Top 10 Airbnb Vacation Rentals In Montepulciano, Italy - Updated 2022

airbnb Montepulciano, Italy
Katie
Katie 
Updated

This Medieval hilltop town in Tuscany Montepulciano, Italy boasts some of the most incredible panoramic views. This area is known for the wine it produces, so you could choose to go on a wine tour, explore the impressive sights of Chiesa Del Gesu. Or if none of that tempts you then you can simply sit and order a cup of coffee in the Main Piazza whilst people are watching on the bustling streets. There are so many unique features in Montepulciano that you’ll soon be asking to extend your stay! To help you find the ideal base, we’ve searched far and wide to come up with the top ten Airbnb vacation rentals.

1. Pure relaxation with stunning views (from USD 53)

This room in the hosts’ beautiful traditional-style house has its own entrance. This room is located in an ancient watchtower in the pure countryside which you can enjoy from your very own garden. The vistas of this property are stunning and are dotted with olive groves. If you are looking for tranquility, then you’ll find it here. The double bedroom has a private bathroom and a kitchenette facility which include a coffee machine, an electric plate, and a kettle. This should be enough to prepare breakfast and lunches. Dinner options can be reached in the historical center of town which is 15 minutes away on foot or 3 minutes by car.

Montepulciano: Camera Relax con parcheggio
Montepulciano, Toscana, Italy
376 reviews  Wifi Available
Private room in guest suite 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
very cozy and comfortable room with all necessary amenities
ave was very sweet and thought about the details (fan treats coffee map)
the property and views are amazing and the room is quaint and quiet
gorgeous courtyard and view out the front which was perfect for breakfast and drinks
not air conditioned but didn’t need it as the room remained cool despite the heat
Cleanliness:
everything was clean and the room is quite spacious
the room itself was clean and spacious
the room is very clean and comfortable
ave's rooms are excellent clean and quiet and nicely decorated
place was very clean with lots of thoughtful touches throughout
Host:
ave had helpful maps of the city
ave was one of the friendliest hosts we’ve met
ave was a very kind and welcoming host
she's a great host and very helpful with local tips
ave is such a warm gracious host
Location:
perfect location in a beautiful house
brilliant location 15 min walk from montepulciano
perfect location to explore tuscany by car
very close to the beautiful town of montepulciano
the location is peaceful and relaxing
Read more reviews

2. La Piazzetta (from USD 127)

This open-plan apartment is in a fantastic location, just 250 meters (820 feet) from Piazza Grande. This listing also features panoramic views of Valdichiana, Trasimeno, Montepulciano and Chiusi Lakes. The property itself features bright decorations throughout. The high ceilings and archways make the property feel very spacious. There is a double room and an additional sleeping option of the sofa bed if needed. It is worth noting that the accompaniment of a third person might be at an additional cost and there is a minimum stay of two days. There is a kitchenette area in the property so that you can make light meals. There is also free parking just 80 meters (262 feet) away.

La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Montepulciano, Toscana, Italy
274 reviews Superhost  Wifi Available
Entire loft 2 Beds 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
perfect view from the living room
inside is comfortable with all the amenities one needs with a great view from the kitchen
the cozy apartment has a beautiful view many amenities and a wonderful attentive host
the heater was perfect and the shower also perfect
there was no flaw in the apartment and giuliano is fantastic
Cleanliness:
really clean the place
entire space was clean and well thought out
sparkling clean beautiful shower and comfortable bed
things to clean up with in the kitchen
the apartment was very clean and stocked with food and everything you would need
Host:
host very helpful and accommodating
giuliano is an amazing host
you are a wonderful host
giuliano is a wonderful host
giuliano is a wonderful host attentive to his guests needs
Location:
the location was beyond perfect
guiliano's apartment is located in the most perfect location in montepulciano
easy walking distance to the entire city
the location is great with access to the main shopping areas right out your door
everything about it and the location were amazing
Read more reviews

3. Montepulciano: living the history (from USD 68)

This classical and elegantly renovated loft in the historical center of Montepulciano boasts views over the rooftops. The property has two bedrooms, one single and one double, both of which are of a good size. The master bedroom features a fireplace and modern a bathroom. Located on the second floor (with 70 steps and no lift) of a 1500-year building, directly on the main ‘Corso’, you have everything you could need right on your doorstep. The property is wonderfully bright and welcoming and there are a few different parking options nearby, but take note that these are outside the historical walls as driving in the center of Montepulciano is not allowed.

MONTEPULCIANO: Living the History!
Montepulciano, Tuscany, Italy
153 reviews  Wifi Available
Entire condo 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the apt fit and finish was impeccable
very hot would be nice if there was at least a fan or ac
the place itself is very comfortable lots of space well heated good wifi bathroom even has a washer
wifi wasn't great but otherwise superb great introduction to the property by tziana's friend
there are a few stairs but the view over the rooftops from the apartment is wonderful
Cleanliness:
very clean and well appointed
the apartment was clean and homey
the apartment is clean and modern
the flat is clean and well appointed
the apartment was spotlessly clean
Host:
tiziana and marino were wonderful hosts
hosts were very good communicators
tiziana and marino were wonderful welcoming hosts
tiziano and marino were wonderful hosts
tiziana and marino were wonderful hosts they were welcoming and so helpful when we had questions
Location:
the location is ideal
perfect location for walking in town and close to restaurants
the location is perfect
beautiful location in the middle of the town
great location in the heart of the town
Read more reviews

4. The Little Arch of Memory apartment (from USD 82)

Just a few steps away from the main square you’ll find this adorable first-floor apartment that has a bedroom, a kitchen, and a toilet. Although near the main square, it is a few rows back so it is not too noisy here. This property is most suited for a couple. There is an adjacent property that is available for an extra charge and can host one adult and two children of up to 12 years old. This property is decorated in true Tuscan style with wooden ceiling beams throughout. There is a partial view of the Val di Chiana and the Apennines Mountains. You can also request to rent the wine cellar below the property if you wish.

WiFiFiberCozyApartmentwith LittleArchMontepulciano
Montepulciano, Toscana, Italy
144 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the apartment has complete temperature control with efficient central heating and air conditioning
very charming apartment with nice view from the kitchen window of sunrise and sunset
the apartment is beautiful and had all the amenities we needed for our stay
wifi washing machine air coolers and shower works perfectly as do everything in the kitchen
the apartment is very nice with a beautiful bedroom nice kitchen and bathroom with all amenities needed
Cleanliness:
the place was very clean and decorated beautifully
the apartment was clean bed comfy and bathroom spacious
it was very clean and had a comfortable large bed
the apartment was clean comfortable and well situated
the apartment was precisely as described on airbnb very clean and furnished lovely
Host:
elias was a lovely host
elias was a great host
elias is a wonderful host
elias was a great host who provided excellent recommendations
elias is a great host
Location:
the location is great just 30 seconds from the main square
location is perfect as it is just located in the heart of montepulciano
the apartment has a fantastic location close to everything
great location and exactly as described
incredible location a great place to come back to while exploring tuscany
Read more reviews

5. A view from the top (from USD 152)

Nestled in a side street just 250 meters (820 feet) from the Piazza is this two-bed apartment. Both of the bedrooms are double in size and each has access to their own bathrooms with showers. There is a spacious and elegant open-plan kitchen/living room area. The kitchen comes equipped with a dishwasher, washing machine, microwave oven, toaster and even the all-important coffee machine. This aptly named apartment also offers incredible panoramic views from the top. Guests will be able to drive through the security gate and park the car directly outside the front of the house.

A view from the top
Montepulciano, Toscana, Italy
211 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the view - jaw-dropping unobstructed view to enjoy from small balcony with table and chairs
we appreciated the ceiling fans and open-air concept
the view alone was worth the stay the home was also comfortable and had all the amenities we needed
the views from this apartment are amazing great quiet location with all the necessary amenities
amazing apartment with the most relaxing views
Cleanliness:
clean cozy and very welcoming
very clean & very comfortable bed would definitely stay here again
the place is very up to date and clean
it was very clean and had all that we needed to cook at the apartement
both bathrooms were exceptional and the entire space was cozy clean and comfortable
Host:
luca was a great host
luca was a great host
luca was a great host offering helpful travel advice
luca was a great hosts
luca himself was the perfect host
Location:
so comfortable and perfect location in montepulciano
location is great to walk around the main area of montepulciano
we loved being able to walk to everything
the location of luca's apartment is perfect we loved the easy access to the beautiful town of montepulciano
the location is ideal for getting in and out of montepulciano for day trips around tuscany
Read more reviews

6. Il Leccio Tuscan Farmhouse (from USD 113)

If you want to experience a traditional Tuscan location then the Il Leccio Tuscan Farmhouse might be your ideal vacation rental. The property, which can comfortably fit two people, is what we would call authentic, rustic and chic. The open-space design of the ground floor allows plenty of light in and this bounces off the woodwork pieces. This recently renovated property has rustic terracotta floors and traditional furniture. You’ll experience the true face of Tuscany.

Il Leccio Tuscan Farmhouse
Montepulciano, Toscana, Italy
151 reviews Superhost  Wifi Available
Entire home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
charming comfortable farm house with beautiful view of tuscany
the wifi didn’t work when we tried but that was not a bother for us
comfortable bed and good coffee making supplies i recommend this place for a rich experience
the shower had great water pressure and the bed slept comfortably
Cleanliness:
the space was sparkling clean and had lots of charm
very spacious and clean
very clean and great amenities
the apartment was as described and clean
Host:
aebano was the perfect host
aebano is a wonderful host
aebano is a great and thoughtful host
host provided great advice on the local attractions
our hosts were amazing and beyond helpful
Location:
the location was great and close to the city center and the wineries
beautiful location just outside town in the middle of vineyard and olive grove
excellent stay in a dreamy location wonderfully located in the tuscan countryside it’s perfect
the location is perfect with just a 5 minute drive to the center of montepulciano
unique farmhouse apartments with amazing atmosphere and great location (5 mins away from montepulciano)
Read more reviews

7. Letizia's home (from USD 63)

This homely property is shared with the host and you will be renting the spacious double bedroom. It is worth noting that this is separated from the main living quarters by a ¾ wall. As a guest, you’ll have access to the open-plan kitchen/living room, dining area, shared bathroom, veranda and spacious patio. The garden with BBQ setup is also available for guests to use. It is just 1.2 miles (2 km) from the historic center and near panoramic views. There is a reserved parking spot at the front of the apartment for those coming by car.

Letizia's Home - Montepulciano
Montepulciano, Toscana, Italy
85 reviews  Wifi Available
Entire rental unit 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we had some unseasonably cold days and needed to use the heater which worked very well
we were welcome with a snack and the apartment is beautiful and big
the flannel sheets are so comfortable
we had a beautiful spacious kitchen bedroom sitting room sun room and bathroom
letizia was kind enough to start us off with coffee and bread for the first breakfast
Cleanliness:
the apartment is clean spacious and well serviced
the apartment is spotlessly clean and well equipped with dishes pots and pans and breakfast food items
letizia is very friendly and the place was nice and clean
the house was very clean and well organized and we really enjoyed our stay
the place is very quiet spacious well equipped very clean with a nice garden
Host:
she is an efficient host
great place with a great host
letizia and her mother ivana were gracious hosts
the greeting was friendly and welcoming
our hostess ivana was very kind and helpful upon our arrival
Location:
great location just outside of town
very good location to visit montepulciano
you may walk or drive even take a bus to the centre easily
the place is little outside the city but perfectly reachable
the place is very cozy and the garden is great - must be perfect in summer
Read more reviews

8. La Corte Segreta (from USD 123)

Near the Tower of Pulcinella and the main Square, this guest house vacation rental offers a relaxing room for your holiday. The double bedroom is spacious and elegantly decorated in a chic style. The crisp white decorations are offset by the deep wooden furnishings in a perfect contrast. The property has private access through a ‘secret alleyway’. Panoramic views can be enjoyed from the shared access garden on this property. Sounds like the perfect spot to watch the sunset on your holiday.

Historic Center La Corte Segreta
Montepulciano, Toscana, Italy
94 reviews  Wifi Available
Private room in home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
marco brought us an extra fan which made the room more comfortable
a real tuscan villa with a beautiful view and an amazing room
wifi was the best we have had out of all the places we have stayed
beautiful room in montepulciano you have your own private patio bathroom and bed
bathroom ensuite was also very nice
Cleanliness:
room was spotless clean
room was very clean and included cleaning service while we were out during the day
the room was clean and comfortable
a quaint and clean room to stay
beautiful clean room just as described
Host:
laura was a wonderful host
marco was a great host
owner marco is very welcoming & helpful with recommendations
brilliant stay with lovely hosts
great place to stay- the hosts are welcoming and helpful
Location:
great location if you want to be in the middle of the city
the location of this room is excellent
great location great room comfortable bed
great location in montepulciano marco was vey welcoming
great central location but just removed enough from busy street
Read more reviews

9. Apartment il Torrino (from USD 98)

If you are looking for unparalleled views then your mission is complete. We don’t think you’ll be able to beat Torrino. This completely renovated property boasts views of the Valdorcia hills and the Temple of San Biagio. Located in close proximity to the Piazza Grande, the Poliziano Theater, and the Fortezza, this means that you can reach all the landmarks easily. There are two bedrooms, one of which has a traditional double bed whilst the other has a double sofa bed. There are also two bathrooms, a well-stocked kitchen, and full WiFi. Finally, the living room area features a flat-screen television and parking is just 10 meters away (32 feet).

Apartment il Torrino
Montepulciano, Toscana, Italy
104 reviews Superhost  Wifi Available
Entire home 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
the wifi worked very well
beautiful apartment with stunning views
large yet cosy apartment with beautiful views and great amenities
the view from claudia's apartment is outstanding
the apartment of claudia is amazing with a beautiful view on toscane landscape
Cleanliness:
very clean and well maintained
the apartment was clean and spacious
the place is well laid out clean and functional
the apartment was very clean and has perfect location
it was perfect for our group of 4- plenty of clean linens and towels
Host:
claudia was very helpful and responsive
claudia was most helpful and accommodating
claudia was very helpful and really nice person
claudia was an excellent host
claudia was very helpful and even though we arrived later than planned she was there to greet us
Location:
the location is great
super close to the main street with good food and wine bars nearby
you will love this location
parking was convenient right in front of the place and great location walking distance to shops and restaurants
fantastic outlook very comfortable and relatively easy walk to everything
Read more reviews

10. Family apartment (from USD 51)

This unique mezzanine-style vacation rental includes a kitchen, bedroom, private garden and free WiFi throughout. Protected by a fence, this property is ideal for a couple with a young child as there is also a crib on site. The historic city center is only a few minutes away on foot, or you can use the shuttle bus.

appartamento in villetta familiare
Montepulciano, Toscana, Italy
87 reviews Superhost  Wifi Available
Entire home 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the kitchen had everything internet was great to have
the kitchen/living room is adorable and debora provides a bottle of water and a carton of milk
the apartment was a short walk with gorgeous views to the old city
the bed is comfortable and there are extra blankets available
the apartment has every type of household appliance and the place is amazing calm and beautiful
Cleanliness:
clean and well furnished apartment
the place was clean and cozy
the apartment is clean and cozy has everything supplied that you might need
the space is cozy and clean and our daughter loved the swing in the yard
great value strong recommendation for this clean up to date spacious and central location
Host:
our hosts were a warm and friendly couple
we enjoyed the privacy and the hospitality of the hosts
friendly and easy to communicate
debora is a very kind and helpful host
people are friendly and prices are very fair
Location:
wonderful location walking distance to historical city center and to a supermarket
the price and location are very good
short walk (20 minutes) up the hill to the grand piazza
the flat is exactly as described and the location is excellent
hospitable owners excellent location and value for money
Read more reviews

Plenty to see and do

There is so much to see and do that even the kids will have a great time exploring. Remember to book online and be sure to tag us on your Instagram photos. We’ll be waiting!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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