Vacation rentals in Castiglion Fiorentino

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Top-rated vacation rentals in Castiglion Fiorentino

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Guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 317 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

Mar 15 – 22

ﺩ.ﺇ530 per night

Guest favorite

Apartment in Castiglion Fiorentino

5.0 out of 5 average rating, 38 reviews

"Borgo Sant'Andrea al Pozzo" in Ancient Abbey

Completely renovated residence inside an ancient Abbey, already mentioned in 1114 AD and property of the Camaldolese friars in the twelfth century. A few meters from the historic walls of Castiglion Fiorentino dating back to 1200 AD and Porta Romana. It is 500 meters walk from the historic center of Castiglion Fiorentino and 15 minutes by car from Cortona. A unique stay, between history and nature, in a relaxing and reserved context. Strategic point to visit Siena, Pienza, Anghiari, Arezzo, Cortona.....

Jan 3 – 10

ﺩ.ﺇ446 per night

Guest favorite

Home in Castiglion Fiorentino

4.98 out of 5 average rating, 55 reviews

The little turret

The proposed farmhouse is a typical terrace made of characteristic Tuscan stone, ideal for those who want to spend relaxing holidays immersed in the green of the Castilian hills surrounding the small Chio valley. The accommodation, with turret, is arranged on three levels: the portion of the building that can be used is located on the first floor with living/dining room and equipped kitchen and on the second floor with double bedroom, double bedroom and bathroom with shower, all furnished in style.

Dec 1 – 8

ﺩ.ﺇ263 per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 178 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Mar 13 – 20

ﺩ.ﺇ1,426 per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 106 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Feb 26 – Mar 5

ﺩ.ﺇ1,808 per night

Guest favorite

Apartment in Castiglion Fiorentino

4.91 out of 5 average rating, 22 reviews

Modern apartment in the heart of Tuscany

A few steps from Castiglion Fiorentino train station. Ideal for exploring not only this charming medieval city but also other beautiful Tuscan cities, such as Arezzo, Cortona and Siena. The apartment has 1 bathroom and 5 beds, ideal for families or groups of friends. There is also an additional sofa bed for extra guests. It also has a small loggia for relaxing. Its central location allows you to easily find services such as shops, restaurants and bars nearby.

Sep 5 – 12

ﺩ.ﺇ321 per night

Guest favorite

Condo in Castiglion Fiorentino

4.95 out of 5 average rating, 62 reviews

[Castiglion Fiorentino] Gem under the tower

Cozy flat of nearly located in the heart of Castiglion Fiorentino, right under the Cassero tower, just a short stroll from the main shops, cafès and restaurants of Corso Italia. Modern, sunny and quiet flat on the first floor of a block of flats without lift. It is equipped with air conditioning , a 42 inch TV , free wi-fi connection. Ideal for its tranquillity and silence, it is particularly recommended for couples and families with babies.

Jul 18 – 25

ﺩ.ﺇ358 per night

Guest favorite

Cottage in Montagnano

4.93 out of 5 average rating, 116 reviews

Charming cottage in Tuscany

Charming cottage located on a hill overlooking 360 degrees. Oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ area Inside the room with French bed, living room with sofa bed, bathroom, kitchenette and indoor and outdoor dining space. Ideal for couples and families with one/two children. Cot available

Oct 28 – Nov 4

ﺩ.ﺇ509 per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Nov 23 – 30

ﺩ.ﺇ522 per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Jan 12 – 19

ﺩ.ﺇ1,165 per night

Superhost

Home in Castiglion Fiorentino

4.85 out of 5 average rating, 41 reviews

Gorgeous, light studio in Tuscan hilltown

Come & discover this beautiful studio apartment inside the historical centre of a charming tuscan hill town. Lovingly restored, the 14th century building has been transformed into a gorgeous self-contained space with modern fixtures and appliances.

Sep 23 – 30

ﺩ.ﺇ193 per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 296 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Dec 14 – 21

ﺩ.ﺇ878 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Castiglion Fiorentino vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Castiglion Fiorentino's top sights

Ristorante Da Muzzicone17 locals recommend

Conad supermarket15 locals recommend

Il Passaggio7 locals recommend

Garden Underground9 locals recommend

Settore 205 locals recommend

Cassero fortress6 locals recommend

Other great vacation rentals in Castiglion Fiorentino

Guest favorite

Apartment in Castiglion Fiorentino

4.86 out of 5 average rating, 7 reviews

Casa il Cassero, rustic-style apartment free WI-FI

Aug 24 – 31

ﺩ.ﺇ265 per night

Guest favorite

Apartment in Castiglion Fiorentino

5.0 out of 5 average rating, 43 reviews

The view of the Medici.

Feb 4 – 11

ﺩ.ﺇ561 per night

Guest favorite

Condo in Castiglion Fiorentino

4.94 out of 5 average rating, 17 reviews

Studio near Castiglion Fiorentino, in the heart of nature!

Aug 19 – 26

ﺩ.ﺇ449 per night

Guest favorite

Apartment in Castiglion Fiorentino

5.0 out of 5 average rating, 7 reviews

apartment with valley view

Aug 17 – 24

ﺩ.ﺇ361 per night

Guest favorite

Condo in Castiglion Fiorentino

4.89 out of 5 average rating, 47 reviews

Life is beautiful

Jan 11 – 18

ﺩ.ﺇ278 per night

Guest favorite

Condo in Castiglion Fiorentino

4.96 out of 5 average rating, 48 reviews

-Le Mura Luxury Room- ROOM & PERSONAL SPA

May 8 – 15

ﺩ.ﺇ613 per night

Guest favorite

Condo in Castiglion Fiorentino

5.0 out of 5 average rating, 5 reviews

Corso Residence, fine home in the center

Apr 27 – May 4

ﺩ.ﺇ624 per night

Guest favorite

Home in Montecchio

4.96 out of 5 average rating, 26 reviews

Casupoli, Villa with Pool, Panoramic View and Spa

Jun 15 – 22

ﺩ.ﺇ2,839 per night

Show all

Quick stats about vacation rentals in Castiglion Fiorentino

Total rentals	100 properties
Rentals with a pool	50 properties have a pool
Pet-friendly rentals	50 properties allow pets
Family-friendly rentals	60 properties are a good fit for families
Total number of reviews	1.4K reviews
Nightly prices starting at	ﺩ.ﺇ110 before taxes and fees

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Castiglion Fiorentino?
Experience the best of Castiglion Fiorentino with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there apartment rentals with a dedicated workspace in Castiglion Fiorentino?
Yes! Work meets play with ease at over 10 apartment rentals in Castiglion Fiorentino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Castiglion Fiorentino have a kitchen?
Absolutely! We offer over 40 apartment rentals with a kitchen in Castiglion Fiorentino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castiglion Fiorentino have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Castiglion Fiorentino. Enjoy a tailored experience with all the comforts you desire.
Are there Castiglion Fiorentino apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Castiglion Fiorentino, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Castiglion Fiorentino?
Castiglion Fiorentino has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly apartment rentals in Castiglion Fiorentino?
Four-legged friends are welcome in Castiglion Fiorentino. Choose from more than 10 apartment rentals for guests traveling with pets.
Do apartment rentals in Castiglion Fiorentino have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Castiglion Fiorentino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castiglion Fiorentino have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Castiglion Fiorentino. Enjoy a tailored experience with all the comforts you desire.
What types of vacation rentals are available in Castiglion Fiorentino?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Castiglion Fiorentino. From over 40 apartment rentals to over 10 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

Vacation rentals in Castiglion Fiorentino

Top-rated vacation rentals in Castiglion Fiorentino

Vacation rentals for every style

Villas

Apartments

Hotels

Popular amenities for Castiglion Fiorentino vacation rentals

Stay near Castiglion Fiorentino's top sights

Other great vacation rentals in Castiglion Fiorentino

Apartment in Castiglion Fiorentino

Apartment in Castiglion Fiorentino

Condo in Castiglion Fiorentino

Apartment in Castiglion Fiorentino

Condo in Castiglion Fiorentino

Condo in Castiglion Fiorentino

Condo in Castiglion Fiorentino

Home in Montecchio

Quick stats about vacation rentals in Castiglion Fiorentino

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Castiglion Fiorentino?

Are there apartment rentals with a dedicated workspace in Castiglion Fiorentino?

Do apartment rentals in Castiglion Fiorentino have a kitchen?

Do apartment rentals in Castiglion Fiorentino have free parking?

Are there Castiglion Fiorentino apartment rentals on Airbnb with pools?

Are there family-friendly apartment rentals in Castiglion Fiorentino?

Are there pet-friendly apartment rentals in Castiglion Fiorentino?

Do apartment rentals in Castiglion Fiorentino have air conditioning?

Do apartment rentals in Castiglion Fiorentino have wifi?

What types of vacation rentals are available in Castiglion Fiorentino?

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