Vacation Rentals & Villas in Montepulciano

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1,378 Houses

Villa Brolio Quinto,exclusive use,secluded with large park and pool.

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

Match: Stove Safe Staffed property Trampoline

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Price per night from

$490

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Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Staffed property, Stove, Safe, Trampoline

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Price per night from

$367

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Safe, Stove, Staffed property, Trampoline

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Price per night from

$1,347

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Stove, Safe, Staffed property, Trampoline

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Price per night from

$135

Holiday Villa in Cortona

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Staffed property, Stove, Safe, Trampoline

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Price per night from

$685

3 of 4 match: Staffed property, Stove, Safe, Trampoline

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Price per night from

$525

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Stove, Safe, Trampoline

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Price per night from

$551

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, Stove, Safe, Trampoline

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Price per night from

$435

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, Stove, Safe, Trampoline

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Price per night from

$490

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

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Staffed property, Stove, Safe, Trampoline

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Price per night from

$208

Walnut

Passignano Sul Trasimeno bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$98

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$196

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Arcs apartment

Sinalunga apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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X Apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$245

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, Stove, Safe, Staffed property

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Price per night from

$147

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, Stove, Safe, Staffed property

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Price per night from

$276

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, Stove, Safe, Staffed property

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Price per night from

$306

Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$208

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$153

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$175

Casa Titty Residence Terme Siena

Serre di Rapolano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 34 minutes

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$98

House Rosacanina VAT on Bioagriturismo. Riding, Pool, Tennis

Castiglion Fiorentino farmhouse

  • 13 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Staffed property, Safe, Stove, Trampoline

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Price per night from

$123

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Safe, Stove, Trampoline

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Casa San Carlo - apartment Orvieto

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Staffed property, Safe, Stove, Trampoline

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Price per night from

$147

FARM-HOUSE "PODERE OUTLETS" (APARTMENT "B")

Castel Del Piano house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$49

Lake, countryside, relaxation and healthy food

Magione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Borgo di Mezzo

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$110

B&b baldovino di Monte San Savino

Monte San Savino b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$86

Farm Humile - Agriculture and Hospitality B & B

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Stove, Trampoline, Safe, Staffed property

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Price per night from

$221

Agriturismo Humile - Suite "Lunaspicchio"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Stove, Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$221

Farm Humile - Suite "Solevante"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Stove, Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$221

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$710

Authentic Villa in Trasimeno Lake

Monte del Lago villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

“Absolutely a beautiful place!” Location is great, peaceful,and both the house and the land are really well groomed..I liked so much the wood behind the house!! The house is so spacious, 3 apartments inside the main house...and everything is accurate and clean! The owner, Paolo, is a very kind and generous person who try to fulfill every request you ask him! The closest village where to buy food is only 10min by car. I highly recommend for short and long stay!!

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$1,337

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$19

3 of 4 match: Trampoline, Stove, Safe, Staffed property

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Price per night from

$655

Viewing 38 of 1,378
rentals in Montepulciano

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