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Search Holiday Rentals in Castelfiorentino

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Castelfiorentino holiday rentals

Balcony
Palazzo al Torrione 2

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 2.492.341 ₫
3.671.130 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe
Tenuta Sant'Ilario

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
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

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
View from room
Chianti Village Morrocco

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
Free daily buffet breakfast
Terre di Baccio

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
Property entrance
Villa il Fedino

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 3.844.724 ₫
4.352.451 ₫ total
includes taxes & fees
17 Jan - 18 Jan 2026
Villa il Fedino
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down duvets
Sette Angeli Rooms

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 1.939.545 ₫
2.505.260 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Sette Angeli Rooms
Suite, River View | Premium bedding, down duvets, in-room safe, desk
La Torre Del Cestello

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 2.459.489 ₫
3.136.831 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
La Torre Del Cestello
Standard Loft | Premium bedding, memory-foam beds, in-room safe, laptop workspace
Numa Florence Palazzo Belfiore

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 3.995.640 ₫
4.766.964 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Numa Florence Palazzo Belfiore
Presidential Suite, River View | Balcony
Il Rivalta - Place of Charme

Apartment in Historic Centre of Florence

Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (444)
"A really nice place to stay and close to everything you need. Would definitely go back and stay. "
United States
Tejwant
The price is 5.034.250 ₫
5.971.396 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Il Rivalta - Place of Charme
Suite | Premium bedding, in-room safe, desk, cots/infant beds
Palazzo Mannaioni Suites

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
Terrace/patio
Numa Palazzo San Niccolò

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 2.416.651 ₫
3.030.076 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Numa Palazzo San Niccolò
Terrace/patio
Palazzo Alfieri Residenza d’epoca

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 4.250.459 ₫
5.109.225 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Palazzo Alfieri Residenza d’epoca
Family Triple Room | Premium bedding, minibar, in-room safe, soundproofing
Residenza La Musa Amarcord

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
Garden
Serristori Palace Residence

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
Premium Studio | Laptop workspace, free WiFi, bed sheets
Bob W Florence Ponte Vecchio

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 2.844.527 ₫
3.500.740 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Bob W Florence Ponte Vecchio
Property entrance
Corte Guelfa

Residence in Historic Centre of Florence

Corte Guelfa
3.0 star property
9.8 out of 10, Exceptional, (160)
"Great location, attentive staff, clean rooms"
United States
Dennis
Corte Guelfa
Food court
Home in Florence

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 1.916.060 ₫
2.477.432 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Home in Florence
Deluxe Suite, Terrace | Terrace/patio
Tornabuoni Suites Collection

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 5.291.694 ₫
6.812.192 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Tornabuoni Suites Collection
Rooftop terrace
Locanda dei Guelfi

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

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Impressive hotel, loved the mini bar, room very clean. The device provided in the room for exploring the city looked amazing - unfortunately ours wouldn’t charge so don’t know how good this was. We did let reception know and they said the next day we would have a new one but it did t happen. Did not detract from our stay. Beautiful views from restaurant. Good location. Taxis from the airport are expensive!! "
Charlotte 2-night trip
Posted 16 hours ago
Grand Hotel Baglioni

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 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.