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

Holiday Homes in Chianni

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Chianni holiday homes

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

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

Holiday Home 'La Cantinetta' with Wi-Fi
Chianni
The price is AU$313
includes taxes & fees
29 Nov - 30 Nov
Holiday Home 'La Cantinetta' with Wi-Fi
A courtyard with a round table, potted plants, a wooden door, and stone walls.

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

'Piccola Corte' Holiday Home with Wi-Fi
Chianni
The price is AU$371
includes taxes & fees
29 Nov - 30 Nov
'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, (54 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is AU$131
includes taxes & fees
23 Nov - 24 Nov
San Francesco Country Resort
A bedroom with a bed, a stone wall, a wooden door, and a nightstand with a lamp.

4. 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 AU$158
includes taxes & fees
1 Nov - 2 Nov
THE TUSCAN RUSTIC NEST
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 AU$323
includes taxes & fees
31 Oct - 1 Nov
A beautiful "Tuscan"-style cottage overlooking a magical landscape welcomes families.
Outdoor dining

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

Cozy 2-bedroom house in charming Usigliano with breathtaking views
Usigliano
The price is AU$272
includes taxes & fees
30 Oct - 31 Oct
Cozy 2-bedroom house in charming Usigliano with breathtaking views
A dining area with a table set for two, a wooden headboard, and a view of a garden through an open door.

7. 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 AU$183
includes taxes & fees
2 Nov - 3 Nov
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
A wooden table with a lantern, potted plants, and a hanging red flower arrangement.

8. 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 AU$263
includes taxes & fees
30 Oct - 31 Oct
Holiday Home 'Mare Colline Città D'Arte' with Private Garden
A rustic outdoor dining area with wooden chairs and a table, overlooking a scenic landscape with fields and a distant mountain.

9. Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is AU$116
includes taxes & fees
30 Oct - 31 Oct
Fattoria Podere i Luoghi
A balcony with a table, chairs, a glass of red wine, strawberries, and a basket of snacks.

10. 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 AU$433
includes taxes & fees
3 Nov - 4 Nov
Holiday Home 'Appartamento Il Nespolo' with Private Terrace, Wi-Fi & Air Conditioning
A room with a bed, a chair, and a staircase leading to an upper level.

11. 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 AU$147
includes taxes & fees
2 Nov - 3 Nov
Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
An aerial view of a property with a swimming pool, multiple villas, and surrounding greenery.

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

Lido Toscano, Private Garden, Pool and Pet Friendly
Castellina Marittima
The price is AU$541
includes taxes & fees
1 Nov - 2 Nov
Lido Toscano, Private Garden, Pool and Pet Friendly
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.

13. La TOSCANELLA - Terricciola House - House with a garden

La TOSCANELLA - Terricciola House - House with a garden
Selvatelle
The price is AU$927
includes taxes & fees
2 Nov - 3 Nov
La TOSCANELLA - Terricciola House - House with a garden
A wooden pergola with a picnic table and a bowl of fruit.

14. 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 AU$449
includes taxes & fees
1 Nov - 2 Nov
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.

15. 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 AU$144
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
A pool with lounge chairs and a pink chair, surrounded by greenery and a clear sky.

16. 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 hallway with wooden doors and tiled flooring leading to a room with a large mirror and a light fixture.

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 AU$327
includes taxes & fees
6 Nov - 7 Nov
Arno Breeze –Casa Manin | Welcomely
A bedroom with a bed, nightstands, a dresser, a mirror, and a chandelier.

18. Holiday Home 'Casa Cardelli - A due passi dal Mare'

Holiday Home 'Casa Cardelli - A due passi dal Mare'
Cecina
The price is AU$468
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Casa Cardelli - A due passi dal Mare'
A modern kitchen with white cabinets, a microwave, and a dining area with a round table and chairs.

19. New Listing

New Listing
Dogana
The price is AU$177
includes taxes & fees
1 Nov - 2 Nov
New Listing
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

Castelfalfi

Castelfalfi

10/10 Excellent
"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"
Patrick 2-night trip
Posted 4 hours ago
Castelfalfi

Find out more about Chianni

Chianni Holiday Homes information

Number of reviews
80
Accommodation
1253 Holiday Homes
Lowest Price
AU$116
Highest Price
AU$927