, olive groves, and woodlands that change color with the seasons. Here, nature is an integral part of the experience: deer, porcupines, wild boar, and pheasants roam freely across the estate, in an area where hunting is prohibited and silence remains undisturbed.brbrIt is a place that surprises with its perfect balance: the feeling of being far away from everything, with the city just beyond the hill.brbrPodere Il Boschetto is entirely reserved for guests and enclosed within a private estate that ensures complete privacy.brbrThe villa is arranged over two floors, offering approximately 300 square meters of living space.brbrOn the ground floor, there is a spacious living room and a dining room, both featuring fireplaces. The kitchen is large and fully equipped, designed for everyday use and suitable even for the most demanding cooks. A study provides a quiet, private space for reading or working. The interiors are furnished with a refined mix of antique pieces, wooden furnishings, rugs, and decorative objects. Large windows open onto the garden and olive groves, maintaining a constant connection with the surrounding landscape.brbrUpstairs, there are five bedrooms and three bathrooms.brbrSurrounding the villa, the garden opens onto a private estate of approximately ten hectares, including olive groves and woodland, ensuring both privacy and seclusion. The swimming pool is set in a panoramic position within the garden, offering wide views over the hills and surrounding olive trees. During the summer months, it becomes the natural focal point of the day, providing a peaceful space for swimming and relaxation. Sun loungers and umbrellas are arranged around the pool, allowing guests to enjoy both sun and shade throughout the day. In the late afternoon and early evening, when temperatures become milder, the light across the landscape creates a particularly calm and welcoming atmosphere.brbrSeveral outdoor living areas are also available, including gazebos furnished with comfortable seating—ideal for reading, conversation, or enjoying an aperitivo in the evening. Outdoor dining areas are located close to the house, making it possible to dine al fresco from spring through early autumn, while the barbecue area offers a simple and convivial setting for informal lunches and dinners.brbrThe villa is equipped with carefully selected comforts to ensure an independent and relaxing stay, while preserving the authentic character of a private Tuscan home immersed in its natural surroundings.
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Bath 3

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Sleep 10

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Exceptional(2)

$2760.07

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Villa

La Fonte Di Santa Regina 8, Emma Villas

Siena, Siena, Italy

The Price includes:br- Utilities: water, gas for kitchen use, weekly linen, initial and final cleaning, for stays of at least 7 nights, internal reorganization midweek (on Wednesday) with cleaning the bathrooms, tidying up the bedrooms and kitchen with change of bath towels, park and pool maintenance, wireless Internet connectionbr- Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage caused to the property during your stay (up to the ceiling of 1,500.00€ and with the restrictions provided).brbrThe Price does not Include:br- Mandatory extra cleaning in case of animals (€ 7,15/day/animal)br- tourism tax (€ 2,00 per person per day for the first 4 days. Please note that children under 12 years old will not pay)brbrbrbrJust three kilometers from the historic center of Siena, La Fonte di Santa Regina is a true corner of paradise nestled in the Tuscan countryside. Set atop a scenic hill and surrounded by rolling landscapes of vineyards, olive groves, and cultivated fields, the property offers breathtaking views stretching from Monte Amiata to the Torre del Mangia. At its heart stands an ancient farmhouse, now transformed into an elegant luxury residence. Exposed stone, wood, and contemporary materials create a refined balance between tradition and minimalist design. Spacious, light-filled interiors feature bedrooms with en-suite bathrooms and carefully curated furnishings, all designed to provide the highest level of comfort. The villa is fully equipped with high-speed Wi-Fi, air conditioning throughout, and smart home technology—ideal for a truly exclusive stay. Within the estate grounds, a separate building houses a large event hall suitable for conferences, ceremonies, and private gatherings, complete with a professional kitchen (available on request), as well as a wellness area with sauna and hot tub. The beautifully maintained park includes several relaxation areas, a stunning infinity pool, and sweeping views over Siena. A perfect retreat to unwind in nature’s rhythm, yet just a short drive from Tuscany’s most iconic destinations: Val d’Orcia, Val di Chiana, the Crete Senesi, Chianti, and the timeless villages of Montalcino, Pienza, San Gimignano, and Montepulciano. Please Note: when the property is rented in this solution no other guests will be present on site. Starting in 2026, the first floor of the villa, with an adjacent private entrance, will be occupied by the owners, a young couple who are generally away for work but available if needed. They will share only the driveway and parking area with guests, while the park and swimming pool will remain for the exclusive use of the guests.brbrTHE PROPERTY HAS BEEN SUBJECTED TO A CHECK-UP BY A TECHNICAL RESPONSIBLE TO ENSURE CONSISTENCY OF THE DESCRIPTION, ACCESSORIES LISTED ON THIS PAGE AND THEIR PRESENT STATE OF OPERATION/MAINTENANCEbrbrInterior:brThe complex consists of two structures: the main house and an annex located a few metres away, near the pool. MAIN HOUSE: in the house on two levels, the main entrance leads into an open-plan area with living room, dining table and kitchen. The ground floor is completed by a double bedroom with private bathroom with shower and the laundry room. A staircase in glass and iron leads up to the top floor with three double bedrooms with private bathroom with shower. The laundry room is available to both units. ANNEX: two large doors open into a spacious room suitable for events, conferences and business meetings (with guest bathroom), then from here a few steps lead to a equipped kitchen with central island. These rooms are available on request (at an extra cost). On the lower level of the annex, reached from the pool area via a flight of steps or, alternatively, from the house across the garden, is a wellness area with heated whirlpool tub, sauna and a bathroom with shower.brbrPark:brThirty hectares of land delimit the immense spaces of this modern farm estate, with alternating olive trees, vineyard and woodland, fenced for about 12 hectares (by electro welded mesh height 1.80 m) leand for the most part passable on foot and suitable for playing games. A splendid, expertly-designed park of about 1500 sq m surrounds the house: between winding paths, bordered by wavy flowering bushes of herbs, which lead to the two ground floor entrances to the house, are large areas of manicured lawn, reinvigorated by young olive and cypress trees and, again, many bushes of lavender, rosemary, myrtle and sage adorning the walkways that lead to the set-up areas: the two gazebos (located on either side of the house in a panoramic position), a delightful seating area located at the entrance of the pool area, a children's play area and ping-pong table, a wood oven, barbecue area and the pool area provide guests with wonderful moments of relaxation and fun with the complicity of fascinating panoramic views from every part of the park. The property has an automatic access gate and a large parking area, located at the end of the short internal driveway, just a few steps from the entrances to the house.brPlease notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens' grass could be different at the moment of your arrival at the villa.brbrSwimming Pool:brA few steps across the garden and a short flight of steps (as an alternative to the paved walkway) go from the house to the pool area: a natural scenic terrace, embellished by the rows of olive trees and vineyards of the property that stretch as far as the eye can see to the peaks of Mount Amiata and the Torre del Mangia. In the centre lies the beautiful, south-facing infinity pool, perfect for sitting out at sunset or at night, when a clever play of lighting inside and outside the pool creates a magical atmosphere. The pool is edged with travertine slabs and lined in PVC in an innovative design inspired by the natural element of marble, conferring a unique and iridescent character, based on the natural light of the sun. It measures 5 x 15 m with the depth varying from 1.20 to 1.40 m. A ramp of submerged steps facilitates entry. A cold and hot-water shower is located in a corner of the area and there is a chlorine purification system. Comfortable seats and the sitting area, shaded by large umbrellas, are the perfect complement to the solarium, which is enhanced by a dining area with large table, sink and barbecue, guaranteeing full relaxation in the open air. The pool is available to guests from the last Saturday of April until the first Saturday of October.brbrExtra On Request:brUse of external pool's kitchen with extra cost of € 500,00 per week or part of week,bruse of external pool's kitchen and multipurpose room (€ 1.500,00 for one week or part of week, € 2.000,00 for two weeks, € 2.500,00 for three weeks and € 3.000,00 for four weeks) brextra cleaning (601.00 euros per day),brextra linen (16 euros per person),brheating (on consumption up to date market prices),brfirewood (€32.00 per box - 15/20 Kg)brPets - allowedbrSmoking - not allowedbrArrival between 20:00 and 00:00 is subject to 80 late arrival fee.
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