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Price per night from

$873

Casale Le Capanne

Cignano farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$339

Villa Borgonuovo

Cignano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$396

Villa Borgo delle Spighe- A nice country estate sets a wonderful scenery

Cignano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

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$873

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$873

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Casale Le Capanne

Cignano finca

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$339

Great rentals within 20 miles that match your search

Tuttomio Home & Breakfast

Castiglion Fiorentino b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$283

Villa Arianna beautiful and relaxing experience

Tuoro sul Trasimeno house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,167

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$111

Appartamento Lavanda Villa Pennella

Monticchiello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$200

Villa Pennella

Monticchiello house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$398

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$144

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$677

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$216

Country house

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

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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Price per night from

$800

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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$576

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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$123

La Casetta - Villa Rosa - Perugia's countryside

Perugia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$197

Villa Biancaluna

San Feliciano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$702

Villa Arianna - 3 bdr-villa over the Trasimeno Lake!

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,022

Villa LA VALIANA (Montepulciano)

Montepulciano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“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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Price per night from

$738

"Policiano Suite" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$308

Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Return visit” One again we enjoyed our visit to this well run set of apartments. They are ready on time, cleean and well equiped. A caretaker lives on site to provide backiup if needed. The gardena and pool are tell tended and maintained. Montipulciano is 10 mins away by car. Be aware that it is in the middle of the countryside with no shops or restaurants nearby.

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Price per night from

$172

Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful place with beautiful vistas of the hills and valley fr” We were able to stay 5 days and 4 nights in this lovely place. The property was as or better than described. Very comfortable and clean. Everything we needed for the time we stayed there. It was a very nice location to be able to take day trips to Siena, Pienza, Montepulciano, Montalcino and Orvieto on the way back to Rome. Such great views from apt #2. We even saw deer in the evening and morning running through the fields below. Montepulciano is very close and you can be there in a matter of a few minutes to shop at the Conard or enjoy shopping and meals. There are a lot of rules on lists provided to follow regarding trash, cleaning, linens, etc. We didn't see much of the caretakers as they had other jobs/work, a new baby, etc. But they were very pleasant and helpful if we needed anything. This is definitely a place we would go back to again.Once we found it. I am glad we got to the location during the day and not at night. You just really have to believe the directions and keep going. The signs are a bit small and I am glad everyone was looking for them. Please go eat at the 13 Gobbi in Montefollonico about 5-6 miles away on a hill top to the north. You will love it. And have their house wine, great. By the way, a bottle of wine and olive oil was provided upon our stay. Both were very good. Wish I could have bought more of it.

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$194

I Casali di Colle S. Paolo-Garden apt., 2-bedrooms

Tavernelle di Panicale villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“green outdoors plus charm at home” I stayed in the "Fontanelle" farmhouse of Colle San Paolo for 2 weeks in July, with an extended family of ten adults and 5 children- and we had an excellent stay and wondeful time-- the check-in, introduction to the rooms, and overall responsiveness was warm and excellent. The home is furnished beautifully and charmingly comfortable, with spectacular views particularly on the east and southern sides. All the amenities are excellent, including the common areas: the infinity swimming pool with beautiful view of the valley, patio/garden with lavender and ancient olive tree, shaded barbecue area and the common (games/eating) room- as well as of course the pristine woods around the farmhouse. We received excellent tips on where to go for wine-tasting; medieval villages (where we met a jolly band of Franciscan faithful walking for peace); donkey walks for the children; jazz music in medieval castles; and hidden monastries off the tourist map. Most of all we enjoyed the fresh air, beautiful views and relaxed setting at the swimming pool with lots of space for meals in the common room and nearby walks in the early evening. We enjoyed every minute, emersed in the Italian countryside, with lots to do nearby whenever we felt the impulse to leave this comfortable and charming home.

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Price per night from

$197

Authentic Villa in Trasimeno Lake

Monte del Lago villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

“Absolutely a beautiful place!” Location is great, peaceful,and both the house and the land are really well groomed..I liked so much the wood behind the house!! The house is so spacious, 3 apartments inside the main house...and everything is accurate and clean! The owner, Paolo, is a very kind and generous person who try to fulfill every request you ask him! The closest village where to buy food is only 10min by car. I highly recommend for short and long stay!!

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Price per night from

$1,344

Apartment Box Lucignano

Lucignano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$93

I Casali di Colle S. Paolo-Villa, pool,3 bedrooms.

Tavernelle di Panicale villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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$332

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$634

Desiderio, the wine lover home with pool - a Fontanaro Property

Paciano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$357

Cottages-Vacation Rentals ' ' Cypress ' ' Casa Martina

Cortona house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$509

Poste del Chiugi

Petrignano del Lago apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$492

Villa Del Sole

Cortona villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

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$447

Villa Ginestra

Teverina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$359

Fonte Cicerum stone villa with eco infinity pool - a Fontanaro Property

Paciano house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$984

Poggio ai Gelsi

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$566

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