Vacation Rentals & Villas in Montepulciano

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

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$803

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$145

TASKO

Montepulciano villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 9

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$1,235

Apartment with Little Arch

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$114

Buen retiro

Abbadia di Montepulciano lodge

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$247

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$506

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

Montepulciano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$124

Villa LA VALIANA (Montepulciano)

Montepulciano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

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Price per night from

$741

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 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

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Price per night from

$194

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 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

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Price per night from

$173

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 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

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Price per night from

$184

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 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$194

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

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$151

Apartment with Beautiful Sun

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$147

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 4 match: Microwave, Private fishing lake or river, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$81

San Biagio, private house with pool and A/C just 900 meters to Montepulciano!

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$755

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

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$803

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private fishing lake or river, Trampoline, Microwave, Staffed property

2 of 4 filters match

Price per night from

$149

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 4 match: Private fishing lake or river, Trampoline, Microwave, Staffed property

2 of 4 filters match

Price per night from

$194

Independent villa with private pool, hot tub, WI-FI, A / C near Montepulciano!

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$755

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 4 match: Private fishing lake or river, Trampoline, Microwave, Staffed property

2 of 4 filters match

Price per night from

$1,033

Farmhouse Le Gualtiere

Sant'Albino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$97

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Microwave, Private fishing lake or river, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$198

Tenuta Senese Tenuta Senese

Montepulciano house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$646

Le Terre Di Nunzio 12

Bivio di San Biagio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$1,149

Il Grillo 10, Emma Villas

Acquaviva di Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$773

Bossoncina 8&1, Emma Villas

Montepulciano villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$609

Casa della Luna

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$99

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 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$216

Flat with terrace,Wi-Fi, wine estate with Pool,Spa,restaurant,gym room,s6

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$216

Flat with terrace,Wi-Fi, wine estate with Pool,Spa,restaurant,gym room,n4

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 58 minutes

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$153

Flat with terrace,Wi-Fi, wine estate with Pool,Spa,restaurant,gym room,G4

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 58 minutes

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$152

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private fishing lake or river, Trampoline, Microwave, Staffed property

2 of 4 filters match

Price per night from

$358

Charming 1-Bed Apartment in Montepulciano

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$199

Villa in Montepulciano ID 4124

Sant'Albino villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$917

B&B in Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$130

Podere San Buono 6, Emma Villas

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$630

Il Casale Di Manuele 12, Emma Villas

Cervognano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 4 match: Staffed property, Private fishing lake or river, Trampoline, Microwave

1 of 4 filters match

Price per night from

$850

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