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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.

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  • 7 BR
  • 5 BA
  • Separate Toilet
  • 2260 sq. ft.
avg/night
Villa #8318626
3
Viewed 25 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 914 sq. ft.
Excellent! 4.6/5
(11 reviews)
avg/night
House #6429780
11
Premier Partner
  • 2 BR
  • 1 BA
avg/night
Apartment #2514158
  • 1 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Apartment #8434745
Premier Partner
  • 2 BR
  • 1 BA
avg/night
Apartment #2160230
  • 2 BR
  • 1 BA
  • 753 sq. ft.
avg/night
Apartment #8352614
  • 5 BR
  • 3 BA
avg/night
Farmhouse #3476315
4
  • 6 BR
  • 6 BA
Exceptional! 5/5
(5 reviews)
avg/night
Villa #4025424
5
Premier Partner
  • 1 BR
  • 1 BA
  • 592 sq. ft.
avg/night
Apartment #2294184
Premier Partner
  • 2 BR
  • 2 BA
  • 753 sq. ft.
avg/night
Apartment #2294181
Premier Partner
  • 1 BR
  • 1 BA
avg/night
Apartment #2160237
Premier Partner
  • 3 BR
  • 2 BA
  • 753 sq. ft.
avg/night
Apartment #2578459
Viewed 9 times in the last 48 hours
  • 11 BR
  • 5 BA
  • Separate Toilet
avg/night
#8083557
  • 1 BR
  • 1 BA
avg/night
Apartment #8270594
Viewed 90 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 452 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
Apartment #6702653
5
Viewed 99 times in the last 48 hours
  • 1 BR
  • 1 BA
avg/night
House #681776vb
4
Viewed 140 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(22 reviews)
avg/night
House #1004992
22
Viewed 134 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 861 sq. ft.
avg/night
Chateau / Country House #8393658
Viewed 75 times in the last 48 hours
  • 2 BR
  • 3 BA
  • 1076 sq. ft.
Exceptional! 5/5
(108 reviews)
avg/night
Apartment #343064
108
Viewed 125 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 645 sq. ft.
avg/night
Cottage #6972580
4
Viewed 79 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • Separate Toilet
  • 3875 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
Villa #6592763
11
Viewed 31 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 645 sq. ft.
Wonderful! 4.9/5
(43 reviews)
avg/night
Apartment #868191
43
Viewed 56 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 527 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
Apartment #988727vb
10
Viewed 104 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1076 sq. ft.
avg/night
Apartment #8310631
3
Viewed 140 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 2152 sq. ft.
Exceptional! 5/5
(22 reviews)
avg/night
House #103389vb
22
Viewed 118 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 484 sq. ft.
Excellent! 4.4/5
(42 reviews)
avg/night
Apartment #8114
42
Viewed 21 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1937 sq. ft.
Wonderful! 4.9/5
(18 reviews)
avg/night
Villa #6433993
18
Viewed 46 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 2152 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
Villa #1425790
18
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Corporate Apartment #8254383
3
Viewed 11 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 968 sq. ft.
avg/night
Apartment #6885624
3
Viewed 41 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 3659 sq. ft.
Excellent! 4.6/5
(14 reviews)
avg/night
Villa #6288732
14
Viewed 65 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 60 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1000 sq. ft.
Exceptional! 5/5
(42 reviews)
avg/night
Apartment #642052vb
42
Viewed 117 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 430 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
Apartment #6833275
6
Viewed 65 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(22 reviews)
avg/night
House #6376988
22
Viewed 41 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.8/5
(11 reviews)
avg/night
Apartment #1620151
11
Viewed 36 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 602 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
Chateau / Country House #6437833
14
Viewed 61 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 409 sq. ft.
Excellent! 4.7/5
(6 reviews)
avg/night
Cottage #6821632
6
Viewed 41 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1076 sq. ft.
avg/night
Apartment #8208147
4
Viewed 71 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1722 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Villa #6790447
9
Viewed 12 times in the last 48 hours
  • 1 BR
  • 1 BA
avg/night
Apartment #6786989
3
Viewed 82 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
Apartment #8197593
15
Viewed 35 times in the last 48 hours
  • 4 BR
  • 4 BA
avg/night
Villa #6482355
1
Viewed 79 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.9/5
(19 reviews)
avg/night
Apartment #8022189
19
Viewed 63 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(24 reviews)
avg/night
Apartment #803419
24
Viewed 17 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 44 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 807 sq. ft.
avg/night
Chateau / Country House #6977319
2
Viewed 44 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 538 sq. ft.
avg/night
Apartment #8278687
1
Viewed 24 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1614 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
Apartment #6509631
15
Viewed 80 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
Apartment #8015296
7

Castelfiorentino Holiday Apartments & Villas (300+)

 

Recent Reviews

Review for stay from 16 September 2017 to 16 September 2017

5 of 5
We had the most incredible vacation at this villa. Sabrina was wonderful from start to finish-- welcoming us with a lovely basket of goodies, bringing us cake and wine throughout our stay, and making the check-in and check-out process a breeze. The house itself is wonderful exactly as shown in photos. The yard/garden is well-manicured and vibrant. The house is clean with good sized bedrooms. We traveled with two young children and Sabrina provided a playhouse and slide for the yard-- such a treat! The property is totally child-friendly. Sabrina lives in an attached villa with her family, but you rarely see or hear them. It was quite private and remote, and perfect for our family. We would absolutely recommend this villa and would love to come back again!
  • Review Submitted: Jan 11, 2018
  • Date of Stay: Sep 2017

Beautiful apartment eve better than the pictures!

5 of 5
We (2 couples) were here from 29th December until 3rd January. We were welcomed by Carla with a lovely bottle of red wine and a bottle of prosecco for celebrating the New Year. The apartment was just right with plenty of room for us all. It was comfortable,tastefully decorated and furnished and everywhere you looked there was something interesting to see. The kitchen was well equipped as was the whole apartment. It was very quiet and peaceful in the apartment although it was within easy walking distance of restaurants and all the places we wanted to see. Being in the Santo Spirito area made us feel as though we were part of real Florence which was nicer than staying the other side of the river. We found that we didn't have time to see half of what we wanted and would all like to return to Florence in the future. If we manage that we would certainly like to stay in this beautiful apartment. Thank you Antonio and Carla
  • Review Submitted: Jan 07, 2018
  • Date of Stay: Dec 2017