
Holiday rentals in Montalcino
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Montalcino
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Montalcino holiday rentals
Other great holiday rentals in Montalcino
Superhost

Flat in Mercatale Valdarno
4.98 out of 5 average rating, 80 reviewsPanoramic 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!
Superhost

Cottage in Volterra
4.9 out of 5 average rating, 179 reviewsPodere 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!
Superhost

Farm stay in Camucia
5 out of 5 average rating, 7 reviewsThe Garden of Olives | Casa Ippocastano
ViktorijaRating, 5 stars7 months ago
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.
Superhost

Villa in Asciano
4.95 out of 5 average rating, 75 reviewsPodere 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

Cottage in San Gimignano
4.78 out of 5 average rating, 32 reviewsGlicine 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

Flat in Arezzo
4.5 out of 5 average rating, 4 reviewsPozzale 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!
Superhost

Home in Monteroni d'Arbia
4.87 out of 5 average rating, 187 reviewsThe Tower of Corsanello
DiegoRating, 5 stars1 week ago
Filippo and Teresa were great. They made us feel at home and the place was amazing. Recommend it to anyone looking for an authentic Tuscan stay.

Flat in Siena
5 out of 5 average rating, 3 reviewsTerrace on the walls of Siena
GiuseppeRating, 5 stars4 days ago
Perfect Easter in Siena! The apartment is beautiful, new, thoughtful in design and very comfortable. The terrace is really beautiful, ideal to enjoy the Sienese evenings in total relaxation, too bad not to have used it in full due to time! It's in a convenient location, just a 10-minute walk from Piazza del Campo, and with easy parking 7 minutes away. Easy and fast check-in, hosts were attentive and accurate, available for every need. Highly recommended, especially for a quiet and stylish stay within walking distance of downtown!
Quick stats about holiday rentals in Montalcino
Total rentals
920 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
500 properties are a good fit for families
Pet-friendly rentals
530 properties allow pets
Rentals with a pool
390 properties have a pool
Destinations to explore
- Florence Holiday rentals
- Elba Holiday rentals
- Pisa Holiday rentals
- Rome Holiday rentals
- Bologna Holiday rentals
- Cinque Terre Holiday rentals
- Portofino Holiday rentals
- Riviera di Levante Holiday rentals
- Francavilla al Mare Holiday rentals
- Genoa Holiday rentals
- Italian Riviera Holiday rentals
- Verona Holiday rentals
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with a fireplace Montalcino
- Rentals with a firepit Montalcino
- Family-friendly rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Flat rentals Montalcino
- Rentals with outdoor seating Montalcino
- Holiday home rentals Montalcino
- Fitness-friendly rentals Montalcino
- Bed and breakfasts Montalcino
- Rentals with a hot tub Montalcino
- Rentals with pools Montalcino
- Rentals with a patio Montalcino
- Rentals with breakfast Montalcino
- Family-friendly rentals Montalcino
- Cottage rentals Montalcino
- House rentals Montalcino
- Rentals with a sauna Montalcino
- Luxury rentals Montalcino
- Smoking-friendly rentals Montalcino
- Farm stay rentals Montalcino
- Rentals with a washing machine and dryer Montalcino
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- CavallinoMatto
- Marina di Grosseto beach
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Kite Beach Fiumara
- Cavallino Matto
- Casa Barthel
- Tenuta Le Velette
- Podere La Marronaia, Sosta alle Colonne
- Cala Violina
- Riva del Marchese
- Cantina de' Ricci
- Madonna del Latte
- Cala Di Forno
- Cantina Stefanoni
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Ugolino Golf Club
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Pubblico Palace
- Cantina Contucci
- Podere Il Cocco
- Castiglion del Bosco Winery
- Golf Club Toscana
- Casa Del Cioccolato Perugina
- Things to do Montalcino
- Nature and outdoors Montalcino
- Food and drink Montalcino
- Things to do Province of Siena
- Sightseeing Province of Siena
- Tours Province of Siena
- Art and culture Province of Siena
- Food and drink Province of Siena
- Nature and outdoors Province of Siena
- Sports activities Province of Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Wellness Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Food and drink Tuscany
- Things to do Italy
- Food and drink Italy
- Tours Italy
- Sports activities Italy
- Sightseeing Italy
- Nature and outdoors Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy