
Vacation rentals in Montalcino
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Top-rated vacation rentals in Montalcino
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Vacation rentals for every style
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Popular amenities for Montalcino vacation rentals
Other great vacation rentals in Montalcino

Panoramic view from stone Apartment- Pool and A/C
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!

Podere Grignano, beautiful Tuscany
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!

The Garden of Olives | Casa Ippocastano
Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.

Podere on the Crete Senesi
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.

Casa al Fiume - Villa with exclusive pool
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!

Villetta Lorenza
Despite very bad weather, we were able to make good use of the time in the house and its surroundings. The kitchen is well equipped and could be cooked well every day. Since our stay was in the preseason, regional restaurants were not open, which was not bad.

Glicine romantic cottage in country
Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.

Pozzale Apartment 2+2 | 50m
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 vacation rentals in Montalcino
Total rentals
890 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
480 properties are a good fit for families
Pet-friendly rentals
510 properties allow pets
Rentals with a pool
380 properties have a pool
Frequently Asked Questions
Are there condo rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 30 condo rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Montalcino?
Experience the best of Montalcino with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly condo rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 30 condo rentals for guests traveling with pets.
Do villa rentals in Montalcino have a bbq area?
Absolutely! We offer over 50 villa rentals with a bbq area in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Montalcino have self check-in?
Absolutely! We offer over 10 bed and breakfast rentals with self check-in in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Montalcino have a gym?
Absolutely! We offer over 10 villa rentals with a gym in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Montalcino have wifi?
Absolutely! We offer over 100 villa rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there Montalcino condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly condo rentals in Montalcino?
Montalcino has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Montalcino?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with self check-in, over 80 homes with a bbq area, over 300 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- CavallinoMatto
- Marina di Grosseto beach
- Kite Beach Fiumara
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Cavallino Matto
- Cantina de' Ricci
- Cala Di Forno
- Golf Club Toscana
- Podere Il Cocco
- Castiglion del Bosco Winery
- Pubblico Palace
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Contucci
- Cantina Stefanoni
- Madonna del Latte
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Riva del Marchese
- Ugolino Golf Club
- Things to do Montalcino
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- Things to do Province of Siena
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- Nature and outdoors Province of Siena
- Things to do Tuscany
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- Things to do Italy
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- Family travel hub Tips and inspiration
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