Apartment vacation rentals in Montepulciano

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Top-rated apartment rentals in Montepulciano

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Top guest favorite

Apartment in San Gimignano

4.97 out of 5 average rating, 213 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

Superhost

A vibrant study area is presented with green shelving units filled with books, complemented by a wooden desk and a chair. Two chairs in a coordinating green are positioned nearby, and a small bedside table in matching green adds functionality. Natural light enters through a large window.

Apartment in Siena

4.91 out of 5 average rating, 128 reviews

Penthouse in Siena near Piazza del Campo and Palio

Large penthouse (180sqm or 1902 sqf) with elevator located in the heart of Siena, 200 meters from Piazza del Campo. A sapient mix of antique and modern furniture combine elegance and functional living solutions for a uniquely decorated holiday apartment. Private and quiet, it offers splendid views over the city to spend memorable holidays with all comforts. You will have restaurants, grocery stores and typical shops at your doorstep, while Florence, and other important sites are one hour away.

Top guest favorite

A spacious living area is showcased with large windows offering panoramic views of the surrounding hills. A dining table sits in the center, accompanied by chairs, while a comfortable seating arrangement is positioned nearby. Natural light fills the space, highlighting the earthy tones and wood accents.

Apartment in Montepulciano

4.97 out of 5 average rating, 384 reviews

A view from the top, Montepulciano

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2025 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest favorite

A vibrant arcade is captured, featuring tall, arching columns in neutral tones. The tiled floor displays a geometric pattern in various colors. Soft lighting is provided by hanging fixtures. Pedestrians can be seen strolling along the pathway, with shops visible in the distance.

Apartment in Arezzo

4.89 out of 5 average rating, 150 reviews

Arezzo CENTRO STORICO-Downtown TOP position :app X

LOCAZIONE TURISTICA SOTTO I PORTICI enjoys a strategic position at the beginning of the central course.The entrance is located in a building of historical interest under the famous"Portici di arezzo"synonymous with centrality for the Arezzo. It is close to all points of historical interest.The apartment was built from an ancient facade of the building remain visible internally imposing cornices and ancient windows that frame the room. It's super quiet despite its centrality

Guest favorite

A charming bedroom features a spacious bed adorned with patterned textiles. Wooden beams create a classic atmosphere, while a small kitchenette area is equipped with seating. Natural light enters through a window, enhancing the warm tones of the wooden flooring.

Apartment in Montepulciano

4.92 out of 5 average rating, 180 reviews

Aldo's little house

Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling, with the addition of a modern touch. From the window, you can admire a breathtaking view and sunset!! Right in the historic center but very close to parking in a truly privileged position!! It has air conditioning, free Wi-Fi, independent heating, double bed, and coffee corner. Self check-in and parking outside the walls 50 m away, free and paid.

Top guest favorite

A cozy living room is featured, showcasing a set of red leather seating arranged around a wooden coffee table. A vintage cabinet is positioned against the wall, while a flat-screen TV is mounted above a decorative fireplace. The space includes warm lighting from pendant fixtures above.

Apartment in Greve in Chianti

5 out of 5 average rating, 10 reviews

"Casa Alda" magical view of the Piazza di Greve

Newly renovated apartment in the heart of Greve in Chianti. The entrance is right in the central square. In the apartment you will find a cozy living room and a well-equipped kitchen; a large bathroom with shower; and two spacious bedroom with double bed. The apartment is equipped with washing machine, hairdryer, tv and wifi service. The living room opens into the terrace overlooking the famous square called "a form of cod" and its historic arcades.

Guest favorite

A living room scene is centered around a comfortable couch and a wooden cabinet filled with colorful items. A small table occupies one corner, complemented by a bottle of wine and glasses. A large window offers a valley view, framed by soft curtains.

Apartment in Montepulciano

4.93 out of 5 average rating, 172 reviews

Stuart Jasmine central, panoramic top location

This abode boasts one double bedroom, a living room, fully equipped kitchen, one bathroom, and a charming studio room. Every window is adorned with a breathtaking view of the valley, enveloping the space in natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Guest favorite

An ornate decorative vase sits on a polished marble surface, highlighted by an intricate design. A lamp with a soft shade stands beside it, and a vintage mirror reflects both the vase and a wall adorned with a detailed golden frame.

Apartment in San Gimignano

4.82 out of 5 average rating, 401 reviews

CASA GIOVANNI SAN GIMIGNANO

Whole apartment for you ! Convenient apartment just steps from the historic center with easy free parking, dining facilities nearby, surrounded by many green areas and children's playground. In total of the price you pay there is also the tourist tax, required by the municipality that you should pay on the spot.

Guest favorite

A spacious living area features a light-colored couch adorned with colorful cushions. A modern lamp stands next to a low cabinet with decorative items. A small television and some books are displayed on a shelf against the wall, while natural light filters through the room.

Apartment in Siena

4.84 out of 5 average rating, 270 reviews

A bright loft near Piazza del Campo

Facciamo attente procedure di disinfezione di tutti gli ambienti e della biancheria dopo ogni soggiorno. Crediamo che l’igiene sia la cosa più importante. We make strict disinfection procedures of all the rooms and linen after every stay. We think hygiene is the most important things!

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What guests are saying

apartment with bedroom overlooking the valley

4.9 out of 5 average rating, 10 reviews2 months ago

Wonderful location for the Ronda Ghibelina, which my husband ran on the weekend. Very warm and cosy, despite lack of rugs and a lot of stone/concrete and high ceilings. Internet was a bit tough, only phone reception was at the windows and a bit iffy. Made a big difference to have a dishwasher and washing machine. All in all very comfortable and terrific location.

Apartment in Castiglion Fiorentino

What guests are saying

Lovely 2-bedroom apartment in Colle di Val d'Elsa.

4.94 out of 5 average rating, 17 reviews1 week ago

This is actually better than the photos and the garden was lovely. I suggested Manny buy some comfortable chairs for the garden so it will be interesting to see if he follows my advice! This is a beautiful part of he world and there is so much to do and see nearby. Manny is a good host and will help you if you need it.

Apartment in Colle di Val d'Elsa

What guests are saying

The secret nest in San Gimignano

4.96 out of 5 average rating, 24 reviews6 months ago

One of the best Airbnb I’ve stayed Great bed with comfy blankets Amazing water pressure in shower which surprised me One of the cleanest Airbnb I’ve stayed Lots of expresso capsules Amazing location Great host Try her tiramisu- it’s amazing Temperature control was easy Tons of restaurants and hikes around I can not wait to return

Apartment in San Gimignano

What guests are saying

Tognazzi Casa Vacanze - Coretta Luxury Apartment

4.89 out of 5 average rating, 38 reviews5 months ago

I loved our stay here, right in the heart of San G. The window looking over the square was my favourite spot to watch out. The beds were lovely, everything was super clean and we felt at home here. Take note, you have to park out of the city walls (P3 or P4 is closest) and walk up a hill to get to the apartment which isn't a big deal unless you have as much stuff as us with 2 toddlers as well... So pack light and it will be fine!

Apartment in San Gimignano

What guests are saying

Giallo/Rosso 2 bedroom 1 bathroom apartment

5 out of 5 average rating, 9 reviews8 months ago

a great welcome. the place was really very clean.we are very looking at the top it was really great. there is everything you need ( dishwasher, washing machine, hair dryer, coffee machine... with the coffee offered in addition👍. a great basket with fruits and vegetables from the garden. possible for the kids to make pony. the pool to finally cool off was very good too even if it is missing some sunbeds when the accommodations are all full.

Apartment in SAN ROCCO A PILLI - SOVICILLE

What guests are saying

Herons Superior Apartment - Splendid view!

5 out of 5 average rating, 36 reviews1 week ago

We loved staying here! Absolutely would have stayed here longer if possible. It was perfect spot and perfect location for us. Right in the heart of San Gimignano and you could really live like a local. Nice and spacious compared to other spots we stayed in Europe. Before we even left we sent the link for this listing to our friend who’s coming later this year to book here. Lorenzo was quickly responsive the whole time with any questions and was nearby if we had any problems. Do yourself a favor and just book this if it’s available.

Apartment in San Gimignano