Montaperti Rentals

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578 Houses

Apartment Luna

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$199

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

Restored Tuscan farmhouse with pool and views

Certaldo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Under theTuscan Sun” There are no words to describe the beauty here. When we drove up to the house, we thought there was a mistake. Surely this beautifully restored "Under the Tuscan Sun" farmhouse with majestic views of rolling hillside towns dotted with cypress trees, olive groves and vineyards as far as the eye could see could not possibly be the right place. But it was!! So much more than we could have imagined. Expected to see Diane Lane strolling down the road arm and arm with that crazy blonde at any time. The house inside is just as beautiful. Plenty of room...simply and tastefully decorated with everything you need for a very comfortable stay. The pictures really don't do it justice. Ann and Charly are warm and caring hosts...always quick to help our stay more enjoyable. Would absolutely recommend without hesitation!

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$247

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$292

Spacious Villa in Tranquil Setting with Solar Heated Pool, Views and Wifi

Citta di Castello villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great holiday for everyone” We were a combination of three families, including grandparent, cousins, friends, including children from 9 - 23 and there was something for everyone. Lots of room for kids to run around in grounds, big pool with lots of chairs/lounges, great outdoor eating morning, noon and night, good kitchen, bedrooms and bathrooms in abundance. Ipod dock and books for everyone. We travelled as far as Rome, Perugia, Todi, Spoleto, etc. Highly recommended.

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$388

Casa Anna

Terranuova Bracciolini apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$351

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

Water House in Gello hamlet, Tuscany

Montecatini Val di Cecina cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$148

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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$123

Entire property is yours - in the Pisan hills

Casciana Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$308

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

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$115

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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$480

Stunning views from ancient hilltop village

Anghiari apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$104

Casa Bartoli at Borgo Mummialla-your Tuscan home !

San Gimignano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A jewel in the heart of Tuscany.” Booking very easy helped by the owner. Apartment exceptionally comfortable with all the facilities we required. There was no problem moving in thanks to being met by Fabio when we arrived. A beautiful location with amazing views of Tuscany. An ideal spot for touring and visiting the many medieval towns in this area.

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$185

Villa Bagnaie

Lisciano Niccone villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$579

Casale Santappiano

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$554

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$382

Cells Farinaio

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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$330

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

Casale Tignano

Barberino Val d'Elsa house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$389

Tuscany Villas La Casetta del Borgo San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect base to see all that Tuscany has to offer” La Casetta del Borgo was the perfect location for my recent trip to Tuscany with my wife. The unit is located in a resort with plenty of amenities including two pools and a very nice tennis court with faux grass that can be used for a small fee. It is a 10 minute drive to Montaione where one can go for dinner or buy groceries to cook in the unit's kitchen. All the necessary utensils are available to do some home cooking and I enjoyed a number of home cooked dinners and a delicious breakfast every morning thanks to my lovely wife. The main resort building has a restaurant that serves breakfast, lunch and dinner, however I didn't try it out so I can't say anything about it. Paolo, the owner, was a pleasure to deal with. I was having trouble finding the location with my GPS so Paolo had me meet him at his home which is just off the highway from Florence and very easy to find. To ensure that I found it with no problem Paolo drove to the resort while I followed . Once at the resort he had the keys, a nice bottle of wine, and plenty of info about the local area ready for me. Since he knew that I had the flu he even had some flu medication for me in case I needed it! The weather was unseasonably cold when we arrived and the bedding wasn't sufficient, but Paolo came to the rescue and drove over in the rain with more blankets for us. You'll be hard pressed to find a better host at this type of vacation rental. The location was perfect for us as it was very quiet, yet was within easy driving distance of many towns and cities in Tuscany. Smaller towns like Montaione and San Gimignon were within a 10-20 minute drive and Florence, Pisa, Lucca and Sienna were all within an hours scenic drive. If driving into Florence remember that free parking can be found at the Piazzale Michelangelo which is located outside of the ZTL and is a short walk to the Ponte Vecchio, Uffizi and other old city sites. The views are also magnificent! I wouldn't hesitate to recommend this property!

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$85

Casanuova di Cignano

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$115

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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$1,229

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$1,434

La Canonica

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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$351

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$331

Meo House

Volterra house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 17

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$739

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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$1,036

Vepri A1 - Excellently located house.

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$80

Quiet Tuscan village to relax in

Cevoli di Lari house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$98

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

Villa Sassi

Montaione villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$378

Unique private villa near Tavarnelle. 11 bedrooms, pool, SPA, A/C in the Chianti

Tavarnelle Val di Pesa villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 20

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$1,688

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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$215

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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$576

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