Montemassi Rentals

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204 Houses

La rosa dei venti in Podere Ristella

Montemassi townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$111

HOLIDAY HOUSE UNDER THE Pereti

Montemassi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

La Meridiana panoramico con piscina

Montemassi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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Price per night from

$111

Villa Norma

Montemassi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$479

Great rentals within 20 miles that match your search

Stones of the ancient village

San Lorenzo a Merse house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$129

Villa in secluded grounds of 1 hectare

Gavorrano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$246

Poggio alla Rocca: the best location for Maremma guides

Grosseto hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

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Price per night from

$2,211

Poggio alla Rocca - ALBA

Casale di Pari studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$246

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$369

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$369

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$614

Appartamento Penelope

Massa Marittima apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$135

Three rooms in Puntone for 6 persons ID 154

Puntone apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$288

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$123

la casa di Mario

Tatti apartment

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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casa valeria Cinigiano

Cinigiano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$74

LE COST

Massa Marittima b&b

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 3

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Il passo degli ulivi

Paganico apartment

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

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Castle Tower

Monticiano tower

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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Price per night from

$111

Walnut della Fonte

Radicondoli house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

The plum tree Source

Radicondoli townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$86

Villa Pasqualina

Radicondoli farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Farm the castle area.

Chiusdino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

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Price per night from

$667

Località Casa al Molino

Castagneto Carducci apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$92

vegoia

Campagnatico villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Lovely and little panoramic "Mansarda"

Monticiano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$86

The House of colors

Radicondoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$105

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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Price per night from

$356

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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Price per night from

$115

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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Price per night from

$1,695

Farm Castello di Vignale

Riotorto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$147

Casa del Lupo

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

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Price per night from

$86

River Side

Castiglione Della Pescaia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$62

Lato Hotel Anfora

Castiglione Della Pescaia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$132

casa vacanze BICCHI BELVEDERE

Scarlino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$122

casa vacanze BICCHI BELVEDERE

Scarlino townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$129

Deal 2023 Private Tuscany villa with pool and jacuzzi near Siena for holiday

Montecastelli Pisano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$140

Ribocciolo

Montieri apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$86

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rentals in Montemassi

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