Oliveto Rentals

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164 Houses

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Big garden,own pool and wheelchairfriendly, pets

Oliveto house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$482

Great rentals within 20 miles that match your search

Casa Fiordaliso

Cortona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$136

Podere Sant'Egidio

Castel Focognano villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 23

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$794

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$216

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$502

morandi mill old mill with private pool

Loro Ciuffenna watermill

  • 6 bedrooms
  • 16 bathrooms
  • sleeps 12

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$750

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$188

Newman House

Marciano della Chiana house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$186

Antica dimora

Monteroni d'Arbia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$79

FarmHouse near CHIANTI and SIENA

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$186

FarmHouse near CHIANTI and SIENA FRANTOIO

Montebenichi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$247

la lodola

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$149

Villa La Strega

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$705

Casa Anna, cosy holiday apartment Cortona

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$87

Corbezzolo bedsit house in Tuscany Chianti Hills

Montaperti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$62

Castagno house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$74

Ciliegio house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$99

Quercia house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$124

Nespolo house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$99

MOSES PALACE

Cortona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$371

Chianti House

Castelnuovo Berardenga townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$87

Antica Quercia Verde Cortona - a Tuscan Dream 1

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$141

The Costa del Molino

Monte San Savino farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Casa bellavista

Arezzo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Casa Vanda

Arezzo cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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Hajar Montisi Siena

San Giovanni d'Asso house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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podere il castello

Arezzo farmhouse

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$926

a casa da francesco and liliana

Chiaveretto farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Holiday Farmhouse in San Giovanni Valdarno

San Giovanni Valdarno farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

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Elegant Vacation Rental in Cortona Tuscany, Moses

Cortona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“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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$345

Small farm in Crete Senesi

Montisi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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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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Price per night from

$167

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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$2,381

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Price per night from

$184

Bed & Breakfast Antica Casa I Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$118

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

$511

Canonica a Cerreto

Pianella apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$186

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rentals in Oliveto

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