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Siena Holiday Vacation with Pools

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    Travellers to Siena are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    168 Matching Rentals in SienaView all 437 rentals
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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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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Authentic large 4BR farmhouse with  community pool between siena + florence1 / 37
    (13)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Sauna
    • Patio
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2017
    The location was perfect. Only 1.3 miles from town ( Castellena ).Every restaurant was excellent. Easy access to all the Hill Towns of Tuscany.The owner was delightful and...
    Reviewed 7 July 2015
    We spent a lovely week in Casa Pineta, our home for a week of travels in Tuscany. Conveniently located for many day trips, the house is large, with a well equipped kitchen. The...
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    About this property
    once upon the time ...' - 'Casa Pineta' offers the rare flair of an authentic Tuscan country home of more then 300 years , combined with the comfort of today. It was built in various steps over a period of at least 3 centuries , The resulting various levels within the house create a...
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    Location Information
    ITALY, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Borgo dei Fondi - Il Forno ground floor1 / 16
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
    Reviewed 21 July 2017
    The Borgo Dei Fondi is an ancient farmhouse located some 10 km from Siena, in the middle of the famous Tuscan countryside and surrounded by beautiful forests. The house has 3...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siena San Fabiano  climatized villa with pool1 / 30
    (11)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 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...
    Reviewed 2 May 2016
    It was quite a surprise to find such a comfortable and fine accommodation right near a nice small town which we learned is called Monterone d' Arbia. Fell in love with a small...
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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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    53014, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    Apartment Camilla, countryside, not far from Siena1 / 17
    (5)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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    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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    TuscanFlat1 / 16
    (12)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 11 October 2017
    This apartment has one of the best views over Sienna with a private roof terrace which has table chairs and sun loungers it’s a place where you can drink a glass of Chianti and...
    Reviewed 23 July 2017
    The flat is located close to the centre of Siena and makes a perfect base for exploring the old city on foot. The outdoor terrace of the flat gives a panoramic view over the...
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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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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena1 / 40
    (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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Sferracavalli 41 / 32
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    We thoroughly enjoyed our stay. The owners were incredibly kind and helpful. There were plenty of outdoor games for the kids. 2 minute drive from Sarteano where we discovered a...
    Reviewed 5 July 2015
    We have just returned from two weeks in this villa and it is absolutely lovely. We were met by Bruna and Suzanna who don't speak very much English and we speak very little...
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    About this property
    RECEPTIVE STRUCTURE. Sferracavalli is a delightful little villa just outside Sarteano, a picturesque medieval borgo full of architectural masterpieces, located on the slopes of Mount Cetona south of Siena, between the southern Val di Chiana and the harsh and wild Val d'Orcia and very close to the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Stunning Villa in Siena with exclusive spa1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Sauna
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    The house absolutely exceeded our expectations. Extremely charming and clean home in a great location. We were an extended family of 8 ages ranging from 10 to 80 and everybody...
    Reviewed 25 May 2017
    If you are looking for peace and beauty, and the feel of home, this is your spot! You could not find a warmer more helpful host than Marco. He is delightful. The home is so...
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    About this property
    This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beautiful  tuscan Villa not far from Siena 18 pax1 / 22
    (3)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 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 Capanna al lago1 / 31
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    It is hard to know whether to start with the Villa or with Francesca, the owner, because both made our stay an incredible experience. So I will start with both, because...
    Reviewed 17 August 2017
    We made Villa Capanna our home for a week and it was perfect but much to short! Simply put - taste of Heaven! Upon arrival, our hostess, Francesca had food items we had asked...
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    Location Information
    53010, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Shared Garden
    • Wi-Fi
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a delightful 2 bedroom, ground floor apartment within a villa set in extensive gardens. The outside space at this property is simply wonderful, enjoying lovely views of nearby Siena and with numerous private spaces for you to relax, read or sunbathe. The icing on the cake is the bio pool at...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Poggino 9. Apartment with pool in the Chianti1 / 6
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Patio
    • Parking
    • Grill
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    Lovely accommodation in the grounds of a Chianti vineyard. Great swimming pool for cooling off in the July sun. Room was very clean and had a nice shower and bathroom.Better...
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    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa with Pool and Jacuzzi private Deal 20181 / 25
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Hot Tub
    • DVD Player
    • Grill
    • Balcony
    • Housekeeping Included
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Fantastic villa, located down a private road with fabulous views and no near neighbours. The owners have made this a "home from home" and have thought of everything to...
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    About this property
    A private villa with pool and jacuzzi 115sqm situated at the center of Tuscany between Siena, Volterra, Pisa and Florence. Ideal Fo summer holiday or Honeymoon. Villa exclusive (you will not find other guests in the area) with a view of the pool and the Tuscan countryside, surrounded by greenery...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Il piccolo ulivo1 / 20
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Patio
    • Parking
    • Shared Indoor Pool
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53041, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Apartment in Historic Farmhouse with pool1 / 26
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Parking
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    Everything about Le Muricce was wonderful. It is a beautiful villa in a perfect location. Easy to get to Siena, Volterra, San Gimignano, Greve and many other places in Tuscany...
    Reviewed 26 July 2016
    Beautiful views all around. Very convenient to Siena and the countryside. Host very flexible as we were there during off season. Kitchen was well stocked. Shower stall was...
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    About this property
    The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin. Single bed situated at the...
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    Location Information
    53035, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    Bellaria villetta con piscina e giardino1 / 44
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    The location of this beautiful Tuscan villa is amazing. The road towards the villa is very nice, once you reach the house you will find a beautiful Tuscan villa surrounded by...
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    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Gelosa 81 / 40
    (2)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    Really enjoyed La Gelosa. We booked it in its 4 person option so additional 2 bedrooms and living room/kitchenette on top floor not accessible.Rocco the house manager was very...
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    About this property
    PRIVATE STRUCTURE. La Gelosa is an early 20th century farmhouse situated in what was once the estate of Villa Salimbeni, heritage of fine arts. In the past the farmhouse had the typical subdivision of country properties with stables on the ground floor and the farmer's living quarters on the first...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every...
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    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    8 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • 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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    53100, Siena, Province of Siena
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 14
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    Podere Rota1 / 43
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    • Parking
    • Washer
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53018, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 94
    (48)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • 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 6 October 2017
    The warmth and welcoming nature of Le Caggia was evident from the moment we arrived!the kitchen was fragrant with the smells of our welcoming dinner and ever gracious Jacopo...
    Reviewed 15 September 2017
    Perfect place to stay with a group of friends, family or relatives.You can do things together, inside as well as outside.Sienna is nearby, nature around the corner, beautiful...
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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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    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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    53018, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53041, Isola d'Arbia, Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Monticchia 101 / 35
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2016
    A breathtaking and secluded property. Beautiful grounds of lavender and roses lead to a gorgeous swimming pool. Majestic Linden trees provide shady sitting nooks. The interior...
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    RECEPTIVE STRUCTURE. Monticchia is a beautiful house set inside quiet, green woodland in the hilly area of Sarteano. This charming property with its romantic, characteristic scenery is appreciable in every season of the year. The stone structure fits in perfectly with the surrounding countryside,...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience rural Tuscany while being close to the city of Siena and only 10 minutes away from the Superstrada linking Siena to Florence. The estate is divided into 4 detached houses and 6 apartments (6 units which we list on our site). This is an ideal location for visiting Siena, as well as the...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Terrace
    • Balcony
    • Grill
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Washer
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Villa Ada is in the heart of the countryside of Sarteano, about 800 meters from the town centre in a reserve and panoramic position. The interiors of this splendid property have been chosen with style ensuring the original Tuscan style with wooden ceiling beams and “cotto”...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan Villa with pool and garden front of Siena1 / 20
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2017
    The location of these 2 Villas, Sol and Luna are definitely out in the country so it's rather remote. We stayed in the villa Luna which was clean although a bit spartan when it...
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    About this property
    Elegant villa on the hills of Siena of 170 square meters with garden and pool, furnished with fine furniture. Towering over the city, surrounded by greenery, in absolute peace and privacy, a few steps from the center, close to services pubblici.La villa on one floor with garden and pool sleeps up...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Bedrooms, 10 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Villa Angelini is an old mansion in the historical centre of the medieval town of Vescovado di Murlo, situated on a hill 300 m above sea level. From the back of the villa, overlooking the Ombrone valley and the hill of Montalcino, you will enjoy a magnificent view. The house is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 10 Bathrooms, Sleeps 14
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    Podere Bellaria 141 / 53
    (2)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    Thank you Paolo and Gianni. The Villa was awesome and you guys were very accommodating. We are 16 amateur cyclists from Toronto, Canada riding under the name of "Team...
    Reviewed 4 June 2015
    This was one of those 'once in a lifetime' experiences. The accommodations were perfect - allowing our extended family to have their own space/apartment while being able to...
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    RECEPTIVE STRUCTURE. A typical Tuscan farmhouse that has always been welcoming and hospitable: in the 19th century Podere Bellaria was, in fact, a post station, an inn catering to travelers on horseback. Later belonging to noble families, it was finally acquired by the current owner who has...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    Vacation Rental at Abbadia di Siena in Tuscany1 / 31
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    Delightful villa and fabulous swimming pool. Ideal for large family. Very close to Siena, so perfect base for exploring both the city and the countryside. Helpful, charming hosts.
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    About this property
    Abbadia di Siena is a large residence on two floors, capable of holding up to 7 persons with 3 double bedrooms and a single sofa bed in a study. It has 3 complete bathrooms, air conditioning in the living room and in the kitchen, Wi-Fi in the living room and on the terrace. Guests can also use the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    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
    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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    Muffato 61 / 36
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2017
    Villa Muffato 6 is an exceptional villa located in the middle of the Tuscan forest. The villa is beautifully appointed and immediately feels like a home from home, without being...
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    About this property
    RECEPTIVE STRUCTURE. Muffato is a small, cosy residence located among the rolling hills of Sarteano. The house is surrounded by a large, peaceful wooded area, full of tree-lined roads, characteristic of the famous Tuscan landscape. The rooms are modern and very comfortable, for guests who love...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Gated Luxury Estate “LaChiusa” Prime Chianti Classico! Exquisite Privacy & Views1 / 42
    (5)Excellent
    4 Bedrooms, 4 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, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Abbadia di Siena 12 is a large residence on two floors, capable of holding up to 12 persons with 5 double bedrooms, an extra bed and a single sofa bed in a study. It has 4 complete bathrooms, air conditioning in the living room and in the kitchen, Wi-Fi in the living room and on the terrace. Guests...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Secure Parking
    • 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
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 22
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