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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
$218 NZD per night
4.98 out of 5 average rating, 257 reviews
Guest favourite
Apartment in Montepulciano
Caratello - Smart studio Apartment in old town
Nel centro storico di Montepulciano vivi l’autentica atmosfera toscana in questa piccola gemma dallo stile rustico ma allo stesso tempo moderno. Completamente rinnovato e arredato con materiali naturali, ogni minimo dettaglio è stato studiato per coccolarti nel modo più totale. Il pavimento è in legno. L'arredamento è composto di alcuni mobili su misura realizzati da artigiani locali in legno e pietra naturali. Il letto , i materassi ed i cuscini sono prodotti Dorelan, nota azienda del settore, per garantire il massimo confort nel sonno. La testata del letto è un pezzo antico, originale della Toscana di inizio secolo. Riempiti gli occhi con le opere d’arte di Montepulciano, ma anche con la splendida campagna in cui la cittadina è incastonata. Il suo pregiato vino sarà un’ottima compagnia e un perfetto souvenir, mentre le Terme sapranno offrirti il giusto relax. La casa si trova nel centro storico che è zona a traffico limitato tuttavia, nei pressi della casa, ci sono dei parcheggi per lasciare la macchina nel tempo del carico/scarico dei bagagli ed altri stalli per parcheggiare alcuni gratuiti altri a pagamento ma non è possibile prenotarli.
2–9 Feb
$168 NZD per night
4.97 out of 5 average rating, 267 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 Jul
$145 NZD per night
4.91 out of 5 average rating, 117 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
Farm stay in Seggiano
Terra Delle Sidhe, Seggiano, Tuscany
14–21 Oct
$184 NZD per night
4.98 out of 5 average rating, 188 reviews
Guest favourite
Condo in Montepulciano
Dimora Valinda, Montepulciano Piazza Grande +A/C
23–30 Nov
$121 NZD per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Montepulciano
Lo Storico Montepulciano, Cozy apartment in Center
11–18 Jul
$162 NZD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Montepulciano
The Secret of Agnaresi, 30 meters from Caffè Poliziano
19–26 Dec
$227 NZD per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Villa in Montepulciano
Terra Antica Suite & Villas - Montepulciano
29 Oct – 5 Nov
$807 NZD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Farm stay in Montepulciano
Tuscany | Farmhouse with pool | Via della Stella
16–23 Nov
$204 NZD per night
4.92 out of 5 average rating, 36 reviews
Guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
19–26 Feb
$925 NZD per night
4.96 out of 5 average rating, 72 reviews
Guest favourite
Apartment in Montepulciano
The Loggione, a stone's throw from Piazza Grande
2–9 Nov
$136 NZD per night
4.92 out of 5 average rating, 12 reviews
Guest favourite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
2–9 Jan
$600 NZD per night
4.98 out of 5 average rating, 93 reviews
Guest favourite
Apartment in Montepulciano
La Finestra sul tramonto Window on the sunset
11–18 Nov
$220 NZD per night
4.97 out of 5 average rating, 68 reviews
Guest favourite
Condo in Montepulciano
a.d. 1237
20–27 Oct
$375 NZD per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
24–31 Jan
$349 NZD per night
5.0 out of 5 average rating, 56 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

$49 NZD before taxes and fees

Destinations to explore

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