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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Browse Select Castiglion Fiorentino Villas

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Exterior

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Il Casale Di John
Exterior

Il Casale Di John

Il Casale Di John
Belvilla by OYO Villa Gioiella
Villa | Balcony

Belvilla by OYO Villa Gioiella

Belvilla by OYO Villa Gioiella
Villa Nova
Terrace/patio

Villa Nova

Villa Nova
Villa Primula
Garden

Villa Primula

10.0 out of 10, Exceptional, (1)
"Beautiful villa"
Villa Primula
Villa Margherita
Outdoor dining

Villa Margherita

Villa Margherita
Amazing Villa La Poggiola 10 Pool & Gym
Honeymoon Villa, 5 Bedrooms, Mountainside (Amazing Villa La Poggiola 10 ) | Private pool

Amazing Villa La Poggiola 10 Pool & Gym

10.0 out of 10, Exceptional, (1)
"Superior property with the most amazing views! There is nothing negative about this villa. It was much more than we expected and we enjoyed every amenity. We hated to leave!"
Amazing Villa La Poggiola 10 Pool & Gym
Casa Santa Maria Nuova
Exterior

Casa Santa Maria Nuova

Casa Santa Maria Nuova
Villa Luciano
Outdoor spa tub

Villa Luciano

Villa Luciano
Villa in Cortona With Pool
Villa | Outdoor dining

Villa in Cortona With Pool

Villa in Cortona With Pool
Villa Cappuccini
Sun deck

Villa Cappuccini

10.0 out of 10, Exceptional, (1)
Villa Cappuccini
Borgo La Casina
Front of property

Borgo La Casina

Borgo La Casina
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Exterior

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

8.8 out of 10, Excellent, (3)
"Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano."
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
La Casetta nel Bosco
Aerial view

La Casetta nel Bosco

La Casetta nel Bosco
La Montanina
Seasonal outdoor pool

La Montanina

10.0 out of 10, Exceptional, (1)
"We had an incredible time here. The views from the poolside are fantastic. Rafaelo and Marina are such a lovely couple and made us feel very welcome! There is a winery next door with free wine tasting - we just turned up and they took us in for a lovely tasting and short tour! Castiglion Fiorentino is a short 15 minute drive where there are supermarkets, bakeries and a delicious pizzeria called Fratelli D'impasto! The drive up to the villa is a steep one, so be prepared for that, but the pay off...
La Montanina
Leopolda in Selvarella pool and Wi-Fi
Front of property

Leopolda in Selvarella pool and Wi-Fi

Leopolda in Selvarella pool and Wi-Fi
Villa Lauretana
Front of property

Villa Lauretana

6.0 out of 10, (1)
"We have to dump all our garbage, we have to pay extra electricity."
Villa Lauretana
Villa Bramasole Large Private Pool Wifi - 2863
Villa | WiFi

Villa Bramasole Large Private Pool Wifi - 2863

Villa Bramasole Large Private Pool Wifi - 2863
Villa Febea - Casa Febea-casa Febea
Villa

Villa Febea - Casa Febea-casa Febea

Villa Febea - Casa Febea-casa Febea
Verdidea - Aia Vecchia
Villa, Multiple Bedrooms, Non Smoking | Terrace/patio

Verdidea - Aia Vecchia

Verdidea - Aia Vecchia
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"10/10, would definitely recommend!"
adele 3-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala