Monticiano Rentals

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109 Houses

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Exclusive luxury villa in the Tuscan countryside. 14 rooms, pool, A/C and Wi-Fi!

Monticiano villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

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Price per night from

$3,598

Great rentals within 20 miles that match your search

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$87

Farmhouse in old mill in the Chianti hills

Monteriggioni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$148

Santilaria

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$370

B&b l'incanto

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$83

GH Paradiso - Apartment - Split Level (C)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$185

GH Paradiso - Large 2 Bedrooms Apartment (B)

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$185

#la Ghibellina Montalcino

Montalcino house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$124

#la Ghibellina2 Montalcino

Montalcino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$74

Appartamento Penelope

Massa Marittima apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$136

antica fonte resort

Gallena hotel apartment

  • 28 bedrooms
  • 40 bathrooms
  • sleeps 50

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Casa della Pia, Palazzo Pannocchieschi

Massa Marittima b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$98

Casa del Lupo

San Dalmazio house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

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Price per night from

$87

Villa Ombrone 16

Buonconvento villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

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Price per night from

$1,761

Borgo Castelrotto, pool villa 18 guests at Castelnuovo Tancredi Estate

Buonconvento farmhouse

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$1,726

GH Paradiso - 2 Bedrooms Apartment (A)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$185

Cesira Palazzina

Val d'Orcia b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$191

La Casa del castagno

Roccatederighi townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$124

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 36

“A beautiful place to spend great moments with friends and family” We have been three families, a couple and some friends arriving on their own. It was one of the most relaxing, funny and wonderful holiday we have ever spent. The kids loved their time at the pool, the garden, with dart, billiard, ping-pong and table soccer and of course with the cat "Luigi". We adults had lots of time for chatting, laughing, joint cooking and eating, relaxing and some sports. The professional and big kitchen is a real asset. Albeit the nearby very fine and cosy restaurants, we usually preferred staying among us in the villa. Both, in sun shine and rain, the villa offers all you need for a great time in the big group (a big salon with open fire, several living and dining rooms indoor, the big and well-kept garden, main terrace, barbeque and pool outdoors). There are however also enough spaces to retire to, such as a hammock below a beautiful old oak, hidden benches in the garden, comfortable sofas here and there, and of course the spacious sleeping rooms, each with individual features and great views over the Tuscan landscape. We definitely can recommend this place!

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Price per night from

$1,972

2pax Apt. with garden 2km from Historical Centre

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$185

Agriturismo Podere Palazzetto

Casole d'Elsa farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$99

Villa Castelnuovo Tancredi - The perfect Tuscan Experience

Buonconvento farmhouse

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 22

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$5,810

Villa di Geggiano

Siena guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$555

B & B Palazzo Bulgarini

Siena b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Borgo di Mezzo

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$111

B & B La Rondinella

Montecerboli b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$74

A horse in Tuscany for all the Family

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$124

Casale Montesoli

Buonconvento house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$880

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$132

Casa WOW panoramic terrace * . *

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$345

Farmhouse La Pieve -Casale charming

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$210

Poggio Rosso

Bivio di Ravi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$247

Various apartments

Monterotondo Marittimo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$111

Various apartments

Monterotondo Marittimo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$81

Casa Vacanze San Pierino -Stalla

Monteroni d'Arbia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$247

Maremma emotions

Casal di Pari house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$308

Palazzo di Valli

Siena villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 24

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Price per night from

$1,585

House Colle Knights

Bivio di Ravi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$148

Viewing 38 of 109
rentals in Monticiano

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