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Holidaymakers searching for holiday rentals in Castelfiorentino also enquired about villas in Castelnuovo Berardenga, villas in Cortona and villas in Vinci

Make a holiday rental home or villa in Castelfiorentino, Italy your home away from home

The town of Castelfiorentino lies in the heart of the Valdelsa Valley in the Chianti region of Tuscany, Italy. Ideally located between the natural landscapes of the Chianti Hills and the famous art centres of Tuscany’s cities, a holiday rental property in Castelfiorentino is an ideal base for a full exploration of Chianti. Castelfiorentino is a wonderfully ornate, historical city, with wide, clean streets that are a pleasure to wander along.

Things to do in Castelfiorentino, Italy

A gentle stroll through the streets of Castelfiorentino will almost certainly surprise you. There are a delightful range of attractions within the town, which boasts one of the most laidback, peaceful atmospheres of any town in Tuscany. The fortified castle on the hillside above the town and the defensive walls, interspersed with five large gates and towers are unmissable sights within Castelfiorentino, but there are a couple of more hidden attractions worth seeking out from a holiday rental apartment in Castelfiorentino, including the Raccolta Comunale art gallery.

The Valdesa Valley is a magnificent destination for exploring the beautiful Chianti Hills. The Valdesa River is a fantastic fishing river, and there is plenty of walking, cycling and horse riding to be done. The beautiful array of colour that washes over the Tuscan countryside are particularly vivid in the Chianti Hills, which makes exploration a wonderful adventure, but make sure you have a few spare rolls of film in your camera. Landscape painting holidays are particularly popular from Castelfiorentino villas.

As with many of the town and villages in the area, the Castelfiorentino calendar is splashed with events. The Canti & Banchi festival in May sees the town centre returned to its medieval glory, with performances of street theatre and many little stalls serving traditional dishes. The People’s Theatre Festival and the Cinema Under the Stars Festival, both in August, the Choral Festival in November and the Valdelsa Summer Festival from July until September are all fantastic times to be staying in Castelfiorentino accommodation, providing endless entertainment, night and day.

Places to visit on holiday to Castelfiorentino, Italy

The historic town of Barberino Val d’Elsa makes a perfect day trip from a Castelfiorentino property. The town has changed little since its creation as a military base, and many of the original buildings still stand. The ancient defensive walls offer a great circuit for walking around the town.

Weather in Castelfiorentino, Italy

Castelfiorentino’s climate is magnificent. Walking and cycling holidays are wonderful at any time from the end of April until late September, as average monthly temperatures remain above 22˚C, with daily peaks reaching up to 34˚C in July and August.

Travel to Castelfiorentino, Italy

Pisa Airport (PSA) is just 35km from a holiday rental property in Castelfiorentino. There are regular flights to Pisa from the UK, provided by Ryanair and easyJet.

Excellent! 4.6/5
(10 reviews)
avg/night
  • 4 BR
  • 1 BA
  • Sleeps 8
House #6429780
10
Viewed 15 times in the last 48 hours
  • 11 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 24
#8083557
  • 2 BR
  • 2 BA
  • Sleeps 7
Apartment #6891643
  • 1 BR
  • 1 BA
  • Sleeps 5
Apartment #6891641
  • 1 BR
  • 1 BA
  • Sleeps 6
Apartment #6891642
  • 1 BR
  • 1 BA
  • Sleeps 5
Apartment #6853657
  • 1 BR
  • 1 BA
  • Sleeps 6
Apartment #6853658
  • 2 BR
  • 2 BA
  • Sleeps 7
Apartment #6853659
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #8270594
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #2578459
  • 2 BR
  • 2 BA
  • Sleeps 6
House #2333578
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #2294184
  • 2 BR
  • 2 BA
  • Sleeps 8
Apartment #2294181
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #8290201
Exceptional! 5/5
(58 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #6235319
58
Viewed 593 times in the last 48 hours
Exceptional! 5/5
(80 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1890144
80
Viewed 197 times in the last 48 hours
Wonderful! 4.9/5
(19 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #4044756
19
Viewed 51 times in the last 48 hours
Wonderful! 4.9/5
(30 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Apartment #1634738
30
Viewed 73 times in the last 48 hours
Wonderful! 4.9/5
(25 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #1939187
25
Viewed 55 times in the last 48 hours
Wonderful! 4.9/5
(65 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 7
Apartment #708969vb
65
Viewed 61 times in the last 48 hours
Wonderful! 4.9/5
(29 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1849857
29
Viewed 51 times in the last 48 hours
Very Good! 4.2/5
(5 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Multiple rentals Apartment #479580
5
Viewed 63 times in the last 48 hours
Excellent! 4.6/5
(23 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #4174863
23
Viewed 43 times in the last 48 hours
Wonderful! 4.9/5
(62 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Cottage #6049089
62
Viewed 110 times in the last 48 hours
Wonderful! 4.9/5
(50 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #276627vb
50
Viewed 43 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
  • 2 BR
  • 3 BA
  • Sleeps 9
Apartment #927897vb
8
Viewed 71 times in the last 48 hours
Exceptional! 5/5
(60 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1621213
60
Viewed 77 times in the last 48 hours
Excellent! 4.7/5
(13 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #727606vb
13
Viewed 25 times in the last 48 hours
Wonderful! 4.8/5
(33 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #6262932
33
Viewed 37 times in the last 48 hours
Exceptional! 5/5
(51 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Apartment #1691215
51
Viewed 39 times in the last 48 hours
Exceptional! 5/5
(24 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #6015654
24
Viewed 29 times in the last 48 hours
Wonderful! 4.9/5
(88 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #308890
88
Viewed 56 times in the last 48 hours
Wonderful! 4.9/5
(26 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 4
Apartment #706279vb
26
Viewed 17 times in the last 48 hours
Excellent! 4.6/5
(13 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #6657413
13
Viewed 27 times in the last 48 hours
Wonderful! 4.9/5
(109 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Multiple rentals Apartment #420459
109
Viewed 30 times in the last 48 hours
Wonderful! 4.9/5
(130 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #462238
130
Viewed 48 times in the last 48 hours
Wonderful! 4.8/5
(39 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #683977vb
39
Viewed 89 times in the last 48 hours
Exceptional! 5/5
(7 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 11
Apartment #4250389
7
Viewed 57 times in the last 48 hours
Exceptional! 5/5
(23 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 11
Villa #607748vb
23
Viewed 174 times in the last 48 hours
Exceptional! 5/5
(17 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #1017337
17
Viewed 57 times in the last 48 hours
Exceptional! 5/5
(27 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Barn #1024402
27
Viewed 68 times in the last 48 hours
Wonderful! 4.9/5
(20 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #1213146
20
Viewed 30 times in the last 48 hours

Castelfiorentino Holiday Apartments & Villas (300+)

 

Recent Reviews

A fantastic,perfect and clean property a terrace with a view enchanting

5 of 5
We loved the property it has loads of character, space and charm. The apartment felt safe and was in a safe feeling district. The terrace has amazing views of the Duomo and over the city of Florence, breathtaking something to see in every direction. We were greeted on arrival by the hosts son a lovely charming and helpful young man who gave us useful information on places to eat, where to buy groceries, places to visit and great information on places he thought were good to go to, like the best ice cream place and he was right. A property we will be returning to and recommending to friends who want to visit this beautiful city.
  • Review Submitted: Jul 22, 2017
  • Date of Stay: Jul 2017

Exceptional cottage with great pool in a stunning area of Tuscany

5 of 5
We were very impressed from the outset with this sympathetically converted hamlet. The property itself, The Hammock was exactly the standard as show in the photos so were not disappointed. The view and the pool exceeded our expectations and ticked all members of families boxes including the teenagers. We mixed the days with relaxing by the pool and visiting the local hill top towns all which had their own character. I would definitely consider returning and would highly recommend the property. Claudia, the owner and Fabio were very attentive throughout the booking and greeting process. Thank you for letting us share in your wee piece of paradise.
  • Review Submitted: Jul 18, 2017
  • Date of Stay: Jul 2017