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Holiday apartments and houses in Castiglion Fiorentino

Name: Holiday homes & apartments in Castiglion Fiorentino
Brand: Ferienhausmiete
Rating: 4.4 (137 reviews)

10 offers for your holiday in Castiglion Fiorentino

15%

Castiglion Fiorentino

Ferienhaus mit eigenem Pool

9 guests

180 m²

5 bedrooms

2 reviews

Free cancellation

15% Promotion 06/08/2026 - 06/12/2026

Holiday home in Castiglion Fiorentino for a maximum of 9 people (8+1) with private pool in panoramic position, barbecue, pizza oven, parking spaces

Free cancellation

15% Promotion 06/08/2026 - 06/12/2026

from 148 € per night / night

4.6

prices from 149€ per night

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Villa in Tuscany with Private Pool and Hill...

Castiglion Fiorentino

Villa in Tuscany with Private Pool and Hill...

4 guests

100 m²

2 bedrooms

28 reviews

Free cancellation

Ground floor: (Living room(TV(satellite), fireplace, DVD player), dining room, open kitchen(coffee machine, oven, microwave, dishwasher), bathroom(shower, washbasin, toilet, bidet)

Free cancellation

from 199 € per night / night

4.2

prices from 199€ per night

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Castiglion Fiorentino

Villa in Mammi with Pool near Florence

4 guests

90 m²

2 bedrooms

231 reviews

Free cancellation

Ground floor: (Living room(TV(satellite)), dining room, Kitchen(coffee machine(filter), espresso machine, oven, dishwasher, fridge)

Free cancellation

from 334 € per night / night

4.7

prices from 334€ per night

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Castiglion Fiorentino

Agriturismo Tuscany with Panoramic Pool

4 guests

40 m²

1 bedroom

101 reviews

Free cancellation

Ground floor: (Living room(double sofa bed, TV), open kitchen(oven), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet)) washing machine(shared with other guests)

Free cancellation

from 43 € per night / night

4.4

prices from 43€ per night

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Serenity farmhouse in Castiglion Fiorentino

Castiglion Fiorentino

Serenity farmhouse in Castiglion Fiorentino

6 guests

90 m²

3 bedrooms

25 reviews

Free cancellation

On the 1st floor: (Large kitchen(TV(satellite), oven, dishwasher), bedroom(single bed, double bed), bedroom(bunk bed), bedroom(single bed(130 x 180 cm))

Free cancellation

from 67 € per night / night

4.6

prices from 67€ per night

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Castiglion Fiorentino

Cozy holiday house with terrace

2 guests

100 m²

1 bedroom

21 reviews

Free cancellation

Ground floor: (Living room(single bed, dining table, fireplace, seating area), Large kitchen(cooker(4 ring stoves), oven, dishwasher, fridge), bedroom(double bed)

Free cancellation

from 132 € per night / night

4.8

prices from 133€ per night

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Castiglion Fiorentino

Beautiful farmhouse with pool

4 guests

40 m²

1 bedroom

71 reviews

Free cancellation

Ground floor: (Living room(double sofa bed, TV, dining table), open kitchen(oven), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))

Free cancellation

from 45 € per night / night

4.3

prices from 45€ per night

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Castiglion Fiorentino

Cottage in Val di Chiana

4 guests

75 m²

2 bedrooms

86 reviews

Free cancellation

Ground floor: (dining room, open kitchen(dining table, seating area, electric kettle, cooker(4 ring stoves), oven, microwave, dishwasher, fridge-freezer)

Free cancellation

from 195 € per night / night

4.5

prices from 196€ per night

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Castiglion Fiorentino

Villa in Tuscany with Pool and Valley Views

8 guests

250 m²

4 bedrooms

24 reviews

Free cancellation

Ground floor: (Living room(TV(satellite), fireplace), dining room(dining table), Kitchen(oven, dishwasher, fridge), bathroom(shower, washbasin, toilet, bidet))

Free cancellation

from 509 € per night / night

4.2

prices from 509€ per night

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Farmhouse in Tuscany with Panoramic Pool

Castiglion Fiorentino

Farmhouse in Tuscany with Panoramic Pool

6 guests

140 m²

3 bedrooms

66 reviews

Free cancellation

Ground floor: (hallway, Living room(TV(satellite), dining table, seating area), Kitchen(oven, dishwasher), bedroom(double bed), bedroom(double bed)

Free cancellation

from 79 € per night / night

4.4

prices from 79€ per night

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Accommodations near Castiglion Fiorentino

These accommodations match your search but are located outside of the destination area.

6 km from Castiglion Fiorentino

Arezzo

VILLA NICOLE

15 guests

200 m²

6 bedrooms

Free cancellation

Stunning villa with infinity pool in Tuscany, near Arezzo, surrounded by beautiful historic towns.

Free cancellation

from 258 € per night / night

prices from 258€ per night

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10 km from Castiglion Fiorentino

Cortona

Casale Cortona

24 guests

780 m²

12 bedrooms

Beautiful country estate in Cortona for larger groups (up to 29 people), large fenced garden with pool (7x14m), table tennis, small football field, pool table, WIFI

from 780 € per night / night

prices from 781€ per night

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10 km from Castiglion Fiorentino

Marciano della Chiana

Countryhouse for 22 pax with pool

23 guests

420 m²

9 bedrooms

Detached elegant country house with cottage in Val di Chiana, panoramic position, 20,000m² garden, private pool, fireplace, WIFI, DVD / CD player, satellite TV, grill, playground (swing u slide)

from 471 € per night / night

prices from 471€ per night

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12 km from Castiglion Fiorentino

Arezzo

Colonica Valentina (8+3 beds)

11 guests

400 m²

4 bedrooms

1 review

Detached country house in a panoramic position, 400 m² living space, 40 acres of land, 4 bedrooms and 3 bathrooms, WIFI, air conditioning, private pool, parking

from 457 € per night / night

5.0

prices from 457€ per night

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12 km from Castiglion Fiorentino

Mercatale di Cortona

Casa Carsignano

8 guests

185 m²

4 bedrooms

Free cancellation

Holiday home Casa Carsignano in Mercatale di Cortona, Tuscany, 185 sqm for 8 people, 6 rooms.

Free cancellation

from 150 € per night / night

prices from 150€ per night

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Top advertisement

15%

Top advertisement

12 km from Castiglion Fiorentino

Mercatale di Cortona

Villa Loft Borgo Syrah

6 guests

174 m²

3 bedrooms

1 review

Free cancellation

15% Last-Minute 06/08/2026 - 06/15/2026

Villa Loft in Borgo Syrah | Pool, spa & private garden with views of the Tuscan hills

Free cancellation

15% Last-Minute 06/08/2026 - 06/15/2026

from 177 € per night / night

5.0

prices from 177€ per night

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14 km from Castiglion Fiorentino

Cortona

Il Villino di Cortona

4 guests

90 m²

2 bedrooms

Free cancellation

Il Villino di Cortona - Holiday house in Tuscany

Free cancellation

from 128 € per night / night

prices from 129€ per night

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16 km from Castiglion Fiorentino

Arezzo

Holiday home relaxing holiday Arezzo

20 guests

350 m²

8 bedrooms

Free cancellation

It is an old stone farmhouse located in Valdichiana, just 15 km from Arezzo which can accommodate 20 people.

Free cancellation

from 805 € per night / night

prices from 806€ per night

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16 km from Castiglion Fiorentino

Lucignano

Sasso Villa

9 guests

250 m²

5 bedrooms

Situated among the hills of Tuscany, only 1,5 km from the medieval town of Lucignano, between Siena and Arezzo.

from 538 € per night / night

prices from 539€ per night

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16 km from Castiglion Fiorentino

Lucignano

Villa and pool for sole use

13 guests

220 m²

6 bedrooms

Detached Tuscan Villa in Lucignano near Arezzo, sole use, panoramic, air conditioning, large garden, barbecue, private pool, parking, fireplace, satellite TV, WIFI, accessible

from 285 € per night / night

prices from 286€ per night

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46%

17 km from Castiglion Fiorentino

Cortona

TUSCANY HOUSE WITH POOL

6 guests

135 m²

3 bedrooms

46% Promotion 06/13/2026 - 06/20/2026

HOUSE WITH PRIVATE SWIMMING POOL, LARGE ENCLOSED GARDEN, BARBECUE, INTERNET WI-FI, SMART TV.

46% Promotion 06/13/2026 - 06/20/2026

from 143 € per night / night

prices from 143€ per night

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22 km from Castiglion Fiorentino

Lisciano Niccone

Private villa•Pool•24 guests•Tuscany

24 guests

550 m²

12 bedrooms

Free cancellation

Exclusive private villa with panoramic pool between Tuscany and Umbria – for groups

Free cancellation

from 799 € per night / night

prices from 799€ per night

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23 km from Castiglion Fiorentino

Torrita di Siena

Casa Murlo

4 guests

75 m²

1 bedroom (+1)

1 review

Free cancellation

House in a farmhouse in the Tuscan countryside, with private garden, located in a panoramic position

Free cancellation

from 72 € per night / night

5.0

prices from 72€ per night

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23 km from Castiglion Fiorentino

Anghiari

Mezzacosta

4 guests

72 m²

2 bedrooms

Belvedere Apartment

from 64 € per night / night

prices from 64€ per night

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24 km from Castiglion Fiorentino

Umbertide

Villar

14 guests

500 m²

9 bedrooms

"Villa Villar is only 15 km from Città di Catello (Umbria) and 30 km from Cortona (Tuscany) on the hills that overlook the Tiber High Valley. It can be described as an Eden.

from 420 € per night / night

prices from 420€ per night

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Guest reviews of our holiday apartments in Castiglion Fiorentino

June 2026

4.5

Cottage in Val di Chiana

Castiglion Fiorentino

View German

You should definitely consider staying here if you love nature and comfort. The garden is lovely for relaxing or having breakfast outside. The location allowed us to explore places like Cortona easily, which made our trip even better.

from 196€ night

June 2026

4.3

Beautiful farmhouse with pool

Castiglion Fiorentino

View German

For a weekend trip, this place is just right, excellent value for money with spacious apartments and access to a pool overlooking a beautiful landscape. Also close enough to local attractions!

from 45€ night

May 2026

4.4

Agriturismo Tuscany with Panoramic Pool

Castiglion Fiorentino

View German

We had a wonderful time on the farm. The apartment was clean and cozy, and the owner made us an incredible dinner. Can't recommend it enough! The organic wine was great too!

from 43€ night

More inspiration for your vacation planning

Vacation ideas in Castiglion Fiorentino

Dog friendly holidays in Castiglion Fiorentino

holiday homes with pool in Castiglion Fiorentino

Are you still looking for the right holidaymakers for your holiday home or apartment?

You are still looking for the right holidaymakers

for your holiday home or apartment?

Rent out now on Ferienhausmiete.de

10 dreamy accommodations in the most beautiful places Castiglion Fiorentino

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When do you want to travel?

Best travel time for the region Castiglion Fiorentino

Our price and availability stats help you find the best time to travel.

Cheapest month:

May - Ø 173€/night

Most expensive month:

December - Ø 362€/night

Best chances for available stays:

June - 50% available

Lowest availability:

June - only 50% available

Holiday home prices in Castiglion Fiorentino

280€ for 13 Jun - 20 Jun

235€ Yearly average

400

320

240

160

June

Jun

July

Jul

August

Aug

September

Sep

May

Average price per night in €

Holiday home availability in Castiglion Fiorentino

50% for 13 Jun - 20 Jun

50% Yearly average

100

June

Jun

July

Jul

August

Aug

September

Sep

May

Available accommodations in %

Holiday Advisor

Good to know for vacationers

sights & activities

activities with children

food & beverages

arrival

What do you need to experience in Castiglion Fiorentino?

Don't miss these sights around Castiglion Fiorentino

Book a spacious holiday home for a holiday with your dog in Castiglion Fiorentino if you want to take your pet with you on your travels. From here, start hikes to Cortona or a trip to Bucine. In Castiglion Fiorentino, there are many historical buildings such as the churches from the 12th and 13th centuries, the 17th-century town hall Palazzo Communale, and several palaces of wealthy citizens. Stroll through the old town and enjoy the unique flair of the alleys and squares. The Archaeological Museum provides insight into the history of the region and allows you to view interesting excavation finds. Plan a day to visit Florence. The city, with its cathedral, the Uffizi, the Ponte Vecchio and its Renaissance palaces, is a real gem of ancient architecture. Treat yourself to some relaxation at one of the numerous spas with thermal springs in Tuscany.

What can you experience in Castiglion Fiorentino with children?

How to design a relaxed family holiday with children

For your time with the whole family in Tuscany, choose accommodation with comfortable facilities at an affordable price from among the holiday homes in the Arezzo region. A pool, washing machine, kitchen, Wi-Fi, terrace, and a beautiful bathroom make a holiday with children a relaxed experience. There are many worthwhile destinations in the region for excursions. Visit Pisa to enjoy the sea and the beautiful sights. In Pinoccio Park, visitors dive into a fairy tale world with fabulous characters and stories. Piccolo Mondo Adventure Park near Pisa has one of the highest slides in Tuscany. There are numerous caves and grottoes in Tuscany with stalactites, prehistoric artefacts or mining witnesses. One of the most beautiful caves is the Grotta del Vento near Lucca. The Archeological Mining Museum in San Silvestro introduces visitors to the art of mining.

Where can I eat out in Castiglion Fiorentino?

Italian specialities: sweet and hearty in highest perfection

During your holiday in Italy, you can indulge yourself with delicious specialities according to all the rules of art. The Tuscany is world-famous for its excellent cuisine and offers a wide range of pizza, pasta, and dolci. The white bread from the Tuscan cuisine is baked without salt. This circumstance dates back to a centuries-old dispute between Florence and Pisa, in which Pisa stopped its salt deliveries to Florence. Try delicious Tuscan specialities such as chestnut cake, almond pastries, Pecorino, and Finocciona, a sausage with fennel seeds. Herbs like sage, oregano, and thyme play a significant role in preparing meat and fish dishes. Due to the proximity to the sea, hearty fish soups and seafood are traditionally served here. Lamb, goats, pigs and game from the rich forests of the region come from agriculture. Mushrooms enrich the menu in autumn. Rent a comfortable holiday apartment with a kitchen if you want to cook and dine together with several people.

How do I come to Castiglion Fiorentino?

Arrival through the mountains to the holiday apartment in Castiglion Fiorentino

The town of Castiglion Fiorentino is located in Tuscany, Italy, south of Florence. You can reach your holiday home in Castiglion Fiorentino by car via the E35 motorway to Florence and then continue towards Arezzo. Travelling by plane is quicker and more convenient from many airports in Germany. Land at Florence Airport and use the bus, train or rental car to get to your accommodation.

Information about holiday homes & apartments in Castiglion Fiorentino

Helpful Information

Available vacation rentals

10 offers

Possible discounts

up to 15%

Min. price per night

from 55 €

Popular amenities

dog friendly vacation, TV, Wifi, garden and swimming pool

Pets allowed

7 offers

Accommodations with pool

10 offers

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Castiglion Fiorentino?

On average, holiday apartments and houses in Castiglion Fiorentino cost 215 € per night.

Where is the cheapest holiday in Castiglion Fiorentino?

If you spend your vacation here, you can rent a beautiful accommodation from 55 € per night.

Which are the best holiday apartments and houses in Castiglion Fiorentino?

If you are looking for the best vacation apartments and houses in Castiglion Fiorentino, you should take a closer look at Cozy holiday house with terrace, Villa in Mammi with Pool near Florence and Ferienhaus mit eigenem Pool.

Are there dog-friendly holiday apartments in Castiglion Fiorentino?

In Castiglion Fiorentino, there are 7 accommodations that allow dogs.

Where is the best place to book a holiday in Castiglion Fiorentino?

If you want maximum freedom on vacation, book a holiday home or vacation apartment directly from a private owner: direct contact with the host, no hidden fees, a large selection of accommodations for every vacation type. Directly request your desired property at www.ferienhausmiete.de.

Holiday apartments and houses in Castiglion Fiorentino

10 offers for your holiday in Castiglion Fiorentino

Guest reviews of our holiday apartments in Castiglion Fiorentino

More inspiration for your vacation planning

Vacation ideas in Castiglion Fiorentino

10 dreamy accommodations in the most beautiful places Castiglion Fiorentino

Other popular regions for your holiday in Castiglion Fiorentino

When do you want to travel?

Best travel time for the region Castiglion Fiorentino

Holiday home prices in Castiglion Fiorentino

Average price per night in €

Holiday home availability in Castiglion Fiorentino

Available accommodations in %

Holiday Advisor

Good to know for vacationers

What do you need to experience in Castiglion Fiorentino?

Don't miss these sights around Castiglion Fiorentino

What can you experience in Castiglion Fiorentino with children?

How to design a relaxed family holiday with children

Where can I eat out in Castiglion Fiorentino?

Italian specialities: sweet and hearty in highest perfection

How do I come to Castiglion Fiorentino?

Arrival through the mountains to the holiday apartment in Castiglion Fiorentino

Information about holiday homes & apartments in Castiglion Fiorentino

Helpful Information

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Castiglion Fiorentino?

Where is the cheapest holiday in Castiglion Fiorentino?

Which are the best holiday apartments and houses in Castiglion Fiorentino?

Are there dog-friendly holiday apartments in Castiglion Fiorentino?

Where is the best place to book a holiday in Castiglion Fiorentino?

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