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Province of Siena Apartment Rentals

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    Travellers to Province of Siena are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1,519 Matching Rentals in Province of SienaView all 3,480 rentals
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    Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 41 / 17
    (23)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 32
    (40)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Casa Bartoli at Borgo Mummialla-your Tuscan home !1 / 32
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Il Palazzetto Montepulciano1 / 19
    (15)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2019
    couldn’t be more happy with my stay here! If you’re looking for a quaint, well located, comfortable space, then this is your spot. Easily walkable to all parts of the main town...
    Reviewed 12 June 2018
    Great location, right in the center of Montepulciano. Comfortable, spacious flat. Very private also. Breakfast is offered at a historic cafe across the flat, with amazing...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Villa Iris - Perfect for families or group of friends1 / 39
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2018
    Shortly after arriving at Podere Le Manzinaie we realized this is going to be one of our favourite vacation places. Owners Marzia and Fiore are perfect hosts doing everything...
    Reviewed 28 August 2018
    Marzia and Fiore are fantastic, warm hosts and their property and cottages are delightful, particularly for a family. They brought us a glass of wine when we arrived late, and a...
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    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    The Beautiful Sun Apartment1 / 24
    (27)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2019
    We enjoyed our stay at this apartment very much. Location was perfect, just a short walk from the historic city center of Montepulciano and practically across the street from a...
    Reviewed 19 November 2018
    We absolutely loved our time in Montepulciano. Elias’s apartment was in a great location to walk to town and drive to nearby activities. Elias was very helpful in helping us...
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    About this property
    This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.) of which one more modern style and with aircon and the other fresher and with more classic style decor, two large living rooms...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Casa del Giardino1 / 44
    (22)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We enjoyed the best holiday ever in this beautiful apartment in the Medieval town of San Gimignano. The apartment was very clean and comfortable, with a new bathroom and well...
    Reviewed 4 weeks ago
    Casa Del Giardino is a wonderful place to stay in San Gimignano. Christina and Mario we’re both so accommodating, and so nice to talk to. Their apartment had everything we...
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    About this property
    'Garden house' ......a flowering oasis inside the medieval walls .. The owners Mario and Donella would like to offer you an unforgettable holiday in San Gimignano. The accommodation This unique and luxurious apartment is situated on the ground floor of a medieval building in the historic center...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Agriturismo Casanova di Lucignano (Lavanda)1 / 19
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Terrace
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2014
    This property is made up of only three apartments and so very often we had the whole place to ourselves, brilliant around the pool!Elena emailed a few days before our arrival...
    Reviewed 6 August 2014
    We had a super break. Elana couldn't have been more helpful. She has devised three suggested routes around the area, we did all three and they were all excellent, we visited...
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    About this property
    Casanova di Lucignano has three apartments - Rosmarino, Lavanda and Maggiorana – all containing a bedroom, bathroom and a living room with an attached kitchen. All apartments also have a fireplace and a color TV; free Wi-fi Internet access is available for guests. The vibrant colours of the hills...
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    53014, Monteroni d'Arbia, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Casa Verbena, 3 bedrooms apartment, first floor, terrace1 / 43
    (31)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Garden
    • Terrace
    • Central Heating
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    Great stay in very convenient, proper house with all facilities for a relaxing holiday. The owner will do everything to help you feel at home and be comfortable.The garden and...
    Reviewed 7 July 2018
    As long as you are happy to drive, the lovely towns of San Gimignano, Siena and Volterra are within easy reach, all worth visiting. I booked this very simply through TripAdvisor...
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    About this property
    The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    Location Information
    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 61 / 25
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2019
    This is a well-equiped house at an excellent location at one of the most beautiful regions in the heart of Tuscany. Hotspots like San Gimignano and Volterra are less than half...
    Reviewed 7 August 2014
    This place is for relaxing and enjoying the simple life.It has a pool with stunning views. The property is in pristine condition. It is a new construction with the flavor of the...
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    About this property
    Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style. Gambassi Terme and San Gimignano are only few kilometers...
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    Location Information
    50050, San Gimignano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 34
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We loved our four days here. My daughter adored all the animals, we almost left with a kitten packed in our luggage. The apartment had everything we needed and it was so dark...
    Reviewed 12 August 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Apartment il Borgo Antico1 / 29
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Washer
    • Cable/satellite TV
    • Balcony
    • Secure Parking
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2019
    We had two great weeks at this apartment. The apartment is located in a square adjacent to the main square of the old town. Handy to the post office and tourist information...
    Reviewed 30 March 2018
    I thoroughly enjoyed my week-long stay at Il Borgo Antico. Benedetta was a super host, very welcoming, kind and attentive. The apartment is very spacious, clean, and quiet...
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    About this property
    How to be in the medieval atmosphere of 1200: Relax and comfort immersed in the evocative atmosphere of medieval San Gimignano. Apartment in the historical center of San Gimignano: In a central position, but also surrounded by a pleasant and suggestive silence, our apartment offer the unique...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Charming Apartment in Historic Center of Montepulciano, Tuscany1 / 36
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2019
    We stayed for 5 nights in May. Fernanda, the owner, kindly arranged for us to enter the ZLT to drive to the door and unload our luggage. The apartment is up two flights of...
    Reviewed 9 July 2019
    We stayed in the apartment for a full month- almost felt like residents! It was perfect in every way! I mastered the Italian coffee pot and became an educated recycler! Italy...
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    About this property
    Beautiful charming flat, very romantic, old residence of the great-grandfather of the owner, notary in Montepulciano. Entirely, recently renovated, very quiet, in a magnificent position: in the centre of town, but facing the city walls, in a dominant position. Two nice bedrooms elegantly furnished,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    TuscanFlat1 / 18
    (22)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2019
    Unbeatable position overlooking Siena skyline. All as advertised, very well fitted out and everything worked. Simone was very helpful and happy to accommodate our slightly later...
    Reviewed 17 July 2019
    My wife and I stayed for 10 days in June 2019 and loved Tuscan Flat- especially the fantastic views from the roof terrace! There was also an enclosed former balcony with good...
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    About this property
    This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main living space here is a large,...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Great place for a Tuscan family holiday, 2 bedroom countryside apartments with shared pool1 / 33
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2014
    Thank you to Olympia and her family for having us at their wonderful farm. My husband and I stayed for 1 week at Fattoria di Argiano with our 2 year old son, and we couldn't...
    Reviewed 6 July 2011
    We really enjoyed our stay at Fattoria di Argiano. It was the perfect location for visiting all the beautiful hill towns and it had stunning views to Montepulciano. At night...
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    About this property
    Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR 4 PEOPLE : FIRST FLOOR of...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Villa Viole - Dream under the tuscan sun1 / 37
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Words can not fully describe the wonderful experience we had in Tuscany and staying at The Villa Viola! The setting was gorgeous! The hosts gracious and helpful! The...
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    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Pretty self catering apartment / private terrace:1 / 21
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2019
    This is a great place to stay. It is so easy to get to all the main attractions from La Fonte. It is near the charming town of Certaldo where there is an excellent train...
    Reviewed 24 December 2017
    It was our first trip to Tuscany. La Fonte was perfect place to stay. Its charm , the pool, the location and views were fabulous! What made our trip the ideal vacation was...
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    About this property
    Apartment Gelsomino Gelsomino: This bright, two roomed apartment has a private terrace which runs the length of the apartment which also has beautiful, original brick vaulted ceilings. One end of the terrace overlooks the garden, the other overlooks the rolling hills of the surrounding...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Poggio Senese - Pianello mq1101 / 37
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2015
    Our apartment was clean and very well stocked in the kitchen area, including having a dishwasher. The bedroom was large, airy and very comfortable with stunning views down the...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    appartamento rustico in villa1 / 17
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Garden
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Wonderful self catering apartment in Tuscany1 / 28
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Outdoor Dining Area
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2018
    We enjoyed a week at this stunning location. We had views towards San Gimignano over vineyards from lovely grounds and a spotless and very welcome pool. Pictures very accurate...
    Reviewed 26 June 2018
    The location is stunning with amazing views and very convenient for San Gimignano, Florence and Siena (trains to the last two easily boarded at Certaldo, just 5/10 minutes away...
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    About this property
    Apartment Rosmarino / La Fonte: Rosmarino is a comfortable apartment on the ground floor of the villa. The sitting room/dining room has comfortable arm chairs and sofa. The dining table seats four. The apartment is self catering but we do serve a continental breakfast in May, June and...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Agriturismo Casanova di Lucignano (Rosmarino)1 / 25
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2015
    We had a wonderful week in the Rosmarino apartment. It was spacious and had everything we needed. The set up at the farm is very chilled - the pool is clean and a stone's throw...
    Reviewed 29 September 2013
    Very well equipped apartment - kitchen had everything we needed. Great to have WiFi too. Really appreciated the fresh produce throughout our stay. The fresh tomatoes and figs...
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    About this property
    Casanova di Lucignano has three apartments - Rosmarino, Lavanda and Maggiorana – all containing a bedroom, bathroom and a living room with an attached kitchen. All apartments also have a fireplace and a color TV; free Wi-fi Internet access is available for guests. The vibrant colours of the hills...
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    Location Information
    53014, Monteroni d'Arbia, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Villa PoliFlora1 / 43
    (27)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2018
    Poliflora is a comfortable apartment, very cozy and with everything you need. It is located in a good place to visit the entire Orcia Valley. And the best, the hosts. Poli and...
    Reviewed 17 September 2017
    This location is excellent for being in the heart of Tuscany. The accommodations were very nice everything was well kept and clean. We enjoyed using this as our home base...
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    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Casa Degli Olivi Cetona , Siena Tuscany1 / 17
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Terrace
    • Balcony
    • Shared Garden
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    Cosy apartment a short walk from the historic town of Cetona and conveniently situated for exploring other parts of Tuscany and Umbria. Adrian, the owner, was very friendly...
    Reviewed 30 September 2017
    We have just spent a very enjoyable week at the Casa degli Olivi, it was spotlessly clean, with beautiful views and a friendly and very helpful host, A great place to stay and...
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    About this property
    The apartment is attached to the owner’s home and sits along side the strada del polaco (SP.321) on the outskirts of the historic town of Cetona. This organic smallholding overlooking vineyards, olive trees and sunflowers. It is in the country, but still convenient for touring the rest of Tuscany...
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    Location Information
    53040, Cetona, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I stayed here with friends for 5 days in late September. We travelled by train from Pisa, changed at Empoli to Poggibonsi and then bus to Colle di Val d’Elsa. The apartment is...
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
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    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away....
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Bright and Spacious Apartment in the heart of town1 / 27
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Secure Parking
    • Terrace
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2019
    This is the second time we have spent 10 days in Appartamento Margherita. This beautiful place in San Gimignano has stolen my heart. This is part of the old world so don’t...
    Reviewed 10 October 2018
    Had a fantastic stay in San Gimignano. The apartment was a traditional italian family home. We were met by Margarita, who was a absolute delight and provided very informative...
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    About this property
    Holiday in San Gimignano ... a journey into the heart of Tuscany. Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we understood that it was a too special place to...
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    29, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    la Torretta Apartment1 / 28
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Terrace
    • Balcony
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    You could hardly be any closer to the very heart of this beautiful medieval hilltop town. The apartment was very comfortable and very well-appointed. We'd certainly return to it.
    Reviewed 24 October 2018
    We spent 2 weeks in the La Torretta apartment and it made our European holiday so special. A spacious 2 bedroom 2 bathrooms, laundry a fully appointed kitchen where we cooked...
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    About this property
    Relax and comfort immersed in the evocative atmosphere of medieval San Gimignano. Apartment in the historical center of San Gimignano: In a central position, but also surrounded by a pleasant and suggestive silence, our apartment offer the unique atmosphere of an old palace and all the conveniences...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Borgo dei Fondi - Il Forno ground floor1 / 14
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2019
    We have been to Borgo dei Fondi in July 2019 with our 2 kids (7 / 5 yrs). There we had the ground floor apartment which has a modern kitchen and bathroom, one separeted sleeping...
    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...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Very nice home in the historical center1 / 17
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2019
    Very comfortable, fresh and well equipped apartment in Valiano’s historic center, beautifully decorated and strategically near the towns of Montalcino, Montepulciano, Pienza etc...
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    About this property
    This two-floor apartment, which has recently been carefully renovated, is found within the walls of The Valiano Castle - one of the villages surrounding Montepulciano, from the Thirteenth Century. The renovation has respected the original state of the property and conserved it using high quality...
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    53045, Valiano, Montepulciano
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2019
    A privilege and joy to stand in such a beautiful, historic and well situated apartment. From the magnificent frescoes on the ceilings to the comfortable beds, it is a terrific...
    Reviewed 7 November 2017
    The apartment is exactly as pictured and described. No photoshop; no hyperbole. The location is perfect, on Siena's main street (dual-pane windows eliminate noise). Kitchen and...
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    About this property
    The Palazzo Cinotti, historical residence, is located in Siena Tuscany along the exclusive via di Citta', between the square il Campo and the cathedral. The apartment is 135 sq ft, with three bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Holiday Resort in Montepulciano T1 / 17
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Cable/satellite TV
    • Balcony
    • Parking
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2018
    Overall good but I just want to advise about a few things:Firstly can I say the customer service from reception was first class and they organised trips and restaurants for us...
    Reviewed 20 September 2016
    We really enjoyed our stay here although there were one or two minor issues. The good things were:fresh bread from the baker at the gate every morninga very nice poolquiet...
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    About this property
    These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Nearestt village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering...
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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Appartamento Giovanna a 100 m dalle mura di San Gimignano1 / 30
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Appartamento Il Buonumore1 / 31
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2019
    The absolutely perfect apartment/hotel in Montepulciano. The location couldn't be more perfect, just close to the city centre. It's more or less in the same street and just a...
    Reviewed 21 March 2019
    Absolutely amazing property and experience. It is located right in the middle of montepulciano, clean, comfortable and overall amazing! Such a a great Tuscan experience. Would...
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    About this property
    Il Bunumore apartment mixes the history of an old buiding with the freshness of the recent restoration, attractive and light colors with the comfortable services and modern, unique furniture make it the right place to stay in the heart of the historic center. The apartment has every comforto, two...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    New Casa Titta apt 3 bedrooms , amazing view1 / 14
    (17)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Central Heating
    • Wi-Fi
    • Washer
    • Private Garden
    • Grill
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We loved staying at Casa Titta. The apartment is beautiful and the views are absolutely breathtaking! Anna greeted us with her home made cookies, showed us around the apartment...
    Reviewed 26 August 2019
    Just perfect! Great location, super helpful and patient host and beautiful views. Quiet, clean, peaceful. If we needed anything or had questions Carlo was right there to help...
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    About this property
    C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has a large shower and a little...
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    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
    FONTE GAIA1 / 30
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Additional amenities: Concierge, Full Kitchen
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Gigliola's house1 / 20
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Grill
    • Central Heating
    • Terrace
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2016
    I stayed here for two nights with my wife as we were attending a wedding in the village. We stayed in the top appartment, very spacious (limited headroom in places due to the...
    Reviewed 4 May 2015
    We spent three weeks in this apartment with our three teenage children. The landlady is sweet and although we don't speak Italian and she does not speak English, we got on very...
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    About this property
    Casa Gigliola, holiday villa near Siena, can accommodate up to 7 people and is perfect for a large family or a group of friends, has private parking space, a large balcony and easy access to the village swimming pool. The house is located in Monticiano, a medieval village in the heart of Southern...
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    Location Information
    53015, Monticiano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Elegant three bedroom Tuscan-style apartment to re1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Central Heating
    • Grill
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 2017
    Our stay at Villa Amadeo was just about perfect. We were greeted by Chiara, who was lovely and informative. We were lucky to be the only guests in the apartments during our...
    Reviewed 16 July 2015
    Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the living This elegant, well-appointed apartment is complete with stylish fitted bathroom and...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    2 Bedrooms Apartment (Belladonna)1 / 29
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2018
    Excellent location in a quiet neighborhood, but just a short walk to the center of town. Very clean and comfortable at a reasonable price. Instructions were very clear and it...
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    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms Apartment (Ambrosia)1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2018
    Thank you Fabio. The Sienna apartment was superb. The arrival and entry process professional and easy. The location near all Sienna sites,bus & taxi was perfect. All...
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    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Apartment 'L'Aia' at La Casa delle Querce - Montepulciano1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2018
    We thoroughly enjoyed our stay. The location of the property is breathtaking. It was also a great starting point from which to drive to many different lovely Tuscan towns. The...
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    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool1 / 20
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Mountain Views
    • Central Heating
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    We had a lovely holiday in Micks apartment in Borgo Gaiole. The Borgo is a wonderful complex, built in ancient style. It has a nice atmosphere to it. The surroundings in chianti...
    Reviewed 9 August 2015
    This apartment is great for a family of 4. We had a wonderful stay in Gaiole. The village is 5 min by walk and the pool was really appreciate by the children. Garage spot (small...
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    Casa Felice is a fabulous place to relax, this apartment is at the edge of the Borgo furthest from the road. Designed in a traditional style incorporating a range of modern comforts and facilities, the apartment is the best of both worlds. Stone tiled floors with chestnut beams overhead give a...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Rustica Progenie' farm is located about 7 km from the medieval town of 'San Gimignano', in the heart of the 'Chianti', surrounded by greenery and silence with beautiful panoramic views of the hills and vineyards below. Surrounded by vineyards and olive groves that are part of a large area...
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    Location Information
    53037, Pancole, San Gimignano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    FATTORIA IL MUSARONE - LA TRAMONTANA1 / 38
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2016
    A lovely location, set in open countryside and offering all you would want from self catering accommodation - plus a very inviting pool to cool off in at the end of a hot...
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    53048, Sinalunga, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    La Senesina , enchanting apartment near Siena1 / 27
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 6 July 2017
    How should we even begin? We rented this glorious little two bedroom apartment in a converted 12 century convent for 7 weeks. It was perfect for us. This is somewhat hard to...
    Reviewed 6 June 2017
    As Americans traveling abroad, we have two main criteria when choosing a property:1. Helpfulness, attentiveness of the host2. Quality of the propertyAndrea and Barbara’s...
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    About this property
    “La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th...
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    Location Information
    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Tuscan apartment with pool in Cetona1 / 20
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • Central Heating
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    We had a wonderful stay in Cetona with our family of four, including two young teenagers. The apartment is quite spacious, affording privacy as well as all the necessary...
    Reviewed 12 July 2014
    Delightful apt. with great views over the surrounding countryside & over olive groves. We were met by the lovely Marina & were very grateful to the owner Sophia who both...
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    About this property
    The apartment is ideally situated on the outskirts of the medieval town of Cetona, with a splendid view over the valley and distant mountains. It is a short walk from all the local amenities, including restaurants, cafes, and shops. Within a few minutes you can be amongst the hustle and bustle of a...
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    53040, Cetona, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    La Casetta, enjoy the real Tuscany countryside1 / 22
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53031, Casole d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Molino della Tuoma appartamento 11 / 30
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2019
    The authentic Tuscan experience. Like a fairy tail from our arrival until the departure the host Valeria and herFamily were impecable with every delicious detail that made our...
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    53024, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    apartment  2+2 in an original farmhouse near San Gimignano Tuscany1 / 16
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2017
    Beautiful location for a rustic but clean and comfortable rental. The apartment had everything we needed and was well located for local points of interest and markets, as well...
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    About this property
    Directly in front of the famous towers of San Gimignano (2km), in a original tuscan farmhouse, we offer a nice, cosy apartment for 2 ppl (4 ppl with an extra).A roomy, fully equipped kitchen with ancient fireplace, one double bedroom, bathroom and sitting room. ground floor, private entrance. We...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Parking
    • Central Heating
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Rustica Progenie' farm is located about 7 km from the medieval town of 'San Gimignano', in the heart of the 'Chianti', surrounded by greenery and silence with beautiful panoramic views of the hills and vineyards below. Surrounded by vineyards and olive groves that are part of a large area...
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    Location Information
    53037, Pancole, San Gimignano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful 2-bedroom apartment villa in the heart of Chianti, pool & sunset views1 / 30
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Secure Parking
    • Internet Access
    • Mountain Views
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We stayed in the Il Caminetto flat for 6 nights mid-July with our two boys ages 3 and 6. We specifically chose Podere Patrignone because we thought it would be very family...
    Reviewed 17 September 2014
    We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Holiday Resort in Montepulciano M1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Grill
    • Balcony
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering...
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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1
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