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Find Romantic Hotels in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Romantic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Castiglion Fiorentino Romantic Hotels

Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (276)
"Great room and service"
United States
ALFREDO
The price is SAR 427
SAR 487 total
includes taxes & fees
10 Dec - 11 Dec
Relais Villa Grazianella - UNA Esperienze
Seasonal outdoor pool, pool umbrellas, sun loungers
Relais Palazzo Di Luglio

Relais Palazzo Di Luglio

4.0 star property
Sansepolcro
9.4 out of 10, Exceptional, (38)
"This was such a wonderful surprise to stay in a location so magical. The service was incredible and the while experience was unforgettable."
United States
alisa
The price is SAR 428
SAR 471 total
includes taxes & fees
10 Dec - 11 Dec
Relais Palazzo Di Luglio
Lobby lounge
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is SAR 516
SAR 568 total
includes taxes & fees
17 Dec - 18 Dec
Villa Cassia di Baccano
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is SAR 480
SAR 536 total
includes taxes & fees
9 Dec - 10 Dec
San Michele al Borgo
Sundeck
Borgo Dolci Colline

Borgo Dolci Colline

Castiglion Fiorentino
9.4 out of 10, Exceptional, (3)
"Authentic Tuscan farmhouse perched slightly on a hill making for gorgeous sunset views. Enrico is a wonderful, responsive host, his restaurant is such a treat and the experience is endearing. We returned again after last year's stay and we will be back again ! We will be encouraging family and friends to indulge in this ideal location to visit other Tuscan towns "
United States
giulio
The price is SAR 452
SAR 506 total
includes taxes & fees
17 Dec - 18 Dec
Borgo Dolci Colline
Free daily full breakfast
San Michele al Castello

San Michele al Castello

Castiglion Fiorentino
9.4 out of 10, Exceptional, (6)
"Great place , hidden gem . Wonderful staff very hospitable and helpful . They go the extra mile to make guests happy "
United States
Paul
San Michele al Castello
Breakfast, lunch, dinner served; Italian cuisine, garden views
Podere Spedalone

Podere Spedalone

1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is SAR 2,188
SAR 2,424 total
includes taxes & fees
31 Dec - 1 January 2026
Albergo San Biagio
Outdoor wedding area
La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso

Arezzo
10.0 out of 10, Exceptional, (109)
"Stay was exceptional."
United States
Suzanne
La Cantina Relais - Fattoria Il Cipresso
Seasonal outdoor pool, pool umbrellas, sun loungers
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (228)
"The property and the room was beautiful. The staff was so helpful!"
United States
Kyla
The price is SAR 571
SAR 650 total
includes taxes & fees
5 Dec - 6 Dec
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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.
View all properties

Top Castiglion Fiorentino Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 23 hours ago
Abbadia Sicille Relais

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Frequently asked questions

Searching for romantic hotels in Castiglion Fiorentino?
Are you in need of a romantic vacation? You might consider checking out some of the nearby sights and attractions such as Tennis Club Castiglionese, Val di Chiana, or Agricola Buccelletti Winery. If you'd like to stay close to a particular destination, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
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, check out these details about year-round temperatures in Castiglion Fiorentino: The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.
What is there to do in Castiglion Fiorentino?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Castiglion Fiorentino. If you want to spend a day exploring, you might consider a stop at Tennis Club Castiglionese, Val di Chiana, or Agricola Buccelletti Winery.
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 trip get off to a smooth start: Make your way to Castiglion Fiorentino with a flight to Sant Egidio Airport (PEG), which is the closest major airport located 33.7 mi (54.3 km) from the city center. If you want to explore the larger area, ride aboard one of the trains from Castiglion Fiorentino Station.