OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

Castelfiorentino is a beautiful town located in the Tuscany region of Italy. The settlement and castle here was built along a road used by pilgrims during the middle ages, taking travellers from Northern Europe into the City of Rome. This is in fact the site where the ancient Roman town of Timignano once was. Set within the enclosure of the castle walls, on a defensive hill top was the settlement and its church. Holiday lettings in Castelfiorentino are the perfect accommodation option for tourists visiting this beautiful region of Italy and offer so much more than a hotel. Villas in Castelfiorentino are just one of the options available and many of them offer stunning views across this region of Florence.

History

With the settlement expanding a second set of ringed walls were built to house newcomers and there were many gates and towers to navigate in order to travel to the market square at the heart of the settlement. Growing in stature this settlement became an important outpost for the region of Florence, and home to the major of the region, as signified by the flag displaying a red lily. Apartments in Castelfiorentino and all of the other holiday accommodation in Castelfiorentino is perfect for families wanting to come and explore the area and the many sights and attractions of Florence.

Turbulent Times

At one point during 1521 Castelfiorentino was destroyed. This was a time of heavy attacks and constant raids, though it was rebuilt it never regained its stature as a defensive outpost. The 18th century again saw the town prosper and grow and once again became home to the mayoral offices. The town is now popular with tourists wanting to experience an authentic Italian holiday. Holiday rentals in Castelfiorentino are the perfect way to explore this beautiful region of Italy, and with the fabulous city of Florence and the region of Tuscany within easy reach it is understandable why holiday homes in Castelfiorentino are popular with travellers and tourists from all over the world.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Location type

Interior Amenities

Exterior Amenities

Activities

Listing Type

Special options

Clear Filters
Use filters to find your perfect holiday home.
  • 2 BR
  • 1 BA
  • 753 sq. ft.
avg/night
Apartment #8352614
Viewed 7 times in the last 48 hours
  • 11 BR
  • 5 BA
  • Separate Toilet
avg/night
#8083557
  • 1 BR
  • 1 BA
avg/night
Apartment #8270594
Viewed 301 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 452 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Apartment #6702653
5
Viewed 133 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • Separate Toilet
  • 2152 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
Villa #6592763
11
Viewed 173 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 1614 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
Cottage #873924
13
Viewed 23 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 807 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
Apartment #27374
5
Viewed 58 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 2152 sq. ft.
Excellent! 4.6/5
(13 reviews)
avg/night
House #530011
13
Viewed 58 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 914 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
Apartment #530011
5
Viewed 44 times in the last 48 hours
  • 2 BR
  • 1 BA
avg/night
Apartment #6722384
1
Viewed 41 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 645 sq. ft.
avg/night
Apartment #6710967
3
Viewed 22 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1022 sq. ft.
Wonderful! 4.9/5
(16 reviews)
avg/night
House #6446443
16
Viewed 27 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1345 sq. ft.
Exceptional! 5/5
(3 reviews)
avg/night
Apartment #530011
3
Viewed 12 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1453 sq. ft.
Exceptional! 5/5
(4 reviews)
avg/night
Apartment #27374
4
Viewed 35 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2098 sq. ft.
Excellent! 4.6/5
(10 reviews)
avg/night
House #27374
10
Viewed 28 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 3767 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
Villa #1776083
5
Viewed 20 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 699 sq. ft.
Excellent! 4.7/5
(13 reviews)
avg/night
Apartment #562146vb
13
Viewed 15 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Separate Toilet
  • 645 sq. ft.
Exceptional! 5/5
(25 reviews)
avg/night
Apartment #6252928
25
Viewed 25 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(52 reviews)
avg/night
Apartment #6329453
52
Viewed 24 times in the last 48 hours
  • 1 BR
  • 1 BA
avg/night
Apartment #6722385
4
Viewed 16 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1022 sq. ft.
Wonderful! 4.8/5
(10 reviews)
avg/night
Apartment #27374
10
Viewed 15 times in the last 48 hours
  • 6 BR
  • 5 BA
  • Separate Toilet
  • 3875 sq. ft.
avg/night
Villa #6865192
3
Viewed 108 times in the last 48 hours
  • 5 BR
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
Chateau / Country House #873924
17
Viewed 24 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(70 reviews)
avg/night
House #6190174
70
Viewed 10 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
avg/night
Apartment #1431007
3
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1291 sq. ft.
avg/night
Villa #6850754
1
Viewed 17 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 753 sq. ft.
avg/night
Apartment #6768339
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 914 sq. ft.
Excellent! 4.7/5
(6 reviews)
avg/night
Apartment #414798
6
Viewed 24 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 893 sq. ft.
Excellent! 4.6/5
(18 reviews)
avg/night
Villa #8065775
18
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 699 sq. ft.
avg/night
Farmhouse #6329453
4
Viewed 37 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
  • 2690 sq. ft.
Excellent! 4.7/5
(12 reviews)
avg/night
House #6570358
12
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
House #212525vb
10
Viewed 9 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
Apartment #445137vb
7
Viewed 12 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1076 sq. ft.
avg/night
Apartment #530011
2
Viewed 21 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Excellent! 4.5/5
(8 reviews)
avg/night
Apartment #6427544
8
Viewed 28 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 645 sq. ft.
avg/night
House #6743384
Viewed 22 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 3229 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
Villa #1092698
5
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 861 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Chateau / Country House #6366214
8
Viewed 41 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 387 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
Farmhouse #6153244
15
Viewed 20 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
Apartment #6431593
15
Viewed 22 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1345 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
Chateau / Country House #6636362
8
Viewed 25 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 968 sq. ft.
avg/night
Apartment #8143387
Viewed 44 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Separate Toilet
  • 538 sq. ft.
Exceptional! 5/5
(49 reviews)
avg/night
Apartment #6011353
49
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 861 sq. ft.
avg/night
Apartment #6670110
3
  • 3 BR
  • 1 BA
  • 1022 sq. ft.
Wonderful! 4.8/5
(4 reviews)
avg/night
Apartment #27374
4
Viewed 61 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Apartment #6290182
6
Viewed 22 times in the last 48 hours
Premier Partner
  • 8 BR
  • 7 BA
  • Separate Toilet
  • 3229 sq. ft.
Wonderful! 4.9/5
(16 reviews)
avg/night
Villa #6175567
16
  • 2 BR
  • 1 BA
  • 688 sq. ft.
avg/night
Corporate Apartment #8283130
1
Viewed 43 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1291 sq. ft.
avg/night
Cottage #830546
1
  • Studio
  • 1 BA
  • 484 sq. ft.
avg/night
Farmhouse #6040012
1

Holiday Accommodation Castelfiorentino (264)