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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Castelfiorentino holiday rentals

Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is 2.452.713 ₫
2.877.670 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Villa San Filippo
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.432.630 ₫
2.735.787 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Chianti Village Morrocco
Exterior

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 3.479.348 ₫
3.887.178 ₫ total
includes taxes & fees
26 Jul - 27 Jul
DomuS Miniato
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is 2.811.278 ₫
3.990.835 ₫ total
includes taxes & fees
7 Aug - 8 Aug
Palazzo al Torrione 2
Exterior

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 4.791.624 ₫
5.420.524 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Antico Borgo il Cardino
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (251 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 5.160.253 ₫
5.766.122 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Relais Villa Olmo
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is 2.599.420 ₫
2.919.257 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Palazzo Pacini
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (91 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is 1.590.220 ₫
1.839.085 ₫ total
includes taxes & fees
28 Jul - 29 Jul
hu Firenze Certosa camping in town
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, (255 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 2.844.754 ₫
3.548.496 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Fattoria il Milione Agriturismo
Courtyard

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Excelente "
Brazil
Osvaldo
The price is 2.504.713 ₫
3.114.557 ₫ total
includes taxes & fees
30 Jul - 31 Jul
I Parigi Corbinelli
Free daily buffet breakfast

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 8.159.373 ₫
9.095.101 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Terre di Baccio
Breakfast, lunch and dinner served

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 4.526.179 ₫
5.098.588 ₫ total
includes taxes & fees
25 Jul - 26 Jul
La Locanda di Pietracupa
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (202 reviews)
"Great place to base ourselves to explore Florence."
United Kingdom
Hamish
The price is 2.923.363 ₫
3.575.072 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Corte Guelfa
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (280 reviews)
"Great location! Staff was amazing!"
United States
Michelle
The price is 3.192.897 ₫
3.931.454 ₫ total
includes taxes & fees
28 Jul - 29 Jul
La Torre Del Cestello
Terrace/patio

Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (201 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is 2.994.765 ₫
3.653.613 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Numa Florence Palazzo San Niccolò
Apartment | City view

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 2.658.807 ₫
5.230.656 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Mamo Florence - Le Farine Della Signoria Apartments
Garden

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (214 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is 3.983.305 ₫
4.741.007 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Serristori Palace Residence
Suite | 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, (1,145 reviews)
"Great location in Florence. The flats were comfortable and with everything básica you need. It is in a quiet street next to the city centre. The staff was very helpuful and we lived all of their recommendations."
United States
Laura
The price is 4.802.405 ₫
5.702.032 ₫ total
includes taxes & fees
28 Jul - 29 Jul
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.
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Top Castelfiorentino Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"I loved staying here, the staff were very friendly. The restaurant on property food was 10/10! Overall this was a great spot."
Shivalia Perchelle 2-night trip
Posted 5 hours ago
The Social Hub Florence Lavagnini

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 8 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 Piazza della Signoria.

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.