Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

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

Our top choices for Montaione vacation 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 ￥21,282
￥39,870 total
includes taxes & fees
Oct 31 - Nov 1
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 ￥12,584
￥31,876 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥12,661
￥31,714 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥427,369
￥444,820 total
includes taxes & fees
Oct 14 - Oct 15
Villetta Brunelleschi: Privacy and Comfort on Two Levels
A rural property with stone buildings, a garden, and a view of rolling hills.

5. Botticelli Apartment – Spacious Comfort for Families and Groups

Botticelli Apartment – Spacious Comfort for Families and Groups
Montaione
The price is ￥424,779
￥442,124 total
includes taxes & fees
Oct 13 - Oct 14
Botticelli Apartment – Spacious Comfort for Families and Groups
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 ￥427,369
￥444,820 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥424,779
￥442,124 total
includes taxes & fees
Oct 13 - Oct 14
Michelangelo Apartment: Panoramic Views & Spacious Comfort
A rural property with stone buildings, a garden, and a view of rolling hills.

8. Giotto Apartment: Comfort and Relaxation in Montaione

Giotto Apartment: Comfort and Relaxation in Montaione
Montaione
The price is ￥424,779
￥442,124 total
includes taxes & fees
Oct 9 - Oct 10
Giotto Apartment: Comfort and Relaxation in Montaione
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 ￥424,779
￥442,124 total
includes taxes & fees
Oct 9 - Oct 10
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 ￥424,779
￥442,124 total
includes taxes & fees
Oct 9 - Oct 10
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 ￥15,328
￥17,392 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta Sant'Ilario
A garden with a round table and wicker chairs under a tree.

12. 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 ￥9,022
￥10,631 total
includes taxes & fees
Oct 22 - Oct 23
Antica Dimora Leones
An open wooden door leading to an outdoor patio with a table and chairs.

13. 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 ￥14,441
￥21,195 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

14. 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 ￥10,079
￥16,043 total
includes taxes & fees
Oct 15 - Oct 16
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

15. 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 ￥13,940
￥16,219 total
includes taxes & fees
Nov 2 - Nov 3
Casa Vacanze Le Case
A narrow alleyway with brick walls, wooden barrels, and potted plants.

16. 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 ￥17,629
￥27,244 total
includes taxes & fees
Oct 10 - Oct 11
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.

17. 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 traveler
The price is ￥7,728
￥9,032 total
includes taxes & fees
Oct 11 - Oct 12
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.

18. 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 ￥15,639
￥17,734 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Giusto
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

19. 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 ￥14,355
￥16,144 total
includes taxes & fees
Oct 25 - Oct 26
DomuS Miniato
A modern bedroom with a bed, bedside tables, a chair, a TV, and a view of the outdoors.

20. Holiday Home 'Blueyes house tuscany'

Holiday Home 'Blueyes house tuscany'
Montespertoli
The price is ￥22,832
￥29,558 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home 'Blueyes house tuscany'
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
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  • 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 vacation rentals in Montaione?

Yes, we give you a choice of vacation rentals close to popular points of interest in Montaione, or you can go with a more remote 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 vacation rentals that Montaione has to offer?

Calanchi Apartments: Visitors give good reviews to this Montaione vacation home rental, which offers an outdoor pool, a rooftop terrace, and a barbecue grill 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 vacation with a garden and a selection of games.

How many vacation rentals are there in Montaione?

With 49 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Montaione like?

Vacation rentals are privately owned properties you can book for short or long periods in Montaione. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.