Vacation Rentals & Villas in Montepulciano

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733 Houses

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Bicycles available Freezer Staffed property Trampoline

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Price per night from

$1,356

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Freezer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$136

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Staffed property, Bicycles available, Freezer, Trampoline

3 of 4 filters match

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Superior Apartment

Castiglione del Lago b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

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Price per night from

$104

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

Bivio di San Biagio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$308

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, Freezer, Staffed property

3 of 4 filters match

Price per night from

$185

B & B THE OLD Lieutenancy APARTMENT LA ROCCA

Citta della Pieve b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 13 minutes

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$222

Diamante-City apartment in Tuscany

Foiano Della Chiana townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

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Price per night from

$222

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, Freezer, Trampoline

3 of 4 filters match

Price per night from

$438

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, Freezer, Trampoline

3 of 4 filters match

Price per night from

$493

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Bicycles available, Freezer, Trampoline

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Price per night from

$406

3 of 4 match: Staffed property, Bicycles available, Freezer, Trampoline

3 of 4 filters match

Price per night from

$529

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Bicycles available, Freezer, Trampoline

3 of 4 filters match

Price per night from

$555

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, Freezer, Trampoline

3 of 4 filters match

Price per night from

$210

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$111

Borgo di Vagli

Mercatale di Cortona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 1 minutes

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$168

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

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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, Freezer, Staffed property

3 of 4 filters match

Price per night from

$194

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$173

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, Freezer, 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, Bicycles available, Freezer, 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, Bicycles available, Freezer, 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, Freezer, 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, Freezer, Staffed property

3 of 4 filters match

Price per night from

$278

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, Freezer, Staffed property

3 of 4 filters match

Price per night from

$308

Holiday home Vigna - Chiusi (Tuscany)

Chiusi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$68

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$154

Fonte Cicerum stone villa with eco infinity pool - a Fontanaro Property

Paciano house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$986

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$272

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$3,081

Podere Molinaccio a 19th century stone farmhouse with private pool and park

Panicale farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$227

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$577

Villa L'Antica Vetreria

Piegaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$493

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

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$1,110

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$1,031

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$1,118

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

3 of 4 match: Trampoline, Bicycles available, Freezer, Staffed property

3 of 4 filters match

Price per night from

$3,513

Viewing 38 of 733
rentals in Montepulciano

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