Vacation Rentals & Villas in Montepulciano

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49 Houses

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

Montepulciano studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$129

Burraia Luxury House

Montepulciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$135

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 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$167

Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$148

Apartment "Pratino" - Montepulciano

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$172

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

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$309

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

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$129

Poggio Etrusco: Tuscan B&B, apts, & Cooking School

Montepulciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond adjectives” There is no way to describe our stay here! Pamela and Johnny were more than welcoming. We arrived with our 7 & 4 year olds in tow...and from The gate greeting, we felt as if we were at "memee's house". Each kid had a job...gate keeping and keeping track of the red fetch toy for Bella. We had an unwarranted snafu on credit card deposits in Rome the day before...but it was of no concern to these wonderful and true hosts... Each morning, The breakfast was true to Tuscany yet appealing to the kids... we were within an hours drive of each of our potential destinations...and each evening with a game of fetch watching Bella and the kids...the hosts helped us decide upon on the next days itinerary! We will be back with the whole family in July!

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$1,049

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

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$209

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$173

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$194

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$184

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$151

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$457

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 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$204

Tuscan Villa Argiano 1 room,Montepulciano, B&B

Montepulciano villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

2 of 4 match: Fax machine, Trampoline, Shared outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$81

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

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$105

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

Montepulciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$74

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

Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Shared outdoor pool (unheated), Fax machine, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$148

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: Fax machine, Trampoline, Shared outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$194

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 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$142

Apartment La Loggia

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$142

Podere Poggioalsole

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$173

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

1 of 4 match: Shared outdoor pool (unheated), Fax machine, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$1,032

Relais Ortaglia - Double Bedroom

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$235

Relais Ortaglia - Suite

Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$309

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Shared outdoor pool (unheated), Fax machine, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$198

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

Acquaviva di Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$172

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$216

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$216

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$152

Villa Poggio Fagianino

Sant'Albino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Shared outdoor pool (unheated), Fax machine, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$358

Apartment "Poggino" - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$186

Il Grillo 10, Emma Villas

Acquaviva di Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$773

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, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$153

Flat with terrace,Wi-Fi, wine estate with Pool,Spa,restaurant,gym room,C6

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 58 minutes

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$235

Le Grazie 8

Sant'Albino villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 4 match: Staffed property, Fax machine, Trampoline, Shared outdoor pool (unheated)

1 of 4 filters match

Price per night from

$513

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