Montemassi Rentals

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291 Houses

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La rosa dei venti in Podere Ristella

Montemassi townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$112

La Meridiana panoramico con piscina

Montemassi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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$112

L'AURORA, Il piacere del risveglio

Montemassi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$175

Villa Norma

Montemassi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$485

Great rentals within 20 miles that match your search

The farm Sughereto

Roccastrada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$336

ROCCAMARE - spacious villa by the sea

Castiglione Della Pescaia villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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$978

The Miner's Inn - Ithaca

Massa Marittima house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$112

The inn Miner - Betty

Massa Marittima apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$100

ROCCAMARE Villa with pool and private beach

Castiglione Della Pescaia villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

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$1,617

Poggio alla Rocca - ALBA

Casale di Pari studio

  • Studio
  • 1 bathroom
  • sleeps 2

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$249

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$374

Poggio alla Rocca: the best location for Maremma guides

Grosseto hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

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$2,239

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$374

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$622

Poggio alla Rocca - SUN

Casale di Pari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$622

Appartamento Penelope

Massa Marittima apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$137

home among the olive trees

Massa Marittima villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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$320

Villa Pasqualina

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Poggio Migliaroli

Roccastrada farmhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Farm the castle area.

Chiusdino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

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$676

Località Casa al Molino

Castagneto Carducci apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$94

Private exclusive farmhouse- Podere Le Rote

Montecastelli Pisano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$299

Casale Bows

Gavorrano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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vegoia

Campagnatico villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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La Mulattiera

Scarlino studio

  • Studio
  • 1 bathroom
  • sleeps 2

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$94

Lovely and little panoramic "Mansarda"

Monticiano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$87

Podere Cipollino

Rosia farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Galileo apt on ground floor very typical

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$156

the miner's Inn-Viola

Massa Marittima farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$75

the miner's Inn-Stella

Massa Marittima farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$119

eternal in the woods of Tuscany casa d'artista

Chiusdino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Villa Croci 26, Emma Villas

Grosseto villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 26

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Price per night from

$1,447

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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$116

Cozy Collection of Villas in Tuscany

Montalcino villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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$1,717

Apartments Golf Hotel Punta Ala

Punta Ala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$129

Casa della Pia, Palazzo Pannocchieschi

Massa Marittima b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$99

Casa del Lupo

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

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$87

casa vacanze BICCHI BELVEDERE

Scarlino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$124

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