Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Montaione vacation rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. 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 ₩152,099
₩171,944 total
includes taxes & fees
Oct 21 - Oct 22
Tenuta Sant'Ilario
A garden with a round table and wicker chairs under a tree.

2. 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 ₩82,001
₩96,383 total
includes taxes & fees
Oct 18 - Oct 19
Antica Dimora Leones
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

3. 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 ₩87,967
₩140,020 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Antico Residence
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

4. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 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 ₩151,674
₩171,480 total
includes taxes & fees
Oct 4 - Oct 5
Borgo San Giusto
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

5. 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 ₩145,178
₩162,786 total
includes taxes & fees
Oct 15 - Oct 16
DomuS Miniato
A table with breakfast items and a view of rolling hills.

6. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is ₩98,899
₩111,874 total
includes taxes & fees
Oct 26 - Oct 27
Chianti Village Morrocco
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

7. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is ₩78,827
₩91,345 total
includes taxes & fees
Sep 30 - Oct 1
Affittacamere a 20 minuti da Firenze
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

8. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ₩173,443
₩198,511 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Case
An open wooden door leading to an outdoor patio with a table and chairs.

9. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 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 ₩145,021
₩205,868 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo al Torrione 2
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

10. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
7.6 out of 10, Good, (10 reviews)
"Two dogs barking all the time. No Ac. Toilet crammed. Exhaust fan making noise all night. The owner was the meanest person- talking to us as if we were staying free. Worst experience of our life"
Canada
Khalid
The price is ₩133,414
₩146,762 total
includes taxes & fees
Oct 1 - Oct 2
B&B Il Moscondoro
A courtyard with outdoor seating, a brick building, and a tree.

11. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is ₩91,000
₩100,100 total
includes taxes & fees
Oct 11 - Oct 12
Affittacamere e Ristorante Ariete
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
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 13 days ago
Castelfalfi

Find out more about Montaione

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

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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.