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

Search Holiday Homes in Chianni

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chianni holiday homes

A single bed with a headboard, a bedside table with a lamp, and two towels with flowers on a wooden bench.

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

Holiday Home 'La Cantinetta' with Wi-Fi
Chianni
The price is £167
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'La Cantinetta' with Wi-Fi
A rustic bedroom with a stone wall, a wooden bed, a nightstand with a vase of flowers, and a wooden wardrobe.

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

'Piccola Corte' Holiday Home with Wi-Fi
Chianni
The price is £247
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, (53 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is £53
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 £146
includes taxes & fees
29 Oct - 30 Oct
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.
The price is £180
includes taxes & fees
31 Oct - 1 Nov
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 £86
includes taxes & fees
16 Nov - 17 Nov
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 £149
includes taxes & fees
21 Oct - 22 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 traveller
The price is £99
includes taxes & fees
25 Oct - 26 Oct
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 £500
includes taxes & fees
19 Nov - 20 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 £78
includes taxes & fees
21 Oct - 22 Oct
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 £67
includes taxes & fees
21 Oct - 22 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 £231
additional charges may apply
27 Oct - 28 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 £288
includes taxes & fees
21 Oct - 22 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.
The price is £539
includes taxes & fees
31 Oct - 1 Nov
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 £239
includes taxes & fees
21 Oct - 22 Oct
Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi
An aerial view of a swimming pool with tiled flooring, surrounded by lounge chairs and umbrellas.

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 £75
includes taxes & fees
15 Nov - 16 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 £174
includes taxes & fees
6 Nov - 7 Nov
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 £281
includes taxes & fees
23 Oct - 24 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 traveller
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 £128
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chianni Hotel Reviews

Hotel Bologna

Hotel Bologna

8/10 Good
"Would return. Staff great. Breakfast and bar area could be more inviting."
elizabeth 1-night trip
Posted 12 hours ago
Hotel Bologna

Find out more about Chianni

Chianni Holiday Homes information

Number of reviews
93
Accommodation
1323 Holiday Homes
Lowest Price
£53
Highest Price
£539