Rolling hills, a winding road, and scattered trees.

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Check prices for these dates

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

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
9.6 out of 10, Exceptional, (14 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 AED 324
AED 377 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A stone building with a balcony, arched windows, and potted flowers.

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

"Tenuta Acquabona - Entire Country House" Apartment with Pool
Gambassi Terme
"Tenuta Acquabona - Entire Country House" Apartment with Pool
Pool

3. 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.

4. 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 AED 944
AED 1,166 total
includes taxes & fees
11 Oct - 12 Oct
Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

5. 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 AED 1,185
AED 1,206 total
includes taxes & fees
11 Oct - 12 Oct
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.

6. 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 AED 1,085
AED 1,106 total
includes taxes & fees
12 Oct - 13 Oct
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

7. 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 AED 555
AED 843 total
includes taxes & fees
11 Oct - 12 Oct
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

8. 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 AED 597
AED 893 total
includes taxes & fees
10 Oct - 11 Oct
Beautiful Superior Room, elegant and refined 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.

9. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is AED 556
AED 943 total
includes taxes & fees
11 Oct - 12 Oct
Your nest in the Tuscany countryside
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 AED 2,562
AED 2,582 total
includes taxes & fees
26 Oct - 27 Oct
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is AED 1,141
AED 1,149 total
includes taxes & fees
10 Oct - 11 Oct
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

12. 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 AED 2,000
AED 2,288 total
includes taxes & fees
10 Oct - 11 Oct
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

13. 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 AED 823
AED 1,757 total
includes taxes & fees
14 Oct - 15 Oct
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

14. 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 AED 1,334
AED 1,355 total
includes taxes & fees
11 Oct - 12 Oct
Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
An aerial view of a property with a swimming pool, a large house, and surrounding gardens.

15. 'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi
San Gimignano
The price is AED 1,765
AED 1,777 total
includes taxes & fees
11 Oct - 12 Oct
'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building with a sloped roof.

16. 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 AED 1,483
AED 1,503 total
includes taxes & fees
11 Oct - 12 Oct
Agriturismo I Borghi – Apartment Zenzero with Pool in San Gimignano
A balcony with a table and chairs overlooking a vineyard.

17. "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 AED 1,852
AED 2,201 total
includes taxes & fees
11 Oct - 12 Oct
"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.

18. 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 AED 1,705
AED 1,726 total
includes taxes & fees
11 Oct - 12 Oct
Agriturismo I Borghi – Apartment Liquirizia with Pool in San Gimignano
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

19. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
A stone building with multiple windows and a chimney.

20. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AED 471
AED 535 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
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

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