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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Castiglion Fiorentino villas

A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AED 22,439
AED 22,439 total
includes taxes & fees
5 Oct - 6 Oct
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A two-story building with balconies, outdoor seating, and potted plants.

2. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 288
AED 333 total
includes taxes & fees
23 Oct - 24 Oct
Artisti del Cavallo Tourism
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

3. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: The spaciousness of the modern house was perfect. We felt right at home. The big pool was highly appreciated. Cons: -"
United States
Anonymous traveler
The price is AED 2,218
AED 2,390 total
includes taxes & fees
1 Nov - 2 Nov
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

4. 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 2,218
AED 2,390 total
includes taxes & fees
1 Nov - 2 Nov
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

5. Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
A stone wall, a round table with chairs, a bowl of fruit, and a glass of juice.

6. 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 7,441
AED 7,524 total
includes taxes & fees
5 Oct - 6 Oct
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

7. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 557
AED 648 total
includes taxes & fees
7 Oct - 8 Oct
Il Poggio dell'Eremita
A stone building with a central tower, surrounded by a well-maintained lawn and trees.

8. Wonderful villa for 4 people with WIFI, TV and terrace

Wonderful villa for 4 people with WIFI, TV and terrace
Subbiano
The price is AED 566
AED 733 total
includes taxes & fees
5 Oct - 6 Oct
Wonderful villa for 4 people with WIFI, TV and terrace
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

9. 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 9,160
AED 9,168 total
includes taxes & fees
11 Oct - 12 Oct
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

10. 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
The price is AED 796
AED 971 total
includes taxes & fees
2 Nov - 3 Nov
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
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

11. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,174
AED 1,186 total
includes taxes & fees
5 Oct - 6 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

12. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AED 1,184
AED 1,197 total
includes taxes & fees
5 Oct - 6 Oct
Villa Cielo- Cignella Resort Tuscany Accommodation
A building with arched windows and a hammock in the garden.

13. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AED 1,974
AED 1,986 total
includes taxes & fees
5 Oct - 6 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with arched windows and a hammock in the garden.

14. 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 3,927
AED 3,940 total
includes taxes & fees
5 Oct - 6 Oct
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
A building with a red facade, arched doorways, and a patio area with outdoor seating.

15. 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 2,563
AED 2,575 total
includes taxes & fees
7 Oct - 8 Oct
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

16. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is AED 829
AED 1,012 total
includes taxes & fees
2 Nov - 3 Nov
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
A building with a red facade, green shutters, and a tiled roof.

17. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is AED 2,563
AED 2,575 total
includes taxes & fees
5 Oct - 6 Oct
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A pool with a stone border, surrounded by a well-manicured lawn and trees.

18. 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 2,435
AED 2,447 total
includes taxes & fees
5 Oct - 6 Oct
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
A house with a patio, outdoor seating, and a view of the landscape.

19. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,480
AED 2,493 total
includes taxes & fees
5 Oct - 6 Oct
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

20. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is AED 2,563
AED 2,575 total
includes taxes & fees
5 Oct - 6 Oct
Hotel Apartment "Villa Limone" with Shared 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
"5 star treatment, indoor pool is a charge to use and parking is rough. Overall excellent experience. Staff is great."
dianne 3-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa

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