Castiglion Fiorentino Station holiday rentals

We found 3,630 holiday rentals — enter your dates for availability

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July 2025

August 2025

Choose the perfect private holiday rental within easy reach of Castiglion Fiorentino Station. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, including parking and a garden. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Castiglion Fiorentino Station

Showing deals for:10 Oct - 17 Oct

Exceptional

(7 reviews)

Beautiful Tuscan farmhouse in the countryside with swimming pool

Cortona, Tuscany

5% off

AU$1,018 per night

includes taxes & fees

Exceptional

(39 reviews)

Beautifully restored 16th C farmhouse w/ exclusive pool, woodlands, olive groves

Cortona, Toscana

5% off

AU$378 per night

includes taxes & fees

Exceptional

(19 reviews)

FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

Lucignano, Tuscany

9% off

AU$1,381 per night

includes taxes & fees

Exceptional

(15 reviews)

Large family Villa by Anghiari Pool, fenced garden, A.C. WI.FI helpful family

Citerna, PG

9% off

AU$589 per night

includes taxes & fees

Exceptional

(6 reviews)

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Cortona, Tuscany

18% off

AU$745 per night

includes taxes & fees

Wonderful

(22 reviews)

Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.

Cortona, Tuscany

9% off

AU$287 per night

includes taxes & fees

Exceptional

(9 reviews)

Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool

Pergine Valdarno, Tuscany

13% off

AU$187 per night

includes taxes & fees

Exceptional

(26 reviews)

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Lucignano, Toscana

11% off

AU$735 per night

includes taxes & fees

Exceptional

(11 reviews)

Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi

Monte Santa Maria Tiberina, Umbria

5% off

AU$822 per night

includes taxes & fees

Excellent

(15 reviews)

Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Cortona, Umbria

9% off

AU$335 per night

includes taxes & fees

Exceptional

(22 reviews)

Amazing House Within the Castle of Pianettole, Anghiari 30mins from AREZZO

Anghiari, Arezzo

28% off

AU$287 per night

includes taxes & fees

Exceptional

(34 reviews)

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena, Tuscany

9% off

AU$449 per night

includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Castiglion Fiorentino Station

Showing deals for: 5 Oct - 8 Oct

Vacation home Volpe by Interhome

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$259 per night

includes taxes & fees

Residenza di Lucia in city center with private terrace

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

AU$323 per night

includes taxes & fees

Top rated rentals - Castiglion Fiorentino Station

Premier Host

Loved Our Stay In Montepulciano

Our first time in Italy, we loved our three night stay in Montepulciano and the apartment made it so much more special, the home had everything you need and is located in a perfect spot with amazing views and an easy walk to everywhere in the village. Host was great and spent some time with us at check in, showing us the best restaurants to eat in and other villages to visit that were close by. We will definitely stay again if we go back to Italy. Highly recommend!

glen b.

Stayed Mar 2025

Premier Host

Beautiful stay

We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful.

Murray H.

Stayed Oct 2024

Premier Host

Private villa with private pool close to Montisi.

We loved our stay at Luigi's villa and have the best memories of our time there. The villa was very clean including the pool. Once we had a small problem with the washing machine and Luigi was so fast in sorting it out for us. He also provided us with lots of information about Montisi (a delightful hill top village, a bit off the beaten track) and the surrounding area. The photos was a good reflection of the villa, the pool and garden. We would love to go back one day. Annemarie Veldsman. Date of stay: June 2024.

Anne H.

Stayed June 2024

Premier Host

The highlight of our travels in Tuscany

A wonderful property and a friendly and attentive host; we stayed three nights. The location is excellent: close to free parking just outside the city walls and just a few minutes walk from the centre of town. This is an historic property, lovingly restored, with a decorator's eye. Surpassed our expectations; highly recommended.

Mark L.

Stayed Sept 2023

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Enjoy full kitchens, laundry, pools, gardens and more
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