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Holiday Rentals with Pools in Siena

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    Travellers to Siena are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    165 Matching Rentals in SienaView all 419 rentals
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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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    Stunning Villa in Siena with exclusive spa1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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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    Borgo dei Fondi - Il Forno ground floor1 / 16
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    Apartment Camilla, countryside, not far from Siena1 / 17
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    53010, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Apartment Valentina countryside not far from Siena1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Outdoor Dining Area
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Authentic 4BR farmhouse on 16th century estate1 / 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
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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 300 years , combined with the comfort of today. It was built in various steps over a period of at least 2 centuries , repeatedly extended as needs for more space arose. The resulting various...
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    ITALY, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Siena San Fabiano suite in farmhouse1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2012
    We stayed here with our 3 kids, 10,12 and 16. They all had a wonderful time. There were many activities that they all enjoyed. The use of bikes was a hit. The swimming pool...
    Reviewed 13 June 2012
    My husband and me recetly spent 6 wonderful nights in San Fabiano. We had a most wonderful stay. The place is great. The location is perfect. very close to Siena, near a village...
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    About this property
    beautiful climatized villa offers self catering suites with jacuzzi tubs, swimming pool,WI-FI,TV,mountain bikes, only 7 miles south of Siena.English speaking hosts! The Il Pino suites has beautiful views! Kosher accomodation can be offered upon request.
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    Location Information
    53014, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    SORTOIANO apartaments in historic Tuscan property1 / 32
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Children's Pool
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    La Salvia, our comfortable one bedroom appartment in located alongside family still caring for this rural smallholding was exactily the peaceful retreat off the toursist beaten...
    Reviewed 19 June 2017
    A fantastic alternative to a city apartment for guests who like to spend their nights in an absolute calm environment - only the Gallo Nero wakes you up in the morning!
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    About this property
    LAST MINUTE OFFER IN SEPTEMBER and OCTOBER 2017 ! The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has now been restored by the Santini family with much love and care. /// ● LA...
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    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Siena San Fabiano  climatized villa with pool1 / 28
    (5)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 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 1 August 2012
    The converted farm house that was our apartment was fantastic. It was well appointed, spacious & felt like a home away from home. We had a fantastic time in Tuscany & the...
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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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    Podere Rota1 / 43
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    Private Villa, pool, hot tub,A/C, free wi-fi, 15 km from Siena1 / 39
    (48)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 4 weeks ago
    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
    JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT THOUGHTS OUR SERVICES ARE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 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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    Beautiful  tuscan Villa not far from Siena 18 pax1 / 22
    (3)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Grill
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 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. <BR><BR>Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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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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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    Location Information
    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    TuscanFlat1 / 16
    (11)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 24 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, 2 Bathrooms, Sleeps 4
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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 7 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
    Beautiful residence situated on the outskirts of a small village and surrounded by the Tuscan countryside, just outside of Siena. The residence is an ideal location for those who want a relaxing and regenerating countryside holiday, as well as for those who want to explore the Chianti, the Crete...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53041, Isola d'Arbia, Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    18 Bedrooms, 9 Bathrooms, Sleeps 35 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    • DVD Player
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside across mature grounds,...
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    Location Information
    53034, Siena, Province of Siena
    Holiday Rental House - 18 Bedrooms, 9 Bathrooms, Sleeps 35
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    Studio, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Sauna
    • Washer
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (PRIVATE STRUCTURE). Villa Licia is a typical country house dating from the early 20th century, just a few kilometres from Chianciano, spa town par excellence but also with one of the most attractive historical town centres of Etruscan origin in the Val di Chiana. A valuable and discreet refuge for...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bathrooms, Sleeps 8
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    Family-Friendly Apartment Close to Siena - Terra di Siena 11 / 23
    (14)Very good
    Studio, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    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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    Location Information
    Siena, Province of Siena
    Condo/Apartment - 2 Bathrooms, Sleeps 5
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    Casale dello Zoppo 8+21 / 33
    (2)Excellent
    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2014
    We had a group of 7 stay in this villa. It was very comfortable and could have a accommodated 3 or 4 more people. The owners were delightful and made focaccia bread for us one...
    Reviewed 25 March 2014
    Very nice place for a large family or several friends. the area is very calm and quiet, the view is really charming and the house very relaxing. the outside pool and the garden...
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    About this property
    PRIVATE STRUCTURE. Casale dello Zoppo, whose origins as a farmhouse date back to 1700, is today, thanks to careful restoration work, a cosy country residence exquisitely inspired by the classic taste of Tuscan tradition. Exposed stone on the outside, terracotta floors, ceilings with exposed beams...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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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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    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
    • 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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    Family-Friendly Farmhouse Close to Siena - Terra di Siena 101 / 29
    (10)Very good
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    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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    Location Information
    Siena, Province of Siena
    Holiday Rental House - 2 Bathrooms, Sleeps 4
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    Private Villa,Pool, Hot tub,A/C, free WiFi,15km from Siena1 / 40
    (6)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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 6 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
    JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT THOUGHTS! OUR SERVICES ARE...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Tuscany Villa with pool - Villa le Capanne1 / 29
    (54)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Fabulous villa, located down a private road with fantastic views and no near neighbours. The owners have made this a true "home from home" and have thought of everything...
    Reviewed 2 weeks ago
    It was our second stay at Villa Le Capanne this last summer and still the same enchantment. At our arrival the fridge was again fully filled of various pieces of food an...
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    About this property
    Villa with private pool (exclusive use) located in Tuscany near Siena and Volterra. This villa has been renovated in rustic style. Villa le Capanne is particularly suitable for those who love nature, privacy and relax. From the villa you can enjoy beautiful sunsets! This type of holiday Villa is...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Outdoor Dining Area
    • Washer
    • Central Heating
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This farmhouse is situated on a large estate in the vicinity of a tiny hamlet in the countryside to the east of the city of Siena. It is surrounded by cultivated land in the form of large olive groves, vineyards and tilled fields: a broad and peaceful vista with Siena in the background. This is a...
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    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53041, Isola d'Arbia, Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enjoying a wonderful vacation...
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    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms with Ensuite Baths, Pool, Wifi, Great Location1 / 63
    (10)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Patio
    • Parking
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2015
    This summer a group of 11 of us went to Tuscany. We stayed for a week at Villa Vetrichina and it is beyond beautiful. The grounds are so well kept and the home itself is...
    Reviewed 22 July 2015
    Patrizia/Villa Vetricina were wonderful. House, grounds, pool, view, Patrizia and family and friends left my family with cherished memories. Ten adults (5 couples) and we all...
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    About this property
    Beautiful Casa Patrizia. 6 bedrooms with queen-sized beds, all with ensuite baths. Plus another bedroom with two single beds -- so sleeping up to 12 (+2 children). Heated swimming pool, deluxe furnishings, air conditioning throughout, great location, this property has it all. Perfect for...
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    Location Information
    53040, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Gated Luxury Estate ~ Prime Chianti Classico!1 / 42
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Mountain Views
    • Children's Pool
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 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! ~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 Tuscany's Chianti Classico region. With American owner always accessible, your 'Private Concierge...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property, with garden and swimming pool, is divided in two villas next to each other and can accommodate 20 people. The first Villa is on two floors , It can accommodate 10 people. On the ground floor there is a large living room with dining room and kitchen with oven, washing machine and...
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    53100, Siena, Province of Siena
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Studio, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Secure Parking
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Piandisette is a typical stone farmhouse dating back to the early 20th century which the current owners have revisited and modernized, while respecting tradition and the original structure. The rooms, characterized by terracotta floors, wooden ceiling beams and pastel-coloured...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bathrooms, Sleeps 11
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Luna1 / 32
    (16)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Choosing Villa Luna to stay at while in Siena was the right choice! I booked it in November last year and just returned from our stayed there with my sister and her husband and...
    Reviewed 22 August 2017
    We appreciated the service. Location is good as the breakfast. Our first room for the first night was pretty bad. Only a very small window near ceiling as basement, quite...
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Tuscan villa on a hill with views of Siena1 / 17
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • Satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2017
    Great place for a family. Lots of room, swimming pool. We enjoyed our stay. The owners let us stay in the yard & use the swimming pool the 5 hrs after check out while waiting...
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    About this property
    Explore the amazing hills of Siena: stay in VillaToscana of 240 sqm with garden and pool, which offers an exceptional view of the Chianti countryside, in absolute peace and privacy, a few steps from the center of Siena. The villa is on two floors can accommodate 10 people, it has four bedrooms a...
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    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Studio, 9 Bathrooms, Sleeps 17 Quick View
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    • Wi-Fi
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Il Poderuccio is a property merged into the Tuscan countryside, surrounded by the hills painted in beautiful golden and green. The house is 4 km only from the medieval town of Cetona, a centre famous among tourists in search of the a more authenthic Tuscany. Its size and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 9 Bathrooms, Sleeps 17
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    agriturismo La torre di monsindoli1 / 28
    (11)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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    Studio, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Villa Santo Stefano is a splendid property situated in the Tuscan hillside, bordering the green Umbrian countryside. This property, is built entirely in stone, and has been carefully and professionally restored respecting the functionality of the original architecture....
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bathrooms, Sleeps 6
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    7 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Central Heating
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Villa la Strega” dates back to the 18th century and has been refurbished recently keeping its sober Tuscan elegance. The view of the city that can be enjoyed from here is unique, an ideal choice for a group of friends who want to visit Siena alternating it with excursions to the more famous...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms far away) to sparkling towns...
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    Location Information
    53040, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury villa is half an hour drive from Siena. It offers its guests a wonderful garden and swimming pool, stunning views of the countryside and 5 comfortable suites. This luxury villa is half an hour drive from Siena. It offers its guests a wonderful garden and swimming pool, stunning views of...
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    Location Information
    53020, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (Minimum of one week rental required) Siena is just minutes away from this two hundred year old hamlet. Each building has been separated into several apartments and each has a remodeled interior with white walls, dark wood-beamed ceilings, and traditional terracotta tile floors. There are modern...
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    Location Information
    53100, Isola d'Arbia, Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Private Garden
    • Satellite TV
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a stunning eighteenth century villa situated on a hill just 2 kilometres from Siena and enjoying stunning views of the city. With a lovely terrace and informal private outdoor pool overlooking Siena, it's a great setting to enjoy a holiday with family and friends. This prestigious villa...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An eighteenth century Tuscan farmhouse in a delightful little valley along the historic Via Francigena, surrounded by 14 hectares of privately owned vines, olive trees and woods that ensure utter privacy and tranquillity – this is Bellavalle, just 3.5 kilometres from the historic centre of San...
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    Location Information
    53 037, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A cypress tree lined road will lead you to Villino Siena and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena. From its privileged hilltop position it enjoys spectacular views over the countryside...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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