Holiday Rentals in Castelfiorentino

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Our top choices for Castelfiorentino holiday rentals

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is €119
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

Townhouse in Barberino Tavarnelle

La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is €141
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino

Townhouse in Historic Centre of Florence

Sette Angeli Rooms
8.8 out of 10, Excellent, (636)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
The price is €74
includes taxes & fees
23 Dec - 24 Dec
Sette Angeli Rooms

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (229)
"Great location and great rooms"
United States
David
The price is €92
includes taxes & fees
23 Dec - 24 Dec
La Torre Del Cestello

Residence in Historic Centre of Florence

Numa Florence Palazzo Belfiore
9.6 out of 10, Exceptional, (371)
"Great property, plenty of space for my family. The location is great, we were able to walk everywhere including the train station. "
United States
Loren
The price is €157
includes taxes & fees
11 Jan - 12 Jan 2026
Numa Florence Palazzo Belfiore

Apartment in Historic Centre of Florence

Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (443)
"A really nice place to stay and close to everything you need. Would definitely go back and stay. "
United States
Tejwant
The price is €182
includes taxes & fees
11 Jan - 12 Jan 2026
Il Rivalta - Place of Charme

Residence in Historic Centre of Florence

Palazzo Mannaioni Suites
4.0 star property
9.2 out of 10, Wonderful, (1073)
"Perfect stay"
United States
Juan P
Palazzo Mannaioni Suites

Apartment in Historic Centre of Florence

Numa Palazzo San Niccolò
9.4 out of 10, Exceptional, (174)
"Clean, amenities, breakfast! "
United States
Laury
The price is €99
includes taxes & fees
7 Jan - 8 Jan 2026
Numa Palazzo San Niccolò

Residence in Historic Centre of Florence

Palazzo Alfieri Residenza d’epoca
9.2 out of 10, Wonderful, (727)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is €164
includes taxes & fees
24 Dec - 25 Dec
Palazzo Alfieri Residenza d’epoca

Townhouse in Historic Centre of Florence

Residenza La Musa Amarcord
9.8 out of 10, Exceptional, (150)
"We liked our stay at this property. It’s a good value for the location, size, and style of the hotel. The staff was also very helpful and polite. I would stay here, again. "
United States
Fernando
Residenza La Musa Amarcord

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (171)
"Perfect stay. Apartment was immaculate as were all the public areas of the building. Helpful friendly staff and ideally placed to explore Florence’s "
United Kingdom
Michele
Serristori Palace Residence

Aparthotel in Historic Centre of Florence

Bob W Florence Ponte Vecchio
9.2 out of 10, Wonderful, (211)
"Very nice, quiet area of Florence! You cannot ask for a better location within walking distance of so many famous tourist sites! "
United States
Denise
The price is €98
includes taxes & fees
16 Jan - 17 Jan 2026
Bob W Florence Ponte Vecchio

Residence in Historic Centre of Florence

Corte Guelfa
3.0 star property
9.8 out of 10, Exceptional, (159)
"Great location, attentive staff, clean rooms"
United States
Dennis
Corte Guelfa

Townhouse in Historic Centre of Florence

Home in Florence
9.0 out of 10, Wonderful, (70)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is €80
includes taxes & fees
23 Dec - 24 Dec
Home in Florence

Residence in Historic Centre of Florence

Tornabuoni Suites Collection
9.6 out of 10, Exceptional, (279)
"Beautiful Hotel in an amazing location. Very friendly and helpful staff. Room was large with an amazing balcony. Would definitely stay here again. "
United States
James W.
The price is €239
includes taxes & fees
7 Jan - 8 Jan 2026
Tornabuoni Suites Collection

Townhouse in Historic Centre of Florence

Locanda dei Guelfi
8.8 out of 10, Excellent, (173)
"Be ready for steps as there is no elevator - four floors to check-in. Other than that it is good."
United States
Darrell
Locanda dei Guelfi
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

Everything you need to know about Castelfiorentino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfiorentino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castelfiorentino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castelfiorentino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelfiorentino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castelfiorentino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castelfiorentino holiday rentals we have selected for you start as low as €70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castelfiorentino rentals

At Expedia, we put the best Castelfiorentino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castelfiorentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castelfiorentino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castelfiorentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

QK Costa58 Home Tower: This holiday home rental outside of Castelfiorentino is located in the historical district, and offers a terrace, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Castelfiorentino?

Expedia has 7 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.