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

Castelfiorentino Holiday Rentals

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Our top choices for Castelfiorentino holiday rentals

1. Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'

Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'
Castelfiorentino
Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'

2. 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 NZ$202
includes taxes & fees
3 Sept - 4 Sept
DomuS Miniato

3. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (47 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NZ$215
includes taxes & fees
12 Sept - 13 Sept
Villa San Filippo

4. 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 NZ$183
includes taxes & fees
15 Sept - 16 Sept
Chianti Village Morrocco

5. 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 NZ$262
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2

6. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is NZ$338
includes taxes & fees
2 Sept - 3 Sept
san gimignano apartment in historical center, courtyard and fast free wifi

7. 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 NZ$103
includes taxes & fees
4 Sept - 5 Sept
hu Firenze Certosa camping in town

8. 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 NZ$214
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini

9. 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 NZ$209
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo

10. 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 NZ$204
includes taxes & fees
20 Aug - 21 Aug
I Parigi Corbinelli

11. 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 NZ$345
includes taxes & fees
3 Sept - 4 Sept
Antico Borgo il Cardino

12. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (261 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is NZ$322
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo

13. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (292 reviews)
"Exceptionally friendly service staff that helped us. Location was also very convenient and accessible. Super clean room with strong AC that worked well during summer."
Singapore
Justin
The price is NZ$203
includes taxes & fees
18 Aug - 19 Aug
La Torre Del Cestello

14. 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 NZ$331
includes taxes & fees
21 Aug - 22 Aug
La Locanda di Pietracupa

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 NZ$338
includes taxes & fees
20 Aug - 21 Aug
Mamo Florence - Le Farine Della Signoria Apartments

16. 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 NZ$208
includes taxes & fees
26 Aug - 27 Aug
Il Castello di San Ruffino

17. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (202 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is NZ$230
includes taxes & fees
23 Aug - 24 Aug
Numa Florence Palazzo San Niccolò

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

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 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 NZ$312
includes taxes & fees
17 Aug - 18 Aug
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (224 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is NZ$231
includes taxes & fees
21 Aug - 22 Aug
Serristori Palace Residence

20. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (44 reviews)
"We stayed with our children and the space was excellent and the location was close enough to walk to everything. "
United States
Juliet
The price is NZ$313
includes taxes & fees
17 Aug - 18 Aug
Appartamenti degli Artisti by Mmega
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

Find out more about Castelfiorentino

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castelfiorentino holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castelfiorentino. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castelfiorentino. Seeing all the best attractions is bound to make you fall in love with Castelfiorentino. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castelfiorentino short-term rentals, that won’t be hard to do.

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 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.