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

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Castelfiorentino holiday rentals

Exterior

1. 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 2.811.030 ₫
3.153.130 ₫ total
includes taxes & fees
6 Sept - 7 Sept
DomuS Miniato
Terrace/patio

2. 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 2.963.707 ₫
3.321.083 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Balcony

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.863.003 ₫
4.064.262 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Palazzo al Torrione 2
Exterior

4. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 4.727.292 ₫
5.352.514 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Antico Borgo il Cardino
Garden view

5. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is 2.119.639 ₫
2.514.616 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Villa San Filippo
View from room

6. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.477.388 ₫
2.786.124 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Chianti Village Morrocco
Exterior

7. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (36 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is 2.819.814 ₫
3.223.791 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Il Castello di San Ruffino
Outdoor dining

8. 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 4.609.456 ₫
5.192.396 ₫ total
includes taxes & fees
22 Sept - 23 Sept
La Locanda di Pietracupa
Property amenity

9. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is 1.472.253 ₫
1.710.975 ₫ total
includes taxes & fees
23 Aug - 24 Aug
hu Firenze Certosa camping in town
Rooftop pool

10. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 1.976.313 ₫
2.600.925 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo
Breakfast area

11. 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 8.309.497 ₫
9.262.441 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Terre di Baccio
Courtyard

12. 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 2.856.892 ₫
3.508.565 ₫ total
includes taxes & fees
24 Aug - 25 Aug
I Parigi Corbinelli
Restaurant

13. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (262 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 4.768.770 ₫
5.337.265 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Superior Double Room, 1 King Bed

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (296 reviews)
"Lovely residence-style building in a quieter neighborhood that is close to all you need."
Canada
Jayme
The price is 2.622.020 ₫
3.311.202 ₫ total
includes taxes & fees
31 Aug - 1 Sept
La Torre Del Cestello
Wine Apartments Florence Vernaccia | Living area

15. Wine Apartments Florence Vernaccia

Wine Apartments Florence Vernaccia
Historic Centre of Florence
8.6 out of 10, Excellent, (38 reviews)
"Fantastic location! Right next to the Ponte Vecchio. Very walkable. Great, responsive host. We had a problem with the door, but they sent a handyman to fix it right away. The only thing to note is that the second bedroom is very small and has no airconditioning but the main bedroom is great. It was nice having a kitchen too. And the host welcomed us with a complimentary bottle of wine and water which was very nice. Would definately stay again next time we're in Florence."
Canada
Viktoria
The price is 1.774.468 ₫
7.685.662 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Wine Apartments Florence Vernaccia
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Beautiful hotel right in the centre. Fabio at the front desk was very welcoming and the room was great with a wonderful bright super clean marble bathroom. We booked a superior room and the sheets were fine linen and we slept really well. Cute bar too for a drink."
Gilda 1-night trip
Posted 1 hour ago
Bernini Palace

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 10 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 places in town to visit include Castle of Oliveto and Castello di Coiano.

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.