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Vacation Rentals & Villas in Montepulicano

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593 Houses

VILLINO

Montisi house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$189

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

Montepulciano villa

5 bedrooms / 6 bathrooms / sleeps 18

Price per night from

$1,026

Beautiful cottage 2/9 people with pool, near Siena

Trequanda villa

2 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$124

B&B Il Pozzo - Giuggiolo

Sinalunga b&b

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$59

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$83

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 52 minutes

Price per night from

$83

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.

Price per night from

$154

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

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

“Wow! A relaxing well appointed holiday home” This is central rural position 6ks from Torrita di Siena makes it easy to enjoy beautiful Tuscany. With easy day trips with a car to Seina, Arezzo, Cortona, Castiglione del Lago or Firenze to name a few.Quiet, comfortable with a very suitable kitchen facilities, all helping to make a very relaxing home base in the middle of the wine area. A good map and GPS navigation system is a must to find your way in this amazing countryside.

Price per night from

$134

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

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$142

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!!

Price per night from

$588

Accommodation near Pienza Tuscany

Pienza apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$212

Price per night from

$283

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

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$106

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.

Price per night from

$154

Villa Iris - Perfect for families or group of friends

Montepulciano apartment

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$203

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$436

Casa Trequanda

Trequanda apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$257

Villa Viole - Dream under the tuscan sun

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$177

Villa Four Seasons

Pienza house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$235

Abbadia Sicille - Relax in Suite with Sauna

Trequanda apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$259

Podere Osteria

Pienza apartment

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$404

Villa Oliveto

Castelmuzio villa

5 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$640

Tuscan Tower - A unique castle apartment

Montefollonico apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Heaven on earth!” This castle apartment, this town and this region of Tuscany were absolutely beautiful, exceeding our expectations! We were 2 couples celebrating our 25th anniversary,and stayed here following our 12 day Mediterranean cruise last October (2012). We had seen amazing countries and places on our cruise, however when we arrived here and climbed the stairs to the tower in the apartment, the view took our "breath away"! This was the highlight of our entire trip! This was the first time we had rented an apartment, and of course a little nervous about the process. Without meeting John and Wendy, they made us feel so comfortable and welcome. The "Welcome Package" that they provide gives you all the information that you need for your stay and any question you may have, you are sure to find the answer in their guide. Located in this amazing medieval town of Montefollonico, you are in the heart of the most beautiful area of Tuscany. John and Wendy include the sights to see and places to visit in their guide, which we followed and were so glad we did! The town provides everything you need, all within a short walking distance - groceries (including wine, spirits and beer) and local restaurants which were all very good. The apartment was perfect for 2 couples,we each had our own bedroom and own bathroom. The beds were very comfortable and all the linens and towels provided were of the highest standard. Just remember no elevators here, so when you first arrive, you must carry your bags up the stairs. John and Wendy let us know that the internet was a little unstable, which it was, but that was okay too. Every daylight moment we spent at the apartment were spent in the tower, enjoying our Tuscany wines, along with our sheep cheese( so good Wendy!) and never getting enough of the beautiful views, the peace all around us, and the sounds of the birds singing. Truly heaven on earth! Thank you John and Wendy for sharing your world with us!

Price per night from

$227

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.

Price per night from

$134

Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$142

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$281

Casa Oliveto

Castelmuzio house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$672

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

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$189

Abbadia Sicille, Relax in Suite

Trequanda apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$165

Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool!

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Excellent apartments in a gorgeous location” I stayed with my family and another family for a week in apartments #1 and #3. The couple managing the compound are very nice and helpful, but also very strict and professional about the rules concerning payment, signing the lease agreement, etc. Expect to do a lot of paperwork and sign away all your rights to anything at all as part of the check-in process. But once that is done, they do their best to make your stay comfortable and pleasant. The good: the apartments are spacious and extremely well equipped, very comfortable. We were able to cook lunches and dinners for 9 people in the kitchen of our apartment (#1), comfortably; and we also were able to fit ourselves around both the indoor table and the outdoor patio table. There is a dishwasher and washing machine in each apartment, which is great. The bad: in aug. 2011, at least, internet by wifi was shaky at best, and in general almost impossible in #1. In #3 it was better. The problem is that the setup had a central wifi router someplace in the compound, and then repeater/extender routers in each apartment; but the thick stone walls of the buildings makes the connection weak and unreliable. Since you pay extra for the wifi, it's extra annoying when it doesn't work. Perhaps the owners have fixed this by now. The ugly: As far as I can tell, nothing in the Montepulciano region is ugly. The surroundings could hardly be more beautiful and perfect for a relaxing summer holiday.

Price per night from

$206

Apartment "Poggino" - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$118

Casale Etruria

Chianciano Terme house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$270

L'ANTICO GRANAIO

Montepulciano cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$146

Villa Albert

Campiglia d'Orcia house

8 bedrooms / 8 bathrooms / sleeps 17

Price per night from

$426

Villa Camelia

Farneta house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 47 minutes

Price per night from

$212

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

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$83

Villa Le Crete, private house with 2 bedrooms. Pool and WiFi in the Val d'Orcia!

Castelmuzio villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$162

Luxury Country Villa in Val d'Orcia, close to Montepulciano and Pienza

Chianciano Terme villa

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$400

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