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Great rentals within 20 miles that match your search
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$769
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Just 500 m, five minutes on foot, from the town of Cortona. 12 pax, private pool
Cortona villa
- 6 bedrooms
- 6 bathrooms
- sleeps 13
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$506
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$100
Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!
Sant'Albino villa
- 7 bedrooms
- 8 bathrooms
- sleeps 21
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$810
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CASTELLO DI MONTALTO - 2 bedroom Villa in Chianti
Castelnuovo Berardenga house
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$288
Villa Portoverde Rental with Pool Jacuzzi and Sauna
Foiano Della Chiana villa
- 4 bedrooms
- 5 bathrooms
- sleeps 12
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$583
“A beautiful palace in a heavenly location.” We loved our stay in the Moses Palace. It is centrally located in the gorgeous city of Cortona, and Roberto could not have been more helpful and accommodating for us.
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$344
“Heaven on earth!” This castle apartment, this town and this region of Tuscany were absolutely beautiful, exceeding our expectations! We were 2 couples celebrating our 25th anniversary,and stayed here following our 12 day Mediterranean cruise last October (2012). We had seen amazing countries and places on our cruise, however when we arrived here and climbed the stairs to the tower in the apartment, the view took our "breath away"! This was the highlight of our entire trip! This was the first time we had rented an apartment, and of course a little nervous about the process. Without meeting John and Wendy, they made us feel so comfortable and welcome. The "Welcome Package" that they provide gives you all the information that you need for your stay and any question you may have, you are sure to find the answer in their guide. Located in this amazing medieval town of Montefollonico, you are in the heart of the most beautiful area of Tuscany. John and Wendy include the sights to see and places to visit in their guide, which we followed and were so glad we did! The town provides everything you need, all within a short walking distance - groceries (including wine, spirits and beer) and local restaurants which were all very good. The apartment was perfect for 2 couples,we each had our own bedroom and own bathroom. The beds were very comfortable and all the linens and towels provided were of the highest standard. Just remember no elevators here, so when you first arrive, you must carry your bags up the stairs. John and Wendy let us know that the internet was a little unstable, which it was, but that was okay too. Every daylight moment we spent at the apartment were spent in the tower, enjoying our Tuscany wines, along with our sheep cheese( so good Wendy!) and never getting enough of the beautiful views, the peace all around us, and the sounds of the birds singing. Truly heaven on earth! Thank you John and Wendy for sharing your world with us!
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$228
Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views
Siena farmhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 6
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$1,432
Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)
Nusenna villa
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$299
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$127
Lovely home of Olimpia in Montepulciano, wifi, wine and bikes, music and termal
Montepulciano apartment
- 3 bedrooms
- 1 bathroom
- sleeps 5
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$125
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4 bedroom, Restored Farmhouse, Modern Amenities
Castiglion Fiorentino cottage
- 4 bedrooms
- 3 bathrooms
- sleeps 8
“Some Fantastic Views, Welcoming Hosts and a Great Place for our” Driving up through the valley from the local town of Castiglion, you realize how lucky the locals are to live in a place as rich in natural beauty as here. We spent two wonderful weeks here enjoying our lovely cottage which was perfect for the 4 of us. Very rustic and a real taste of Tuscany. The large pool is a quiet haven, surrounded by well maintained grass and perfect to sit, swim, relax and admire the views - and sunsets. Our hosts, Massimo and Eva were very helpful and welcoming. It was they and Massimo's mother who restored the village and, kept all the little details alive. Certainly, nothing was too much trouble although it is the other end of the valley, it was easy enough to go off on day trips. We used the rail station in Castiglion for a trip to Florence and arezzo, but the rest of the time we enjoyed some of the country drives suggested by Eva - including a visit to avignonesi winery over in montepulcano . A good family restaurant in the valley along with others in the town. We (I) even found a small (9 hole) golf course - about 40 minutes from here a long way to come, but we would love to come back one day.
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$168
Pasqui Villas: Il Tribbio 5 BDR Villa, Pool, Wifi, AC in Siena Countryside
Siena house
- 5 bedrooms
- 7 bathrooms
- sleeps 10
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$685
House in Tuscany with private infinity pool
Civitella in Val di Chiana house
- 4 bedrooms
- 3 bathrooms
- sleeps 5
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$374
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$252
The villa can accommodate up to 12 persons, 4 bedrooms with pool near Lucignano!
Lucignano villa
- 4 bedrooms
- 4 bathrooms
- sleeps 12
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$522
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$1,035
Agriturismo Le Maceie Tuscan Vacation Rental
Castiglion Fiorentino house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$81
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$561
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$726
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$75
COTTAGE ARCOBALENO garden / panoramic gazebo / pool
Pergine Valdarno cottage
- 4 bedrooms
- 2 bathrooms
- sleeps 10
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$561
“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!
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$747
Villa in Tuscany with private pool and air cond.
Pergine Valdarno villa
- 5 bedrooms
- 3 bathrooms
- sleeps 7
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$374
“Perfect holiday setting” High standard of accommodation in a beautiful setting. Close enough to walk into nearest village. The house was comfortable, clean and the garden delightful. All our meals outside sitting in the sheltered area looking out over the olive trees with wonderful views. Good local amenities and not too far to travel before reaching places of interest. We loved everything about this house and are planning the next trip for later in the year. There is nothing negative to say - perfect.
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$187
Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.
Gaiole in Chianti villa
- 5 bedrooms
- 6 bathrooms
- sleeps 13
“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.
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$2,402
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$355
“Charming house with a beautiful garden” Le Celle lies on the hillside, secluded and peaceful. The house is of high standard and keeps cool during the hot season. The garden is amazing, full of so many different flowers, plants and trees. The Tarquini family are friendly and helpful, and we did not miss anything during our stay!
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$374
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$678
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$711
"Policiano Suite" at The House of the Oaks - Montepulciano
Acquaviva di Montepulciano apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$312