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.

Cheap flights 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.

Self-catering holiday homes in Castelfiorentino

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Historic noble villa with an Italian park and a pool - Casa Mulino

— Property 27374
Castelfiorentino apartment rental - View of the villa from the park
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, garden
Rates - per property (GBP)
£486 - £721/week
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Historic noble villa with an Italian park and a pool - Casa Valente

— Property 27374
Castelfiorentino apartment rental - View of the villa from the park
3 Bedrooms, Sleeps 6,
Apartment, 1 Bathroom, rural, garden
Rates - per property (GBP)
£486 - £721/week
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Historic noble villa with an Italian park and a pool - Casa Frantoio

— Property 27374
Castelfiorentino apartment rental - View of the villa from the park
2 Bedrooms, Sleeps 5,
Apartment, 1 Bathroom, rural, garden
Rates - per property (GBP)
£523 - £766/week
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Historic noble villa with an Italian park and a pool - Casa Lucia

— Property 27374
Castelfiorentino house rental - View of the villa from the park
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, rural, garden
Rates - per property (GBP)
£901 - £1,216/week
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A luxury castle with stunning views and a private garden and swimming pool

— Property 432702
Castelfiorentino villa rental
6 Bedrooms, Sleeps 12,
Villa, 6 Bathrooms, pool, garden
Rates - per property (GBP)
£7,658 - £11,351/week
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Historic noble villa with an Italian park and a pool - Casa Beppe

— Property 27374
Castelfiorentino apartment rental - View of the villa from the park
3 Bedrooms, Sleeps 5,
Apartment, 1 Bathroom, rural, garden
Rates - per property (GBP)
£486 - £721/week
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Beautiful Chianti villa with pool for 10. Close to town & 40mns to Florence

— Property 69117
Castelfiorentino villa rental
5 Bedrooms, Sleeps 10,
Villa, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,230 - £1,733/week
Calendar Updated 19 Dec 2008

Property Review

We spent one week in this idylic area. Villa was well equiped. Imaculately clean. Beautiful gardens. A super place to stay for day trips to outlying medieval villages. Host family was friendly,...
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Panoramic apartment in agritourism with pool in the hills of Chianti

— Property 580910a
1 Bedroom/1 Bathroom, 1 Separate Toilet Apartment (Sleeps 4 , starting at £52/night £279/week
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Apartment in Castelfiorentino, Val d'Elsa - Casa Valente

— Property 77485
3 Bedrooms/1 Bathroom Apartment (Sleeps 6 rural, pool, garden, terrace, satellite or cable, TV, parking, barbecue
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Apartment in Castelfiorentino, Val d'Elsa - Casa Beppe

— Property 77485
3 Bedrooms/1 Bathroom Apartment (Sleeps 5 rural, pool, garden, terrace, parking, barbecue
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Easyreserve - Selva Di Monte - Selva Di Monte - 860.3

— Property 70931h
2 Bedrooms House (Sleeps 6 fireplace, starting at £454/week
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Easyreserve - Selva Di Monte - Selva Di Monte - 860.1

— Property 70929h
2 Bedrooms House (Sleeps 6 fireplace, starting at £454/week
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Easyreserve - Castelfiorentino - 100.2

— Property 70033h
2 Bedrooms House (Sleeps 4 fireplace, starting at £429/week
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Easyreserve - Castelfiorentino - 100.4

— Property 70035h
1 Bedroom House (Sleeps 2 , starting at £356/week
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Easyreserve - Castelfiorentino - 100.1

— Property 70032h
2 Bedrooms House (Sleeps 4 , starting at £429/week
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Easyreserve - Castelfiorentino - 100.3

— Property 70034h
2 Bedrooms House (Sleeps 4 , starting at £429/week
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Easyreserve - Francigena - Francigena 1

— Property 69122h
2 Bedrooms/2 Bathrooms House (Sleeps 6 air-conditioning, dish washer, golf, tv, starting at £507/week
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Easyreserve - Francigena - Francigena 2

— Property 69123h
3 Bedrooms/2 Bathrooms House (Sleeps 8 air-conditioning, dish washer, golf, tv, starting at £632/week
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Easyreserve - Francigena - Francigena 4

— Property 69125h
2 Bedrooms/2 Bathrooms House (Sleeps 6 air-conditioning, dish washer, golf, tv, starting at £507/week
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Easyreserve - Francigena - Francigena 3

— Property 69124h
2 Bedrooms/2 Bathrooms House (Sleeps 6 air-conditioning, dish washer, golf, tv, starting at £507/week
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Easyreserve - Francigena - Francigena 7

— Property 69127h
1 Bedroom/1 Bathroom House (Sleeps 4 air-conditioning, dish washer, golf, tv, starting at £382/week
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Easyreserve - Piazza Calda - Piazza Calda - 850.2

— Property 69053h
2 Bedrooms House (Sleeps 6 , starting at £623/week
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Easyreserve - Il Pino - Il Pino - 820.1

— Property 64829h
2 Bedrooms/1 Bathroom House (Sleeps 4 private pool, starting at £489/week
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Easyreserve - Tassinaia - Tassinaia - 830.1

— Property 64830h
4 Bedrooms/3 Bathrooms House (Sleeps 10 dish washer, fireplace, private pool, starting at £1,305/week
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Easyreserve - La Vecchia Pieve - La Vecchia Pieve - 815.1

— Property 64828h
2 Bedrooms/2 Bathrooms House (Sleeps 6 dish washer, fireplace, private pool, starting at £688/week
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Easyreserve - Il Fienile

— Property 64219h
5 Bedrooms/3 Bathrooms House (Sleeps 10 dish washer, DVD, fireplace, grill, parking, private pool, starting at £243/night £1,419/week
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Easyreserve - Sorgiva - Sorgiva 1

— Property 64095h
2 Bedrooms/1 Bathroom House (Sleeps 5 air-conditioning, dish washer, tennis, tv, private pool, starting at £382/week
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Easyreserve - Sorgiva - Sorgiva 5

— Property 64099h
2 Bedrooms/1 Bathroom House (Sleeps 5 air-conditioning, dish washer, tennis, tv, private pool, starting at £335/week
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Easyreserve - Sorgiva - Sorgiva 3

— Property 64097h
1 Bedroom/1 Bathroom House (Sleeps 4 air-conditioning, dish washer, tennis, tv, private pool, starting at £314/week
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Easyreserve - Sorgiva - Sorgiva 4

— Property 64098h
1 Bedroom/1 Bathroom House (Sleeps 4 air-conditioning, dish washer, tennis, tv, private pool, starting at £322/week