Vacation Rentals & Villas in Montepulciano

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107 Houses

Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Microwave Swing set or jungle gym

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Price per night from

$97

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave Swing set or jungle gym

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Price per night from

$148

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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: Microwave, Swing set or jungle gym

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Price per night from

$74

Villa in Montepulciano ID 4124

Sant'Albino villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$917

I Tetti Sulla Valle - nel cuore di Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$111

Little Brick House on Siena Hills with Balconies

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$106

Siena Historic Center Stylish Flat with Balcony!

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$137

Apartment with Little Arch

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$114

Buen retiro

Abbadia di Montepulciano lodge

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$247

Borgo dei Sette Tigli #4

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” We had a 4-night stay here in early July of this year and had such a wonderful experience. We were greeted by alice who was very accommodating and patient even though we lost our way and were an hour late arriving. She was a sweet as can be and made sure we were settled and had all our questions answered before leaving. Barbara (the owner, I believe) came by the next day to greet us and was also wonderful, making sure that we were satisfied. She was taking care of details regarding her forthcoming nuptials which were to take place 5 days after our arrival. She was very accommodating and helpful even though she must have had lots on her mind. We rented a 2-bedroom, 2-bathroom apartment with a fully-equipped kitchen, living room/dining room, small walkout with table and chairs off of the kitchen. This was perfect for our family of 4 -- two adults and two teenage girls. The accommodations are superb: comfortable beds with great quality linens; recently and tastefully renovated rooms, spacious and inviting, fully equipped kitchen with dish washer and clothes washer; clothes are a quick dry in the summer sun on a dryer rack that is provided. The exterior of the buildings are very attractive, landscaping is detailed and well tended and there is a beautiful, beautiful pool. Now picture this in the middle of the lovely landscape of the Tuscany region. Need I say more? If you're thinking of staying here, don't hesitate, it is superb. Ideally located close to Montepulciano (5 minutes by car) and not far from the major highway (15 minutes tops) if you feel that you'll be doing some day trips. Exceptional value for the money. I highly recommend this vacation rental and only wish I could go back. Hopefully some day.

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$184

Il Grillo 10, Emma Villas

Acquaviva di Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$773

Bossoncina 8&1, Emma Villas

Montepulciano villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$609

Casa della Luna

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$99

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$358

Charming 1-Bed Apartment in Montepulciano

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$199

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$87

PODERE SAN BONO

Montepulciano villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$222

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$173

Le Colombelline 12, Emma Villas

Montepulciano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$1,071

Il Molinaccio 14+2, Emma Villas

Cervognano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$1,010

Le Grazie 8

Sant'Albino villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$513

Podere Pisinano 8+2, Emma Villas

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$793

Quercia 6 Apt Close By to Montepulciano

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$171

Quercia 4 Apt Close By to Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$126

Casa Quercia Close By to Montepulciano

Bivio di San Biagio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$349

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$145

Lovely home of Olimpia in Montepulciano, wifi, wine and bikes, music and termal

Montepulciano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$124

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: Swing set or jungle gym, Microwave

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Price per night from

$194

Apartment with Beautiful Sun

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$147

Le Terre Di Nunzio 12

Bivio di San Biagio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$1,149

B&B in Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$130

Villa Montepulciano - Magnificent villa with garden and pool in Val d'Orcia area

Bivio di San Biagio villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$871

Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Microwave

1 of 2 filters match

Price per night from

$1,481

CASA CERVOGNANO

Sant'Albino villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$225

Podere San Buono 6, Emma Villas

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Microwave

1 of 2 filters match

Price per night from

$629

Il Casale Di Manuele 12, Emma Villas

Cervognano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$850

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Microwave

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Price per night from

$506

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: Swing set or jungle gym, Microwave

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Price per night from

$194

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