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

Holidaymakers searching for holiday rentals in Castiglion Fiorentino also enquired about villas in Cortona, apartments in Lucca and apartments in San Gimignano

Make a holiday rental home or apartment in Castiglion Fiorentino, Italy your home away from home

The walled town of Castiglion Fiorentino is a great alternative destination to Cortona when staying in this peaceful part of the Arezzo province. A visit to Castiglion Fiorentino is akin to a trip back to the Middle Ages, with strong medieval influences to be seen almost everywhere you look. The town is laid-back and friendly, and can also be used as a base for enjoying a holiday of walking and exploring in the fantastic surrounding countryside.

Things to do in Castiglion Fiorentino, Italy

The well-preserved city walls are Castiglion Fiorentino’s most recognisable feature, and date back to the 13th century. Once inside the walls you will also discover an array of historical attractions on the paved streets, including the Municipal Art Gallery (in the former church of Sant’Angelo) and the remains of the town’s 14th century fortress.

As with many Tuscan towns and cities, Castiglion Fiorentino is home to immensely proud locals who hold a number of festivals and evens throughout the year to celebrate their town and the local region in general. These are great times to visit the area, as the festivals will allow you to learn more about the town and interact with these residents – in Italian of course! Popular festivals in Castiglion Fiorentino include the Palio dei Rioni – a historic June horse race, and an Easter Sunday parade.

Castiglion Fiorentino also has a train station, which provides good links with the well-known towns and cities of the region such as Cortona, Perugia, Arezzo, Siena and Pienza, and you can alternate your days of exploring these destinations with days of walking, hiking, horse riding and cycling in the unspoilt countryside that surrounds Castiglion Fiorentino.

Places to visit on holiday in Castiglion Fiorentino, Italy

Cortona is just 12km south of Castiglion Fiorentino, and a hugely popular destination with both foreign and domestic travellers. The city has a huge number of old buildings and cultural attractions, but combines these with modern amenities and a vibrant nightlife to create an enticing destination for visitors. Also within close reach of Castiglion Fiorentino is Lucignano (18km), which boasts a hilltop position amongst dense woodland and olive groves – ‘Real Tuscany’ as some may call it.

Weather in Castiglion Fiorentino, Italy

The weather in Castiglion Fiorentino is particularly good during summer months, with June, July and August having an average daily high temperature of 28C. Spring and early autumn are also great times for a visit, with temperatures of 20C common, but winter is less popular due to increased levels of rainfall.

Flights to Castiglion Fiorentino, Italy

San Egidio Airport (PEG) is located just outside Perugia, 55km from Castiglion Fiorentino. A Ryanair flight from London Stansted to San Egidio is the easiest and cheapest way of getting to your Castiglion Fiorentino rental accommodation, but if you are intent on arriving in style you may wish to fly to Florence Peretola Airport (FLR) and make the 114km journey north instead.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 37 times in the last 48 hours
  • 4 BR Barn
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
Premier Partner
10
  • 2 BR Cottage
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
7
Viewed 18 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(16 reviews)
avg/night
16
Viewed 17 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 1722 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
8
Viewed 20 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(26 reviews)
avg/night
Premier Partner
26
Viewed 8 times in the last 48 hours
  • 6 BR Villa
  • 6 BA
avg/night
4
Viewed 22 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 2152 sq. ft.
Excellent! 4.7/5
(11 reviews)
avg/night
11
Viewed 13 times in the last 48 hours
  • 7 BR Villa
  • 5 BA
  • Separate Toilet
  • 4305 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
Premier Partner
12
Viewed 61 times in the last 48 hours
  • 2 BR Farmhouse
  • 1 BA
  • Separate Toilet
  • 968 sq. ft.
avg/night
2
Viewed 5 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 8 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • Separate Toilet
  • 1237 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Premier Partner
5
Viewed 17 times in the last 48 hours
  • 4 BR Farmhouse
  • 2 BA
  • 2045 sq. ft.
Exceptional! 5/5
(20 reviews)
avg/night
20
Viewed 29 times in the last 48 hours
  • 4 BR Villa
  • 5 BA
  • 4305 sq. ft.
Exceptional! 5/5
(22 reviews)
avg/night
22
Viewed 8 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 4305 sq. ft.
Wonderful! 4.9/5
(29 reviews)
avg/night
29
Viewed 12 times in the last 48 hours
  • 5 BR Villa
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 5 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 645 sq. ft.
Excellent! 4.5/5
(13 reviews)
View details for price
13
Viewed 6 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 8 times in the last 48 hours
  • 2 BR Farmhouse
  • 2 BA
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 15 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1184 sq. ft.
Excellent! 4.4/5
(12 reviews)
avg/night
12
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 3336 sq. ft.
Exceptional! 5/5
(22 reviews)
avg/night
Premier Partner
22
Viewed 17 times in the last 48 hours
  • 4 BR Chateau / Country House
  • 3 BA
  • 1937 sq. ft.
Wonderful! 4.9/5
(43 reviews)
avg/night
Premier Partner
43
Viewed 6 times in the last 48 hours
  • 4 BR Apartment
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
14
  • 3 BR Villa
  • 3 BA
Exceptional! 5/5
(6 reviews)
avg/night
6
Viewed 5 times in the last 48 hours
  • 4 BR Villa
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 5 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 7534 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
7
Viewed 7 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 936 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Premier Partner
5
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 6576 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
11
Viewed 8 times in the last 48 hours
  • 2 BR Villa
  • 1 BA
  • 2368 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
12
  • 1 BR House
  • 1 BA
  • 409 sq. ft.
avg/night
3
Viewed 16 times in the last 48 hours
  • 4 BR Cottage
  • 4 BA
avg/night
Premier Partner
4
Viewed 13 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • 4843 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
17
Viewed 6 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 754 sq ft
Wonderful! 4.8/5
(13 reviews)
avg/night
13
Viewed 5 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 807 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
10
Viewed 20 times in the last 48 hours
  • 6 BR Villa
  • 3 BA
  • Separate Toilet
  • 2152 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
  • Studio
  • 1 BA
  • 753 sq. ft.
avg/night
4
Viewed 5 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 990 sq. ft.
avg/night
  • 6 BR Villa
  • 4 BA
  • 3767 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 6 times in the last 48 hours
  • 12 BR Villa
  • 13 BA
  • 6221 sq. ft.
avg/night
1
Viewed 6 times in the last 48 hours
  • 4 BR Farmhouse
  • 3 BA
  • Separate Toilet
  • 2960 sq. ft.
Wonderful! 4.9/5
(33 reviews)
avg/night
Premier Partner
33
  • 1 BR Townhome
  • 1 BA
Exceptional! 5/5
(63 reviews)
avg/night
63
Viewed 23 times in the last 48 hours
  • 5 BR Farmhouse
  • 3 BA
  • 4305 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
17
Viewed 10 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 968 sq. ft.
avg/night
Premier Partner
4
  • 2 BR Villa
  • 2 BA
  • Separate Toilet
  • 1291 sq ft
Exceptional! 5/5
(107 reviews)
avg/night
Premier Partner
107
  • 3 BR Villa
  • 2 BA
  • 1399 sq. ft.
avg/night
Viewed 22 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Premier Partner
5
  • 4 BR Villa
  • 4 BA
  • 1991 sq. ft.
avg/night
1
  • 3 BR Chateau / Country House
  • 2 BA
  • 2368 sq. ft.
Excellent! 4.7/5
(3 reviews)
avg/night
3
Viewed 7 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 484 sq. ft.
Wonderful! 4.9/5
(32 reviews)
avg/night
32
Viewed 14 times in the last 48 hours
  • 6 BR Villa
  • 5 BA
  • Separate Toilet
Exceptional! 5/5
(5 reviews)
avg/night
5
  • 2 BR Chateau / Country House
  • 2 BA
  • 1399 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
Premier Partner
1

Castiglion Fiorentino Holiday Villas & Apartments (300+)

 

Recent Reviews

Review for stay from 19 May 2018 to 26 May 2018

5 of 5
The owners welcomed us warmly on arrival and gave us two complimentary bottles of wine from their vineyard. The villa is well equipped and spacious. The grounds are truly lovely with many trees, shrubs and plants. The pool is nice but very cold in mid-may when we were there! It is situated in a good location for visiting all the most scenic parts of Tuscany. However the advertised 10minute walk to the town centre is to the shops up the road and not to the old town which is more like a 30min walk.The only thing I would change about the villa itself would be the kitchen space which is two small kitchens, one on the ground floor and one on the first floor - it was a constant journey up and downstairs to the dishwasher. The other issue is the advertised price for the villa. The original cost seemed very reasonable but then there was a 350euro charge for final cleaning and 120euro charge for electricity (we really couldn't have used any less) making it just as expensive as others I was looking at. I would prefer the cleaning cost and a realistic fuel charge to be added to the advertised cost per week.All things considered our party of 6 adults and 3 small children had a really good week and would consider another visit.
  • Review Submitted: Jun 12, 2018
  • Date of Stay: May 2018

Fantastic holiday.

5 of 5
The house exceeded all our expectations. Perfect for 3 generations of one family sharing a holiday together.
  • Review Submitted: Jun 03, 2018
  • Date of Stay: May 2018