Soak in panoramic views from the rooftop terrace at this Tuscan hotel with a seasonal outdoor pool and restaurant. Just 3 minutes from the train station and near Cassero Tower, the property offers free WiFi, parking, and a fitness center.
Soak in panoramic views from the rooftop terrace at this Tuscan hotel with a seasonal outdoor pool and restaurant. Just 3 minutes from the train station and near Cassero Tower, the property offers free WiFi, parking, and a fitness center.
This spa B&B offers deep-tissue massages and complimentary bike rentals to explore Castiglion Fiorentino. Just a 13-minute walk from the train station, you'll find easy access to Cassero Tower while enjoying free breakfast and WiFi.
This spa B&B offers deep-tissue massages and complimentary bike rentals to explore Castiglion Fiorentino. Just a 13-minute walk from the train station, you'll find easy access to Cassero Tower while enjoying free breakfast and WiFi.
Unwind in this charming Tuscan B&B near hiking trails and mountain biking routes. Enjoy free breakfast, WiFi, and parking before exploring the nearby Municipal Art Gallery. A snack bar and terrace provide perfect spots to relax after outdoor adventures.
Unwind in this charming Tuscan B&B near hiking trails and mountain biking routes. Enjoy free breakfast, WiFi, and parking before exploring the nearby Municipal Art Gallery. A snack bar and terrace provide perfect spots to relax after outdoor adventures.
This spa haven sits just a 12-minute walk from the train station, offering deep-tissue massages and body wraps. After exploring nearby Cassero Tower and Archaeological Museum, return for complimentary breakfast and relax at the inviting bar/lounge.
This spa haven sits just a 12-minute walk from the train station, offering deep-tissue massages and body wraps. After exploring nearby Cassero Tower and Archaeological Museum, return for complimentary breakfast and relax at the inviting bar/lounge.
Immerse yourself in authentic Tuscany at this charming farm stay near Arezzo. Enjoy the outdoor pool and on-site winery before dining at the restaurant. Nearby attractions include Cassero Tower, while free parking and WiFi add convenience for exploring the region.
Immerse yourself in authentic Tuscany at this charming farm stay near Arezzo. Enjoy the outdoor pool and on-site winery before dining at the restaurant. Nearby attractions include Cassero Tower, while free parking and WiFi add convenience for exploring the region.
Perched in picturesque Cortona, this family-friendly hotel offers stunning views from its rooftop terrace. Enjoy the seasonal outdoor pool, grab authentic meals at the restaurant, or relax with drinks at the bar. Near Villa Bramasole and Fortress of Girifalco.
Perched in picturesque Cortona, this family-friendly hotel offers stunning views from its rooftop terrace. Enjoy the seasonal outdoor pool, grab authentic meals at the restaurant, or relax with drinks at the bar. Near Villa Bramasole and Fortress of Girifalco.
Escape to rural Tuscany at this inviting hotel near Arezzo Equestrian Centre. Cool off in the outdoor pool, savor local flavors at the restaurant, and unwind in the garden after exploring. Free breakfast, WiFi and parking add value.
Escape to rural Tuscany at this inviting hotel near Arezzo Equestrian Centre. Cool off in the outdoor pool, savor local flavors at the restaurant, and unwind in the garden after exploring. Free breakfast, WiFi and parking add value.
Discover this welcoming hotel offering complimentary WiFi and daily buffet breakfast. Located conveniently near Giuseppe Garibaldi Memorial and Parterre Garden, with Camucia-Cortona Station just 11 minutes away by car.
Discover this welcoming hotel offering complimentary WiFi and daily buffet breakfast. Located conveniently near Giuseppe Garibaldi Memorial and Parterre Garden, with Camucia-Cortona Station just 11 minutes away by car.
Experience authentic Italian hospitality at this golf-adjacent hotel, where the outdoor pool and poolside bar create a serene escape. Savor local cuisine at La Locanda restaurant after exploring nearby Hannibal's Journey museum. Free breakfast, WiFi, and parking enhance your Cortona getaway.
Experience authentic Italian hospitality at this golf-adjacent hotel, where the outdoor pool and poolside bar create a serene escape. Savor local cuisine at La Locanda restaurant after exploring nearby Hannibal's Journey museum. Free breakfast, WiFi, and parking enhance your Cortona getaway.
This charming B&B in Cortona offers a tranquil garden retreat with complimentary continental breakfast served daily. Located near Giuseppe Garibaldi Memorial with easy access to local attractions, Casa Kita provides free WiFi and parking for a hassle-free Tuscan escape.
This charming B&B in Cortona offers a tranquil garden retreat with complimentary continental breakfast served daily. Located near Giuseppe Garibaldi Memorial with easy access to local attractions, Casa Kita provides free WiFi and parking for a hassle-free Tuscan escape.
Feel transported in this luxurious converted monastery with an indulgent spa, indoor pool, and hot tub. Just minutes from Signorelli Theatre and Etruscan Museum, this Cortona hotel offers free breakfast and helpful staff to enhance your Tuscan retreat.
Feel transported in this luxurious converted monastery with an indulgent spa, indoor pool, and hot tub. Just minutes from Signorelli Theatre and Etruscan Museum, this Cortona hotel offers free breakfast and helpful staff to enhance your Tuscan retreat.
Immerse yourself in Tuscan tranquility at this resort with rejuvenating spa services featuring massages and facials. Enjoy the outdoor pool, savor meals at the restaurant, and explore nearby Lake Trasimeno and Parterre Garden with convenient free parking.
Immerse yourself in Tuscan tranquility at this resort with rejuvenating spa services featuring massages and facials. Enjoy the outdoor pool, savor meals at the restaurant, and explore nearby Lake Trasimeno and Parterre Garden with convenient free parking.
Set among Cortona's vineyards, this luxurious hotel offers 2 outdoor pools and a winery. Enjoy Italian cuisine at Il Falconiere restaurant, indulge in massages at the spa, and explore nearby Santa Maria Nuova. Free WiFi, parking, and breakfast enhance your stay.
Set among Cortona's vineyards, this luxurious hotel offers 2 outdoor pools and a winery. Enjoy Italian cuisine at Il Falconiere restaurant, indulge in massages at the spa, and explore nearby Santa Maria Nuova. Free WiFi, parking, and breakfast enhance your stay.
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
Discover peaceful relaxation at this Civitella in Val di Chiana retreat with free WiFi and parking. Nearby hiking trails beckon outdoor enthusiasts, while Sienese Gate and Virgin Mary with Child attractions are just a short drive from the cozy fireplace lobby.
Discover peaceful relaxation at this Civitella in Val di Chiana retreat with free WiFi and parking. Nearby hiking trails beckon outdoor enthusiasts, while Sienese Gate and Virgin Mary with Child attractions are just a short drive from the cozy fireplace lobby.
Experience Italian hospitality at this charming B&B near Arezzo Station. Just a 12-minute walk from trains and close to Fraternita dei Laici and the Museum of Means of Communication, this hotel combines convenience with daily housekeeping and free WiFi.
Experience Italian hospitality at this charming B&B near Arezzo Station. Just a 12-minute walk from trains and close to Fraternita dei Laici and the Museum of Means of Communication, this hotel combines convenience with daily housekeeping and free WiFi.
Escape to this family-friendly haven with seasonal outdoor and children's pools, surrounded by hiking trails. Just 15 minutes from Lake Trasimeno and near Cortona's attractions, this tranquil property offers free WiFi and parking for a complete countryside experience.
Escape to this family-friendly haven with seasonal outdoor and children's pools, surrounded by hiking trails. Just 15 minutes from Lake Trasimeno and near Cortona's attractions, this tranquil property offers free WiFi and parking for a complete countryside experience.
Experience urban Italian charm at this business-friendly hotel near Piazza Guido Monaco and Petrarca Theater. The rooftop terrace offers stunning views while the fitness center keeps you energized. Unwind with a drink at the bar after exploring nearby attractions, all within walking distance.
Experience urban Italian charm at this business-friendly hotel near Piazza Guido Monaco and Petrarca Theater. The rooftop terrace offers stunning views while the fitness center keeps you energized. Unwind with a drink at the bar after exploring nearby attractions, all within walking distance.
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.
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.
If museums are on your list of things to see, then you might want to head to Archaeological Museum, located in the heart of Castiglion Fiorentino.If you want to experience more of the culture Castiglion Fiorentino has to offer, head to Tennis Club Castiglionese.
This is a wonderful B & B that is really top notch. The rooms are very comfortable with every amenity. A very quality establishment. The breakfast was excellent and served in a beautiful restaurant. Your host is very gracious a and will attend to your every need. This is also a great location to explore Tuscany. Close to Cortona and Sienna and Arezzo.
This is a wonderful B & B that is really top notch. The rooms are very comfortable with every amenity. A very quality establishment. The breakfast was excellent and served in a beautiful restaurant. Your host is very gracious a and will attend to your every need. This is also a great location to explore Tuscany. Close to Cortona and Sienna and Arezzo.
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
This property was stunning. Gorgeous views westward over the rolling Tuscan hills, paired with a cozy spa and relaxing outdoor pool were the perfect setting for a portion of our honeymoon. The staff was very friendly/helpful and management certainly does a superb job maintaining this historical setting.
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...
Staying here was amazing. We were in the heart of Cortona, which was so peaceful compared to busier areas of Italy. Very authentic.
Sylvia made the entire stay wonderful. The hospitality here is unmatched. The food is delicious. The rooms are cute and the view...the view is stunning. I am so happy we decided to stay here!! I would 10/10 recommend.
Taxis were hard to find, but Silvia drove us whenever we couldn't find a taxi. She is so friendly and welcoming.
On top of that, we had a lovely...
Staying here was amazing. We were in the heart of Cortona, which was so peaceful compared to busier areas of Italy. Very authentic.
Sylvia made the entire stay wonderful. The hospitality here is unmatched. The food is delicious. The rooms are cute and the view...the view is stunning. I am so happy we decided to stay here!! I would 10/10 recommend.
Taxis were hard to find, but Silvia drove us whenever we couldn't find a taxi. She is so friendly and welcoming.
On top of that, we had a lovely...
Staff were very friendly and helpful. The breakfast was amazing. The property is located at a very good spot where we could see the beautiful Tuscany landscape from our room on the first floor.
Staff were very friendly and helpful. The breakfast was amazing. The property is located at a very good spot where we could see the beautiful Tuscany landscape from our room on the first floor.
My husband and I spent one night at Residenza dei Ricci last weekend and cannot wait to return. It is ideally situated for exploring Chiusi and the surrounding area.
Our short time spent under the care of Donatella and Raffaele was one of the best travel experiences we have ever had. They are talented, congenial and generous hosts. The residenza is beautifully appointed with all the amenities one would expect at a luxury hotel -- combined with all the warmth one feels while staying at the home...
My husband and I spent one night at Residenza dei Ricci last weekend and cannot wait to return. It is ideally situated for exploring Chiusi and the surrounding area.
Our short time spent under the care of Donatella and Raffaele was one of the best travel experiences we have ever had. They are talented, congenial and generous hosts. The residenza is beautifully appointed with all the amenities one would expect at a luxury hotel -- combined with all the warmth one feels while staying at the home...
Tim
Reviewed January 11, 2020Reviewed January 11, 2020
Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!
Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!
Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...
Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...
Our stay at Poggio Paradiso was as lovely as we could've imagined. The staff was very attentive to every need and it felt like we were at home throughout our time on the property. The location and views are amazing and the restaurant on site was delicious for both the complimentary breakfast and convenient dinners. Would absolutely stay here again!
Our stay at Poggio Paradiso was as lovely as we could've imagined. The staff was very attentive to every need and it felt like we were at home throughout our time on the property. The location and views are amazing and the restaurant on site was delicious for both the complimentary breakfast and convenient dinners. Would absolutely stay here again!
Brian
Reviewed October 26, 2026Reviewed October 26, 2026
Set up like a country manor. Elegant chandeliers, marble staircase, beautiful table setting for breakfast. Personable host, nice room and view of country side.
Best to call host on Whats Ap for directions to the property once you turn on to the dirt road
Set up like a country manor. Elegant chandeliers, marble staircase, beautiful table setting for breakfast. Personable host, nice room and view of country side.
Best to call host on Whats Ap for directions to the property once you turn on to the dirt road
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...
Can I book a refundable accommodation in Castiglion Fiorentino?
If you want the flexibility to change your travel plans to Castiglion Fiorentino, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Castiglion Fiorentino if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, look over our selection of 85 vacation homes. You can also book one of 25 apartments or 89 villas.
What will the weather in Castiglion Fiorentino be like during my vacation?
August and July are typically the warmest months in Castiglion Fiorentino when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.
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