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

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Castelfiorentino country houses

A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

1. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (53 reviews)
"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "
United Kingdom
Shifnaz
The price is ￥13,684
￥15,583 total
includes taxes & fees
Oct 18 - Oct 19
Tenuta Castellare di Tonda
A cellar with wine racks, a wooden table, and barrels.

2. CASALE DI VALLE DIMORA STORICA

CASALE DI VALLE DIMORA STORICA
Vinci
9.4 out of 10, Exceptional, (3 reviews)
"Awesome stay. Great Breakfast. Little bit of a language barrier, but Sara did a great job!"
United States
Paul
The price is ￥32,516
￥37,533 total
includes taxes & fees
Oct 21 - Oct 22
CASALE DI VALLE DIMORA STORICA
A stone building with a swimming pool, outdoor seating, and trees.

3. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (64 reviews)
"Loved this B&B. Very close by car to San Gimignano. Good base point for the area"
United States
Allan
The price is ￥18,305
￥21,019 total
includes taxes & fees
Oct 20 - Oct 21
Il Castagnolo Country B&B
A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

4. Agriturismo La Palazzina

Agriturismo La Palazzina
Palaia
8.4 out of 10, Very good, (26 reviews)
"Fantastic views and rustic setting. Was a wonderful place to stay"
European Union
Dave
The price is ￥24,191
￥27,846 total
includes taxes & fees
Oct 29 - Oct 30
Agriturismo La Palazzina
A swimming pool with red umbrellas, surrounded by lounge chairs and red flowers.

5. Country house in the Florentine countryside with a pool and panoramic views

Country house in the Florentine countryside with a pool and panoramic views
Montaione Firenze
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay here. Paola is an excellent hostess and made sure we had everything we needed during our stay. Breakfast every morning was excellent. The view of the Tuscany landscape from this B&B is amazing. It is centrally located and access to Florence, Pisa and Cinque Terre was easy. I would highly recommend to other travellers."
Canada
Julie H.
The price is ￥13,389
￥17,113 total
includes taxes & fees
Oct 16 - Oct 17
Country house in the Florentine countryside with a pool and panoramic views
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

6. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (10 reviews)
"The setting is beautiful and peaceful. The staff and owners are incredibly helpful. The view and walk into San Gimignano was perfect. The wine is 10/10. I’d highly recommend to anyone that wants to visit the area."
Canada
Rolf
The price is ￥33,377
￥37,602 total
includes taxes & fees
Oct 24 - Oct 25
Tenuta Guardastelle
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

7. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (27 reviews)
"Really fresh beautiful place with real nice people tucked away in a romantic town with amazing views try it you won't regret it"
United States
nocham
The price is ￥34,047
￥37,452 total
includes taxes & fees
Nov 15 - Nov 16
Laqua Vineyard
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

8. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (2 reviews)
"A lovely place to stay in the countryside 20 minutes drive from Siena. There was very good communication from the hotel and everything was ready for us when we arrived. The breakfast was provided in a nearby bar which was typical Italian style and perfectly fine. We only stayed one night but were very happy with everything."
United Kingdom
Alexander
The price is ￥18,786
￥20,665 total
includes taxes & fees
Oct 20 - Oct 21
Locanda Casalta
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

9. Relais de Ricci

Relais de Ricci
Impruneta
The price is ￥14,729
￥25,562 total
includes taxes & fees
Nov 10 - Nov 11
Relais de Ricci
A swimming pool with lounge chairs and a pergola.

10. FUCCIOLI II

FUCCIOLI II
Carmignano
10.0 out of 10, Exceptional, (1 review)
"Hôte très sympathique un cadre merveilleux on a passé un super sejour au calme "
France
Ruiz
The price is ￥36,128
￥40,094 total
includes taxes & fees
Oct 17 - Oct 18
FUCCIOLI II
A bedroom with a bed, a chair, a window, and a radiator.

11. Borgo in Montalbano by Secret Hills

Borgo in Montalbano by Secret Hills
Larciano
The price is ￥18,546
￥20,930 total
includes taxes & fees
Oct 21 - Oct 22
Borgo in Montalbano by Secret Hills
A balcony with a table set for two, overlooking a calm river and lush greenery.

12. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (24 reviews)
"Our first visit to Tuscany and this was a beautiful location. We had the 3 bedroom apartment and it was so much space. Full kitchen with terrace, living room with TV if you want it, views of the Tuscan countryside from the windows. We had breakfast on sight each day, dinner a few times. Fresh and local ingredients. I loved walking through the property seeing the animals and in the trails through the woods. Only 5km outside of Florence, it's a great location to still do the touristy things in...
Canada
Charlotte
The price is ￥25,231
￥28,637 total
includes taxes & fees
Nov 15 - Nov 16
Fattoria di Maiano
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

Hotel Paris

Hotel Paris

10/10 Excellent
"Best place to be. So near to everything. Helpful staff."
Karen 2-night trip
Posted 9 hours ago
Hotel Paris

Find out more about Castelfiorentino

Castelfiorentino Country Houses information

Number of reviews
184
Accommodation
98 Country Houses
Lowest Price
￥15,583
Highest Price
￥40,094