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Vacation rentals in Montepulciano

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montepulciano

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

Guest favourite
Apartment in Montepulciano
Large space between ancient and modern in the center of Montepulciano
Be enveloped by the feeling of intimacy and warmth of this large space where the various areas are divided by original solutions. The original features, such as the exposed beams, are associated with fresh and contemporary elements. Bright environment ideal for 2 people but can comfortably accommodate 3 (armchair bed). Kitchen of the house equipped with all the services for the exclusive use of this room, dining table, TV, wi-fi and private bathroom with shower. Guests have access to the common entrance area of the ManillaHouse and the Esagona room. Lockable safety lock. If necessary, guests can contact me. In any case, the house is well organized and equipped with information sheets to solve small ordinary technical problems. A few steps away are restaurants, bars, shops and various services. In summer, various events are organized such as the International Art Workshop Festival, while in winter the town is embellished with the lights and colors of the Christmas markets. Located in ZTL, the car can be parked in the public car parks P6 P7 P8 , perimeter in the center of the country in the upper part and not far on foot from the accommodation. For further travel there is an urban public transport line called "Pollicino" that connects the historic center to the most recent area of the country. Montepulciano can be reached by car from the A1 Val di Chiana and A1 Chiusi-Chianciano Terme motorway exits (Parking near home n.6-7-8), by train from Chiusi Chianciano Terme station, by bus from Siena, Rome and Florence. It can happen when you stay to hear music from the nearby Music Institute of Montepulciano, violins, pianos, trumpets and bel canto could be the background of your stay but without causing disturbance.
15 – 22 Oct
4.98 out of 5 average rating, 257 reviews
Guest favourite
Home in Montepulciano
Montepulciano Center storico
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.
17 – 24 July
4.91 out of 5 average rating, 117 reviews
Guest favourite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
26 Feb – 5 Mar
4.99 out of 5 average rating, 102 reviews

Popular amenities for Montepulciano holiday rentals

Stay near Montepulciano's top sights

Porta al Prato3 locals recommend
Caffè Poliziano22 locals recommend
Osteria Acquacheta "FIORENTINA alla BRACE"37 locals recommend
Ristorante La Briciola12 locals recommend
Conad53 locals recommend
Fortezza Di Montepulciano8 locals recommend

Other great holiday rentals in Montepulciano

Guest favourite
Condo in Montepulciano
a.d. 1237
20 – 27 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Condo in Montepulciano
Dimora Valinda, Montepulciano Piazza Grande +A/C
10 – 17 Jan
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Montepulciano
COTTAGE ELENA
1 – 8 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Montalcino
Castel Brunello
18 – 25 Oct
4.99 out of 5 average rating, 80 reviews
Guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
29 Dec – 5 Jan
4.96 out of 5 average rating, 72 reviews
Guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
4 – 11 Jan
5.0 out of 5 average rating, 56 reviews
Guest favourite
Apartment in Montepulciano
Herb Apartment
18 – 25 Oct
5.0 out of 5 average rating, 59 reviews
Guest favourite
Apartment in Montepulciano
Lo Storico Montepulciano, Cozy apartment in Center
4 – 11 Nov
5.0 out of 5 average rating, 18 reviews
Guest favourite
Farm stay in Montepulciano
Large Villa 3bdr in Pienza | Orio
6 – 13 Sept
4.96 out of 5 average rating, 71 reviews
Guest favourite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
13 – 20 Nov
4.98 out of 5 average rating, 93 reviews
Guest favourite
Condo in Montepulciano
La Civetta, a design house in the historic center
8 – 15 Nov
4.95 out of 5 average rating, 44 reviews
Guest favourite
Guesthouse in Montefollonico
Casale Santa Barbara - Exclusive Apartment
2 – 9 Nov
4.95 out of 5 average rating, 60 reviews

Quick stats about holiday rentals in Montepulciano

Total rentals

300 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

120 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

14K reviews

Nightly prices starting at

$46 AUD before taxes and fees

Destinations to explore

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