Vacation Rentals & Villas in Montepulciano

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94 Houses

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Microwave Staffed property Swing set or jungle gym

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Price per night from

$147

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Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Staffed property, Microwave, Swing set or jungle gym

2 of 3 filters match

Price per night from

$96

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Microwave, Staffed property

2 of 3 filters match

Price per night from

$354

Holiday Apartment in the historical palace.Marina

Montepulciano apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

2 of 3 match: Swing set or jungle gym, Microwave, Staffed property

2 of 3 filters match

Price per night from

$171

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Microwave, Staffed property

2 of 3 filters match

Price per night from

$192

Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

2 of 3 match: Swing set or jungle gym, Microwave, Staffed property

2 of 3 filters match

Price per night from

$1,031

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Microwave, Swing set or jungle gym, Staffed property

1 of 3 filters match

Price per night from

$196

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

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 3 match: Microwave, Staffed property, Swing set or jungle gym

1 of 3 filters match

Price per night from

$74

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 3 match: Microwave, Swing set or jungle gym, Staffed property

1 of 3 filters match

Price per night from

$80

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 3 match: Microwave, Swing set or jungle gym, Staffed property

1 of 3 filters match

Price per night from

$306

I Tetti Sulla Valle - nel cuore di Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$110

Little Brick House on Siena Hills with Balconies

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$105

Villa in Montepulciano ID 4124

Sant'Albino villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$908

Siena Historic Center Stylish Flat with Balcony!

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$136

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$86

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 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$182

Apartment with Little Arch

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$113

PODERE SAN BONO

Montepulciano villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$220

Buen retiro

Abbadia di Montepulciano lodge

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$245

Podere Pisinano 8+2, Emma Villas

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$786

Il Molinaccio 14+2, Emma Villas

Cervognano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$1,000

Il Grillo 10, Emma Villas

Acquaviva di Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$765

Bossoncina 8&1, Emma Villas

Montepulciano villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$602

Casa della Luna

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$98

Charming 1-Bed Apartment in Montepulciano

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$197

Le Grazie 8

Sant'Albino villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$508

Le Colombelline 12, Emma Villas

Montepulciano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$1,099

Casa Quercia Close By to Montepulciano

Bivio di San Biagio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 56 minutes

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$346

Quercia 6 Apt Close By to Montepulciano

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$169

Quercia 4 Apt Close By to Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 56 minutes

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$125

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$143

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

Montepulciano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$123

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 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$192

Apartment with Beautiful Sun

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$146

Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$1,466

CASA CERVOGNANO

Sant'Albino villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$223

Il Casale Di Manuele 12, Emma Villas

Cervognano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$842

Le Terre Di Nunzio 12

Bivio di San Biagio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 3 match: Swing set or jungle gym, Staffed property, Microwave

1 of 3 filters match

Price per night from

$1,137

Viewing 38 of 94
rentals in Montepulciano

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