Vacation Rentals & Villas in Montepulciano

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4,983 Houses

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Match: Private outdoor pool (heated) Pool or snooker table Staffed property Trampoline

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Price per night from

$8,588

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Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$86

La Villa - Luxury Home

Configni villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 12 minutes

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$675

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$94

Oliven Haus

Sveti Filip i Jakov house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Staffed property, Private outdoor pool (heated), Pool or snooker table, Trampoline

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Price per night from

$135

Villa Milena

Krsan villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 22 minutes

3 of 4 match: Staffed property, Private outdoor pool (heated), Pool or snooker table, Trampoline

3 of 4 filters match

Price per night from

$233

Villa Bozac with swimming pool

Vodnjan house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 4 match: Staffed property, Private outdoor pool (heated), Pool or snooker table, Trampoline

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Price per night from

$246

guardalaluna villa holiday House

Pian di Sco b&b

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

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Price per night from

$405

Tenuta Contessa Chiara

Fontanile villa

  • 9 bedrooms
  • 15 bathrooms
  • sleeps 17

“Gail's review of Villa Cortese” Our experience at Villa Cortese was terrific. The owner is a great hostess and we felt very welcomed. The property is lovely and the region is our favorite.

Responds fast! avg. 1 hour 24 minutes

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,472

Villa Antica Sosta

Castelfiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

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Price per night from

$527

Pompeii Suite ...... Your home in Pompeii, apartment of 46 sq.m.

Pompeii townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$675

Pompeii Suite ........ Your home in Pompeii, apartment of 84 sq.m.

Pompeii apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,104

Antares Comfort Plus+

Mali Losinj apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

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Price per night from

$134

Luxury apartment in Villa Calista in Opatija for 8 with pool and silk bedding

Opatija apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$467

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,350

Apartment Kornati (2+2)

Bibinje apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$74

Apartment Krka (4+2)

Bibinje apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$92

Apartment Kalelarga (6+2)

Bibinje apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$111

Casa Baccianella, wonderful holiday home close to hilltop town

Montone house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Pool or snooker table, Private outdoor pool (heated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

$736

Luna

Velika Plana shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

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Price per night from

$344

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$2,103

Villa Bobolino Holiday Home

Montelupo Fiorentino villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 17

Responds fast! avg. 18 minutes

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$344

Villa Vlastelini - holiday house, pool and tennis

Labin villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$381

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, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$1,104

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$5,668

IN THE EXOTIC LOCATION OF VARENNA-EXQUISITE LUXURY ON SHORES OF LAKE COMO

Fiumelatte villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$2,004

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$2,061

Il Felceto - luxury 6 BDA villa with heated pool

Citta della Pieve villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$982

Romantic villa in the Chianti area, near Florence

Strada in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Private outdoor pool (heated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$614

Tuscany Chalet in family camping by the sea, near Pisa and Lucca

Viareggio caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$35

Le volte di ascesi

Assisi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$184

Le volte di ascesi 4

Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$160

Casa Rossa 6 - Comfortabel chalet met airco en veranda dichtbij zee!

Viareggio chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$85

Casa Rossa 13 - Comfortabel chalet met airco en veranda dichtbij zee!

Viareggio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$85

Casa Rossa 15 - Comfortabel chalet met airco en veranda dichtbij zee!

Viareggio chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Private outdoor pool (heated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$85

3 of 4 match: Private outdoor pool (heated), Pool or snooker table, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$516

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

3 of 4 match: Pool or snooker table, Private outdoor pool (heated), Staffed property, Trampoline

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Price per night from

Inquire for Rates

“Perfect Wedding Location & Vacation House” Villa Sgrosso is beautiful. The entire property is perfectly maintained and the owner's are very nice and helpful! We had a wonderful week at the house and everyone enjoyed their time. Our wedding went off without a hitch and both Renato and annalisa were 100% invested in making it such a nice event. They have exquisite taste and all of their recommendations were just as they said. I must thank them for everything. The house is well situated along the coast. It was easier than we thought to walk to amalfi. The city Ravello was wonderful. Lastly, I just have to say swimming at the house was a dream. It makes all the difference to have direct and private beach access!

3 of 4 match: Pool or snooker table, Private outdoor pool (heated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

$4,556

Viewing 38 of 4,983
rentals in Montepulciano

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