Vacation Rentals & Villas in Montepulciano

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1,155 Houses

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

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

Match: Microwave Safe Staffed property Trampoline

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Price per night from

$492

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Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

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

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Price per night from

$1,353

Lake, countryside, relaxation and healthy food

Magione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$136

Villa Borgo Taverne

Corciano villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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

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Price per night from

$702

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

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Price per night from

$528

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

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Price per night from

$554

Holiday Villa in Cortona

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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

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Price per night from

$689

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, Microwave, Safe, Trampoline

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Price per night from

$437

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

Cortona farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$209

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, Microwave, Safe, Trampoline

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Price per night from

$492

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, Microwave, Safe, Staffed property

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Price per night from

$222

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: Microwave, Trampoline, Safe, Staffed property

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Price per night from

$99

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$197

Private Villa with a wonderful view and private pool, close to Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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

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Price per night from

$443

Limonaia Apartment

Sinalunga apartment

  • 1 bedroom
  • 10 bathrooms
  • sleeps 2

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Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$209

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, Microwave, Safe, Staffed property

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Price per night from

$277

Three Arches House

Chiusi apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$122

COTTAGE LA DOLCE AGOGIA

Panicale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$154

Villa Profumo Di Salvia - Una Terrazza sul Lago

Monte del Lago villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$233

The Source Of Montebuono

Agello farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 38

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

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Price per night from

$1,275

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, Microwave, Safe, Staffed property

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Price per night from

$99

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$176

Cascina Toscana -Luxury Holiday House- Private Swimmingpool & Jacuzzi

Arezzo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$615

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$369

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

Castel Del Piano house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$50

Borgo di Mezzo

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$111

B&b baldovino di Monte San Savino

Monte San Savino b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$222

Agriturismo Humile - Suite "Lunaspicchio"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$222

Farm Humile - Suite "Solevante"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$222

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, Microwave, Safe, Staffed property

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Price per night from

$1,344

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

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Price per night from

$19

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

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Price per night from

$576

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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

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Price per night from

$2,943

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

3 of 4 filters match

Price per night from

$658

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

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

3 of 4 filters match

Price per night from

$3,505

Viewing 38 of 1,155
rentals in Montepulciano

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