Vacation Rentals & Villas in Montepulciano

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110 Houses

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

Match: Bicycles available Private outdoor pool (unheated)

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Price per night from

$793

Podere Sant'Albino private villa with pool and A/C. Walking distance to a town!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Bicycles available Private outdoor pool (unheated)

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Price per night from

$793

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Apartment Montepulciano Stazione (Siena)

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

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Villa Incanto

Bivio di San Biagio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$730

relax in the countryside with swimming pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$116

Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$95

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$86

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$80

Farmhouse Olimpia in Montepulciano, apartment furnished , pool, wifi

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$110

Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool!

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“family reunion” we looked for a place where the whole family could celebrate a 70'years birthday. We were altogether 4 families of 8 adults and 7 children. The property was ideal for us. We occupied 5 apartments and had the whole place at our disposal. It was nice that we had the whole property at our own so that we should not consider other residents. All apartments were in good standard and the pool area was nice. We had really no complains at all. One evening a pizza evening was arranged by the manager and it was splendid. Further the surrounding towns were interesting and marvelous.

1 of 2 match: Private outdoor pool (unheated), Bicycles available

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Price per night from

$192

Holiday Resort in Montepulciano T,air conditioning,swimmingpool,wine tasting

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$201

Montorio

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

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Holiday Resort in Montepulciano M,,air conditioning,swimmingpool,wine tasting

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$140

Holiday Resort in Montelpuciano B,air conditioning,swimmingpool,wine tasting

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$165

Studio "Borghetto" at The House of the Oaks - Montepulciano

Montepulciano studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$127

Tuscany Villa in Argiano near Montepulciano B&B 1 Room, swimming pool, wifi

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$74

Tenuta di Argiano in Montepulciano, apartment, winery, pool, wifi

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

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

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$305

Podere Monti

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,340

Apartments in Residence

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

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Fattoria San Martino

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,218

Il Grillo 10, Emma Villas

Acquaviva di Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$762

PODERE SAN BONO

Montepulciano villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$220

Il Molinaccio 14+2, Emma Villas

Cervognano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$999

Bossoncina 8&1, Emma Villas

Montepulciano villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$601

Podere Pisinano 8+2, Emma Villas

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$784

THE POGGIARONE

Montepulciano villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$256

Villa Ardita

Bivio di San Biagio house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 53 minutes

1 of 2 match: Bicycles available, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$986

Apartment "Poggino" - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$183

"Policiano Suite" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$305

Studio "Rustic" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$127

Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Return visit” One again we enjoyed our visit to this well run set of apartments. They are ready on time, cleean and well equiped. A caretaker lives on site to provide backiup if needed. The gardena and pool are tell tended and maintained. Montipulciano is 10 mins away by car. Be aware that it is in the middle of the countryside with no shops or restaurants nearby.

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$171

Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful place with beautiful vistas of the hills and valley fr” We were able to stay 5 days and 4 nights in this lovely place. The property was as or better than described. Very comfortable and clean. Everything we needed for the time we stayed there. It was a very nice location to be able to take day trips to Siena, Pienza, Montepulciano, Montalcino and Orvieto on the way back to Rome. Such great views from apt #2. We even saw deer in the evening and morning running through the fields below. Montepulciano is very close and you can be there in a matter of a few minutes to shop at the Conard or enjoy shopping and meals. There are a lot of rules on lists provided to follow regarding trash, cleaning, linens, etc. We didn't see much of the caretakers as they had other jobs/work, a new baby, etc. But they were very pleasant and helpful if we needed anything. This is definitely a place we would go back to again.Once we found it. I am glad we got to the location during the day and not at night. You just really have to believe the directions and keep going. The signs are a bit small and I am glad everyone was looking for them. Please go eat at the 13 Gobbi in Montefollonico about 5-6 miles away on a hill top to the north. You will love it. And have their house wine, great. By the way, a bottle of wine and olive oil was provided upon our stay. Both were very good. Wish I could have bought more of it.

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$192

Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$149

Farmhouse Il Palazzo dei Diavoli Montepulciano - Tuscany Val d 'Orcia

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$146

I Tigli, apt in farmhouse only 5 km to Montepulciano. 2 bedrooms, pool and Wi-Fi

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$192

Apartment "Belvedere" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$170

Flat with terrace,view,Wi-Fi, wine estate with Pool,Spa,restaurant,L6

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

1 of 2 match: Private outdoor pool (unheated), Bicycles available

1 of 2 filters match

Price per night from

$213

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rentals in Montepulciano

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