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 P9,290
P16,758 total
includes taxes & fees
Oct 30 - Oct 31
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 P6,618
P7,491 total
includes taxes & fees
Nov 1 - Nov 2
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 P3,732
P4,386 total
includes taxes & fees
Oct 18 - Oct 19
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 P5,736
P8,419 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.

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 P4,004
P6,372 total
includes taxes & fees
Oct 11 - Oct 12
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 P5,768
P6,696 total
includes taxes & fees
Nov 2 - Nov 3
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 traveler
The price is P3,337
P3,881 total
includes taxes & fees
Oct 26 - Oct 27
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 P6,212
P7,045 total
includes taxes & fees
Nov 8 - Nov 9
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 P6,925
P7,758 total
includes taxes & fees
Nov 4 - Nov 5
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 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.