Some info is shown in its original language. Translate

Apartment holiday rentals in Montepulciano

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Montepulciano

  • Total holiday rentals

    Explore 150 holiday rentals in Montepulciano

  • Nightly prices starting at

    Montepulciano holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    140 of Montepulciano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montepulciano rentals

  • 4.8 Average rating

    Montepulciano stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated apartment rentals in Montepulciano

Guests agree: these apartments are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
The spacious living area features large windows offering panoramic views of the countryside. A designer sofa and two armchairs provide comfortable seating around a round table. Shelving holds dishes and books, while rustic beams grace the ceiling, enhancing the room's warmth.
Flat in Montepulciano
4.97 out of 5 average rating, 317 reviews

A view from the gate, Montepulciano.

The house(castoldi apartments site), renovated in 2019, close to the main street and the Square has AC, 2 double rooms (1 or 2 king ), 2 bathrooms ensuite with shower and a large kitchen-living room with 4 windows and a small terrace, overlooking the hills, wine cellar The apartment offers a spectacular view Available in season a nice garden 50 mt away where to have a wine tasting for all the guests of our 4 apartments or grilled meat always with paired wines. Private parking in our garden.

Top guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Flat in Monticchiello
4.97 out of 5 average rating, 181 reviews

Casa Bonari - un paradiso per gli occhi

Casa Bonari è un appartamento indipendente, non condiviso, su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina full optioned e salotto. Le stanze sono arredate in stile toscano, con vecchi mobili di famiglia ristrutturati uniti ad elementi contemporanei. La cucina è completamente attrezzata e l'appartamento circondato su ogni lato da un grande giardino, così che tutte le stanze vantano un bellissimo panorama sulla campagna.

Top guest favourite
A wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.
Flat in Montepulciano
4.99 out of 5 average rating, 291 reviews

Montepulciano Centro Storico

Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

Top guest favourite
A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.
Flat in Montepulciano
4.98 out of 5 average rating, 161 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Superhost
Flat in Montepulciano
4.82 out of 5 average rating, 117 reviews

Casa Evelina - Incredible View, Central Location

Benvenuti nel cuore del centro storico di Montepulciano. Questa casa esclusiva unisce spazio, comfort e un’autenticità rara: un luogo ideale per famiglie, gruppi di amici o ospiti in cerca di un soggiorno memorabile in una delle città più affascinanti della Toscana. Qui potrete vivere Montepulciano da una prospettiva privilegiata: uscire di casa e trovarvi immediatamente immersi tra palazzi rinascimentali, botteghe artigiane, cantine storiche e ristoranti tipici.

Guest favourite
A small balcony offers a round black table set with two glasses of red wine and a wine bottle, framed by stylish folding chairs. The background displays a panoramic view of rolling hills and a vibrant sunset sky.
Flat in Montepulciano
4.85 out of 5 average rating, 125 reviews

LA ZIA MARISA

Apartment with exceptional panoramic view, on the wonderful Tuscan countryside from where you can admire a sensational sunset. The apartment consists of a living room, a fully equipped kitchen with access to a terrace suitable for aperitifs with a panoramic view of the Tuscan hills., a bathroom and two bedrooms, one double and one with 2 single beds N.B. - Tourist tax 2 euros per person and heating on consumption 2 euros per sqm to be paid extra on site

Superhost
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat in Montepulciano
4.91 out of 5 average rating, 284 reviews

I Tramonti di Eramo, Montepulciano centro.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Top guest favourite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Flat in Cortona
4.97 out of 5 average rating, 413 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Top guest favourite
The spacious dining area features a rustic wooden table surrounded by chairs, harmonizing with exposed wooden beams above. A white cabinet and a radiator are visible, while the window offers a view of the outside landscape. Light-colored walls create a warm and welcoming ambiance.
Flat in Montepulciano
4.97 out of 5 average rating, 264 reviews

Casa Ricci Appartamento in palazzo del 1300

Il nostro appartamento è situato a pochi metri da Piazza Grande,può ospitare fino a 4 persone e si affaccia su un panorama suggestivo .E stato recentemente ristrutturato e si trova in un edificio storico del 1300. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful. Was recently renovated and is located in a historic building in 1300.

Top guest favourite
An outdoor terrace is presented with a modern seating arrangement featuring two white cushioned chairs and a matching sofa surrounding a dark coffee table. The view captures the rooftops of Montepulciano, complemented by a clear blue sky and distant hills.
Flat in Montepulciano
5 out of 5 average rating, 113 reviews

Dimora dell'Erbe - Rooftop Apartment

The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.

Top guest favourite
A serene outdoor space is framed by tall, leafy trees, creating a natural canopy. Within the gravel area, terracotta pots with greenery are visible, offering a sense of tranquility. The expansive view stretches across the hills and valleys of the surrounding landscape.
Flat in Cortona
4.96 out of 5 average rating, 186 reviews

Casa Le Contesse

È un piccolo appartamento, porzione della casa colonica dove vivo. È situato a piano terra, con accesso indipendente, in collina, in mezzo agli olivi, ad un km da Cortona. C'è possibilità di parcheggio, accesso privato, usufruire del giardino "superpanoramico''

Guest favourite
A spacious suite features a comfortable bed with neutral-toned bedding, complemented by wooden beams overhead. A freestanding bathtub is positioned near the entrance. Soft lighting creates a calming ambiance, while the adjoining bathroom is accessible through a glass door, enhancing the airy feel of the space.
Flat in Monticchiello
4.98 out of 5 average rating, 402 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Popular amenities for Montepulciano apartment rentals

When is the best time to visit Montepulciano?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$174 SGD$162 SGD$171 SGD$160 SGD$164 SGD$168 SGD$165 SGD$181 SGD$190 SGD$187 SGD$169 SGD$183 SGD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Montepulciano
  6. Flat rentals