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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Castelfiorentino holiday rentals

Terrace/patio

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 2.989.937 ₫
3.349.426 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Balcony

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.839.420 ₫
4.030.785 ₫ total
includes taxes & fees
8 Aug - 9 Aug
Palazzo al Torrione 2
Exterior

3. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 5.303.483 ₫
5.985.359 ₫ total
includes taxes & fees
6 Aug - 7 Aug
Antico Borgo il Cardino
Garden view

4. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (45 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is 2.858.095 ₫
3.325.739 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Villa San Filippo
Exterior

5. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (33 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is 2.801.966 ₫
3.203.384 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Il Castello di San Ruffino
View from room

6. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.657.133 ₫
2.983.457 ₫ total
includes taxes & fees
5 Sept - 6 Sept
Chianti Village Morrocco
Exterior

7. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is 2.924.655 ₫
3.277.615 ₫ total
includes taxes & fees
19 Aug - 20 Aug
DomuS Miniato
Property entrance

8. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 7.011.356 ₫
7.833.482 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Villa il Fedino
Breakfast, lunch and dinner served

9. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is 4.580.281 ₫
5.159.531 ₫ total
includes taxes & fees
13 Aug - 14 Aug
La Locanda di Pietracupa
Free daily buffet breakfast

10. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.241.053 ₫
9.186.148 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Terre di Baccio
Restaurant

11. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (256 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 3.927.608 ₫
4.411.285 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

12. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (258 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 2.339.879 ₫
2.998.146 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Fattoria il Milione Agriturismo
Courtyard

13. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is 2.529.786 ₫
3.145.734 ₫ total
includes taxes & fees
9 Aug - 10 Aug
I Parigi Corbinelli
Property amenity

14. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (94 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is 1.462.935 ₫
1.700.146 ₫ total
includes taxes & fees
30 Aug - 31 Aug
hu Firenze Certosa camping in town
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

15. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (287 reviews)
"Only thing good view and location"
United States
Karen
The price is 2.641.640 ₫
3.329.268 ₫ total
includes taxes & fees
12 Aug - 13 Aug
La Torre Del Cestello
Apartment | City view

16. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is 2.416.881 ₫
4.987.622 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Mamo Florence - Le Farine Della Signoria Apartments
Outdoor dining

17. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (247 reviews)
"Friendly staff, clean rooms, and in a lovely location above the city."
United States
Andrew
The price is 3.123.928 ₫
3.678.300 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Villa La Stella - Casa per Ferie
Standard Loft | Premium bedding, memory-foam beds, in-room safe, laptop workspace

18. Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (402 reviews)
"Perfect location for sightseeing but also a bit of distance from all the crowds. Will definitely stay here again!"
Canada
Megan
The price is 4.683.595 ₫
5.515.621 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Numa Florence Palazzo Belfiore
Property entrance

19. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (204 reviews)
"Great place to base ourselves to explore Florence."
United Kingdom
Hamish
The price is 2.917.780 ₫
3.573.225 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Corte Guelfa
Garden

20. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (217 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is 3.351.453 ₫
4.050.265 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Serristori Palace Residence
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

Plus Florence - Hostel

Plus Florence - Hostel

8/10 Good
"None"
Darina 2-night trip
Posted 4 hours ago
Plus Florence - Hostel

Frequently asked questions

Can I find a holiday rental in Castelfiorentino?

Yes, there are holiday rentals close to the most popular sights in Castelfiorentino, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Castelfiorentino has a good selection of restaurants. Make sure you have time to check out the theatres and wineries during your trip.

How many holiday rentals are there in Castelfiorentino?

Expedia has 11 holiday rentals for your stay in Castelfiorentino.

What can I see and do in Castelfiorentino?

Cultural attractions to visit include Benozzo Gozzoli Museum and Teatro del Popolo. Other popular places to visit in the area include Cathedral of Santa Maria del Fiore and Piazza di Santa Maria Novella.

What are holiday rentals like in Castelfiorentino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castelfiorentino. Holiday rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.