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Holiday rentals in Montepulciano

Find and book unique accommodation on Airbnb

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Popular amenities for Montepulciano holiday rentals

Stay near Montepulciano's top sights

Conad53 locals recommend
Osteria Acquacheta "FIORENTINA alla BRACE"37 locals recommend
Ristorante la Grotta33 locals recommend
Church of San Biagio30 locals recommend
Caffè Poliziano22 locals recommend
Osteria del Borgo22 locals recommend

Other great holiday rentals in Montepulciano

Superhost
Villa
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Top guest favourite
Flat
4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars6 months ago
While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!
Guest favourite
Cottage
4.9 out of 5 average rating, 179 reviews

Podere Grignano, beautiful Tuscany

MarkRating, 5 stars2 months ago
Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!
Guest favourite
Villa
4.95 out of 5 average rating, 75 reviews

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.
Superhost
Villa
4.8 out of 5 average rating, 5 reviews

Casa al Fiume - Villa with exclusive pool

MarcRating, 5 stars104 months ago
We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!
Superhost
Cottage
4.78 out of 5 average rating, 32 reviews

Glicine romantic cottage in country

BartRating, 5 stars19 months ago
Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.
Superhost
Apartment
4.93 out of 5 average rating, 231 reviews

Ognissanti 94

BenRating, 5 stars7 months ago
Large airbnb tucked outside the city. Location is very walkable. Space is large, and unit is clean. Marina & her team were very accommodating with us as well, which I appreciate!
Superhost
Flat
4.5 out of 5 average rating, 4 reviews

Pozzale Apartment 2+2 | 50m

KatrienRating, 5 stars9 months ago
We loved this place. The grandmother welcomed us and she was such a nice lady! There is a lot of space for the kids to play and the view from the swimming pool with the sunsets is amazing! It’s an ideal place to visit some villages in the neighborhood during the day and to relax at the end of the day at the pool. We would love to come back a bit longer!

Quick stats about holiday rentals in Montepulciano

  • Total rentals

    310 properties

  • Nightly prices starting at

    £23 before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore

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