Vacation Rentals & Villas in Montepulciano

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430 Houses

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Trampoline

All filters match

Price per night from

$1,358

Borgo Valecchie, Exclusive Villa set with private pool, Cortona, Tuscany

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Trampoline

All filters match

Price per night from

$556

Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Private outdoor pool (unheated) Trampoline

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Price per night from

$705

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Trampoline

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Price per night from

$406

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Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 2 filters match

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

1 of 2 filters match

Price per night from

$136

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$284

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$371

Fattoria Borgonuovo - Rosa

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$123

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$284

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

1 of 2 filters match

Price per night from

$389

Fattoria Borgonuovo - Ortensia

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$123

Fattoria Borgonuovo - Geranio

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$123

Old farmhouse in the Val d'Orcia

Sarteano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$493

Casa Bellavista B&B Cortona

Cortona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$1,006

Casale Le Borghe (10 guests) - Montalcino, Tuscany

San Giovanni d'Asso villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$679

Casa campagna giardino piscina

Tuoro sul Trasimeno house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$260

Villa Perugini stunning view 10people villa with pool overlooking Lake Trasimeno

Tuoro sul Trasimeno villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$317

Casale Umbro

Paciano villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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

1 of 2 filters match

Price per night from

$558

Villa Vita Bella

Cortona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$520

Villa Incanto

Bivio di San Biagio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

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

1 of 2 filters match

Price per night from

$754

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

1 of 2 filters match

Price per night from

$530

2 Bedroom, 2 bathroom, Quiet , Elegant Villa with pool - sleeps 4 + 2

Cortona apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$438

1 Bedroom, 1 bathroom apartment with Pool - sleeps 2 + 2

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$210

3 bedroom, 3 bathroom, spacious apartment with pool - sleeps 6 +1

Cortona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$494

dependance

Paciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$87

Case Sant'Anna 14 Posti

Pietraia villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

1 of 2 filters match

Price per night from

$990

Villa Farnia

Cortona villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

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

1 of 2 filters match

Price per night from

$617

Villa Chic Cortona

Creti house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$494

Luxury Villa Bramasole

Cortona villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 20

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

1 of 2 filters match

Price per night from

$3,696

Luxury Villa Saracino

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

1 of 2 filters match

Price per night from

$2,710

Villa Il Sole del Sodo ,Cortona

Cortona villa

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

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

1 of 2 filters match

Price per night from

$1,049

Villa Exclusive 18px con parco e piscina panoramica

Foiano Della Chiana villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

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

1 of 2 filters match

Price per night from

$988

Splendida Villa con Piscina privata e SPA

Montalcino villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$1,173

Villa Cortona

Cortona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 23 minutes

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

1 of 2 filters match

Price per night from

$266

Antico Mulino di San't Angelo Cortona

Cortona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

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

1 of 2 filters match

Price per night from

$335

Camelia - two bedrooms # 4

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$258

Villa Bellora: a perfect Tuscan vacation home!

Barullo-Centoia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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

1 of 2 filters match

Price per night from

$519

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rentals in Montepulciano

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