Vacation Rentals & Villas in Montepulciano

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Bicycles available Shared outdoor pool (unheated) Staffed property Trampoline

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Price per night from

$136

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Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$81

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Staffed property, Bicycles available, Shared outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$284

Le Palazze, country b&b

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 30 minutes

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$186

La Sosta di Braccio - casa vacanze

Macchie guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$99

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Shared outdoor pool (unheated), Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,358

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

Cortona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Staffed property, Bicycles available, Shared outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$494

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

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Bicycles available, Shared outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$210

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

Cortona apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Bicycles available, Shared outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$439

Arcs apartment

Sinalunga apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

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X Apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$247

I Tigli, apt in farmhouse only 5 km to Montepulciano. 2 bedrooms, pool and Wi-Fi

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$194

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$173

Il Loggiato, two bedrooms apartment in the Crete Senesi region. Pool, A/C, Wi-Fi

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$278

L’Oliviera, apartment close the Thermal SPA of Rapolano Terme. Pool, A/C & Wi-Fi

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$278

Il Fienile, ground floor apt for 4 pax in the Crete Senesi. Pool, A/C & Wi-Fi

Rapolano Terme apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$278

La Corte, one bedroom apt on the ground floor close Asciano. Pool, A/C & Wi-Fi

Rapolano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$149

Il Forno, unique apartment for 5 pax in the Crete Senesi area. Pool, A/C & Wi-Fi

Rapolano Terme apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$309

Il Pozzo, beautiful apartment in the Crete Senesi area. Hot tub, pool, A/C, WiFi

Rapolano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$149

spacious comfortable nice big new independent functional

Montecchio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Bicycles available, Shared outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$179

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Shared outdoor pool (unheated), Bicycles available, Trampoline

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Borgo Dolciano

Chiusi guest house

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 30

2 of 4 match: Staffed property, Trampoline, Bicycles available, Shared outdoor pool (unheated)

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Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$104

B & B The Gianduia

Lucignano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$142

Poggio della Bandina - One bedroom apartment

Citta della Pieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$155

Fattoria Borgonuovo - Rosa

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Bicycles available, Staffed property, Shared outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$123

Fattoria Borgonuovo - Geranio

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Bicycles available, Staffed property, Shared outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$123

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Bicycles available, Staffed property, Shared outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$284

Fattoria Borgonuovo - Ortensia

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Bicycles available, Staffed property, Shared outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$123

B & B THE OLD Lieutenancy APARTMENT LA ROCCA

Citta della Pieve b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 13 minutes

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$223

Diamante-City apartment in Tuscany

Foiano Della Chiana townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$223

Tuscany Villa in Montepulciano,Free Parking,Free Wi-fi,view of valley

Bivio di San Biagio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Shared outdoor pool (unheated), Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$309

2 of 4 match: Staffed property, Shared outdoor pool (unheated), Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$530

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Shared outdoor pool (unheated), Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$556

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Shared outdoor pool (unheated), Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$406

Villa Augustus the taste of history

Cortona cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Trampoline, Bicycles available, Shared outdoor pool (unheated)

2 of 4 filters match

Price per night from

$173

BORGO CASALVENTO

Crete Senesi hotel apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Trampoline, Bicycles available, Shared outdoor pool (unheated)

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Casa Carina

Montecchio, San Lorenzo cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Staffed property, Trampoline, Bicycles available, Shared outdoor pool (unheated)

2 of 4 filters match

Price per night from

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rentals in Montepulciano

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