A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Romantic Hotels & Resorts in Castiglion Fiorentino from NZ$207

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Our top choices for Castiglion Fiorentino romantic hotels

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (65 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is NZ$315
includes taxes & fees
4 July - 5 July
Il Poggio dell'Eremita

Country House in the heart of Tuscany, near Terme, free Wifi

Country House in the heart of Tuscany, near Terme, free Wifi
Armaiolo
10.0 out of 10, Exceptional, (1 review)
"Abbiamo passato 3 gg veramente perfetti in questo appartamento davvero molto carino e spazioso in cui non mancava nulla,con una camera decisamente spaziosa e un soggiorno con cucina altrettanto grandi e in perfetto stile rustico rimesso a nuovo. E poi che dire dello spazio esterno e soprattutto della gentilezza e cortesia del proprietario Alessio,che ha fatto di tutto x farci stare al meglio,con un ottimo barbecue compreso!Ci torneremo di sicuro,posto assolutamente consigliato!!! Manuel e Paola."
Italy
Manuel D.
The price is NZ$215
includes taxes & fees
29 June - 30 June
Country House in the heart of Tuscany, near Terme, free Wifi

-2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
9.6 out of 10, Exceptional, (4 reviews)
"Es waren traumhafte Tage. So extrem ruhig ..... Richtig entspannend. Alles da zur Selbstversorgung an Küchenutensilien. Alles sehr sauber. Der Besitzer sehr freundlich und bemüht. Wir fahren nächstes Jahr wieder hin ..... Aber länger. Sehr empfehlenswert"
Austria
Margit H.
The price is NZ$309
includes taxes & fees
28 June - 29 June
-2 / 3-seater garage with private garden, swimming pool, park and spa

Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is NZ$229
includes taxes & fees
21 July - 22 July
Boutique Apartment Eleganza

B&B San Paterno Classic Retrò room Double or Twin

B&B San Paterno Classic Retrò room Double or Twin
Armaiolo
9.0 out of 10, Wonderful, (4 reviews)
"very clean, very conveinent and host was more than friendly. "
United States
Lori K.
The price is NZ$164
includes taxes & fees
28 June - 29 June
B&B San Paterno Classic Retrò room Double or Twin

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very good, (1 review)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is NZ$403
includes taxes & fees
3 July - 4 July
Romantic farm in the Sienese hills

La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (36 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is NZ$390
includes taxes & fees
8 July - 9 July
La Finestra sul Teatro

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is NZ$291
includes taxes & fees
9 July - 10 July
Cortona Shabby Chic House<br>(Independent & balcony)

Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I stayed here for our honeymoon/babymoon and had the BEST time! Francesca was so kind and helpful from start to finish. Our only regret is that we didn't stay here longer!"
United States
Katija S.
The price is NZ$303
includes taxes & fees
1 July - 2 July
Dragoncello Suite with four-poster bed

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
The price is NZ$367
includes taxes & fees
9 July - 10 July
Cortonas Rooftop Nest
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.

Top Castiglion Fiorentino Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Castiglion Fiorentino?
Are you in need of a romantic getaway? While you're in Castiglion Fiorentino, you'll find plenty to see and do. During your trip, you might head to Val di Chiana, Cassero Tower or Tennis Club Castiglionese to get in some quality time exploring the sights with your significant other. Whether you're a pair that picks a place to stay to be close to top sights or you value top-notch lodging options, you might consider checking out these 2 romantic hotels and other accommodation options in Castiglion Fiorentino.
What's the best hotel for a couple going to Castiglion Fiorentino?
Beautiful villa in Tuscany with park and panoramic swimming pool! is a favourite country house for couples, and features private pools and fireplaces.
When is the best time of year for a romantic getaway to Castiglion Fiorentino?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Castiglion Fiorentino: The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglion Fiorentino is 901 mm.
What is there to do in Castiglion Fiorentino?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Castiglion Fiorentino has to offer. If you want to spend a day exploring, you might consider stopping at Val di Chiana, Cassero Tower or Tennis Club Castiglionese.
What's the best way to get to Castiglion Fiorentino and around town during my romantic getaway?
This information about transportation options in Castiglion Fiorentino might help your romantic getaway go off without a hitch: Make your way to Castiglion Fiorentino with a flight to Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is the closest major airport located 33.7 mi (54.3 km) from the city centre. If you want to explore the larger area, hop aboard a train at Castiglion Fiorentino Station.