Castiglion Fiorentino Villas ￥15,185

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

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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

Cortona

￥1,002,653 total

includes taxes & fees

Aug 21 - Aug 22

A two-story building with balconies, outdoor seating, and potted plants.

2. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

￥15,185 total

includes taxes & fees

Aug 24 - Aug 25

A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

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

Cortona

￥184,766 total

includes taxes & fees

Sep 8 - Sep 9

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

Cortona

￥162,780 total

includes taxes & fees

Aug 30 - Aug 31

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

LUCIGNANO

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

Cortona

￥347,271 total

includes taxes & fees

Sep 1 - Sep 2

A stone building with a central tower, surrounded by a well-maintained lawn and trees.

7. Stunning villa for 4 people with WIFI, TV and terrace

Subbiano

￥30,486 total

includes taxes & fees

Sep 1 - Sep 2

A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

8. 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

￥58,398 total

includes taxes & fees

Aug 24 - Aug 25

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Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."

Monastero di Cortona Hotel & Spa

10/10 Excellent

"We stayed at Monestero di Cortona for six nights, and it felt like the perfect amount of time. The hotel is beautiful, and the service and hospitality teams were incredibly friendly, attentive, and always willing to help or go the extra mile. We also enjoyed the spa services, which were fantastic! The outdoor lounge area and pool were quiet and incredibly peaceful, making it the perfect place to unwind and switch off, while still having all the beautiful sights of Cortona right on your doorstep. We stayed in a Superior Room, which was the perfect size for two people. Everything in the room was thoughtfully designed, and it had everything we needed for a comfortable stay. We would 100% come back!"

Agriturismo La Sovana

10/10 Excellent

"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."

Hotel Villa Ricci

10/10 Excellent

"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Number of reviews	4
Accommodation	1650 Villas
Lowest Price	￥15,185
Highest Price	￥1,002,653

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglion Fiorentino villas

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

2. Artisti del Cavallo Tourism

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

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

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

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

7. Stunning villa for 4 people with WIFI, TV and terrace

8. 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

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

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

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

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

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

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

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

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

17. 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

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

19. 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

20. Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with pr

Find vacation rentals that suit your style

Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Corsignano

Monastero di Cortona Hotel & Spa

Il Falconiere - Relais e Chateaux

Agriturismo La Sovana

Il Gentiluomo Hotel & SPA

Hotel Minerva

Hotel Villa Ricci

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Explore a world of travel with Expedia

Search Villas in Castiglion Fiorentino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglion Fiorentino villas

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

2. Artisti del Cavallo Tourism

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

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

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

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

7. Stunning villa for 4 people with WIFI, TV and terrace

8. 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

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

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

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

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

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

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

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

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

17. 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

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

19. 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

20. Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a master double bedroom with pr

Find vacation rentals that suit your style

Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Explore a world of travel with Expedia