Vacation Rentals & Villas in Montepulciano

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Fridge Staffed property Trampoline

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Price per night from

$136

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Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$283

Fattoria Borgonuovo - Rosa

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$122

Fattoria Borgonuovo - Geranio

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$122

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

3 of 4 filters match

Price per night from

$283

Fattoria Borgonuovo - Ortensia

Cortona lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$122

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$1,354

Hotel Rosati

Chiusi b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 3

Responds fast! avg. 3 hours 59 minutes

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

3 of 4 filters match

Price per night from

$111

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, Shared outdoor pool (unheated), Fridge, Trampoline

3 of 4 filters match

Price per night from

$437

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, Shared outdoor pool (unheated), Fridge, Trampoline

3 of 4 filters match

Price per night from

$493

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

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$210

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$185

podere la giuda

Sinalunga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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La Sosta di Braccio - casa vacanze

Macchie guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$99

The Flowered Farmhouse in Cortona, Apartment Rosa

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$234

The Flowered Farmhouse Cortona, Apartment Margherita

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$246

The Flowered Farmhouse in Cortona Apartment Glicine

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$222

The Flowered Farmhouse in Cortona, Apartment Lavanda

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$271

The Flowered Farmhouse in Cortona, Apartment Tulipano

Centoia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$271

Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

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

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Arcs apartment

Sinalunga apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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

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X Apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$246

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$194

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

3 of 4 filters match

Price per night from

$172

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$148

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$148

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$277

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$277

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$277

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, Shared outdoor pool (unheated), Fridge, Staffed property

3 of 4 filters match

Price per night from

$308

il Forno L'Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

3 of 4 filters match

Price per night from

$149

La Cantina Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$132

La Terrazza L'Antica Vetreria

Piegaro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$149

il Nido L'Antica Vetreria

Piegaro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$123

spacious comfortable nice big new independent functional

Montecchio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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

2 of 4 filters match

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Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

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

2 of 4 filters match

Price per night from

$80

Farm Humile - Agriculture and Hospitality B & B

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 4 filters match

Price per night from

$222

Viewing 38 of 1,157
rentals in Montepulciano

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