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Vacation rentals in Montepulciano

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Top-rated vacation rentals in Montepulciano

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

Guest favorite
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 services for 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.
Aug 17 – 24
$121 per night
Guest favorite
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.
Feb 2 – 9
$438 per night
Guest favorite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta flooring, stone walls. Then go out and take in the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.
Dec 1 – 8
$195 per night

Popular amenities for Montepulciano vacation 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 vacation rentals in Montepulciano

Guest favorite
Apartment in Montepulciano
A view from the top
Feb 17 – 24
$141 per night
Guest favorite
Apartment in Montepulciano
The source
Jan 11 – 18
$103 per night
Guest favorite
Home in San Quirico D'orcia
Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Feb 7 – 14
$266 per night
Guest favorite
Home in Castelnuovo dell'Abate
La Casetta di Brunello,very panoramic with terrace
Feb 6 – 13
$134 per night
Guest favorite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Dec 13 – 20
$141 per night
Guest favorite
Apartment in Montepulciano
Montepulciano Downtown Storico
Jan 23 – 30
$78 per night
Guest favorite
Condo in Montepulciano
Dimora Valinda, Montepulciano Piazza Grande +A/C
Jan 31 – Feb 7
$58 per night
Guest favorite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Jan 31 – Feb 7
$185 per night
Guest favorite
Condo in Montepulciano
a.d. 1237
Feb 5 – 12
$199 per night
Guest favorite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
Nov 5 – 12
$231 per night
Guest favorite
Apartment in Montalcino
Castel Brunello
Apr 13 – 20
$617 per night
Guest favorite
Villa in Montepulciano
Terra Antica Suite & Ville - Montepulciano
Dec 10 – 17
$298 per night

Quick stats about vacation 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

$30 before taxes and fees

Frequently Asked Questions

  • Are there apartment rentals with a dedicated workspace in Montepulciano?

    Yes! Work meets play with ease at over 40 apartment rentals in Montepulciano featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Montepulciano?

    Experience the best of Montepulciano with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Montepulciano have self check-in?

    Absolutely! We offer over 20 apartment rentals with self check-in in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Montepulciano have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly condo rentals in Montepulciano?

    Four-legged friends are welcome in Montepulciano. Choose from more than 20 condo rentals for guests traveling with pets.

  • Are there Montepulciano vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Montepulciano, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Montepulciano?

    Montepulciano has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Montepulciano?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 120 homes with wifi, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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