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

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Check prices for these dates

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul
In one month
31 Jul - 2 Aug
In two months
28 Aug - 30 Aug

Our top choices for Castiglion Fiorentino country houses

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (42 reviews)
"Super stay !! "
Canada
Patryk
Fattoria Pieve a Salti
Breakfast, lunch, dinner and brunch served

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (48 reviews)
"Fantastic stay!"
United States
Lynn
The price is €126
includes taxes & fees
12 Jul - 13 Jul
Porsenna Resort
Restaurant

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is €388
includes taxes & fees
20 Jul - 21 Jul
Palazzo Tiglio - A Small Luxury Hotels of the World
Exterior

La Tresa Country Living

La Tresa Country Living
Montepulciano
The price is €120
includes taxes & fees
1 Jul - 2 Jul
La Tresa Country Living
Reception

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (309 reviews)
"Amazing location, very accommodating, clean and good breakfast"
United Kingdom
Sandeep
The price is €325
includes taxes & fees
5 Jul - 6 Jul
Relais Villa Grazianella - UNA Esperienze
Exterior

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (5 reviews)
"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"
United States
Timothy
The price is €180
includes taxes & fees
1 Jul - 2 Jul
Podere San Giuseppe
Apartment, 3 Bedrooms | Courtyard view

Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (1 review)
The price is €230
includes taxes & fees
14 Jul - 15 Jul
Cappannelle Country House Tuscany
Exterior

Rocca di Pierle

Rocca di Pierle
Cortona
9.4 out of 10, Exceptional, (3 reviews)
"Absolutely Gorgeous view of valley. It was a very quiet peaceful place to relax between touring major cities in Italy."
United States
Anonymous traveller
The price is €258
includes taxes & fees
9 Jul - 10 Jul
Rocca di Pierle
Exterior

Gardener's Room - Double room breakfast included

Gardener's Room - Double room breakfast included
Chiusi
The price is €125
includes taxes & fees
1 Jul - 2 Jul
Gardener's Room - Double room breakfast included
Outdoor pool

-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 €157
includes taxes & fees
1 Jul - 2 Jul
-2 / 3-seater garage with private garden, swimming pool, park and spa
Exterior

Farmer's Room - Double bedroom breakfast included

Farmer's Room - Double bedroom breakfast included
Chiusi
10.0 out of 10, Exceptional, (1 review)
"The host was amazing, personal, and was there every step of the way if we needed anything. The best host I have ever had. Great beautiful and delicious breakfast made the the owners as well as a great recommendation for dinner in the town. Would recommend to anyone. Will hopefully be back. "
United States
monique b.
The price is €125
includes taxes & fees
2 Jul - 3 Jul
Farmer's Room - Double bedroom breakfast included
Interior

6-bedroom farmhouse in gorgeous Petrignano del Lago with AC

6-bedroom farmhouse in gorgeous Petrignano del Lago with AC
petrignano del lago
The price is €1,250
includes taxes & fees
7 Jul - 8 Jul
6-bedroom farmhouse in gorgeous Petrignano del Lago with AC
Outdoor dining

the SERVITU 'apartment 4/6 places, swimming pool, spa park

the SERVITU 'apartment 4/6 places, swimming pool, spa park
arezzo
The price is €237
includes taxes & fees
1 Jul - 2 Jul
the SERVITU 'apartment 4/6 places, swimming pool, spa park
Property grounds

farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp

farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
arezzo
10.0 out of 10, Exceptional, (1 review)
"Immerso nella natura con alloggio spazioso e completo di tutto. Perfetta organizzione e comunicazione da parte di Francesco chi ci ha dato anche utili consigli sul da farsi e vedere nei paraggi. Consigliato!"
Italy
Riccardo B.
The price is €217
includes taxes & fees
1 Jul - 2 Jul
farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
Pool

MASTER APARTMENT 8/14 PLACES, POOL, park and spa

MASTER APARTMENT 8/14 PLACES, POOL, park and spa
sansepolcro (arezzo)
10.0 out of 10, Exceptional, (3 reviews)
"Relax divertimento e grigliate"
Italy
Matteo G.
The price is €503
includes taxes & fees
1 Jul - 2 Jul
MASTER APARTMENT 8/14 PLACES, POOL, park and spa
Exterior

Farmhouse 'Pilari Appartamento Tabaccaia' with Mountain View, Shared Pool and Wi-Fi

Farmhouse 'Pilari Appartamento Tabaccaia' with Mountain View, Shared Pool and Wi-Fi
Cortona
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Alles. Wir waren rundum glücklich und hatte einen sehr entschleunigenden und stressfreien Urlaub! Die Gastgeber sind sehr herzlich! Die Unterkunft einfach ein Traum. Es ist so schön urig, einfach und gemütlich. Ehrlich und doch so richtig authentisch."
Germany
Anonymous traveller
The price is €395
includes taxes & fees
1 Jul - 2 Jul
Farmhouse 'Pilari Appartamento Tabaccaia' with Mountain View, Shared Pool and Wi-Fi
Outdoor pool

farmhouse calcinaia on the lake Apartment LOGGIA x 6/9 swimming pool, barbecu park

farmhouse calcinaia on the lake Apartment LOGGIA x 6/9 swimming pool, barbecu park
Sansepolcro (AREZZO)
The price is €377
includes taxes & fees
1 Jul - 2 Jul
farmhouse calcinaia on the lake Apartment LOGGIA x 6/9 swimming pool, barbecu park
Outdoor pool

Villa park pool exclusively vacation private parties groups up to 35 seats

Villa park pool exclusively vacation private parties groups up to 35 seats
sansepolcro (arezzo)
9.0 out of 10, Wonderful, (4 reviews)
"The villa was an incredible location for our group to enjoy a quiet and relaxing weekend away. Francesco our host was very helpful and accommodating during our stay as well as before during our planning the trip. I would highly recommend the villa in Sansepulcro for any type of group outings!"
United States
Mitchel R.
The price is €1,898
includes taxes & fees
1 Jul - 2 Jul
Villa park pool exclusively vacation private parties groups up to 35 seats
Exterior

Farmhouse "Pilari Intera Struttura" with Private Pool & Wi-Fi

Farmhouse "Pilari Intera Struttura" with Private Pool & Wi-Fi
Cortona
The price is €1,155
includes taxes & fees
7 Jul - 8 Jul
Farmhouse "Pilari Intera Struttura" with Private Pool & Wi-Fi
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"This is an excellent hotel, great staff, great location and great food. The breakfast is a really nice experience and the courtyard swimming pool is so peaceful."
Timothy 3-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Country Houses information

Number of reviews
418
Accommodation
69 Country Houses
Lowest Price
€120
Highest Price
€1,898