Montescudaio Rentals

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216 Houses

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TUSCANY FOREVER PRIVATE VILLA ACQUAVIVA

Montescudaio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$312

Campo del Rosario

Montescudaio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private pool

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Price per night from

$128

TUSCANY FOREVER PRIVATE VILLA BERTI Montescudaio

Montescudaio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$349

Great rentals within 20 miles that match your search

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$125

Villa Belvedere

Gambassi Terme villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$598

Alice 1

Castiglioncello apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$252

Casa Leccino

Castiglioncello house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$282

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

Match: Private pool

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Price per night from

$116

Villa Mimosa, Relax in Nature

Casciana Alta villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Private pool

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Price per night from

$482

villa AthenA Tuscany - Coast Etruschi -

Colle Mezzano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$241

Luxury Villa, spacious and comfortable, with

Montaione villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$499

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

Montecastelli Pisano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private pool

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Price per night from

$143

Responds fast! avg. 2 hours 58 minutes

Match: Private pool

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Price per night from

$642

Luxury villa in the heart of Tuscany, A/C, swimming pool with jacuzzi, garden

Montelopio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$687

Farmhouse immersed in the nature

Volterra farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$874

Country Relais & Spa Le Capanne

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

Responds fast! avg. 55 minutes

Match: Private pool

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Price per night from

$1,872

LA CASA DI CHIANNI "La Pieve" appartamento 1

Chianni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Private pool

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Price per night from

$213

Villa with pool just a few km from the sea

Nibbiaia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private pool

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Price per night from

$286

Count Florestan: character, comfort, beauty

Monterotondo Marittimo farmhouse

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$446

Villa Ferretta

Ponteginori villa

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 22

Responds fast! avg. 1 hour 7 minutes

Match: Private pool

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Price per night from

$699

Private Tuscan Villa

Radicondoli villa

  • 12 bedrooms
  • 13 bathrooms
  • sleeps 24

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Podere il Giurato Apartment Maestrale

Fauglia apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$175

Podere Il Giurato Apartment Libeccio

Fauglia apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$175

Historical Farmhouse with spectacular views of rolling hills reaching the sea!

Castelfalfi farmhouse

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$499

Podere il Giurato Apartment Tramontana

Fauglia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private pool

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Price per night from

$175

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Price per night from

$275

Fantastic holiday accomodation on large Tuscan estate for party or family

Castel San Gimignano apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$1,148

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$348

Villanovia Country House & Spa

Volterra farmhouse

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 28

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Price per night from

$811

Agri-Bio podere Santa Palmira

Pomarance apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$269

poderelasterza

Chianni studio

  • Studio
  • 1 bathroom
  • sleeps 6

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IL FOCOLARE

Terricciola condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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IL PINO

Terricciola condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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THE CESSPIT

Terricciola apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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LA STALLA

Terricciola apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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IL GRANAIO

Terricciola apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Gualdo del Re

Suvereto apartment

  • 11 bedrooms
  • 22 bathrooms
  • sleeps 25

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Casa AVERANI

Colleoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Viewing 38 of 216
rentals in Montescudaio

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