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Smoking Allowed Holiday Rentals in Province of Siena

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    Travellers to Province of Siena are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    844 Matching Rentals in Province of SienaView all 4,833 rentals
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    Agriturismo Podere San Giusto1 / 10
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    La Casina Toscana, central with parking and wi-fi1 / 21
    (56)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed 9 October 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away....
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    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (33)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    We arrived at La Valiana between visits to two beautiful Italian cities, Florence and Venice. It was our time in Tuscany and the plan was to visit area hill towns while staying...
    Reviewed 6 May 2018
    It starts before you actually get to La Valiana, when you communicate with the owner Cecilia with any questions about the area or the visit. The responses come quickly and are...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Lovely detached cottage with view of San Gimignano1 / 26
    (24)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great place, spacious, clean, and comfortable, with idyllic atmosphere and surroundings. And, above all, the great hospitality of the owner family!!!
    Reviewed 1 October 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
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    About this property
    Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy home contains 2...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Agriturismo IL PODERUCCIO appartamento1 / 43
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Mountain Views
    • Balcony
    • Grill
    • Washer
    • Parking
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2017
    A cosy house in a beautiful landscape. A clean flat with a well organised kitchen, comfortable sleeping rooms an enough space for a family with kids. And a very helpful and...
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    53023, Castiglione D'Orcia, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Podere Capanne Rigomagno1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard or lush oak woods. Old,...
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    52048, Rigomagno, Sinalunga
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Experience the 'Chiantishire' at LisiDor - 30June-7July is at Low Season price!1 / 70
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
    Reviewed 22 October 2011
    Villa Lisidor is a lovely old villa located at the top of a hill. The views are gorgeous (would be even better if the high hedge was cut down), and the property is very private...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... SUMMER PROMOTION! Last available summer week: 30June-7July at 3.315 Euro instead of 5.100Euro PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7 nights or...
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    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Apartment 'Casa Laura'1 / 22
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2015
    I have just spent two fabulous days with my wife Alison and friend Jim in this lovely part of Tuscany. We rented a two bedroom apartment which had every amenity who could want...
    Reviewed 20 October 2013
    8 km from Siena, few more from San Gimignano, Monteriggione at hand, Chanti very close - ,what can a Tuscany traveller want more. If you want the top tourist places as well as...
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    About this property
    Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vineyards and woodlands. The...
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Agriturismo Colombino1 / 19
    (4)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53018, Sovicille, Province of Siena
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 70
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
    Reviewed 6 July 2017
    Fantastic location, amazing views, big garden with lots of activities for kids, beautifully arranged pergola for each appartment and very nice pool at the back with sunbeds...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tuscany country apartment for 41 / 20
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2015
    La Ripolina is set in a beautiful location with easy access to the local town of Buonconvento and surrounding areas of Montalcino and Montepulciano.Laura and her family could...
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    53022, Buonconvento, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Antico Molino della Tuoma San Quirico D'Orcia1 / 61
    (14)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Parking
    • Hot Tub
    • Grill
    • Shared Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2018
    If you are looking for peace and quiet, this is the place. All by itself between fields and woods, serenity abounds. We saw some kind of wildlife every time we rode up the long...
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    53027, San Quirico d'Orcia, Province of Siena
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage with pool for 2 couples - Summer is at Middle Season price! 1920 Euro1 / 36
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    As wonderful as expected - even better; in any way: Location, facilities, rooms...Perfect for trips on the countrysideVery kind ownersalso recommendable for families with...
    Reviewed 16 June 2017
    My family and i had a fantastic and absoultely relaxed holiday at PetrAlexa. You only hear the birds, when you wake up. You feel so free in the big garden and the Chianti Hills...
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    About this property
    Ciao from Petra &Alexa and thank you for stopping by! ***Spring Promotion*** Take advantage of our Summer promotion! PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7 nights or multiple of 7 (7-14-21… nights). Otherwise we need to CANCEL the booking. An...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Casanova dei Boschi1 / 29
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Last stop to relax with friends for a couple nights, after 2 weeks of touring Rome & Florence, before heading home. It was perfect. Beautiful views from every window. Very...
    Reviewed 9 December 2015
    I cannot express how deeply satisfied we were with the villa and support received from Mr Franco. Our expectations were exceed at every turn; from the grounds to the expansive...
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    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fattoria il Musarone - La Tramontana. Sinalunga1 / 18
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Grill
    • Central Heating
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2016
    A lovely location, set in open countryside and offering all you would want from self catering accommodation - plus a very inviting pool to cool off in at the end of a hot...
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    About this property
    In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the house is shaded by pines and...
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    53048, Sinalunga, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Torrita di Siena flats A1 / 40
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Garden
    • Terrace
    • Parking
    • Central Heating
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alloro:This wonderful flat (50sqm) is on the ground floor and has a wonderful large covered terrace facing the garden. It consists of a living room with a single sofa bed, fireplace, kitchenette and dining area, a double bedroom with en-suite bathroom with shower. This beautiful holiday home is...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tuscan Style House Casetta1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    La Casetta was even better than we had imagined. Our host Patrizia, welcomed us with a freshly baked fruit pie, a bottle of her own superb wine, home-made jam, and various other...
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    53040, Cetona, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Agriturismo IL PODERUCCIO Bilocale1 / 45
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    • Private Garden
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    Was nice to stay a week in good appartment (size OK for 2 adults, kitchen well equiped, frendly owners). Great toscany land arround you, you can eat outside, you need car to get...
    Reviewed 29 October 2017
    The view (oh my goodness), the tranquility, the facilities; all exceptional. It's 5km down a white road with fantastic views and great walks. Overlooking vineyards and olive...
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    53027, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Agriturismo Caliano1 / 15
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Secure Parking
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2016
    Unique location in the beautiful scenery of Tuscany. Been travelling through Italy with our 6Y boy, we all loved Agriturismo Caliano with nice swimming pool and comfortable...
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    53041, Asciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Chiusi's countryside, Poggio Cantarello Vacanze is in a completely refurbished historic building. Set in its own spacious garden, it offers free private parking, free Wi-Fi and air-conditioned rooms. All rooms have a warm atmosphere and come with terracotta flooring and modern...
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    53043, Macciano, Chiusi
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa del Giardino1 / 42
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My husband and I stayed here for part of our honeymoon in Italy. We were greeted by Cristina and her father outside of the city walls. We decided to leave our car outside of...
    Reviewed 25 April 2018
    Casa del Giardino is one of the most beautiful places that I have ever stayed. It is a peaceful oasis. The apartment is located far enough away from the throng and close enough...
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    About this property
    'Garden house' ......a flowering oasis inside the medieval walls .. The owners Mario and Donella would like to offer you an unforgettable holiday in San Gimignano. The accommodation This unique and luxurious apartment is situated on the ground floor of a medieval building in the historic center...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Podere Capannacce  Working Horse farm1 / 12
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    L'appartamento nasce dalla ristrutturazione di un ovile al piano terra, ha spesse e antiche mura, cucina attrezzata e luminosa con porta a vetri sul giardino, una zona armadi antistante il bagno, molto curato, un ampio salone con camino e seconda porta sull'esterno e grande camera da letto con...
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    53040, Rapolano Terme, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Shared Garden
    • Parking
    • Terrace
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful flat (50sqm) is on the ground floor and has a small terrace facing the garden, as well a wood-oven. It consists of a living room with a single sofa bed, kitchenette and dining area, a double bedroom with a wonderful and original red brick vaulted roof, a bathroom with shower. This...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Belguardo1 / 11
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2015
    This apartment has a perfect location, just inside the city walls. The check in was easy. Initially the water heater wasn't working but they quickly had someone come by and...
    Reviewed 9 September 2014
    Being just inside the walls, this apartment was ideally positioned, allowing easy access if you were leaving the town for the day, as well as access to everything offered within...
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    About this property
    The large apartment (116 sqm) is situated in the historical centre of Montepulciano. It is situated on the first floor of a historical building whose entrance opens onto the main street, a few steps from the most important archway (Porta al Prato) leading to the art town. Inside the apartment the...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CASALE ROSANNA1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    Beautiful place in a lovely setting , just the right distance from San Gimignano for a good hike, or to veiw it's iconic towers from afar . Sadly they had closed the pool , as...
    Reviewed 19 October 2016
    Perfect location for visiting all of Southeast Tuscany. Lovely and welcoming hosts (no English spoken but you're in Italy so talk with your hands!). Stunning panoramic views of...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Hilltop Poolside 2 Bedroom Villa in Chianti1 / 27
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Cable/satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2015
    We spent 15 days at la Pieve Marsina. The host Gabriele, the old-stone house on a hilltop, the swimming pool, and the countryside (we were surrounded by Chianti vineyard) were...
    Reviewed 1 August 2014
    With my husband and 2 daughters we had a great vacation in Tuscany.The oldest is 17 and the youngest is 13 year old. We had a split level appartement with authentic...
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    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Valdorcia1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is dated back XVIII century, has been completly restored saving the antique charme. In the centre of the village, distance by walk 3 resturants, cofee bar, grocery, bakery bank and tourist office. If you wish relax , good food good wine art and history you will enjoy a perfect...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    VILLINO DEL GRILLO1 / 126
    (30)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Balcony
    • Grill
    • Patio
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    Lovely house amongst the vineyards and olive trees with its own lovely garden, which is perfect for a couple and an ideal base to visit the beautiful area. Giovanni and his...
    Reviewed 26 April 2017
    What can I say about this place? It was such a huge reason on why our trip to Tuscany was so incredible. We stayed 8 days in this property and I have nothing but good memories...
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    53037, Pancole, San Gimignano
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    VILLA TALCIONA1 / 32
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    This was our fourth stay and was as fantastic as the first! The views from the Villa are beautiful, the facilities excellent. Francesco and Elena are wonderful hosts, who can...
    Reviewed 6 October 2017
    Villa Talciona is surrounded by the beautiful Tuscan Hills. Surrounded by greenery and blue skies no better place to stay in Poggibonsi. The hosts, Francesco and Elena were...
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    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Delightful 2 bedroom farmhouse with beautiful private grounds and pool1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    Just spent a week at Sarteano with my wife and two kids aged 10 and 12. This was our first villa holiday and it was great. The welcome by Bruna and Susana was lovely.I am an...
    Reviewed 26 April 2016
    Our stay was very relaxing and the villa and surrounding countryside was beautiful. Our hosts were very welcoming and accommodating. I would highly recommend this vacation rental.
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    About this property
    The Agriturismo Sferracavalli is the best way to enjoy Italian genuine food, which can be gathered in the back garden, and to feel compleatly plunged in peace and relax among Tuscany nature. Medieval villages complete the perfect Tuscany atmosphere all around, so that who wants to learn about...
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    Location Information
    53047, Sarteano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Appartamenti Tinacci - Casa Giovanna1 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Farmhouse near Siena, private pool, brilliant views1 / 50
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Central Heating
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We did a lot of research to find this ideal farmhouse and we were not disappointed. The location is peaceful, unspoilt and beautiful. The grounds and pool are well maintained...
    Reviewed 13 October 2015
    I truly enjoyed my stay. Fernando was most helpful and kind. The grounds are beautiful, freshly refilled, heated Jaccuzzi, and beautiful infinity pool with wonderful vies...
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    About this property
    Farmhouse 'I Moraioli' is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 23 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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    Appartamento in casale toscano  a Montepulciano1 / 29
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Washer
    • Private Garden
    • Parking
    • Grill
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    An excellent location in the country but near Montepulciano. Roberta was very welcoming and we appreciated the drink and breakfast things she supplied. Beautiful views and lots...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Biancospino is set on the first floor. It has two double bedrooms, a bathroom, and a living room with a fireplace and kitchenette. The swimming pool (14m x 7m, da 1.2m a 2.4m) is open from mid April until mid October and is shared with other guests of the Estate. From here guests can relax and...
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    Location Information
    53040, Montefollonico, Torrita di Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Farmouse in Monteriggioni, Tuscany1 / 15
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2015
    It made our stay in Tuscany. Spacious well equipped and spotlessly accommodation ten steps from a superb Osteria. Friendly hosts, helpful beyond expectations and knowledgeable...
    Reviewed 16 July 2015
    The accommodation is very well laid out, well maintained and with all that you need for a self catering holiday. The Osteria, literally a step away from the front door, serves...
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    About this property
    Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vineyards and woodlands. The...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Villetta 3 p. - Villa 3 fl. garden1 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Balcony
    • Housekeeping Included
    • Parking
    • Air Conditioning
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2017
    Lucky enough to have scored this house in Tuscany, we spent three months in Sinalunga and enjoyed all the conveniences in walking distance: Several bars for a lovely breakfast...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LA CASETTA NEL BOSCO Sinalunga1 / 28
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Washer
    • Porch
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    This place was so beautiful and huge! We stayed for one week with 4 adults, 2 kids and 1 dog and loved the tranquility of the place. The property is completely locked off with...
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    About this property
    Property Description:The Agriturismo La Casetta nel Bosco is a beautiful, stone villa divided into two separate units which is part of an agritouristic Farm including olive groves, woods, several crops and a small-scale breeding of horses and ponies. The property is only a few km away from the...
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    Location Information
    53048, Sinalunga, Province of Siena
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedroom Vacation Apartment with Antique Charm1 / 13
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2015
    We got off to a poor start as the friendly landlady had planned to put us in the next apartment (which was occupied!) and then showed us into a place which had been used but not...
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    About this property
    This property has been restored with every confort,full equiped kitchen, large bedrooms each with bathrooms. This apartment however mantain the antique charme,because the original structure is still visible. The accomodation is suitable for couple wit baby or kid . Pets are welcome The village can...
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Internet Access
    • Patio
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but following the battles between Siena...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Casina Pieve in Piano (Casina PiP)1 / 32
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    • Washer
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    We normally chose rental properties in the countryside but made a change this time and were so pleased we did. Colle Val D'Elsa is an amazing place and so is Casina P...
    Reviewed 6 March 2016
    I went there with my boyfriend, it's a lovely apartment in a really beautiful and magic town. We stayed there for a couple of days, it's really cosy and has all that you could...
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    About this property
    A quiet and bright flat with big terrace in a strategic location to reach easily the most famous Art Cities in Tuscany. Perfect place for travellers which are looking for the warmth of a real home. With lift. Free Wifi 24hours no limits. Notice: according to Italian law regulations you are...
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Podere Poggiosecco - CETONA COUNTRY HOUSE1 / 21
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Mountain Views
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Garden
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is part of a hamlet settled on top of a hill in the Orcia valley. It is just at 2,5km from the village Cartiglion d'Orcia and just about 10 km far from Monte Amiata. The villa has a wide private garden and a stunning vieux over the countryside of Val d'Orcia up to Montalcino, and in...
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    Location Information
    53023, Castiglione D'Orcia, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, 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 23 September 2015
    extremely sympathic, nearly idyllic ambience - aesthetically refurbished old building without exagerated hotel-hullabaloo - wonderful garden - beautiful views - bus stop in...
    Reviewed 30 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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (76)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • DVD Player
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    We had our wedding here and everything far exceeded any expectations we had. Sonja and Michael were terrific and the food they prepared was amazing. I miss my coffee and...
    Reviewed 2 June 2018
    When my now husband and I decided to get married in Italy, we had no place where to start. Almost immediately after we started our search, we found Villa Scopetello. Based on...
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    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,...
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    Location Information
    53048, Sinalunga, Province of Siena
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 61 / 22
    (7)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2014
    This place is for relaxing and enjoying the simple life.It has a pool with stunning views. The property is in pristine condition. It is a new construction with the flavor of the...
    Reviewed 6 July 2014
    My husband and I stayed here with our 2 children and mother. Villa fit our needs perfectly - three bedrooms and two bathrooms plus a kitchen area. The villa is clean, well...
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    About this property
    Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style. Gambassi Terme and San Gimignano are only few kilometers...
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    Location Information
    50050, San Gimignano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Podere Zelmira  Appartamento LA VALLE1 / 16
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Children's Pool
    • DVD Player
    • Hot Tub
    • Balcony
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    Lovely, spacious accommodation set within beautiful surroundings. Very well kept garden area with comfortable outside seating and two hammocks which the children loved. Very...
    Reviewed 10 August 2014
    We're Italian but since we went here and knew that the most of guests come from foreign countries I would prefer to leave my comments in English as anyone could easily...
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    Location Information
    53040, Sinalunga, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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