Vacation Rentals & Villas in Montepulciano

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Villa Miralaghi 8-9 WI-FI, Biliardo, Camino, Piscina riscaldata, Jacuzzi, Bocce

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Games room Private outdoor pool (heated) Staffed property

All filters match

Price per night from

$1,105

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Po' del Vento:è tutto intorno a te:16, piscina riscaldata, parco giochi, camino

Citta della Pieve guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Games room, Private outdoor pool (heated), Staffed property

2 of 3 filters match

Price per night from

$1,105

Beautiful home of 1400 in Umbria

Lake Trasimeno manor house

  • 6 bedrooms
  • 12 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (heated), Games room, Staffed property

2 of 3 filters match

Price per night from

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Casale le Rondini by Vacavilla

Arezzo villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

2 of 3 match: Staffed property, Games room, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$530

VILLA CORTONA (SOFIA) 10 BEDROOMS

Fratticciola farmhouse

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 20

2 of 3 match: Staffed property, Games room, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,841

Il Felceto - luxury 6 BDA villa with heated pool

Citta della Pieve villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 3 match: Games room, Private outdoor pool (heated), Staffed property

2 of 3 filters match

Price per night from

$982

2 of 3 match: Private outdoor pool (heated), Games room, Staffed property

2 of 3 filters match

Price per night from

$3,068

B & B THE OLD Lieutenancy Suite Double

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 13 minutes

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$99

the garden of the Etruscans

Chiusi villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 59 minutes

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$111

Villa Antico Casale - Entire property exclusive 14 beds

Panicale villa

  • 14 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$675

Villa Sarteano

Contignano villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,942

CASA FEBEA 6 people

Chiusi villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$191

Luxury Villa Avorio

Chiusi villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$3,676

Luxury Villa Lunablu

Cetona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,930

Podere il Sogno

Tavernelle villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$904

Pesco - Residenze San Martino

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Staffed property, Private outdoor pool (heated), Games room

1 of 3 filters match

Price per night from

$165

Ciliegio - Residenze San Martino

Passignano Sul Trasimeno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 3 match: Staffed property, Private outdoor pool (heated), Games room

1 of 3 filters match

Price per night from

$198

comfortable room by andrea

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$62

the garden of the Etruscans

Chiusi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 59 minutes

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$197

Villa Asciano 20 - Fantastic villa with garden and pool in Val d'Orcia

Montisi villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$2,161

Villa Boschetto - Stunning villa with garden and pool near Montepulciano

Bivio di San Biagio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$723

Villa Farneta - Elegant villa with private garden and pool near Cortona

Fratticciola villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 17

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,810

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$625

Romantic Cottage in Tuscany

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 11 minutes

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$111

Villa D'Orcia - Homelike Villas

Castiglione D'Orcia villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$630

Villa Alessandro - Homelike Villas

Citta della Pieve villa

  • 17 bedrooms
  • 9 bathrooms
  • sleeps 37

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,782

Villa del Lago - Homelike Villas

Castiglione del Lago villa

  • 19 bedrooms
  • 15 bathrooms
  • sleeps 45

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,210

Villa Glicine- Homelike Villas

Citta della Pieve villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$328

Villa Margherita- Homelike Villas

Fratticciola villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 24

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$967

Villa Rosina - Villa with private pool and small gym near Arezzo

Lucignano villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$264

Villa Clemente - Lovely villa with private pool near Arezzo

Lucignano villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$264

Tus003 - Villa surrounded by rolling hills, Tuscany

Contignano condo

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

1 of 3 match: Games room, Staffed property, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$2,712

La Spiga D'oro -Granaio

Foiano Della Chiana apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$123

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$99

Deliziosa romantica camera

Asciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$62

Family Room

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$99

Ca 'Montalcino

San Giovanni d'Asso apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$80

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Games room, Private outdoor pool (heated), Staffed property

1 of 3 filters match

Price per night from

$197

Viewing 38 of 171
rentals in Montepulciano

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