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

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 ฿3,626
฿4,065 total
includes taxes & fees
24 Aug - 25 Aug
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 ฿3,736
฿4,186 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, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿3,584
฿5,087 total
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2
Exterior

4. 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 ฿5,917
฿6,700 total
includes taxes & fees
6 Sept - 7 Sept
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, (45 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ฿3,392
฿3,960 total
includes taxes & fees
9 Aug - 10 Aug
Villa San Filippo
Exterior

6. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (35 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is ฿3,533
฿4,040 total
includes taxes & fees
26 Aug - 27 Aug
Il Castello di San Ruffino
View from room

7. 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 ฿3,347
฿3,758 total
includes taxes & fees
1 Sept - 2 Sept
Chianti Village Morrocco
Breakfast, lunch and dinner served

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 ฿5,776
฿6,506 total
includes taxes & fees
21 Aug - 22 Aug
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, (96 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is ฿1,845
฿2,144 total
includes taxes & fees
30 Aug - 31 Aug
hu Firenze Certosa camping in town
Restaurant

10. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (258 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ฿4,751
฿5,340 total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Free daily buffet breakfast

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 ฿10,401
฿11,594 total
includes taxes & fees
11 Aug - 12 Aug
Terre di Baccio
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, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is ฿2,975
฿3,807 total
includes taxes & fees
18 Aug - 19 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 ฿3,228
฿4,010 total
includes taxes & fees
12 Aug - 13 Aug
I Parigi Corbinelli
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

14. 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 ฿3,311
฿4,176 total
includes taxes & fees
12 Aug - 13 Aug
La Torre Del Cestello
Apartment | City view

15. 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 ฿3,050
฿6,295 total
includes taxes & fees
20 Aug - 21 Aug
Mamo Florence - Le Farine Della Signoria Apartments
Chalet | In-room safe, cots/infant beds, bed sheets

16. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,714 reviews)
"Clean room and great proximity to town."
United States
KEVIN
The price is ฿2,324
฿2,824 total
includes taxes & fees
30 Aug - 31 Aug
Hu Firenze Camping In Town
Wine Apartments Florence Vernaccia | Living area | 80-cm Smart TV with satellite channels, TV

17. 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 ฿2,483
฿9,916 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

Maxim Axial

Maxim Axial

10/10 Excellent
"Clean room and despite not even appearing tired rooms were being refurbished. No noise at all or any form of disruption from this. Lovely continental breakfast with plenty of choice to eat. Quiet with no noise. Great free WiFi and 30 seconds from Duomo, what more could you want?"
Keith 2-night trip
Posted less than an hour ago
Maxim Axial

Find out more about Castelfiorentino

Search for holiday rentals in Castelfiorentino on Expedia! You can easily find your home rentals, villas, holiday apartments in Castelfiorentino using one of the methods below:

  • View our selection of featured holiday rentals in Castelfiorentino
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  • Enter your travel dates to view the best deals on holiday rentals in Castelfiorentino while they last

Look no further and take a look at our great range of rental properties in Castelfiorentino!

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.

What are some of the best holiday rentals that Castelfiorentino has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Castelfiorentino is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 popular places to visit in the area include Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore.

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.