Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Montaione holiday rentals

A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

1. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is ฿4,980
฿8,983 total
includes taxes & fees
30 Oct - 31 Oct
Toscana Vacanze
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

2. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ฿3,548
฿4,016 total
includes taxes & fees
2 Nov - 3 Nov
Tenuta Sant'Ilario
A garden with a round table and wicker chairs under a tree.

3. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (18 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is ฿2,001
฿2,351 total
includes taxes & fees
18 Oct - 19 Oct
Antica Dimora Leones
An open wooden door leading to an outdoor patio with a table and chairs.

4. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ฿3,075
฿4,513 total
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

5. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ฿2,155
฿3,430 total
includes taxes & fees
15 Oct - 16 Oct
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

6. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ฿3,092
฿3,590 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is ฿1,789
฿2,081 total
includes taxes & fees
28 Oct - 29 Oct
Camping Boschetto Di Piemma
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

8. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (46 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ฿3,330
฿3,776 total
includes taxes & fees
1 Nov - 2 Nov
Borgo San Giusto
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

9. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
The price is ฿3,474
฿3,897 total
includes taxes & fees
25 Oct - 26 Oct
DomuS Miniato
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montaione Hotel Reviews

Calanchi Apartments

Calanchi Apartments

8/10 Good
"great property with staff and reception ready to help wt a moments notice. Awesome pool and a gorgeous view of the hillside. Also features a beautiful sunset scenic view. Many bugs in the area and some may get into the rooms."
Isaac 4-night trip
Posted 1 month ago
Calanchi Apartments

Find out more about Montaione

Search for holiday rentals in Montaione on Expedia! You can easily find your home rentals, villas, holiday apartments in Montaione using one of the methods below:

  • View our selection of featured holiday rentals in Montaione
  • Use the map to find apartments and other holiday homes in the Montaione neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montaione while they last

Look no further and take a look at our great range of rental properties in Montaione!

Frequently asked questions

Can I find holiday rentals in Montaione?

Yes, there are holiday rentals close to the most popular sights in Montaione, or you can select a more secluded option if you're looking for a relaxing stay. Montaione is known for its wineries and golf courses. Make sure you have time to check out the spas and seafood restaurants during your trip.

What are some of the best holiday rentals that Montaione has to offer?

Calanchi Apartments: This highly rated holiday home rental in Montaione offers an outdoor pool, a rooftop terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Montaione?

With 49 Expedia holiday rentals, you're guaranteed to find just the right place for your Montaione stay.

What’s there to see and do in Montaione?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Monastery of San Vivaldo and Castelfalfi Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Montaione like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montaione. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.