
Condo vacation rentals in Montepulciano
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Top-rated condo rentals in Montepulciano
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Weekly condo rentals

Unique and Secluded in the heart of real Florence
Absolutely wonderful place!! Reasonably priced, well located, SPACIOUS, and equipped with everything you need. I thoroughly enjoyed my stay here. It was perfect and I never wanted to leave!! The apartment is up a few flights of stairs (not an issue and common for Florence), but occupies the whole top floor and then some. It’s extremely clean and MUCH bigger than the photos which was fantastic. The bedroom is nice and big and the bed is so comfortable. The kitchen has everything you need (minus an oven but that’s fine). The bathroom is big too and well lit. There are windows dispersed throughout so it’s easy to get fresh air. This is the 8th Airbnb I’ve stayed at in Florence so far and it’s top of the list. Really just a great spot. Giacomo and his wife Valentina are extremely kind and communicate very well. Any time I had an issue (very few— mostly related to me locking myself out by accident) they were quick to reply and extremely helpful. TOP SERVICE, TOP STAY! Book this place!!!

Sunshine House
Quiet place and also close to supermarkets, even on foot you can reach any place with at most a half hour walk, very nice and well furnished house

Cozy Suite in the San Frediano area
This place was the perfect location to get to and from all the sites we planned to see and walk to. Her cozy apartment had everything that was needed for our short stay. The neighbourhood was friendly and it was quiet at night. As our second stop on our vacation, this set the standards high for our other stops and stays. We would recommend this Airbnb to other future travellers.

“A flat with a view”
Amanda was very kind and accommodating and responded to our requests. The sights are easily accessible after a 20-minute walk. Public transport is in the immediate vicinity. The place was very clean and the most important cooking utensils were available. If you are a light sleeper, the street could be a bit disruptive and the neighbors under the apartment speak relatively loud almost all night - but of course Amanda is not responsible for these circumstances, which is just a small criticism of the area.

The Nest in Chianti
Beautiful apartment in a fabulous location. Cora and Carlotta were very helpful and informative and very patient with us with our lack of Italian! Highly recommend and would love to return. Richard and Suzie

Bellariva Residence
Alessandro was very helpful and kind. The accommodation as soon as you enter was tidy, clean and super fragrant. Well connected, by bus you can easily reach the center, but also on foot if you want to take a walk. Esselunga supermarket very close, and free parking nearby!

Loft Firenze Coverciano
we only stayed for one night for a concert at Nelson Mandela forum. Great location you can walk there in a few minutes and there is everything nearby..pizzerias, restaurants, super markets, bars, etc. the apartment is very clean and well maintained, nothing is missing. Vanna was very nice in letting us find it already heated, which is not obvious with other hosts. i also recommend it for longer stays as the apartment is equipped with every comfort. plus the center of Florence is not far, by car or by means of transport. if that happens, we'll definitely come back!

ideal for two + porch, swimming pool on the farm
We had a great time at this beautiful place. The farm has several apartments, each with their own privacy. The pool was very clean and warm, there was shade available and a shower and toilet right next door. The apartment was as shown in the pictures, there was no air conditioning but it was very cool inside during the day. A few days before our arrival, Isabella sent us all the necessary information and it was her brother Piero who welcomed us very warmly upon arrival. The place was very clean, the kitchen well-equipped and towels were provided. There are many things to do and see in the area, we even had recommendations available. Overall we are really happy and would definitely recommend this place!
Pet-friendly condo rentals

Renaissance Residence In San Miniato with a view
We regret not staying longer at Leonardo's. We loved his home and his unobstructed life. Leonardo's super hosting and availability. We felt at home and didn't want to leave.

Living Florinda Apt. (3' to Airport, 9' to Center)
Great apartment! Super clean and spacious and we loved the balconies! Florinda was so helpful and responsive!

Casa Clara Cortona Cin IT051017c28a6h9glv
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.

Calzaiuoli 10 -Boutique apartment
Wonderful apt near the Duomo. It was perfect for us as it had an elevator and we are in our 70's. We love the area, and even enjoyed the bells ringing. Lots of places to eat nearby, and a supermarket and mini market very close. Great host, thank you!

Michelangelo's residence
Hugo is a very nice host. We went to a volleyball game in Perugia. This place is in an ideal location. It's close to the hall, it's very easy to get into the center with the minimetro, which is very close to the place. We'd love to come back anytime!

Pink like the sunset sky
Very lovely place, clean and beautiful. Lucia is very friendly and responsive for everything. Thank you

Nerone Apartment
The accommodation is a small paradise of tranquility. No noise pollution. Wonderful view. Careful environment and a beautiful pool where you can relax and cool off. Antonella and her family are exquisite, kind, and extremely discreet people. strategic location to visit both the villages of Lake Trasimeno and to visit Perugia, Assisi and many other places. The nearby village is enchanting and you can shop for local products. For a more complex shopping just reach the lake village (Passignano) and you can find coop and Conad. the only thing that should be considered is that the area is totally devoid of a mobile network. The house is equipped with wifi, but as soon as you leave the house, even just to go to the pool, you have no way to access the network. For those like us who wanted to disconnect from everything, it was a no problem. If instead you needed to work or be available, it should be considered. overall for us it was a beautiful week of relaxation. It's worth it.

A step from the Palio
It was a really pleasant stay, a stone's throw from Piazza del Campo. Spacious and well arranged accommodation, on the first floor.
Condo rentals with a pool

""Beautiful Villa with PRIVATE pool in Tuscany""
Nice scenary, quiet romantic Town, Nice small cafe beside the river. But what impress Me marco property I felt like Home right away. Secured electeric gate leaving Me no worries. Kids love it and kitchen are well equip!! Thanks marco for your beautiful place and hosting us!!! I recommend this place for quiet country side place.

Casa Eva, near Orvieto, amazing views + pool
Cannot recommend this Airbnb more. So beautiful and the most amazing hosts. We felt at home and enjoyed every second of our stay. You truly feel like you are living in a dream. The pool was clean and the perfect way to enjoy the scenery.

Relax in farmhouse among the Chianti vineyards
Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

Relaxation and peace in the countryside Cortona G
We really enjoyed our stay! Emanuele and Angela were very kind and replied to any question very quickly. The place is perfect to relax and take day-trips to nearby towns such as Cortona, Pienza, Montalcino and Montepulciano. We enjoyed the pool after big days of visiting the surroundings during very hot days. I recommend it to anyone who wants a mix of visiting and relaxing! :)

Luxury Views aircon Shared Pool parking cooking
We had a lovely stay here - there were 8 of us in total across 4 spacious bedrooms and 3 bathrooms. It is a beautiful old villa with a big garden and a cute pool and barbecue area. It is possible to walk into the city of Florence (30 - 40 minute stroll) but we found a car was necessary to ensure that we could get around and eg buy groceries. There is a cash deposit required for check in, so it’s useful to withdraw that before you arrive. Our host was very responsive and helpful throughout our stay. Overall, we had a lovely time!

lovely farm- apartment (Fox)
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.

Cupiano Power "Le Fornaci"
Francesco was very welcoming and in addition, the site is beautiful and very well maintained. The pool with the mountain views is really superb! A nice place to relax in peace. The road to get there is a bit long and very winding, but this is often the case in Tuscany...
Quick stats about condo rentals in Montepulciano
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Lake Trasimeno
- Lake Bolsena
- Mount Amiata
- Val di Chiana
- Marina di Grosseto beach
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Terme Dei Papi
- Basilica of St Francis
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Mount Subasio
- Cantina Colle Ciocco
- Pubblico Palace
- Cantina Contucci
- Cantina de' Ricci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Stefanoni
- Madonna del Latte
- Golf Club Toscana
- Ugolino Golf Club
- Castiglion del Bosco Winery