Rocca d'Orcia Rentals

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409 Houses

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

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$332

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

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$1,033

Morgana

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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$1,709

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$292

Cosy romantic house with garden and stunning views

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$126

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$111

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$372

Time in Tuscany - The Villas at Podernuovo

Castel Del Piano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Podernuovo offers a unique opportunity to see the real Italy in” Service: Alvina and Umberto are the perfect hosts, friendly and helpful, well-informed as to what to do and what to see. The accommodation: The villas are superbly appointed with every modern appliance, yet from the exterior they retain their rustic charm. All the windows overlook the vineyard and olive groves and the spacious terraces are the perfect spot to enjoy a glass of Umberto's wine after a day of exploring. Location: Podernuovo is well situated to visit the many medieval villages Tuscany is known for. We have had 10 stays at Podernuovo and have enjoyed wonderful day trips to Collodi, the town of Pinocchio Pistoia, Sant'Antimo abbey, to listen to the monks Gregorian chant and Saturnina to luxuriate in the thermal baths. Alvina and Umberto's local knowledge also extends to the most novel and interesting restaurants in the region. The village of Castel del Piano is a 10 minute stroll up the hill and boasts excellent supermarkets, cafes and bars. What did we like best? My husband and I love everything about staying at Podernuovo as witnessed by 10 stays there! Perhaps however, the fact that it is truly unique Italian experience, 'off the beaten track' in a sense and in a place where tourists do not abound (and where villagers are friendly and welcoming), sets it apart from other villas we have stayed in. I simply can find nothing about Podernuovo that doesnt delight both of us. In fact, we are already planning our next visit for 2013.

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$357

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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$481

Casale Santappiano

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$554

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$382

Casa Borgianni. Villa Caprera, Siena Farmhouse.

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“heavenly” A beautifully appointed home, with mercifully two batherooms, tastefully decorated with all that you need. The kitchen is a dream - everything you need. Lovely crockery, not bottom-of-the-range, and the bed linen also of excellent quality. Easy access to Siena, on the bus-route - useful to go into Siena by bus, because parking can be a nightmare in Siena itself. Lovely view of Siena, from the top floor. So all in all, this is a hard place to beat, if you want a few days, or longer, just to chill-out and relax and you would be forgiven for thinking Maggie Smith is going to come walking up the drive-way...

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$296

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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$901

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$669

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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$1,230

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$1,435

La Canonica

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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$351

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$702

Vepri A1 - Excellently located house.

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$80

Viola Apartment with Garden, Pool, and Panoramic Views

Pergine Valdarno apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“perfect holidays” Thanks for brilliant holidays in Laterina. big apartment, big pool, quiet location,...perfect

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$493

AZZURRO APARTMENT private garden / pool

Pergine Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$222

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$216

Villa Guarda Mare - Spectacular Pool with Sea View

Roccatederighi villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 55 minutes

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$500

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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$576

Casale Etruria

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$352

Charming independent house in Tuscany Mulinmaria

Arezzo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

“The Most Wonderful Place” Words cannot describe my experience at Mulinmaria, but I will try... My original stay was in 2005 with my family. I was studying abroad in Florence, and my parents and siblings came to visit me. Instead of staying in the city, we opted for the country. My parents found Mulinmaria through their travel agent, and picked it primarily for its location. It truly is the ideal spot for easy access the Tuscan hill towns, as well as the larger cites such as Florence, Arezzo, and Siena. At the end of the day, after hours of walking around cobblestone streets and climbing hundreds of church steps, Mulinmaria served as a respite where we could relax, take in the earthy Tuscan air, and reflect on the beautiful memories we were making. On the second night of our stay, my parents hired Mulinmaria's owners, Nadia and Roberto, to cook for us. Roberto, a native Tuscan, grilled Val di Chiana steaks over an open flame, finished Tuscan style with coarse salt and rosemary. Nadia, a Bolognese-born Tuscan-transplant, baked pasta and prepared Ribolita (google it!), a Tuscan specialty. We were also treated to Nadia's freshly-baked focaccia and Roberto's homemade wine, as well as a number of vegetables that were picked that morning right outside the kitchen window. For dessert, Nadia baked a walnut cake and served us vin Santo. The meal was unforgettable. It was delicious and made with such love. At that dinner, we got to know Nadia and Roberto, and quickly learned that we were among truly special people. They are such incredibly welcoming, gracious, and generous people. Meeting the Rossi family is what truly made my stay at Mulinmaria so memorable. For me, staying at Mulinmaria was more than a vacation, it was an experience. It was an opportunity to get to know the Tuscan landscape and culture, to improve my Italian language, and to get in touch with a deeper sense of myself. I have since returned several times, and I know that Mulinmaria will always be special to me. I

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$247

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$146

Farm in Chianti

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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$770

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$713

COTTAGE ARCOBALENO garden / panoramic gazebo / pool

Pergine Valdarno cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$554

Barn Cafaggiola

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$297

Villa near Florence WiFi / Pool / Amphitheatre

Tuscany villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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$1,322

Responds fast! avg. 2 hours 14 minutes

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$280

Romantic hideaway in the heart of Chianti

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$149

Podere Vitareto

Sinalunga villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$361

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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$800

The Castellare

Malafrasca - San Frustino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

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$454

Villa la Strega

Siena villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$990

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