Vacation Rentals & Villas in Montepulciano

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Mandorlo, Family friendly holiday house with pool

San Venanzo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Nice Friendly Home with good pool and very nice hosts” Nice Friendly Home with good pool and very nice hosts

Match: Shared outdoor pool (unheated) Private indoor pool

All filters match

Price per night from

$143

L'Ulivo, Family friendly holiday house with pool and SPA

San Venanzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Private indoor pool

All filters match

Price per night from

$144

Melograno, Family friendly holiday house with pool and SPA

San Venanzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Private indoor pool

All filters match

Price per night from

$151

Il Noce, Family friendly holiday house with pool and SPA

San Venanzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Private indoor pool

All filters match

Price per night from

$100

Villa Michelangelo

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

Match: Shared outdoor pool (unheated) Private indoor pool

All filters match

Price per night from

$632

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Villa MIchelangelo promoted by WeekHomes com

Brolio house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$731

Luxury Villa Saracino

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$2,710

Country house Il fornello APP. Oleander

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

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Beautiful cottage 2/9 people with pool, near Siena

Trequanda villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$223

Villa Arianna beautiful and relaxing experience

Tuoro sul Trasimeno house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$1,171

Villa Arianna - 3 bdr-villa over the Trasimeno Lake!

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$1,026

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$636

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$636

Antica Villa Merelli 24, Emma Villas

Monte San Savino villa

  • 12 bedrooms
  • 10 bathrooms
  • sleeps 24

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$2,181

Honeymoon Suite in the Tower with Breakfast

Rigutino tower

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$81

Bellavista (Castello di Bossi) S. Rocco

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$194

Saturn - Beautiful apartment between Umbria and Tuscany

San Fatucchio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$146

Jupiter - Dream apartment in the countryside

San Fatucchio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$151

Pluto - Apartment nestled in the hills with swimming pool and Wifi

San Fatucchio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$151

Venus - Apartment in the green with swimming pool

San Fatucchio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$116

Mars - Apartment between Umbria and Tuscany, near Lake Trasimeno

San Fatucchio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$114

Terra - Apartment in the countryside with parchggio

San Fatucchio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$148

Mercurio - A holiday for two at 7 km from Lake Trasimeno

San Fatucchio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$121

Dad Giuseppe holiday

Montecchio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$74

luxury villa few steps from Pienza, outdoor-indoor swimming pool,air-conditoned

Pienza apartment

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$1,587

Luxury Villa with indoor and outdoor swimming pool, Hot Tub and Sauna

Brolio villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Shared outdoor pool (unheated), Private indoor pool

1 of 2 filters match

Price per night from

$881

Locanda Bandini casa di Piero

Citta della Pieve house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$116

Appartamento Pia for a carefree holiday

Tuoro sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$136

Cottage for 2 in the grounds of a farmhouse-Pool

Arezzo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

the garden of the Etruscans

Chiusi villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 59 minutes

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$111

Apartment La Loggia

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$142

ITA1201 Roberto House - Castel del Piano - Tuscany

Castel Del Piano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$87

An incredible property to host your quaint, open-air wedding!

Pozzuolo house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 25

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$3,702

Agriturismo Poggio dell'Artista Modigliani

Vaiano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$272

Delizioso appartamento in casale immerso tra gli ulivi

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$124

La finestra sul cortile

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$99

Cottage La Limonaia

Cortona cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$98

House Adalmina C

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Private indoor pool, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$167

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rentals in Montepulciano

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