Rolling hills, a winding road, and scattered trees.

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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 homes

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

1. 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 ￥14,430
￥16,761 total
includes taxes & fees
Nov 4 - Nov 5
Casa Vacanze Le Case
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

2. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
A stone building with a balcony, arched windows, and potted flowers.

3. "Tenuta Acquabona - Entire Country House" Apartment with Pool

"Tenuta Acquabona - Entire Country House" Apartment with Pool
Gambassi Terme
The price is ￥379,368
￥379,901 total
includes taxes & fees
Oct 31 - Nov 1
"Tenuta Acquabona - Entire Country House" Apartment with Pool
Outdoor dining

4. Villa Sunshine - traditional tuscan home

Villa Sunshine - traditional tuscan home
Gambassi Terme
Villa Sunshine - traditional tuscan home
A large house with a tennis court, surrounded by hills and trees.

5. Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi

Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi
Palaia
The price is ￥40,773
￥50,367 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

6. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is ￥51,166
￥52,054 total
includes taxes & fees
Oct 6 - Oct 7
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

7. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."
Canada
Jacquie B.
The price is ￥46,799
￥47,687 total
includes taxes & fees
Oct 6 - Oct 7
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

8. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is ￥86,342
￥98,778 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

9. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
San Gimignano City Centre
The price is ￥25,761
￥38,552 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
A stone building with a hot tub, surrounded by greenery.

10. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"It was spacious and clean. Nice kitchen though we did not cook. Coffee maker took some getting used to. Showers on the small side but worked well. Lovely property. Enjoyed our time here. "
United States
Dale M.
The price is ￥99,446
￥100,334 total
includes taxes & fees
Oct 11 - Oct 12
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

11. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is ￥23,984
￥36,420 total
includes taxes & fees
Oct 6 - Oct 7
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

12. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is ￥23,984
￥40,684 total
includes taxes & fees
Oct 11 - Oct 12
Your nest in the Tuscany countryside
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

13. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is ￥49,247
￥49,602 total
includes taxes & fees
Oct 6 - Oct 7
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A room with a bed, a chair, and a staircase leading to an upper level.

14. Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
Volterra
The price is ￥13,650
￥16,528 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
A stone building with a covered outdoor seating area and a brick pathway.

15. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
The price is ￥76,125
￥76,658 total
includes taxes & fees
Oct 8 - Oct 9
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

16. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is ￥35,532
￥75,506 total
includes taxes & fees
Oct 14 - Oct 15
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

17. Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano

Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
San Gimignano
The price is ￥57,562
￥58,450 total
includes taxes & fees
Oct 6 - Oct 7
Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building with a sloped roof.

18. Agriturismo I Borghi – Apartment Zenzero with Pool in San Gimignano

Agriturismo I Borghi – Apartment Zenzero with Pool in San Gimignano
San Gimignano
The price is ￥63,957
￥64,845 total
includes taxes & fees
Oct 6 - Oct 7
Agriturismo I Borghi – Apartment Zenzero with Pool in San Gimignano
A balcony with a table and chairs overlooking a vineyard.

19. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"Un séjour très agréable dans cette maison et un merci chaleureux à Roberto pour son accueil parfait."
United States
Bruno G.
The price is ￥79,947
￥95,048 total
includes taxes & fees
Oct 6 - Oct 7
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

20. Agriturismo I Borghi – Apartment Liquirizia with Pool in San Gimignano

Agriturismo I Borghi – Apartment Liquirizia with Pool in San Gimignano
San Gimignano
The price is ￥73,551
￥74,439 total
includes taxes & fees
Oct 6 - Oct 7
Agriturismo I Borghi – Apartment Liquirizia with Pool in San Gimignano
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
"The true meaning of Perfection. I've never said that about any accommodations"
Larry 4-night trip
Posted 5 days ago
Castelfalfi

Find out more about Montaione

Montaione Vacation Homes information

Number of reviews
33
Accommodation
95 Vacation Homes
Lowest Price
￥16,528
Highest Price
￥379,901