Castiglion Fiorentino Vacation Rentals

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Our top choices for Castiglion Fiorentino vacation rentals

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
$110 nightly
The price is $126
Feb 3 - Feb 4
Total with taxes and fees
San Michele al Borgo

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
$165 nightly
The price is $168
Jan 31 - Feb 1
Total with taxes and fees
The window on the tower apartment new castiglion fiorentino

Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Toscana
$140 nightly
The price is $145
Feb 6 - Feb 7
Total with taxes and fees
Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

Apartment 'Cipresso-Borgo Dolci Colline Resort' with Shared Pool, Wi-Fi & Air Conditioning

Apartment 'Cipresso-Borgo Dolci Colline Resort' with Shared Pool, Wi-Fi & Air Conditioning
Castiglion Fiorentino
$174 nightly
The price is $177
Feb 1 - Feb 2
Total with taxes and fees
Apartment 'Cipresso-Borgo Dolci Colline Resort' with Shared Pool, Wi-Fi & Air Conditioning

Apartment 'Capannina - Borgo Dolci Colline Resort' with Pool, Terrace & Shared Garden

Apartment 'Capannina - Borgo Dolci Colline Resort' with Pool, Terrace & Shared Garden
Castiglion Fiorentino
$136 nightly
The price is $138
Feb 6 - Feb 7
Total with taxes and fees
Apartment 'Capannina - Borgo Dolci Colline Resort' with Pool, Terrace & Shared Garden

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning
Castiglion Fiorentino
$775 nightly
The price is $778
Feb 6 - Feb 7
Total with taxes and fees
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$168 nightly
The price is $185
Feb 5 - Feb 6
Total with taxes and fees
Villa Cassia di Baccano

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (132 reviews)
"Great room-great staff-great location"
United States
Richard
$175 nightly
The price is $198
Feb 24 - Feb 25
Total with taxes and fees
La Locanda di San Francesco

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (87 reviews)
"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."
United States
Michael.
Meublé Il Riccio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134 reviews)
"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"
Canada
Mark
$150 nightly
The price is $172
Feb 28 - Mar 1
Total with taxes and fees
Hotel San Gregorio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$79 nightly
The price is $91
Feb 1 - Feb 2
Total with taxes and fees
Abbadia Sicille Relais

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128 reviews)
"Great hosts, central location "
United States
Alexander
$100 nightly
The price is $114
Feb 6 - Feb 7
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1 review)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$80 nightly
The price is $93
Feb 5 - Feb 6
Total with taxes and fees
PienzaLettings Suites

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$79 nightly
The price is $92
Feb 1 - Feb 2
Total with taxes and fees
Residenza Fabroni

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$134 nightly
The price is $152
Feb 25 - Feb 26
Total with taxes and fees
Affitacamere Maria Gabriella

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful "
United States
Rocio Q
$203 nightly
The price is $228
Feb 28 - Mar 1
Total with taxes and fees
Delcorto Suites

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (74 reviews)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
$71 nightly
The price is $85
Feb 8 - Feb 9
Total with taxes and fees
B&B 52cento

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
9.2 out of 10, Wonderful, (9 reviews)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
$110 nightly
The price is $129
Feb 16 - Feb 17
Total with taxes and fees
THE MONNA LISA RESORT

Casa Da Vinci for two

Casa Da Vinci for two
Castiglion fibocchi
8.0 out of 10, Very Good, (1 review)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
$81 nightly
The price is $81
Feb 6 - Feb 7
Total with taxes and fees
Casa Da Vinci for two
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglion Fiorentino Hotel Reviews

Find out more about Castiglion Fiorentino

Everything you need to know about Castiglion Fiorentino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglion Fiorentino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglion Fiorentino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglion Fiorentino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglion Fiorentino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castiglion Fiorentino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castiglion Fiorentino rentals

At Expedia, we put the best Castiglion Fiorentino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castiglion Fiorentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglion Fiorentino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglion Fiorentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Castiglion Fiorentino?

Yes, you can find vacation rentals close to the most popular local attractions in Castiglion Fiorentino, or you can go with a more remote option if you're looking for relaxation. Castiglion Fiorentino is known for its wineries and churches. Make sure you have time to check out the monuments and art during your trip.

What are some of the best vacation rentals that Castiglion Fiorentino has to offer?

Farmhouse in the hills with panoramic view and swimming pool: Visitors give good reviews to this Castiglion Fiorentino vacation home rental, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Castiglion Fiorentino?

With 62 Expedia vacation rentals, you're sure to find just the right place for your Castiglion Fiorentino stay.

What can I see and do in Castiglion Fiorentino?

Cultural attractions include Municipal Art Gallery, whereas Val di Chiana is a spot to enjoy nature. Tennis Club Castiglionese and Vasari Loggia are other places to visit while you're in town.

What are vacation rentals like in Castiglion Fiorentino?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Castiglion Fiorentino. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.