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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Castelfiorentino holiday rentals

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 4.806.591 ₫
5.437.456 ₫ total
includes taxes & fees
24 Jul - 25 Jul
Antico Borgo il Cardino
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 3.487.178 ₫
3.895.978 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Palazzo Pacini
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 2.820.060 ₫
4.003.301 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Palazzo al Torrione 2
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 2.471.881 ₫
2.899.508 ₫ total
includes taxes & fees
29 Jul - 30 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 2.459.552 ₫
2.765.653 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Chianti Village Morrocco
Exterior

Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.4 out of 10, Exceptional, (31 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is 3.690.705 ₫
4.180.069 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Il Castello di San Ruffino
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 4.545.155 ₫
5.119.964 ₫ total
includes taxes & fees
19 Jul - 20 Jul
La Locanda di Pietracupa
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (78 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 8.193.583 ₫
9.133.234 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Terre di Baccio
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 7.496.644 ₫
8.366.474 ₫ total
includes taxes & fees
24 Jul - 25 Jul
Villa il Fedino
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 2.934.965 ₫
3.288.607 ₫ total
includes taxes & fees
4 Aug - 5 Aug
DomuS Miniato
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 3.238.156 ₫
3.982.548 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Fattoria il Milione Agriturismo
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (250 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 4.997.653 ₫
5.587.662 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (85 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is 1.596.887 ₫
1.846.796 ₫ total
includes taxes & fees
28 Jul - 29 Jul
hu Firenze Certosa camping in town
Chalet | In-room safe, cots/infant beds, bed sheets

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,696 reviews)
"Clean room and great proximity to town."
United States
KEVIN
The price is 2.329.995 ₫
2.773.403 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Hu Firenze Camping In Town
Panoramic Penthouse (Signoria) | Terrace/patio

Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (847 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is 3.792.066 ₫
4.532.151 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Relais Piazza Signoria
Courtyard

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Excelente "
Brazil
Osvaldo
The price is 2.817.040 ₫
3.459.623 ₫ total
includes taxes & fees
27 Jul - 28 Jul
I Parigi Corbinelli
Property entrance

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (200 reviews)
"Great place to base ourselves to explore Florence."
United Kingdom
Hamish
The price is 3.653.139 ₫
4.379.331 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Corte Guelfa
Outdoor dining

Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (244 reviews)
"Friendly staff, clean rooms, and in a lovely location above the city."
United States
Andrew
The price is 3.290.657 ₫
3.860.052 ₫ total
includes taxes & fees
15 Aug - 16 Aug
Villa La Stella - Casa per Ferie
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, (1,139 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 5.142.519 ₫
6.077.796 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Palazzo Mannaioni Suites
View from property

Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.6 out of 10, Exceptional, (185 reviews)
"Rooms were very clean, and the staff was extremely friendly. The check-in process was very easy and we had a great stay."
United States
Erin
The price is 3.182.908 ₫
3.862.077 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Dimora Bandinelli Firenze
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

Aurum Firenze

Aurum Firenze

8/10 Good
"Good location. Travel family of 4. If you only need basics it is perfect. Breakfast was a surprise, it was fresh and good overall. Enjoyed to stay there just for sleeping."
Astrid 2-night trip
Posted 1 hour ago
Aurum 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.

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.