
Vacation rentals in Montalcino
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Other great vacation rentals in Montalcino

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!

Fantastic vieuw House
We were guests of Wim for a special occasion and our stay was well beyond expectations! The villa offers a spectacular view of both the mountains and the lake, it offers a beautiful pool with deck chair available, a large green part where you can relax and many beds to spend time together! We recommend all these stays! Wim is an attentive and caring host, super responsive and available for any need. Thank you for helping to make our stay enjoyable and peaceful!

The Garden of Olives | Casa Ippocastano
great place and a great host!

A Romantic Villa in the heart of Tuscany
We are 2 couples in our early 60s. We adored the home. The surrounds and views sublime. We cooked and loved sitting in kitchen as sun set. Ahhhh. We enjoyed a drink in village at a little store. Our favourite meal was at Nazionale (book or you won’t get in). The lady there is areal character you will get to like her. The agricento restaurant also good. Coop had groceries. The village of Radicondolli is just beautiful. We drove to many places from there. Siena, san Gin, the Terma Antica ….. ( warm mineral waters with spa) nice to be spoilt. Try the other small villages around Radicondoli, we did better than larger ones, like castle d’elsa. Fabulous museum. Our hosts Francesca and Lorenzo were welcoming and met us on arrival. Each room was well separated with ensuite each room. Kitchen fully appointed. Italian coffee pot (buy you ground coffee at coop in town), some basic condiments. Roomy showers, one bath, lots of room to spread out. Herbs in garden.

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.

Beautiful bright villa with view - Casa Luca
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!

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.

Historic watchtower restored Acacia
We loved it! Tuscany at it’s best!
Quick stats about vacation rentals in Montalcino
Total rentals
920 properties
Nightly prices starting at
ﺩ.ﺇ73 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
Frequently Asked Questions
Are there bed and breakfast rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 10 bed and breakfast rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Montalcino?
Experience the best of Montalcino with our apartment rentals, starting at about $20 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 villa rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 60 villa rentals for guests traveling with pets.
Do apartment rentals in Montalcino have a bbq area?
Absolutely! We offer over 80 apartment rentals with a bbq area in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Montalcino have self check-in?
Absolutely! We offer over 10 villa 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 condo rentals in Montalcino have wifi?
Absolutely! We offer over 60 condo rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there Montalcino villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 90 villa rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Montalcino?
Montalcino has more than 170 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Bed And Breakfast Rentals in Montalcino?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 60 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Mount Amiata
- Val di Chiana
- Gulf of Baratti
- Valdarno
- CavallinoMatto
- Marina di Grosseto beach
- Kite Beach Fiumara
- Cavallino Matto
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel
- Cala Di Forno
- Podere La Marronaia, Sosta alle Colonne
- Tenuta Le Velette
- Cala Violina
- Riva del Marchese
- Pubblico Palace
- Cantina Contucci
- Cantina de' Ricci
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina Stefanoni
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- Things to do Province of Siena
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- Things to do Tuscany
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