Montaione Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Montaione

Our top choices for Montaione holiday rentals

Castellare di Tonda Resort & Spa

8.0 out of 10, Very good, (49)
"Mini Club, Traktorfahrten, Essen"
Castellare di Tonda Resort & Spa

Villetta La Ginestra by Interhome

8.0 out of 10, Very good, (11)
"Mooie omgeving, zeer vriendelijke gastvrouw. Als je de tuin inloopt wordt je al verwelkomt door de geur van jasmijn. Huisjes zijn wel aan opknapbeurten toe, maar heeft voor ons niets afgedaan aan een paar heerlijke dagen op doortocht door toscane. Enige nadeel was dat er totaal geen telefoonbereik was. En in het huisje instabiele wifi. Maar zodra je het dorpje uit reed was er weer bereik. Voor de dames wel even omschakelen ;-) Maar het zwembad maakte voor hun veel goed"
Villetta La Ginestra by Interhome

Villa near San Gimignano, with pool, air conditioning, and beautiful views

Villa near San Gimignano, with pool, air conditioning, and beautiful views

Lovely apartment in Montaione

Lovely apartment in Montaione

Gorgeous apartment in Montaione

Gorgeous apartment in Montaione

CASA ADELE: HOUSE WITH POOL FOR EXCLUSIVE USE AND FENCED GARDEN!

9.2 out of 10, Wonderful, (17)
"It was a great stay with a very sympathetic host. Location was great especially the pool and the fantastic backyard."
CASA ADELE: HOUSE WITH POOL FOR EXCLUSIVE USE AND FENCED GARDEN!

2bed, 1bath Garden apt in Chianti!

10.0 out of 10, Exceptional, (2)
"Der Urlaub war schön, die Anlage ist sehr gepflegt und bietet viele Möglichkeiten des Zeitvertreibs. Der Pool wird regelmäßig gesäubert und war herrlich groß. Einziger Wermutstropfen, dass das WiFi in unserer Wohnung nicht ging, worüber wir aber vorher informiert worden sind. Der Gastgeber war sehr zuvorkommend! Vielen Dank für die schöne Zeit!"
The price is AU$335
includes taxes & fees
12 Sept - 13 Sept
2bed, 1bath Garden apt in Chianti!

Villa Casacheta, Montaione, Italy

9.2 out of 10, Wonderful, (5)
"Great villa for group stays, lots of space with a lovely pool and lovely surroundings! Thank you!"
Villa Casacheta, Montaione, Italy

LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW

9.2 out of 10, Wonderful, (45)
"We loved our two-week stay at La Villetta and hope to return. It does have a million-dollar view in all directions, and the beautifully landscaped terraces with pavilions provide many places to relax and enjoy the views and surroundings.Paulo was a charming host who provided fresh eggs and La Villetta’s own fantastically good olive oil, and Andrea a responsive and helpful contact. The nearby small community of Montaione is a lovely old hill town with several good restaurants full of local...
LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW

Apartment in Tuscany with Pool and Garden

Apartment in Tuscany with Pool and Garden

Exclusive Rental for Families or Groups in the heart of Tuscany

10.0 out of 10, Exceptional, (2)
"Wir hatten eine superschöne Zeit als Gruppe. Besonders hat den Kindern der Pool gefallen. Die Kommunikation im Vorfeld mit den Gastgebern war super und hat uns viel in der Planung und Vorbereitung geholfen. Ebenso hatten wir ein tollen Frühstück und toskanisches 3 Gänge Menü was die Gastgeber liebevoll vorbereitet haben. Absolute Empfehlung von uns und ein großes Dankeschön für die tolle Zeit."
Exclusive Rental for Families or Groups in the heart of Tuscany

Antica Pietra by Interhome

Antica Pietra by Interhome

Exclusively Yours: a Luxurious Retreat with Delicious Food & Wine Included

Exclusively Yours: a Luxurious Retreat with Delicious Food & Wine Included

Lodging in Montaione,pool,children pool,Aircon,ideal for families, sleep 8

9.4 out of 10, Exceptional, (3)
"Borgo Collelungo is just Fab. We were 10 in total, 8 adults and 2 kids under 3. We arrived late due to flight delay but Mariella stayed late and gave us a warm welcome. As we arrived late on Saturday, the shops were closed and opened late on sunday so she organised a local shop to deliver us some breakfast. The property itself is wonderful. There are stone buildings dotted around with beautiful gardens and wonderful flowers. The apartments were wonderfully rustic with everything we needed. We...
Lodging in Montaione,pool,children pool,Aircon,ideal for families, sleep 8

Buon Riposo - Farmhouse in the heart of Tuscany with free WIFI area

9.0 out of 10, Wonderful, (2)
"Wir waren mit 6 Personen für zwei Wochen Anfang August zu Gast bei Familie Genovesi. War ein toller Familienurlaub! Alles war schön sauber, ausreichend Platz im Haus / in der Unterkunft (Il Girasole). Liebe Begrüßung, tolle Einweisung / Übergabe mit Infomappe in der man später auch noch mal das Wichtigste nachlesen konnte. Gute Verständigung auf Englisch. Viele nützliche / hilfreiche Informationen zur Anreise und zum Aufenthalt auch schon im Vorfeld per E-Mail. Die Einrichtung der Unterkunft war...
Buon Riposo - Farmhouse in the heart of Tuscany with free WIFI area

Awesome apartment in Montaione

8.0 out of 10, Very good, (2)
"Nice apartment… good welcoming from the hosts…"
Awesome apartment in Montaione

Il Torrino Country Resort

10.0 out of 10, Exceptional, (9)
"Very peaceful lovely grounds helpful staff 10/10"
Il Torrino Country Resort

Villa Popillo By Halldis

Villa Popillo By Halldis

Lodging in Montaione,pool,children pool,Aircon,quiet located, children friendly

Lodging in Montaione,pool,children pool,Aircon,quiet located, children friendly

La Salamandra by Interhome

La Salamandra by Interhome
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montaione Hotel Reviews

Find out more about Montaione

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, 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 favourite 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 depend 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 AU$335 per night. Entering your travel dates in the search wizard might find you 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?

Cottage in charming position, with pool, in residence, surrounded from hills.: This holiday home rental outside of Montaione is located in a rural location, and has an outdoor pool, a garden and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker.

How many holiday rentals are there in Montaione?

With 102 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 Pasta Martelli, or get out into nature at a spot like Sentierelsa Trail. Monastery of San Vivaldo and Castelfalfi Golf Course are other places to visit while you're in town.

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.