Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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 £192
includes taxes & fees
31 Oct - 1 Nov
Toscana Vacanze
An outdoor brick barbecue area with a wooden bench nearby.

2. 2bed, 1bath Garden apt in Chianti!

2bed, 1bath Garden apt in Chianti!
Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
The price is £156
includes taxes & fees
18 Oct - 19 Oct
2bed, 1bath Garden apt in Chianti!
A rectangular swimming pool with clear blue water, surrounded by a tiled deck.

3. 2-BR 1 bath abode in the Chianti hills!

2-BR 1 bath abode in the Chianti hills!
Mura, Montaione
8.0 out of 10, Very good, (1 review)
"Check in Vorgang schwierig, da Gastgeber vergessen hat, dass wir kommen. Dann aber hat alles gut geklappt.Die Wohnung ist sehr renovierungsbedürftig, mein Mann hat erstmal die Klospülung repariert. Sonst hat sie ihren Charme und ist gut ausgestattet Gewürzen und anderen LebensmittelnToll gelegen mit Pool und Tennisplatz"
Germany
Anke G.
The price is £156
includes taxes & fees
2 Nov - 3 Nov
2-BR 1 bath abode in the Chianti hills!
A rural property with stone buildings, a garden, and a view of rolling hills.

4. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is £2,111
includes taxes & fees
15 Oct - 16 Oct
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A rural property with stone buildings, a garden, and a view of rolling hills.

5. Giotto Apartment: Comfort and Relaxation in Montaione

Giotto Apartment: Comfort and Relaxation in Montaione
Montaione
The price is £2,111
includes taxes & fees
21 Oct - 22 Oct
Giotto Apartment: Comfort and Relaxation in Montaione
A rural property with stone buildings, a garden, and a view of rolling hills.

6. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is £2,111
includes taxes & fees
20 Oct - 21 Oct
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A rural property with stone buildings, a garden, and a view of rolling hills.

7. Michelangelo Apartment: Panoramic Views & Spacious Comfort

Michelangelo Apartment: Panoramic Views & Spacious Comfort
Montaione
The price is £2,111
includes taxes & fees
16 Oct - 17 Oct
Michelangelo Apartment: Panoramic Views & Spacious Comfort
A rural property with stone buildings, a garden, and a view of rolling hills.

8. Botticelli Apartment – Spacious Comfort for Families and Groups

Botticelli Apartment – Spacious Comfort for Families and Groups
Montaione
The price is £2,111
includes taxes & fees
21 Oct - 22 Oct
Botticelli Apartment – Spacious Comfort for Families and Groups
A rural property with stone buildings, a garden, and a view of rolling hills.

9. Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space

Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
Montaione
The price is £2,111
includes taxes & fees
21 Oct - 22 Oct
Apartment Raffaello: Comfort and Relaxation with Private Outdoor Space
A rural property with stone buildings, a garden, and a view of rolling hills.

10. Donatello Apartment: Relaxation and Comfort in Montaione

Donatello Apartment: Relaxation and Comfort in Montaione
Montaione
The price is £2,111
includes taxes & fees
21 Oct - 22 Oct
Donatello Apartment: Relaxation and Comfort in Montaione
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

11. 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 £81
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sant'Ilario
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

12. 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 £77
includes taxes & fees
15 Oct - 16 Oct
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

13. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 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 £75
includes taxes & fees
9 Nov - 10 Nov
Casa Vacanze Le Case
A garden with a round table and wicker chairs under a tree.

14. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 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 £50
includes taxes & fees
22 Oct - 23 Oct
Antica Dimora Leones
An open wooden door leading to an outdoor patio with a table and chairs.

15. 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 £101
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

16. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 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 £85
includes taxes & fees
1 Nov - 2 Nov
Borgo San Giusto
A table set with two white cups and saucers, a metal coffee pot, and a potted plant with a pink flower.

17. Coppo – Apartment with Pool and Views of the Tuscan Hills

Coppo – Apartment with Pool and Views of the Tuscan Hills
Gambassi Terme
The price is £315
includes taxes & fees
21 Oct - 22 Oct
Coppo – Apartment with Pool and Views of the Tuscan Hills
A narrow alleyway with brick walls, wooden barrels, and potted plants.

18. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is £131
includes taxes & fees
15 Oct - 16 Oct
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

19. 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 £40
includes taxes & fees
15 Oct - 16 Oct
Camping Boschetto Di Piemma
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

20. 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 £81
includes taxes & fees
29 Oct - 30 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

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful place to stay!"
Peter 3-night trip
Posted 4 days ago
Castelfalfi

Find out more about Montaione

Everything you need to know about Montaione holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montaione holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montaione holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montaione holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montaione. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montaione holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montaione holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montaione rentals

At Expedia, we put the best Montaione holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montaione rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montaione holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montaione. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.