A historic stone building with arched windows and a bell tower, surrounded by trees and shrubs.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chianni vacation homes

A stone building with a balcony, a table with chairs, and potted plants.

1. Holiday Home 'La Cantinetta' with Wi-Fi

Holiday Home 'La Cantinetta' with Wi-Fi
Chianni
The price is AED 809
AED 817 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Home 'La Cantinetta' with Wi-Fi
A courtyard with a stone building, outdoor seating, and hanging planters.

2. 'Piccola Corte' Holiday Home with Wi-Fi

'Piccola Corte' Holiday Home with Wi-Fi
Chianni
The price is AED 1,200
AED 1,209 total
includes taxes & fees
27 Oct - 28 Oct
'Piccola Corte' Holiday Home with Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with large windows.

3. San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.4 out of 10, Exceptional, (52 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is AED 227
AED 261 total
includes taxes & fees
28 Oct - 29 Oct
San Francesco Country Resort
Outdoor dining

4. Cozy 2-bedroom house in charming Usigliano with breathtaking views

Cozy 2-bedroom house in charming Usigliano with breathtaking views
Usigliano
The price is AED 619
AED 693 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom house in charming Usigliano with breathtaking views
An outdoor balcony with a table set for two, surrounded by chairs, overlooking a scenic landscape with trees and hills.

5. A beautiful "Tuscan"-style cottage overlooking a magical landscape welcomes families.

A beautiful "Tuscan"-style cottage overlooking a magical landscape welcomes families.
Crespina Lorenzana
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely fabulous property and lovely owners! Spotless, comfortable, spacious and a gorgeous view. We had a fantastic holiday."
United Kingdom
Julie A.
A beautiful "Tuscan"-style cottage overlooking a magical landscape welcomes families.
A bedroom with a bed, a stone wall, a wooden door, and a nightstand with a lamp.

6. THE TUSCAN RUSTIC NEST

THE TUSCAN RUSTIC NEST
Ponsacco
9.8 out of 10, Exceptional, (16 reviews)
"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "
Canada
Robert
The price is AED 310
AED 405 total
includes taxes & fees
19 Oct - 20 Oct
THE TUSCAN RUSTIC NEST
A wooden table with a lantern, potted plants, and a hanging red flower arrangement.

7. Holiday Home 'Mare Colline Città D'Arte' with Private Garden

Holiday Home 'Mare Colline Città D'Arte' with Private Garden
Rosignano Marittimo
The price is AED 475
AED 731 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Home 'Mare Colline Città D'Arte' with Private Garden
A dining area with a table set for two, a wooden headboard, and a view of a garden through an open door.

8. Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera

Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
Ponsacco
10.0 out of 10, Exceptional, (1 review)
"Pros: Carlo, il padrone di casa è stato molto gentile e disponibile, ci siamo sentiti come se fossimo in famiglia"
Italy
Anonymous traveler
The price is AED 702
AED 846 total
includes taxes & fees
2 Nov - 3 Nov
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
A modern living room with a fireplace, a dining area with a wooden table and chairs, a leather sofa, and a view of the outdoors through an open door.

9. La TOSCANELLA - Terricciola house -House with garden

La TOSCANELLA - Terricciola house -House with garden
Selvatelle
The price is AED 1,858
AED 2,394 total
includes taxes & fees
7 Nov - 8 Nov
La TOSCANELLA - Terricciola house -House with garden
A room with a bed, a chair, and a staircase leading to an upper level.

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

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
Volterra
6.0 out of 10, (1 review)
"This unit is clean but way too cluttered with stuff. There is no clear surfaces anywhere! The neighbors definitely don’t want people staying there and 3 different neighbors said things we couldn’t understand but were clearly not welcoming us. Might be better for Italians only!"
United States
Christine W.
The price is AED 352
AED 419 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

11. Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is AED 282
AED 326 total
includes taxes & fees
19 Oct - 20 Oct
Fattoria Podere i Luoghi
A balcony with a table, chairs, a glass of red wine, strawberries, and a basket of snacks.

12. Holiday Home 'Appartamento Il Nespolo' with Private Terrace, Wi-Fi & Air Conditioning

Holiday Home 'Appartamento Il Nespolo' with Private Terrace, Wi-Fi & Air Conditioning
Pontedera
The price is AED 758
AED 1,158 total
includes taxes & fees
21 Oct - 22 Oct
Holiday Home 'Appartamento Il Nespolo' with Private Terrace, Wi-Fi & Air Conditioning
An aerial view of a property with a swimming pool, multiple villas, and surrounding greenery.

13. Lido Toscano, Private Garden, Pool and Pet Friendly

Lido Toscano, Private Garden, Pool and Pet Friendly
Castellina Marittima
The price is AED 1,051
AED 1,412 total
includes taxes & fees
19 Oct - 20 Oct
Lido Toscano, Private Garden, Pool and Pet Friendly
A pool with lounge chairs and a pink chair, surrounded by greenery and a clear sky.

14. Holiday Home 'Casetta Maya' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Casetta Maya' with Sea View, Wi-Fi and Air Conditioning
Riparbella
9.6 out of 10, Exceptional, (5 reviews)
"War echt eine klasse Unterkunft. Auf dem Anwesen wohnen nur noch die Besitzer, die sehr freundlich und hilfsbereit waren. Den Pool hatten wir während dem gesamten Aufenthalt für uns alleine. Die Besitzer nutzen ihn vermutlich nur bei unserer Abwesenheit. Immer wieder gerne. Können die Unterkunft und die Umgebung sowie als Ausgangspunkt zu vielen Sehenswürdigkeiten und Wanderwege im vollen Umfang weiterempfehlen."
United States
Thomas K.
Holiday Home 'Casetta Maya' with Sea View, Wi-Fi and Air Conditioning
A large house with a tennis court, surrounded by hills and trees.

15. 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 947
AED 1,170 total
includes taxes & fees
20 Oct - 21 Oct
Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

16. 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 339
AED 393 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A kitchen with a dishwasher, a red refrigerator, and a window with heart-shaped decorations.

17. Arno Breeze –Casa Manin | Welcomely

Arno Breeze –Casa Manin | Welcomely
Calcinaia
10.0 out of 10, Exceptional, (1 review)
"We loved our stay here. We opted for this location as a stop between Pisa and Siena. The property was perfect. "
United States
Jonathan E.
The price is AED 357
AED 852 total
includes taxes & fees
22 Oct - 23 Oct
Arno Breeze –Casa Manin | Welcomely
A balcony with a view of a lush landscape, including trees and buildings.

18. House of Flowers holiday home with balcony and Wi-Fi

House of Flowers holiday home with balcony and Wi-Fi
Montopoli vald’arno
The price is AED 1,314
AED 1,376 total
includes taxes & fees
19 Oct - 20 Oct
House of Flowers holiday home with balcony and Wi-Fi
Holiday Home Swimming Pool

19. Apartment in Castelfiorentino with Pool

Apartment in Castelfiorentino with Pool
Castelfiorentino (FI)
9.6 out of 10, Exceptional, (14 reviews)
"An easy walk through beautiful surroundings leads you right into town or to places nearby."
United States
Anonymous traveler
Apartment in Castelfiorentino with Pool
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

20. Comfortable double room with a bathroom in the historic center of San Gimignano.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is AED 516
AED 611 total
includes taxes & fees
1 Nov - 2 Nov
Comfortable double room with a bathroom in the historic center of 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 Chianni Hotel Reviews

Hotel Bologna

Hotel Bologna

10/10 Excellent
"Had a great long weekend at the Bolenga hotel. Location was great for sightseeing. Room had everything you required with a variety of free toiletries, free water in the mini bar and free slippers to use in the room. The terrace was lovely to sit and have a drink before going out in the evening. Reception staff, bar staff and cleaners friendly. Breakfast was nice but depending on what time you went had different choices of food. The only small negative staff slow at refilling juice, bread, pastries and plates. Would definitely stay here again and recommend."
Karen 3-night trip
Posted 20 hours ago
Hotel Bologna