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Holiday Homes in Siena

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    Travellers to Siena are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 416 Rentals in Siena
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Elegant 2 bedroom apt. in historic Siena residence1 / 18
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    TuscanFlat1 / 18
    (15)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Siena and Tuscan Flat was our third stop of four in the country. The view was, as stated before practically aerial and almost magical. Hearing the cathedral bells chime and the...
    Reviewed 30 May 2018
    Having just come back from 5 days in Siena followed by 5 days in Florence, Siena ticked all the boxes. The city is just beautiful and made even better by the almost aerial view...
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    About this property
    This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main living space here is a large,...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bright, spacious villa with pool near Siena1 / 39
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    Could not have been more perfect!Spacious, comfortable and location was ideal, as close to all main attractions, although still had a country feel.Pool area was wonderful...
    Reviewed 1 April 2016
    We have been there in October 2015 and it was a lovely journey. The house has 3 bedrooms and 2 bathrooms. The surrounding is really beautiful and it's about 5 min from the...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    The apartment is exactly as pictured and described. No photoshop; no hyperbole. The location is perfect, on Siena's main street (dual-pane windows eliminate noise). Kitchen and...
    Reviewed 4 September 2017
    We spent a month in Siena and stayed in two different suites offered by Antonio and Alexandra, the gracious and unobtrusive hosts. The apartments have high ceilings and are...
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    About this property
    The Palazzo Cinotti, historical residence, is located in Siena Tuscany along the exclusive via di Citta', between the square il Campo and the cathedral. The apartment is 135 sq ft, with three bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated...
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    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa di Geggiano1 / 56
    (9)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2018
    Great host and guided us through his historical family home. View was breathtaking. Modernized Villa.
    Reviewed 15 May 2017
    We were very lucky to spend 4 nights at Villa di Geggiano with friends. It truly is a special place. If your dream is to be situated in the rolling vineyards and olive groves of...
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    About this property
    One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it has been designed to be...
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    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO1 / 22
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    We have stayed on this gated estate many times over the past forty years. Its location just outside the city walls with views over the Tuscan countryside, but within 15 minutes...
    Reviewed 22 July 2017
    We have just returned today from the beautiful Siena! The villa "Le Tortore" is beautiful, clean and perfect for our week away. We went with our two children who adored...
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    About this property
    La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna circostante. È immersa nel verde di una...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Caprera. Casa Borgianni1 / 24
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2017
    This house is really beautiful, the bathrooms very contemporary, the kitchen very well-appointed with everything we could hope for (including dishwasher and refrigerator/freezer...
    Reviewed 10 June 2017
    We are a group of 5 friends traveling to celebrate a special birthday.Villa Caprera has lived up to all our expectations plus more. The villa is in a beautiful location...
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    About this property
    A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking distance. In the surrounding area you...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palazzo Cinotti  Suite Giulio1 / 16
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    This is a beautiful appartment in the heart of Siena with lots of light. Everything is on your doorstep. You can walk to the main attractions in a few minutes. Antonio, the...
    Reviewed 13 October 2016
    Palazzo Cinotti was the perfect place. The apartment is perfectly located within Siena; only a 5 minute walk to Piazza del Campo and the Duomo. The apartment is exactly as it...
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    About this property
    The Suite Giulio is a very charming apartment situated in the Palazzo Cinotti, our unique, refined, historical residence located in the centre of Siena downtown, between the Duomo and Piazza Il Campo.The apartment is ideal for those couple or business man who want to live an authentic Sienese...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Appartamento Siena centro storico Mimosa1 / 18
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2017
    The apartment is in an ideal setting for central Siena. Not ground floor, but not that many steps up to a 4 room space with high ceilings and airy windows. Amazing views...
    Reviewed 13 September 2016
    Apartment was clean and well furnished,and was situated in an excellent location. Silvia was very helpful
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Caprera, Siena Farmhouse. Casa Borgianni.1 / 38
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Washer
    • Cable/satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    Villa Caprera is a lovely villa near Siena. It has been beautifully renovated and is extremely comfortable.
    Reviewed 5 November 2017
    Our stay at Villa Caprera just outside of Siena, Italy more than met our expectations. The villa was very well appointed from the furnishings to the spectacular view of Siena...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling and...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    very central large quiet flat 10+ Duomo1 / 26
    (4)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2018
    First like: the apartment is located on the ground floor. As a family of 4 with 5 bags, this made moving in & out a breeze. As advertised, the apartment is indeed spacious...
    Reviewed 3 November 2017
    This large spacious ground floor flat is perfectly located in the centre of Siena. Beds linen towels etc of the highest quality. A fully equipped kitchen is available but you...
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    About this property
    This is my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me questions before booking - I am fluent in English, French and Italian. The flat is on the ground floor, on the same level as the street so...
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    La Senesina , enchanting apartment near Siena1 / 27
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2017
    How should we even begin? We rented this glorious little two bedroom apartment in a converted 12 century convent for 7 weeks. It was perfect for us. This is somewhat hard to...
    Reviewed 5 June 2017
    As Americans traveling abroad, we have two main criteria when choosing a property:1. Helpfulness, attentiveness of the host2. Quality of the propertyAndrea and Barbara’s...
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    About this property
    “La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th...
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    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    La Stalla di San Lazzero, adorable house in Siena1 / 17
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Grill
    • Washer
    • Shared Garden
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2015
    extremely sympathic, nearly idyllic ambience - aesthetically refurbished old building without exagerated hotel-hullabaloo - wonderful garden - beautiful views - bus stop in...
    Reviewed 29 October 2014
    On arrival at La Stalla di San Lazzero we were warmly greeted by host Leonardo and his father Carlo. The "stable" has been sensitively renovated to acknowledge its...
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    About this property
    The 'Stalla di San Lazzero', adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen sized bedroom and a smaller...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Casa in Contrada1 / 17
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2017
    Maria is one of the best hosts I've ever met from 10+ rental stays. From booking to check out, Maria took a proactive initiative to make sure we are well taken care of. Given...
    Reviewed 10 July 2017
    Casa in Contrada is very well located close to the piazza del campo in Siena, around 150m from the front door. Maria, the host couldn't have been more helpful or friendly...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2018
    This is a special place with stunning views, more than a thousand years old, in the country but near Siena, in the Chianti wine region. The staff and the owner were most...
    Reviewed 31 October 2013
    Firstly, I Have traveled all over the world and have only stayed at Chateau Relais or 5 star hotels.Staying at Montalto has been the most wonderful,romantic,amazing experience...
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    About this property
    Montalto is a true medieval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are two 3-bedroom villas for rent, each suitable for 6 people:'Casa del Guardia' and...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena1 / 67
    (6)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2015
    I rented Le Caggia for a yoga retreat. The hosts, Jacopo & Fabio are simply amazing. They asked me to tell them what I wanted, offered suggestions, and then came up with an...
    Reviewed 5 August 2015
    From the beginning, when we decided to book this property everyone in our group felt in love with this home. Now I am so happy that we chose this Villa Our week there was...
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    About this property
    OUR LAST MINUTE SPECIAL OFFERS : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....No extra expenses, No final cleanings, No damage deposit, city tax included, the rate you see it's what you will pay! YOUR DREAM VACATION IN TUSCANY BEGINS...
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    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Private, elegant zen cottage, 10 min. from Siena1 / 51
    (21)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    This cottage was absolutely incredible location cleanliness state of the art. And the owner cristina couldn’t do enough for my wife and myself. Dating back to January with...
    Reviewed 21 February 2018
    I'm tardy in writing this review. We loved Zen Cottage, as it was a perfect romantic getaway in Tuscany. Quiet and peaceful, with everything you need. You will need a car to...
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    About this property
    Totally renewed country house with air conditioning and radiant panel heating system. The villa is located in a natural reserve however it is just 2 km from the closest village with all facilities: supermarket, banks, gas stations, pharmacy. Siena is 15 minutes driving. The cottage is surrounded...
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    Location Information
    53010, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 222
    (50)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our family group of 9, ranging in age from 8 to 72, was indeed fortunate to have stayed in this beautiful villa for 2 weeks. I researched vacation rentals in Tuscany for months...
    Reviewed 4 weeks ago
    We were a group of 12 - 4 couples and 4 kids (ages 7,11,2 and 7) who stayed in Villa Le Caggia for 3 nights from May 29 to 31. Everyone had a wonderful time!Villa La Caggia...
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    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Renovated antique apartment in Tuscan countryside1 / 23
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2018
    Everything was amazing. The views, the accommodation, the facilities. We were only here for 2 nights, but we absolutely utilised all that was on offer. We would definitely stay...
    Reviewed 28 April 2017
    This is the perfect place to stay! A wonderful renovated Tuscan estate with 5 authentic flats. We spent a week in a beautiful 3 room apartment. Everything is just in perfect...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitchen.It has its own unique style, with...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    agriturismo La torre di monsindoli1 / 28
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    Our family of 4 had a lovely week staying in one of a small number of apartments in the Tuscan hills, only a few minutes drive from the outskirts of Siena. The setting was...
    Reviewed 29 October 2015
    Wow 13th century home minutes from Siena. Wonderful stay at a beautiful property. It was great to be away from people and just enjoy this beautiful part of Italy.the owner could...
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    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Casa Costaberci - Chianti -Siena1 / 34
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Washer
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    The location is set in the most stunning Tuscan region and Marcus our host could not have been more helpful, he welcomed us and provided us with some lovely red wine and olive...
    Reviewed 14 August 2017
    We stayed just two nights in Marcos House, but it was great. When we arrived he gave us some selfmade wine and his wife baked a cake for us. It was very nice and we will...
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Apartment Camilla, countryside, not far from Siena1 / 17
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2017
    What a wonderful place to stay. So very spacious for the four of us, great kitchen, bedrooms and baths. And, much to my personal pleasure, washers and dryers. So very quiet...
    Reviewed 20 September 2016
    We have just returned from our fantastic stay at Apartment Camilla, Podere Incrociati. Myself and partner along with my parents, absolutely loved this place. Great...
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    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Apartment Valentina countryside not far from Siena1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Outdoor Dining Area
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Apartment GAIA, countryside, not far from Siena1 / 25
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Siena San Fabiano suite in farmhouse1 / 15
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2012
    We stayed here with our 3 kids, 10,12 and 16. They all had a wonderful time. There were many activities that they all enjoyed. The use of bikes was a hit. The swimming pool...
    Reviewed 12 June 2012
    My husband and me recetly spent 6 wonderful nights in San Fabiano. We had a most wonderful stay. The place is great. The location is perfect. very close to Siena, near a village...
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    About this property
    beautiful climatized villa offers self catering suites with jacuzzi tubs, swimming pool,WI-FI,TV,mountain bikes, only 7 miles south of Siena.English speaking hosts! The Il Pino suites has beautiful views! Kosher accomodation can be offered upon request.
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    Location Information
    53014, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Washer
    • Housekeeping Included
    • Grill
    • Central Heating
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of Siena with a large terrace. Free Wi-Fi. The house, used until recently by an Italian family, provides an in depth experience with fine furniture and modern comforts, heirlooms from travels, books and magazines. Ideal for 2 couples of friends or a family with kids. Non-noisy. Pets...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Elegant three bedroom Tuscan-style apartment to re1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    Our stay at Villa Amadeo was just about perfect. We were greeted by Chiara, who was lovely and informative. We were lucky to be the only guests in the apartments during our...
    Reviewed 15 July 2015
    Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the living This elegant, well-appointed apartment is complete with stylish fitted bathroom and...
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    53018, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Beautiful house with pool in Residence1 / 29
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The house is located within walking distance of Villa a Sesta, a great location from which to explore the heart of Tuscany. Giada M., the property's caretaker, is gracious and...
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    About this property
    House (120 m2) in an elegant Residence in typical Tuscan style, with nice pool attached. Entrance and terrace with loggia and garden independent. The nearest village is Villa a Sesta (600 meters, even walkable) with two restaurants and a bar. At 7 km there's the town of Castelnuovo Berardenga, with...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    IL TOLOMEI central in the middle of main street1 / 24
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2016
    Spent four days at Tolomei in June. Roomy well furnished apartment with a superior location close to everything. In addition an elevator which is unheard of in central Siena...
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    About this property
    The apartment is located in a historic building in the center just few passes from Piazza del Campo. Recently refurbished, it is situated on the third floor, accessible by elevator; It offers a unique glimpse of the picturesque streets of the old town. It consists of a large living room with...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Apartment in the historic city center of Siena1 / 17
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Spent 2 weeks here brought our tandem bicycle. Was a very convenient location within the city walls but away from the very center. Was easy to get the bike in and out of the...
    Reviewed 12 June 2017
    This beautiful apartment is a great choice for a couple or small group (3 or 4). It has all the amenities and a wonderful location for walking to all the sites that Siena has to...
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    About this property
    This bright and modern apartment totally renovated by just one year, is situated in the charming historic centre of Siena.The apartment is part of a palace complex with other apartments and is located on the ground floor and consists of two floors. The apartment is so composed: there is one bedroom...
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    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lovely Tuscan Country House - Siena1 / 23
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Private Garden
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2018
    Looked for a two bedroom two bath comfortable private villa in a central Tuscan city and found the perfect place. The house was so comfortable, roomy, clean and in the perfect...
    Reviewed 21 June 2016
    We stayed at this lovely Tuscan apartment in June. The "villa" had two BR/2baths and a complete kitchen. It was very well appointed, clean and conveniently located...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    IL MEZZANINO1 / 28
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Fabulous location. Great hosts. If you have a car you can park beside the fort for free then it takes about 15 to 20 minutes to walk to the apartment. If you have luggage, taxi...
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    About this property
    'The Mezzanine' is a lovely apartment on the first floor of the sixteenth-century palace belonged to the Del Taja family, a cadet branch of the famous Piccolomini family. It is located in the city center a short walk from Piazza del Campo and the Siena main street. It consists of a large living...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Monterzi 41 / 40
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    I wanted to treat my wife to something special for our 25th Wedding anniversary so after weeks and weeks of research selected Monterzi 4 in Montisi. I was looking for romantic...
    Reviewed 9 September 2017
    We had a wonderful week at this lovely little villa for four people. It is very peaceful and totally private, full of character and has the most INCREDIBLE views across Tuscany...
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    About this property
    PRIVATE STRUCTURE. The recent renovation of an old ruin, once used as stables, gave rise to Monterzi, a pretty farmhouse perched on top of a hill, in a discreet position in a property surrounded by vineyards and olive trees yet not far from the lively medieval borgo of Montisi, just a short,...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Alborata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena1 / 31
    (8)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Central Heating
    • Mountain Views
    • Porch
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    Short distance from downtown Siena and all the sites and history it has to offer. Charming farmhouse villa nestled on a hill overlooking incredible countryside. Each window...
    Reviewed 6 July 2017
    We stayed here for 4 days while visiting nearby sites. The rooms were well furnished with beautiful furniture, some of which looked like antiques. The beds were comfortable...
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    About this property
    This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the immediate vicinity. It's near enough for...
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    Location Information
    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Siena Romantic Escape1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    The location was perfect, located on a quiet street with a grocery store down the block. The apartment was just like the photos. Clean and most importantly - a comfortable queen...
    Reviewed 23 September 2016
    A beautifully furnished apartment, well equipped, comfortable, and spacious. Great location. The entire city is comfortably walkable from here. The managing agency is very...
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    About this property
    Siena Romantic Escape is a boutique retreat right in the center of Siena, 400 mts from the Square il Campo in a Medieval palazzo,close to the major attractions. The apartment was restored in 2014 by the owner with antiques and offers all major comforts. It is suitable for 3 peoplewith one double...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Borgo dei Fondi -La Loggia-1 / 16
    (8)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    We stayed here four four nights during our trip to Tuscany. It was the perfect location to visit the nearby towns (including Siena) while enjoying the quiet setting of a...
    Reviewed 18 July 2015
    Just stayed 3 nights here. Weather was very hot which actually was the only issue as there was no air conditioning in our house. Other than that the facilities were very good...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Siena San Fabiano  climatized villa with pool1 / 30
    (12)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    something for everyone from grandkids to grandparents. Great location, close to Sienna, 50minutes to Florence. Quaint little town short walk away. Hosts , and staff kind...
    Reviewed 1 October 2016
    San Fabiano is a great place to visit and have fun with your family. You've got everything you need for the young and old: sports facilities, specials sites to visit like Siena...
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    About this property
    the villa San Fabiano is located near Siena,in Tuscany. Beautifully restored, it has every amenity, including air conditioning. It can be rented entirely,sleeping up to 20 people, or separetly. It offers 4 self-catering suites, called Il Pino, il Forno, il Vino, il Pozzo, and an independent villa...
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    Location Information
    53014, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    SCUDERIA1 / 12
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2014
    Hello,Me and my family stayed in Scuderia.the apartment has 2 double bed rooms + single small room.Great kitchen! with all the accessories - we did great breakfasts there...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    ★Couple’s Getaway Tuscany★ Cozy Rooms/House 2BD | Patio, garden&private parking1 / 30
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • Central Heating
    • Terrace
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2017
    I rented this cozy Tuscan villa with the thought of doing little or nothing. No early morning tours crowded with people rushing to be somewhere in an hour after being someplace...
    Reviewed 20 November 2016
    Lene is an amazing host. The place is super tidy and works perfectly to be just outside of the city but still experiencing the Tuscan feel. Sleeping arrangements were great and...
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    About this property
    ★My Cozy Country House is part of a hamlet about 20km from Siena and central to Chianti, San Gimignano, Florence, Montalcino&Montepulciano. It's located in a forest on top of a hill in the heart of Tuscany. Peaceful and quiet area. Patio&Garden. Perfect for hiking&biking, and also for a working...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    La Senesina1 / 25
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    We stayed at this apartment in May 2018 and could not have been happier. We were met with a warm welcome from Andrea who very helpful, talked us through the apartment and...
    Reviewed 27 September 2017
    We were greeted by Andrea who took us though all the elements of the apartments. It was beautiful, clean and very well equipped. There was nothing negative about it at all and...
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    Location Information
    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful  tuscan Villa not far from Siena 18 pax1 / 22
    (4)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Parking
    • Grill
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    We booked the whole villa for 3 nights in mid-May. We were a family group of 17 and were very comfortable in the 9 bedrooms in the 3 wings. The villa (built in 1840), is a...
    Reviewed 8 July 2012
    Very comfortable house with the necessary gadgets(dishwasher,2 washing machines,tv,a bathroom for each bedroom,table tennis etc., )very clean.The owners were very gentle people...
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    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Villa Caprera Suite Le Camelie1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Terrace
    • Grill
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    A charming, rustic and well tended villa situated a few minutes from Sienna, but feeling entirely in the country...perfect for those seeking a quiet, restful holiday. A gracious...
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    About this property
    Caprera is an elegant village in Liberty Style built at the end of 19th Century. The place has retained its original charm, still offers all modern comforts and facilities; Ideally located for visiting Siena and its countryside, the Chianti area, the 'crete senesi' and the Maremma seaside. Suite...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Gated Luxury Estate “LaChiusa” Prime Chianti Classico! Exquisite Privacy & Views1 / 42
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2016
    The house was fantastic and the owner, Michael, was extremely helpful in the run up to the trip. His recommendations were spot on and the four of us had a lovely time staying...
    Reviewed 25 October 2016
    Such a beautiful location! The interior decoration was perfect as well. The back patio was very nice and there was lots of running around room for the kids! Different paths for...
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    About this property
    Appointed luxury in the Chianti Countryside! “LaChiusa” is the given name of this classic home. “LaChiusaChianti” near Siena and Florence. ~Set securely behind gates atop a private access road, enter a comfortable and superior-styled vacation home in the prime historic and most central area of...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Central Heating
    • Internet Access
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are three 1-bedroom villas for rent, each suitable for 1 or 2 people: 'San Martino' is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    8 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful villa located just outside the beautiful city of Siena, created from the restoration of an 18th century chapel connected by a glass corridor to an outbuilding. The villa preserves, thanks to a restoration exclusively of conservatory nature, the charm and ambience of the past. Due to its...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 14
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