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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Castiglion Fiorentino villas

Exterior

1. 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 ￥12,948
￥14,979 total
includes taxes & fees
Sep 4 - Sep 5
Artisti del Cavallo Tourism
Exterior

2. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is ￥998,677
￥998,677 total
includes taxes & fees
Sep 4 - Sep 5
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior

3. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (69 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is ￥24,807
￥28,671 total
includes taxes & fees
Sep 6 - Sep 7
Il Poggio dell'Eremita
Exterior

4. VILLA IL MATTO with salt pool, with spa and sauna

VILLA IL MATTO with salt pool, with spa and sauna
Toscana
The price is ￥52,988
￥107,632 total
includes taxes & fees
Oct 1 - Oct 2
VILLA IL MATTO with salt pool, with spa and sauna
Exterior

5. 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 ￥155,946
￥163,671 total
includes taxes & fees
Sep 22 - Sep 23
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Exterior

6. 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
Outdoor dining

7. Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (10 reviews)
"Great place. Would stay here again."
United States
Rob B.
The price is ￥23,182
￥36,981 total
includes taxes & fees
Sep 16 - Sep 17
Villa Graziella, Romantic Perugia
Exterior

8. Beautiful villa for 4 guests with WIFI, TV and terrace

Beautiful villa for 4 guests with WIFI, TV and terrace
Subbiano
The price is ￥25,758
￥29,953 total
includes taxes & fees
Sep 12 - Sep 13
Beautiful villa for 4 guests with WIFI, TV and terrace
Exterior

9. 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 ￥37,277
￥45,477 total
includes taxes & fees
Oct 2 - Oct 3
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
Outdoor dining

10. 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 ￥331,175
￥334,855 total
includes taxes & fees
Oct 3 - Oct 4
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Outdoor dining

11. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is ￥52,703
￥53,255 total
includes taxes & fees
Oct 4 - Oct 5
Villa Cielo- Cignella Resort Tuscany Accommodation
Outdoor dining

12. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is ￥52,228
￥52,780 total
includes taxes & fees
Sep 27 - Sep 28
Villa Falco-Cignella Resort Apartments in Tuscany
Exterior

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

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is ￥205,976
￥213,628 total
includes taxes & fees
Oct 4 - Oct 5
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Pool

14. 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 ￥400,722
￥401,090 total
includes taxes & fees
Sep 6 - Sep 7
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Outdoor dining

15. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
Exterior

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is ￥87,839
￥88,391 total
includes taxes & fees
Sep 21 - Sep 22
Villa Aquila-Cignella Resort Acommodation Tuscany
Exterior

17. Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is ￥101,192
￥166,139 total
includes taxes & fees
Sep 14 - Sep 15
Red Heart - relax with those you love in Tuscany.
Exterior

18. 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 ￥315,021
￥326,976 total
includes taxes & fees
Sep 4 - Sep 5
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Pool

19. 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 ￥114,071
￥114,623 total
includes taxes & fees
Sep 23 - Sep 24
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Exterior

20. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is ￥196,103
￥241,715 total
includes taxes & fees
Oct 2 - Oct 3
Villa "Il Fornacino" with Pool, Garden & 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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 2 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Number of reviews
75
Accommodation
1650 Villas
Lowest Price
￥14,979
Highest Price
￥998,677