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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

Guest favorite
Tall cypress trees create a striking line along the pathway, standing against a clear blue sky. Vibrant purple flowers bloom at their base, enhancing the natural beauty of the landscape.
Condo in San Rocco a Pilli
5 out of 5 average rating, 8 reviews

Apartment with ensuite bedroom, kitchen, swimming pool, petf

AbigailRating, 5 stars10 months ago
We had a great stay. The garden and pool were beautiful. We were given fresh bread and pasta from our hosts which was very tasty!
Top guest favorite
A sleek kitchen design features dark cabinetry and a neutral countertop. A modern gas stove is paired with an oven below. A stainless steel sink sits adjacent to a polished faucet, with ample storage provided by multiple upper cabinets.
Condo in Siena
4.98 out of 5 average rating, 45 reviews

Historical Center near the Cathedral - Luminous

RolfRating, 5 stars4 days ago
The apartment is equipped with everything you need, which a fifty-five language student needs for 4 weeks. I cooked a lot myself, although many, great restaurants are available in the immediate vicinity (5-10 min. on foot). The grocery store is right around the corner. The language school is a 5-minute walk away. In the free time I was on the gravel bike a lot, so I was very happy about my own washing machine. Therefore, I can recommend the apartment 100%.
Top guest favorite
Condo in Cortona
4.98 out of 5 average rating, 133 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

MassimoRating, 5 stars4 days ago
Small but very well equipped apartment, centrally located. Great solution for those who want to stay in an extraordinary village like Cortona.
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 bright living area features large arched windows allowing natural light to fill the space. A light-colored sofa with patterned cushions is positioned beside a wooden coffee table, which holds a bowl of fresh fruit. A cozy chair is situated in the corner, complementing the inviting atmosphere.
Condo in Torrita di Siena
5 out of 5 average rating, 5 reviews

Apartment Azzurro- Cignella Resort Tuscany

LisaRating, 5 stars11 months ago
Wow! Beautiful place! We have a wonderful pizza on the terrace and a great breakfast spread in the morning. The room was comfortable and very clean. The hosts were kind and welcoming. We can’t wait to go back. Totally worth the drive out there.
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 stars6 days 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!
Top guest favorite
A neatly arranged stack of white towels is displayed on the bed. A small red decorative item is placed on top, tied with a cream-colored ribbon. The background features an orange wall and a softly glowing bedside lamp.
Condo in Florence
5 out of 5 average rating, 38 reviews

A Casa di Vanda - large apartment with covered parking space

HarryRating, 5 stars2 weeks ago
Maurizio and Sabrina were excellent hosts who went to great lengths to ensure our stay was as smooth and hassle-free as possible. They greeted us upon our check in to the place, providing us with everything we could need and more to fully relax as well as maximise our time in Florence, even providing a green binder of local recommendations/interest points among other items. The property itself was extremely well kept and cosy, while the surrounding neighbourhood was quiet with the city centre a mere 30 minute walk away or 10 minute bus ride. All in all, this was a great stay and find on AirBnB and we would highly recommend it to any looking to stay in Firenze.
Superhost
Vibrant pink bougainvillea blooms frame the pathway leading to the garden. Lush greenery surrounds the path, with a glimpse of the sea visible in the distance. A sun umbrella adds a touch of color to the landscape, enhancing the serene outdoor setting.
Condo in Castiglione della Pescaia
4.75 out of 5 average rating, 64 reviews

Tangerine Tree House with sea view!

GunterRating, 5 stars7 months ago
We stayed in the app for 12 days. "Olive tree house" ! Due to technical problems in the Tangerine Tree House, Lyza left us the larger apartment in the same house for the same price. We enjoyed the olive tree house very much. Lyza has helped us very well with many tips (restaurants, beaches) and recommendations. Nice big terrace with great sea view. We always ate outside and enjoyed the atmosphere. Just disturb the many mosquitoes! Very good location. You can walk quickly and easily to the old town and to the beach. Parking was very good and easy. You can make beautiful excursions from here. The apartment is equipped with everything you need for a longer stay. Kitchen and amenities are very good. The bed is very good. The apartment (windows & doors) is equipped with good mosquito protection. The air conditioners in the bedroom and in the living room/kitchen are very good. We can absolutely recommend the apartment and would be happy to come back.

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 stars3 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.
Top guest favorite
An open kitchen and living area is displayed, featuring a dining table covered with a patterned cloth and simple chairs. The space is well-lit by a window adorned with sheer curtains, while a comfortable sofa invites relaxation. Air conditioning is mounted on the wall.
Condo in Volterra
4.92 out of 5 average rating, 192 reviews

The house in the garden

Carine VandenwaeyenbergRating, 5 stars4 weeks ago
Great! Attention to detail and super clean! Very cozy terrace! Within walking distance of the city center, supermarket and car(parking). Super!
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 238 reviews

House between Firenze, Arezzo, chianti e Siena

IainRating, 5 stars1 week ago
What a hidden gem! It is exactly what you think of when it comes to an authentic Italian household! The pictures do not do it justice, the views are incredible! Every morning we were treated to a cloud inversion over the valley, it was jaw droppingly good! The food in the restaurant was top notch and reasonably priced also! The family are super friendly and would always greet us and go out of their way to have a conversation which made us feel really welcomed! The farm just down by the pool area is such a nice touch and the local dog Franchi is such a good boy too 😃 We would have loved to do the day trip with the family but we didn't have enough time as we were only there for 2 nigjt! We highly recommend staying here and would 100% go back in a heart beat!
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 stars5 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!
Superhost
An inviting living area is presented with a rustic wooden dining table and four chairs. The space features exposed wooden beams and a staircase leading to the upper level. A comfortable sofa is positioned to allow views of the outdoor area through large doors, enhancing the natural light.
Condo in Laterina
5 out of 5 average rating, 4 reviews

Le Fornaci Holiday Home - Dondo Apartment

AndreaRating, 5 stars1 week ago
Very nice location, essential but functional. Great convenience to have the option to use the restaurant (with prior reservation). Suggestions for improvement, more equipment in the kitchen (cutlery, bottle opener were missing, nothing that couldn't be found after reporting), the bed pillows were quite uncomfortable. We'll be happy to come back
Superhost
A spacious room features exposed wooden beams above, complementing the light-colored walls and wooden flooring. A dining table and chairs sit to one side, while a bookshelf is filled with colorful books. A large window allows natural light to illuminate the space.
Condo in Siena
4.81 out of 5 average rating, 282 reviews

Liberty Siena Flat 2

AgnesRating, 5 stars1 month ago
Perfect apartment in the middle of Siena, a stones throw away from everything you would like to see as a tourist. Great, helpful and communicative host who went out of her way to make sure we had a great stay and took the time to give personal tips. ❤️ A few things in the apartment description did not quite match – the apartment is not on the ground floor but on the first floor (it matters to us traveling with a stroller and had to fold up and carry it up the stairs), and the free parking refers to the free parking spaces that can be found around town. Those are small things in the context - overall we were super happy with both accommodation and host!
Top guest favorite
A spacious living area is furnished with a large beige sectional sofa and a wooden dining table set. A tablecloth with floral embroidery adorns the table, while a yellow flower arrangement adds a touch of color. Framed artwork is displayed on the walls.
Condo in Passignano sul Trasimeno
4.9 out of 5 average rating, 31 reviews

Holidays at Susy's on Lake Trasimeno CASA ROSA

AndreasRating, 5 stars3 weeks ago
Spacious apartment with everything you need, lake view, parking in the garden, safe, quiet location. Thank you! We probably felt
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.

Condo rentals with a pool

Guest favorite
A bio pool with a smooth, circular shape is set against a backdrop of rolling hills and lush greenery. Lounge chairs are placed around the pool area, offering a view of the serene landscape under a partly cloudy sky.
Condo in Scandicci
4.98 out of 5 average rating, 62 reviews

Two-room apartment with private garden in a villa with swimming pool

CharlieRating, 5 stars3 weeks ago
Chiara was a great host, and the apartment was a fantastic base for our trip. The location is perfect - so close to Florence but still has the peacefulness of the countryside. The apartment had everything we needed, was clean and tidy, and we felt at home. The property has beautiful gardens, the pool area was lovely too. Chiara was also kind enough to make a dinner reservation for us, and gave us some great recommendations. We loved our stay!
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 stars3 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.
Superhost
The panoramic swimming pool is framed by a stone terrace, overlooking expansive vineyards and rolling hills. Sun loungers are positioned beside the pool, with a large umbrella providing shade. The clear blue water reflects the sunny sky and surrounding landscape.
Condo in San Gimignano
5 out of 5 average rating, 4 reviews

Apartment Melissa

StéphanieRating, 5 stars82 months ago
We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.
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
Superhost
A view of lush green hills and vineyards extends across the landscape under a clear blue sky. A round above-ground pool is visible on a sunlit patio, surrounded by loungers and a patch of greenery, offering a serene outdoor retreat.
Condo in Marcialla
4.69 out of 5 average rating, 26 reviews

Csa di Romano – Sunset

RymaRating, 5 stars23 months ago
It was my second time at Il Tramonto (because you will love to come again). It has been a great stay, the perfect spot to visit the Chianti region, as well as rest (garden behind is a bliss) and discover tiny villages around. Laura and Sandra are very welcoming, communication is very easy. I recommend !
Superhost
A freshwater pool is framed by a stone patio, surrounded by lounge chairs and umbrellas. Lush greenery and trees create a tranquil setting, while rolling hills are visible in the background under a clear blue sky. The pool invites relaxation and enjoyment of the landscape.
Condo in San Gimignanello
5 out of 5 average rating, 5 reviews

Il Loggiato, 2 bedrooms with a view

LaurenRating, 5 stars7 months ago
Stunning place. Loved the vineyard, olive trees and pool. Exactly what I was looking for in a Tuscan experience!!

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