Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Holiday Homes in Castelfiorentino

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Castelfiorentino holiday homes

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

1. 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 traveller
The price is AU$201
includes taxes & fees
3 Sept - 4 Sept
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is AU$237
includes taxes & fees
3 Sept - 4 Sept
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AU$200
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Le Case
A garden with various plants and flowers, a pathway, and a swing set.

4. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

5. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
A view through a wooden door of a courtyard with stone walls and potted plants.

6. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is AU$298
includes taxes & fees
4 Sept - 5 Sept
Chianti Craft House Badia a Passignano
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

7. 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 AU$853
includes taxes & fees
8 Sept - 9 Sept
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
An aerial view of a historic fortified town with a central castle, surrounded by vineyards and rolling hills.

8. BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany

BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany
Toscana
The price is AU$264
includes taxes & fees
27 Sept - 28 Sept
BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany
A dining area with a table set for two, a wooden headboard, and a view of a garden through an open door.

9. 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$181
includes taxes & fees
6 Sept - 7 Sept
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
A stone building with a courtyard, a table with chairs, and a wheelbarrow.

10. House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is AU$375
includes taxes & fees
3 Sept - 4 Sept
House with views of the Chianti
A pool with a view of a hilly landscape.

11. 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 AU$511
includes taxes & fees
3 Sept - 4 Sept
Agriturismo I Borghi – Apartment Tabacco with Pool in San Gimignano
A stone building with a balcony, arched windows, and potted flowers.

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

"Tenuta Acquabona - Entire Country House" Apartment with Pool
Gambassi Terme
The price is AU$4,851
includes taxes & fees
8 Sept - 9 Sept
"Tenuta Acquabona - Entire Country House" Apartment with Pool
A large house with a tennis court, surrounded by hills and trees.

13. 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$481
includes taxes & fees
15 Sept - 16 Sept
Holiday Home 'Cottege' with Shared Pool, Private Terrace and Wi-Fi

14. Fornace di Bonazza - wonderful house among the Chianti hills

Fornace di Bonazza - wonderful house among the Chianti hills
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (2 reviews)
"Great property and home!"
United States
Anonymous traveller
Fornace di Bonazza - wonderful house among the Chianti hills
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

15. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (24 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is AU$262
includes taxes & fees
4 Sept - 5 Sept
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A dining area with a round table, chairs, a chandelier, a sofa, a cabinet, and a bookshelf.

16. Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi

Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi
Altopascio
The price is AU$294
includes taxes & fees
3 Sept - 4 Sept
Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi
A stone building with green shutters, a table set for dining, and outdoor seating.

17. Country House 'La Pineta Farm House' with Private Pool and Wi-Fi

Country House 'La Pineta Farm House' with Private Pool and Wi-Fi
Varna
9.4 out of 10, Exceptional, (3 reviews)
"The property is very large and beautiful. The pool is awesome and the house is huge, the perfect place for vacation. The villa was large, clean, fully equipped and had a great view of the surrounding vineyards and olive groves. We relaxed by the large pool and ate outside. Beautiful setting, very serene and right in the middle of Tuscany. The location is perfect for visiting Tuscany’s attractions like Pisa or Florence or Liguria’s CinqueTerre and San Gimignano. Lucca is also a charming...
Denmark
Jan A.
The price is AU$3,431
includes taxes & fees
6 Sept - 7 Sept
Country House 'La Pineta Farm House' with Private Pool and Wi-Fi
A rectangular swimming pool with lounge chairs and a trash bin.

18. Room 'Camera Terra' with Shared Pool, Wi-Fi, and Air Conditioning

Room 'Camera Terra' with Shared Pool, Wi-Fi, and Air Conditioning
Le Vedute
The price is AU$182
includes taxes & fees
7 Sept - 8 Sept
Room 'Camera Terra' with Shared Pool, Wi-Fi, and Air Conditioning
A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

19. 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 AU$483
includes taxes & fees
16 Sept - 17 Sept
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
A bedroom with a bed, a stone wall, a wooden door, and a nightstand with a lamp.

20. 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$162
includes taxes & fees
24 Sept - 25 Sept
THE TUSCAN RUSTIC NEST
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 Castelfiorentino Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Rooms were clean however need some improvement public area need some cleaning breakfast was good. Staff were very helpful and nice"
Farhad 3-night trip
Posted 5 hours ago
The Social Hub Florence Lavagnini

Find out more about Castelfiorentino

Castelfiorentino Holiday Homes information

Number of reviews
161
Accommodation
1709 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$4,851

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