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

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Castiglion Fiorentino villas

Property grounds

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (9 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is AED 553
AED 857 total
includes taxes & fees
29 Jun - 30 Jun
Villa Graziella, Romantic Perugia
Exterior

Beautiful villa for 4 people with WIFI, TV and terrace

Beautiful villa for 4 people with WIFI, TV and terrace
Subbiano
The price is AED 593
AED 713 total
includes taxes & fees
28 Jun - 29 Jun
Beautiful villa for 4 people with WIFI, TV and terrace
Exterior

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 AED 563
AED 655 total
includes taxes & fees
4 Jul - 5 Jul
Il Poggio dell'Eremita
Exterior

VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
The price is AED 714
AED 1,879 total
includes taxes & fees
29 Jun - 30 Jun
VILLA IL MATTO with salt pool, with spa and sauna
Exterior

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 294
AED 332 total
includes taxes & fees
28 Jun - 29 Jun
Artisti del Cavallo Tourism
Pool

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AED 7,151
AED 7,422 total
includes taxes & fees
29 Jun - 30 Jun
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Exterior

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is AED 1,587
AED 1,767 total
includes taxes & fees
28 Jun - 29 Jun
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is AED 1,754
AED 1,754 total
includes taxes & fees
2 Jul - 3 Jul
Villa I Girasoli in Montepulciano with Swimming pool
Pool

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
The price is AED 1,579
AED 1,758 total
includes taxes & fees
28 Jun - 29 Jun
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Outdoor dining

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Lisciano Niccone
The price is AED 12,513
AED 12,522 total
includes taxes & fees
28 Jun - 29 Jun
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,297
AED 3,821 total
includes taxes & fees
12 Jul - 13 Jul
Red Heart - relax with those you love in Tuscany.
Exterior

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Wunderschönes charmantes, rustikales Ferienhaus in der wunderschönen Toskana. Tolle Lage, sehr freundlicher und charmanter Gastgeber. Senore Guidi und seine Ehefrau sind zauberhafte Gastgeber. Sehr hilfsbereit und zuvorkommend! Die Fotos der Unterkunft stimmen zu 100% überein! Toller Poolbereich. Senor Guidi hat zur Wein- und Olivenöl -Verkostung eingeladen und uns auf Anfrage zu einer persönlichen Begehung seiner Oliven-und-Weinberge mitgenommen. Sehr persönliche und menschliche...
Germany
Anonymous traveler
The price is AED 2,756
AED 2,936 total
includes taxes & fees
18 Jul - 19 Jul
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Property grounds

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is AED 9,096
AED 9,104 total
includes taxes & fees
28 Jun - 29 Jun
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,105
AED 2,117 total
includes taxes & fees
28 Jun - 29 Jun
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Exterior

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,673
AED 2,685 total
includes taxes & fees
29 Jun - 30 Jun
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Exterior

Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi

Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Città di Castello
10.0 out of 10, Exceptional, (1 review)
"Pros: Mi è piaciuto tutto"
Italy
Anonymous traveler
The price is AED 4,034
AED 4,551 total
includes taxes & fees
30 Jun - 1 Jul
Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Exterior

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is AED 5,418
AED 5,592 total
includes taxes & fees
28 Jun - 29 Jun
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 3,082
AED 3,095 total
includes taxes & fees
29 Jun - 30 Jun
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Exterior

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Cortona
The price is AED 13,364
AED 13,447 total
includes taxes & fees
7 Jul - 8 Jul
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
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

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

10/10 Excellent
"Absolutamente perfecto. Todo my limpio y nuevo..staff super amable y resolutivo..el desayuno buenísimo y diverso y de gran calidad el hotel me sorprendió... mucho mejor que en las fotos"
Isis 2-night trip
Posted 1 day ago
Poggio Paradiso Resort & Spa