Vacation Rentals & Villas in Montepulciano

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

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

Match: Private outdoor pool (unheated) 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, Private outdoor pool (unheated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,356

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$925

Villa Borgo Taverne

Corciano villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Staffed property, Private outdoor pool (unheated), Safe, Trampoline

3 of 4 filters match

Price per night from

$704

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

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Private outdoor pool (unheated), Safe, Trampoline

3 of 4 filters match

Price per night from

$555

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, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$444

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$177

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

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Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$210

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private outdoor pool (unheated), Safe, Staffed property, Trampoline

2 of 4 filters match

Price per night from

$136

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$2,776

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$3,144

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$3,513

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, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$1,347

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$715

Orchidea - Two double bedroom # 6

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$272

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$161

Villa Portoverde

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$577

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

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$2,949

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$660

Case Sant'Anna 18 Posti

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

3 of 4 match: Trampoline, Private outdoor pool (unheated), Safe, Staffed property

3 of 4 filters match

Price per night from

$1,118

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: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$99

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$198

Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

2 of 4 match: Staffed property, Safe, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$704

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 4 match: Private outdoor pool (unheated), Staffed property, Safe, Trampoline

2 of 4 filters match

Price per night from

$370

San Carlo house

Monteleone d'Orvieto villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 32

2 of 4 match: Staffed property, Safe, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$2,151

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Safe, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$406

Squirrel House-Cortona

Cortona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Safe, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$423

The Coat Of Arms

Monte San Savino house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

2 of 4 match: Safe, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$87

typical tuscan house rental

Rapale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Safe, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$124

B&b baldovino di Monte San Savino

Monte San Savino b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

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: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$222

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

Castel Del Piano house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$50

Farm Humile - Suite "Solevante"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$222

Agriturismo Humile - Suite "Lunaspicchio"

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

$222

Lake, countryside, relaxation and healthy food

Magione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 of 4 filters match

Price per night from

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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: Private outdoor pool (unheated), Trampoline, Safe, Staffed property

2 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

2 of 4 match: Private outdoor pool (unheated), Staffed property, Safe, Trampoline

2 of 4 filters match

Price per night from

$438

Viewing 38 of 998
rentals in Montepulciano

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