Castelfiorentino Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Castelfiorentino holiday rentals

Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is S$208
includes taxes & fees
26 Mar - 27 Mar
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is S$166
includes taxes & fees
26 Mar - 27 Mar
Palazzo al Torrione 2
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is S$196
includes taxes & fees
23 Mar - 24 Mar
Villa il Fedino
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is S$102
includes taxes & fees
19 Mar - 20 Mar
Chianti Village Morrocco
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
The price is S$174
includes taxes & fees
29 Mar - 30 Mar
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (233 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is S$123
includes taxes & fees
17 Mar - 18 Mar
Fattoria il Milione Agriturismo
Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
The price is S$206
includes taxes & fees
18 Mar - 19 Mar
Marignolle Relais and Charme
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
10.0 out of 10, Exceptional, (1 review)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
The price is S$150
includes taxes & fees
16 Mar - 17 Mar
Boboli Living
Premium bedding, memory-foam beds, in-room safe, laptop workspace

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (379 reviews)
"Excellent location! Apartment was spot less Loved how they had a laundry machine for guests. Absolutely recommend! "
Canada
Ioan
The price is S$347
includes taxes & fees
18 Mar - 19 Mar
Numa Florence Palazzo Belfiore
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (174 reviews)
"Great value, great size, great staff. And we loved the small touches like the free minibar, complimentary glasses of prosecco after returning from a long tour, and hair band in the vanity pack. "
Australia
Adrian
Corte Guelfa
Living area

Mamo Florence - Tamara & Clotilde Apartments

Mamo Florence - Tamara & Clotilde Apartments
Historic Centre of Florence
9.0 out of 10, Wonderful, (9 reviews)
"Nice place well set up and found it very good for exploring Florence with plenty of places to eat "
United Kingdom
Phil
The price is S$365
includes taxes & fees
26 Mar - 27 Mar
Mamo Florence - Tamara & Clotilde Apartments
Courtyard

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is S$120
includes taxes & fees
16 Mar - 17 Mar
I Parigi Corbinelli
Garden

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (177 reviews)
"Absolutely fantastic location and wonderful place to stay."
United States
Matt and Katie
Serristori Palace Residence
Terrace/patio

Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (750 reviews)
"Hotel is housed in a grand, fabulous old palazzo, fully updated with modern conveniences. "
United States
POUL MIKAEL EGEOE
The price is S$377
includes taxes & fees
17 Mar - 18 Mar
Palazzo Alfieri Residenza d’epoca
Balcony

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (477 reviews)
"Staff was extremely attentive "
United States
Allyson
The price is S$432
includes taxes & fees
17 Mar - 18 Mar
Il Rivalta - Place of Charme
Terrace/patio

Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (181 reviews)
"Great stay . Super location"
United States
Kedar
The price is S$242
includes taxes & fees
19 Mar - 20 Mar
Numa Florence Palazzo San Niccolò
Egyptian cotton sheets, premium bedding, in-room safe, desk

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,089 reviews)
"Clean room, great staff, excellent location."
United States
Joseph
Palazzo Mannaioni Suites
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castelfiorentino Hotel Reviews

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Superb hotel with amazing staff Immaculately clean with the added bonus of a tram stop just outside "
Jack 3-night trip
Posted 2 hours ago
IQ Hotel Firenze

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?

Bed and Dreams: This holiday home rental outside of Castelfiorentino comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include an espresso maker to make your meal-planning easier.

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 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.