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Condo vacation rentals in Montepulciano

Find and book unique condos on Airbnb

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Popular amenities for Montepulciano condo rentals

Weekly condo rentals

Superhost
The living area is designed with a black dining table accompanied by four chairs. Art pieces decorate the walls, while a warm glow emanates from a shelf unit housing decorative items. A lofted sleeping area is visible above, with wooden railings providing an open view.
Condo in Centro Storico
4.88 out of 5 average rating, 8 reviews

Unique and Secluded in the heart of real Florence

KarinaRating, 5 stars13 months ago
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!!!
Guest favorite
A sandy beach is lined with rows of sun loungers and large umbrellas, creating shaded areas for relaxation. The clear blue sky stretches overhead, enhancing the inviting atmosphere. People are visible enjoying the beach in the background, contributing to the lively beach scene.
Condo in Follonica
5 out of 5 average rating, 20 reviews

Sunshine House

RubenRating, 5 stars1 month ago
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
Guest favorite
A modern studio apartment features a dining area with a round table and four white chairs. A cozy seating area with a dark gray couch is present. The bedroom is visually separated by light curtains, showcasing a queen-size bed and ample wardrobes in a calming blue space.
Condo in Centro Storico
4.9 out of 5 average rating, 41 reviews

Cozy Suite in the San Frediano area

JeannieRating, 5 stars6 months ago
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.
Guest favorite
A spacious terrace offers panoramic views of the surrounding rooftops and distant hills, with the dome of the Duomo clearly visible. Potted plants, including vibrant pink flowers, add a touch of greenery to the space, enhancing the connection to the outdoors.
Condo in Centro Storico
4.94 out of 5 average rating, 222 reviews

“A flat with a view”

KarinRating, 5 stars1 week ago
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.
Top guest favorite
A modern kitchen is displayed with wooden cabinetry and sleek countertops. Tiles featuring a geometric pattern add character to the space. An oven and stovetop are integrated within the cabinetry, with decorative plants and utensils arranged thoughtfully on the countertops.
Condo in Greve in Chianti
4.97 out of 5 average rating, 152 reviews

The Nest in Chianti

SuzieRating, 5 stars1 month ago
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
Superhost
A bathroom cabinet displays essential toiletries, including shampoo, body wash, and lotion, alongside neatly arranged rolls of toilet paper. The organized layout ensures easy access to personal care items.
Condo in Florence
4.74 out of 5 average rating, 245 reviews

Bellariva Residence

LauraRating, 5 stars1 week ago
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!
Superhost
A small balcony features a folding table with two chairs, accompanied by a decorative arrangement of flowers. Nearby, a white cabinet is positioned against the wall, while green trees are visible in the background, providing a natural view.
Condo in Coverciano
4.83 out of 5 average rating, 24 reviews

Loft Firenze Coverciano

IlariaRating, 5 stars4 months ago
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!
Top guest favorite
A warm kitchen is characterized by wooden beams and a large fireplace. A rustic dining table is surrounded by several chairs. Cabinets line one wall, while appliances, including a stove and refrigerator, are easily accessible. Natural light enters through a window, enhancing the functional space.
Condo in Bibbiena, AR
5 out of 5 average rating, 16 reviews

ideal for two + porch, swimming pool on the farm

ChloéRating, 5 stars8 months ago
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

Guest favorite
A breathtaking panoramic view of rolling hills enveloped in morning mist can be seen at sunrise. Soft pastel hues of orange and blue fill the sky, creating a serene atmosphere. Lush green trees frame the image, enhancing the sense of tranquility.
Condo in San Miniato
4.91 out of 5 average rating, 109 reviews

Renaissance Residence In San Miniato with a view

DesgaultièresRating, 5 stars4 days ago
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.
Superhost
A bright sleeping area features a spacious bed surrounded by an array of colorful cushions. Light walls are complemented by framed black-and-white artwork. A wooden shelving unit provides storage space, while a large window is adorned with sheer curtains, allowing natural light to fill the room.
Condo in Rifredi
4.83 out of 5 average rating, 84 reviews

Living Florinda Apt. (3' to Airport, 9' to Center)

RhianRating, 5 stars6 months ago
Great apartment! Super clean and spacious and we loved the balconies! Florinda was so helpful and responsive!
Top guest favorite
A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.
Condo in Cortona
4.98 out of 5 average rating, 133 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

MassimoRating, 5 stars5 days ago
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.
Guest favorite
The sleeping area features a spacious bed flanked by two bedside tables, each with a soft lamp. Cozy armchairs are positioned nearby. A window allows for natural light, while exposed wooden beams enhance the room's character.
Condo in Centro Storico
4.87 out of 5 average rating, 119 reviews

Calzaiuoli 10 -Boutique apartment

CarolRating, 5 stars2 weeks ago
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!
Guest favorite
A balcony is accessed through sliding glass doors, featuring a tiled floor and wooden railing. Planters line the edges, providing a touch of greenery. A small storage area is visible, with bins placed neatly against one wall, contributing to a tidy outdoor space.
Condo in Perugia
4.89 out of 5 average rating, 95 reviews

Michelangelo's residence

GabriellaRating, 5 stars6 days ago
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!
Top guest favorite
An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.
Condo in Asciano
4.99 out of 5 average rating, 176 reviews

Pink like the sunset sky

JingmingRating, 5 stars1 week ago
Very lovely place, clean and beautiful. Lucia is very friendly and responsive for everything. Thank you
Superhost
A large swimming pool is surrounded by well-maintained grounds, featuring clear blue water under a bright sky. Loungers and parasols are positioned around the pool area, with lush greenery in the background and distant hills visible.
Condo in Pian di Marte
4.67 out of 5 average rating, 6 reviews

Nerone Apartment

GiuliaRating, 5 stars9 months ago
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.
Superhost
A light-filled living area features a comfortable sofa positioned near a window. A TV is displayed on a modern white entertainment unit, while a colorful rug adds warmth to the wooden floor. Shelving units store decorative items and media.
Condo in Siena
4.79 out of 5 average rating, 121 reviews

A step from the Palio

PinuccioRating, 5 stars3 months ago
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

Superhost
A private swimming pool is surrounded by lounge chairs and umbrellas, inviting relaxation. A hammock offers a serene spot to unwind. Lush greenery frames the pool area, and the apartment structure is visible in the background, blending with the natural landscape.
Condo in Loro Ciuffenna
5 out of 5 average rating, 9 reviews

""Beautiful Villa with PRIVATE pool in Tuscany""

BahrinRating, 5 stars16 months ago
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.
Top guest favorite
A shaded pergola supports climbing greenery, providing a serene view of the salt-water pool surrounded by lounge chairs. Stone walls and lush greenery create a tranquil setting under a clear blue sky.
Condo in Orvieto
4.97 out of 5 average rating, 38 reviews

Casa Eva, near Orvieto, amazing views + pool

JanaRating, 5 stars4 days ago
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.
Superhost
A two-level swimming pool is set amidst landscaped greenery, featuring a shallow area leading to deeper sections. Loungers are arranged in a sunbathing area surrounded by olive trees, while a rustic building is visible in the background, providing a scenic backdrop.
Condo in Pergine Valdarno
4.67 out of 5 average rating, 6 reviews

Relax in farmhouse among the Chianti vineyards

MeganRating, 5 stars7 months ago
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.
Guest favorite
Condo in Volterra
4.95 out of 5 average rating, 21 reviews

Three-room apartment with 2 bedrooms and private garden, swimming pool

JanRating, 5 stars9 months ago
Wonderful place, very nice host. Thank you for your hospitality, Silvia
Guest favorite
A clear swimming pool is visible, reflecting the blue sky above. Surrounding the pool are stone walkways and lush greenery with olive trees. Lounge chairs are positioned nearby, offering a place to relax and enjoy the tranquil outdoor environment.
Condo in Cortona
4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

Marie-HélèneRating, 5 stars8 months ago
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! :)
Superhost
A shared swimming pool is set within a serene garden, surrounded by olive trees. Comfortable lounge chairs are arranged around the pool, complemented by a neat patio area. The clear water reflects the sunlight, enhancing the inviting atmosphere of the outdoor space.
Condo in Gavinana
5 out of 5 average rating, 25 reviews

Luxury Views aircon Shared Pool parking cooking

JeevanRating, 5 stars20 months ago
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!
Guest favorite
A spacious swimming pool is surrounded by manicured grass and framed by tall trees. Sun loungers are arranged on one side, and umbrellas provide shade, creating a relaxing outdoor space. A clear blue sky with scattered clouds adds to the serene atmosphere.
Condo in San Casciano In Val di Pesa
4.83 out of 5 average rating, 215 reviews

lovely farm- apartment (Fox)

DavidRating, 5 stars6 months ago
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.
Guest favorite
An outdoor area features comfortable lounge chairs arranged on a grassy lawn. A fenced swimming pool is visible in the background, surrounded by trees and greenery. The tranquility of the landscape is complemented by a stone structure that adds rustic charm.
Condo in Montieri
5 out of 5 average rating, 25 reviews

Cupiano Power "Le Fornaci"

LindaRating, 5 stars7 months ago
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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montepulciano
  6. Condo rentals