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Province of Siena Villas

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    Travelers to Province of Siena are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1,405 Matching Rentals in Province of SienaView all 4,362 rentals
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    Restored stone built villa near San Gimignano1 / 19
    (19)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa Nobile, Luxury Tuscan Home, Walk to Town1 / 34
    (25)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Cottage with pool for 2 couples - Interesting promotions for September weeks..1 / 36
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Romantic farm for 2/4 persons with pool near Siena1 / 9
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2015
    Which is large enough for 4 people. Private garden is well fenced including a seperate gate to the communal garden/pool area (good if you need to keep children away from pool...
    Reviewed June 15, 2015
    A quaint little cottage for two nestled in the Tuscan countryside, this was just what we were looking for. The pool provided a welcome break from the glorious weather, and the...
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    About this property
    Romantic farm recently refitted 50 m2 for 2/4 people with pool near Siena. Rooms: Bathroom, Bedroom, Kitchen, Living room. Double bed and sofa bed. Heating, fireplace, BBQ, charcoal grill, Private Garden. Pets Welcome The small farm Poggiolino has become a charming and romantic apartment ideal...
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    53020, Trequanda, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Experience the 'Chiantishire' at villa LisiDor - September is at 25% OFF!1 / 70
    (13)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We spent 2 weeks at Villa LisiDor during July 2018 hosting family and friends in this wonderful, spacious villa. For years, I've been searching for the perfect villa with a...
    Reviewed October 5, 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... SEPTEMBER PROMOTION 25% OFF! It's harvest time! And September weeks are at 2.900 Euro instead of 3.900 Euro! PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7...
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    53010, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Independent villa with private pool in Siena countryside - 3 bedrooms1 / 52
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Porch
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2018
    This 18th century renovated farmhouse is located near Sinalunga, right in the heart of Tuscany with easy access to all of the world famous vineyards. The villa was great...
    Reviewed August 26, 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...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    53048, Siena, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Le Due Sorelle is a charming farmhouse nested in the tranquillity of the Tuscan countryside. It is located near Montalcino (41 km from Siena) in the land of Brunello, one of Italy’s most famous wine producing areas. The rural surroundings make it a very quiet and peaceful dwelling, the only noises...
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    53024, Poggio alle Mura, Montalcino
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa Leone is a beautiful villa located inside the village of Castelmuzio, near Pienza, in the province of Siena. In Castelmuzio you can find some restaurants, bar, grocery stores and other shops that can be easily reached on foot. Immersed in a typical Tuscan hilltop village,...
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    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Villa Caprera, Siena Farmhouse. Suite Il Tinaio1 / 44
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 5, 2017
    Stayed for a week while taking a language course near the Duomo in Siena. It was perfect for me since I drove up from Rome, wanted to stay just outside Siena in order to take...
    Reviewed September 24, 2017
    We loved our stay at apartment Il Tinaio. Very beautifully done inside, with quality furnishings. It's situated on a hill overlooking Siena and the views from the garden are...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling and...
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    53100, Siena, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 40
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed October 22, 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. 'what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53048, Bettolle, Sinalunga
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa La Casella1 / 36
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 27, 2018
    La Casella is a lovely, well-maintained villa with two separate, self-contained levels. As we were on our honeymoon, we had the whole villa to ourselves and we chose the upper...
    Reviewed May 3, 2016
    Gosh, I hate to give this secret out as I plan to return and want it to be available!Only a 2.5 hour drive from Vatican City, Roma and nestled only one mile from Cetona...
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    About this property
    Treat yourself to the ideal 2-bedroom home for your dream vacation in Tuscany! La Casella is a luxurious private villa in lush gardens with private pool, outside dining, views and close enough to walk into town. This well furnished villa is set on two levels, and perfectly suited for couples,...
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    53040, Cetona, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi1 / 41
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Our welcome from Federica was a lovely beginning to our Tuscany stay, we were shown the grounds and villa and everything about the property was explained to us. The villa was...
    Reviewed August 18, 2017
    The small village location was a perfect for our visit to the Tuscany area. We were able to use this central location to visit many beautiful villages like Montepulciano, Siena...
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    About this property
    I MELOGRANI II is a section of a villa settled in the heart of Siena countryside :I MELOGRANI I. WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (12x5), lawn, stunning view on rolling...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 111
    (51)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 July 18, 2018
    We were a group of four couples staying here for a week in June. My husband and I have stayed in rental properties all over Europe and the U.S. and this may have been the best...
    Reviewed June 27, 2018
    Our family group of 9, ranging in age from 8 to 72, was indeed fortunate to have stayed in this beautiful villa for 2 weeks. I researched vacation rentals in Tuscany for months...
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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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    53018, Siena, Province of Siena
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Cozy Collection of Villas in Tuscany1 / 90
    (52)Excellent
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
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    • Balcony
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2018
    We couldn’t be happier with our stay. Matteo was so helpful with every request we had. He arranged for our cooking lesson in our apt that was amazing. The pool was very nice...
    Reviewed October 26, 2017
    We loved our villa, the property, our host and the region. The property was amazing. Wine, olives, lavender and lots of property. Located about 10-15 kilometers from...
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    About this property
    PLEASE NOTE: THE PROPERTY IS DIVIDED INTO EIGHT SELF CONTAINED APARTMENTS, EACH SLEEPING 2-4 PEOPLE. THIS LISTING IS FOR A SINGLE APARTMENT. IF YOU CANNOT FIND YOUR DESIRED AVAILABILITY, PLEASE CONTACT US AND WE WILL TRY TO FIND A SUITABLE ARRANGEMENT. RATES VARY ACCORDING TO APARTMENT SIZE AND...
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    53024, Montalcino, Province of Siena
    Rental Home - 14 Bedrooms, 14 Bathrooms, Sleeps 26
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    Poderino, Camporsevoli1 / 24
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Yard
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 12, 2017
    A group of friends booked the entire hamlet of Camporsevoli for a women's yoga retreat. All I can say is WOW! This place is magical. My group stayed in il Poderino, which was a...
    Reviewed November 7, 2017
    All that you have read about Tuscany is true! Il Poderino was the perfect base to explore the region. The house, with its fabulous sweeping views, was large and pristine, easily...
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    About this property
    Of about 300 sq/mt (3200 sq/ft), it is the estate’s most recent restoration, where we tried to condense all of the experiences, lessons and tips we have accumulated over the years. It is a scenically located, with breathtaking views all around. It is an independent eight person house, about 1 km...
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    Location Information
    53040, Le Piazze, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa with Pool and Jacuzzi private Deal 20191 / 25
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 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 August 30, 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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    56041, Siena, Province of Siena
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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    Elegant Tuscan Villa with Spa1 / 35
    (8)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Central Heating
    • Private Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 22, 2018
    It was a prefect stay for the holidays. An absolutely charming and comfortable Villa close to everything we wanted to see, Thank you to Paul our wonderful host. We truly enjoyed...
    Reviewed April 6, 2017
    For those looking for that perfect, tiny, authentic village in Tuscany, Belfort is your place. If you are looking for a spectacular, unique and luxuriously appointed Italian...
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    About this property
    Set in the heart of Tuscany this spacious, detached, hilltop villa has 180° views from a grand terrace and is close to Siena, the beach and all the other important sights. Enjoy fantastic indoor and outdoor spaces. Every room has a view of Tuscany as it unfolds beneath you. Finely decorated with...
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    53030, Radicondoli, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Spacious Stone Villa in the Heart of Tuscany1 / 13
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We travelled as a couple and were very pleased with the Villa. Everything is as described, location is within an 1.5 hour drive of all of the sights and towns within Tuscany...
    Reviewed October 22, 2017
    A clean, crisp, artistic and aromatic environment, powerful views of serene fields and woods, horses to rent and ride around amazing roads and trails. Coffee shops, markets and...
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    About this property
    Magnificent stone villa in lovely hill town 20 minutes from Siena. Five spacious bedrooms furnished in country antiques. Wooded yard. Two fireplaces. Gas grill, large outdoor terrace. Outdoor dining area. Town has restaurant, three coffee bars, post office, general store and grocery store. Ample...
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    Location Information
    53016, Casciano, Province of Siena
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (36)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    La Valiana is the perfect place for a small group of friends or family to vacation in Tuscany. This beautiful villa is located in a rural setting with a panoramic view of the...
    Reviewed 2 weeks ago
    Look no further. You’ve found your dream villa. If you care about hospitality, accommodations, recommendations and beautiful views, you must book! Cecilia and her family took...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    About this property
    Superb farm refitted climate control with pool. Ideal for families, groups of friends or for a luxurious and exclusive elopement. Arranged over 3 floors with 2 bedrooms, dining room, kitchen, living room, study, 2 bathrooms, parking, private garden. Equipped with dishwasher, microwave, gas stove...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Villa Caprera, Siena Farmhouse. Casa Borgianni.1 / 38
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Washer
    • Cable/satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 17, 2018
    Villa Caprera is a lovely villa near Siena. It has been beautifully renovated and is extremely comfortable.
    Reviewed November 5, 2017
    Our stay at Villa Caprera just outside of Siena, Italy more than met our expectations. The villa was very well appointed from the furnishings to the spectacular view of Siena...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling and...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena1 / 31
    (9)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Central Heating
    • Mountain Views
    • Porch
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2018
    You know you are in for a treat when you drive up tree lined avenues first past a grand old Villa and then onto the Cypress lined final ascent to the (15th century?) farmhouse...
    Reviewed September 25, 2017
    Short distance from downtown Siena and all the sites and history it has to offer. Charming farmhouse villa nestled on a hill overlooking incredible countryside. Each window...
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    About this property
    This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the immediate vicinity. It's near enough for...
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    Location Information
    53100, Costalpino, Siena
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO1 / 29
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We had a brilliant two week stay in this lovely villa. It was away from it all in a gated estate but yet only a 20 minute walk into the centre of Siena. The pool was beautiful...
    Reviewed August 21, 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...
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa near Siena! A classic style and absolute comfort, enriched by the good taste of furnishings and kits; Thanks to the wide open spaces that characterize it: meadows, olive groves, small woods, it is only perfect for those who want to spend days of full relaxation, walks and visits both in the...
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    Location Information
    53100, Tognazza, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Stunning Villa with Pool in Siena Countryside1 / 61
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Children's Pool
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2014
    What a special place run by two great hosts, Grazia and Oscar. Great location, beautiful characterful villa and also very well equipped. Loved every minute and was very sorry to...
    Reviewed July 16, 2014
    My husband, friends and I couldn't have enjoyed ourselves more while in beautiful Tuscany. Oscar and Grazia, our hosts, were so wonderful and accommodating. Also, the pictures...
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    About this property
    Nice villa 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, the...
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    LUXURY VILLA PALAZZO POLLAIOLO TUSCANY1 / 19
    (1)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Patio
    • Central Heating
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    The house is absolutely amazing and the surroundings are breathtaking! We had high expectations but our stay was even better. Perfect house for us (four families) with large...
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    Location Information
    53040, Cetona, Province of Siena
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    I MELOGRANI I:5 BDR Tuscan villa,view,pool ,WiFi1 / 51
    (14)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2018
    Well we always wanted to have a week in a Tuscan Villa in Tuscany and we can finally say we can tick this one off the bucket list. We had a group of 10, 5 couples visit the...
    Reviewed August 2, 2018
    We were a group of 10 adults looking to experience Tuscany. This beautiful villa provided us just that. Located close to the gorgeous little village of San Giovanni d'Asso, the...
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    About this property
    You could not ask for a more special place in which to celebrate an important anniversary or simply spend a vacation with your family and friends ! I Melograni is a beautiful antique,indipendent, 'casale' with a large fenced swimming pool (5x12 mt), 1km away (walking distance!) from the village...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Vrijstaande villa met zwembad en pizzaoven voor acht personen.1 / 29
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
    • Patio
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2016
    This house is really something. Conveniently located between Siena, Florence and Pisa I don't think you would find a finer spot in Tuscany. And the place itself: fantastic. You...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bright, spacious villa with pool near Siena1 / 39
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2017
    Could not have been more perfect!Spacious, comfortable and location was ideal, as close to all main attractions, although still had a country feel.Pool area was wonderful...
    Reviewed April 1, 2016
    We have been there in October 2015 and it was a lovely journey. The house has 3 bedrooms and 2 bathrooms. The surrounding is really beautiful and it's about 5 min from the...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Casa Valerio1 / 21
    (6)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Washer
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    Montisi is a place where you can enjoy a less touristy part of Tuscany. The village provides the "old world" charm and is a quieter place of locals. Whether you want to...
    Reviewed June 24, 2016
    Casa Valerio is a stylish, comfortable, classically furnished, real Italian feeling home with the most beautiful view from all the rear rooms. We woke to it every morning and...
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    About this property
    Would you like to spend time living in the centre of a beautiful medieval village and yet have stunning views over the Tuscan countryside? 'Casa Valerio' is a luxury 16th century village house, so named in memory of the much loved local ironmonger, Valerio Manzi, whose family occupied this tall...
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    Location Information
    53020, Montisi, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 38
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2018
    This is a special place with stunning views, more than a thousand years old, in the country but near Siena, in the Chianti wine region. The staff and the owner were most...
    Reviewed October 31, 2013
    Firstly, I Have traveled all over the world and have only stayed at Chateau Relais or 5 star hotels.Staying at Montalto has been the most wonderful,romantic,amazing experience...
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    About this property
    Montalto is a true medieval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are two 3-bedroom villas for rent, each suitable for 6 people:'Casa del Guardia' and...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Al Sassone Holiday Home, val d'Orcia, Toscana1 / 39
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Wi-Fi
    • Washer
    • Private Yard
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    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53023, Vivo d'Orcia, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the Spedale Santa Maria della...
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    Location Information
    53026, Pienza, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Glorious historic 8BDR Tuscan villa , pool,WIFI,AC1 / 77
    (11)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2017
    For our annual family meeting, I chose villa " La Consuma" . It has been a great success. Villa La Consuma is beautiful, convivial, located in a superb spot. It is...
    Reviewed November 5, 2015
    I recently stayed here with 11 of my friends for our 50th birthdays. When we walked into the home all I could say was, "Wow!" The location was amazing among the hills...
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    About this property
    A beautiful old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Patio
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between the Val d'Orcia and the hills of the Sienese Chianti, the farmhouse is on two floors: the first floor is accessed by an ancient stone staircase and a...
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • 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
    Rental Home - 4 Bedrooms, 7 Bathrooms, Sleeps 10
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (77)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • DVD Player
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We rented the entire villa for our wedding earlier this month. We had 21 people staying for 6 days, 5 nights. There was plenty of space for all of our guests, lots of...
    Reviewed June 6, 2018
    We had our wedding here and everything far exceeded any expectations we had. Sonja and Michael were terrific and the food they prepared was amazing. I miss my coffee and...
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    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,...
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Primavera is situated short distance from the lovely town centre of Passignano sul Trasimeno, surrounded by nature with an incredible panoramic view on Trasimeno Lake. The villa, whose original core unit dates back to the 1200, was wisely renovated and can host up to 8 people. The 280 sqm...
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    Location Information
    53040, Cetona, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxury Villa for large group with private pool tennis court 15.000 mq of propert1 / 21
    (2)Very good
    9 Bedrooms, 8 Bathrooms, Sleeps 31 Quick View
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    • Central Heating
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 31
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    Fornello di Sopra, luxury villa with private pool1 / 57
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2018
    We went there with my family and another family of friends last July. We all loved the place! It is super comfortable amazingly so for two families with 4 children aged between...
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    About this property
    Set within its own olive grove and surrounded by Brunello vineyards, our villa enjoys one of the best locations in Montalcino, with stunning views of the Val d'Orcia valley (UNESCO World Heritage Site) and within walking distance of the village. Fornello di Sopra is a an ancient stonehouse...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Villa Oliveto1 / 22
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Housekeeping Included
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of Tuscan country and village life at Villa Oliveto. Take part in small-town life in Castelmuzio, near Siena, then, retreat to this rural five-bedroom villa with views of the countryside. A nearby park and private fenced pool are perfect for kids, while parents will enjoy...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    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
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 13
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    Tuscan Villa Argiano 1 room,Montepulciano, B&B1 / 23
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    in Villa Argiano in Montepulciano, we have several possibilities : B&B in Argiano's villa rooms ( three ) or self catering apartments ( two + one extra room ). In this beautiful Villa, were we live , at the second floor of the house we rent three bedrooms in b&b service . Breakfast is served...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 2
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    Casa del Neri, Camporsevoli1 / 28
    (6)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Central Heating
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 7, 2018
    Welcoming, charming, comfortable location with a great history and friendly owners. I look forward to returning soon.
    Reviewed November 6, 2017
    Casa del Neri was wonderful. We stayed while attending a wedding at Camporsevoli. Between the house and the hamlet we really went away with a taste of Tuscany. The house had...
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    About this property
    Camporsevoli is unique in providing guests with the opportunity to live in a private medieval hamlet in the heart of the Tuscan countryside. It's strategic location, on the border of Umbria and Lazio, and just an hour and a half from both Florence and Rome provides for limitless travel...
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    Location Information
    53040, Cetona, Province of Siena
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Tuscan Villa, Il Coccio1 / 17
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Grill
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2018
    Peaceful and relaxing Villa in quiet hill town, yet very near Pienza, Montalpulciano, and Montalcino for exploring. Poolside setting is heaven for morning coffee or to take a...
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    About this property
    Il Coccio was designed in the traditional Tuscan style, and its highlights include a stunning 20m infinity swimming pool with amazing views and a large terrace with panoramic views of the Tuscan countryside and olive grove (40 olive trees which are pressed for olive oil and used in the property...
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    Location Information
    53020, Petroio, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Montisi has been restored over the last few years with all the modern facilities within a traditional tuscan villa this makes for a truly unique holiday experience. Located in the scenic Val d'Orcia region which was declared a world heritage site by UNESCO. Three Double Bedrooms and two...
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    Location Information
    53020, Montisi, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    villa Mondi Classic Chianti Tuscany1 / 95
    (5)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Sauna
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2018
    Beautiful stone villa in a gorgeous setting. Extremely spacious and roomy, with a main house, a separate building with pool and foosball table, and a separate bi-level cottage...
    Reviewed July 14, 2016
    We were a large group of 12 people on this holiday. We stayed at Villa mondi (villamondi.it) and it was much better than expected. The pictures don't do justice for how pretty...
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    53019, Vagliagli, Castelnuovo Berardenga
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    Villa Del Cielo with Caminetto1 / 11
    (4)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Yard
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2018
    We had a most wonderful week at Villa del Cielo (Villa Pace). The house was perfect for our three German, Norwegian and Australian families (6 adults and 7 children). The villa...
    Reviewed March 1, 2015
    This was our first time to rent a villa in the Tuscany region. We contacted Rent-A-Villa and spoke to Nicole, who is now a good friend. She took our needs and location and...
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    About this property
    Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is nestled within the Tuscan...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Province of Siena Flight and Weather Info
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    67° 51°
    October
    57° 42°
    November
    49° 36°
    December
    48° 35°
    January

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    • Local time: 07:28 PM (CEST)
    • Exchange rate: 1 Euros = 1.15 U.S. Dollars
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