Best Villas in Castiglion Fiorentino 2026

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

1. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

includes taxes & fees

18 Aug - 19 Aug

2. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

20 Aug - 21 Aug

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

Cortona

includes taxes & fees

8 Sept - 9 Sept

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

Cortona

includes taxes & fees

31 Aug - 1 Sept

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

Cortona

includes taxes & fees

1 Sept - 2 Sept

6. Wonderful villa for 4 guests with WIFI, TV and terrace

Subbiano

includes taxes & fees

1 Sept - 2 Sept

7. 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

includes taxes & fees

18 Aug - 19 Aug

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

Torrita di Siena

includes taxes & fees

17 Aug - 18 Aug

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Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Magnifique hôtel, service exceptionnel, propreté impeccable et excellente nourriture. Nous y retournerons sans aucun doute."

Precise Tale Poggio Alla Sala

8/10 Good

"Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making it a great choice for families looking for a relaxing stay. Breakfast was included and offered eggs, fresh fruit, a variety of breads, and cold cuts. The selection was good, but it was essentially the same every day with little variation. The breakfast staff were pleasant, although the service could have been more attentive. Unfortunately, the service at the pool and restaurant was the biggest weakness of our stay. There is a walk-up snack and drink bar, but empty glasses and plates were rarely collected. There was no real pool service, and water was not consistently refilled. At the restaurant, tables were often left with empty plates for extended periods, and wait staff rarely checked on guests after the food was served. For a property at this price point, we expected a more attentive level of service. The setting, cleanliness, and family-friendly atmosphere are excellent, but the lack of consistent service at the pool and restaurant took away from what could otherwise be an exceptional experience. Overall, this is a gorgeous and very clean property with friendly people, a peaceful atmosphere, and a great environment for families with children. The location and surroundings"

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."

Hotel Continentale

8/10 Good

"The most prominent feature of this hotel is the terrace, what a fabulous view! The staff were very helpful and friendly, showing the Gym which is slightly hidden away behind the bar and the large relaxing public lounge. There is a wide offer for breakfast in a large room which I think is underused. It would for instance be a great place for a reception or other formal gathering."

Casanova - Panoramic Rooms and Suites

10/10 Excellent

"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Villas information

Number of reviews	4
Accommodation	1685 Villas
Lowest Price	£70
Highest Price	£4,636

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

6. Wonderful villa for 4 guests with WIFI, TV and terrace

7. 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

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

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

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

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

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

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

14. 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

15. 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

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

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

18. 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, internal and external dining area, a master double bedroom wit

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

20. Elegant and spacious ground floor villa of 142 m2 located in a private area of the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok

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Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Precise Tale Poggio Alla Sala

Agriturismo La Sovana

Nuovo Etruria Resort

Il Gentiluomo Hotel & SPA

Hotel Minerva

Hotel Villa Ricci

Hotel Continentale

Casanova - Panoramic Rooms and Suites

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

6. Wonderful villa for 4 guests with WIFI, TV and terrace

7. 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

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

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

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

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

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

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

14. 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

15. 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

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

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

18. 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, internal and external dining area, a master double bedroom wit

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

20. Elegant and spacious ground floor villa of 142 m2 located in a private area of ​​the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok

Find holiday 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

20. Elegant and spacious ground floor villa of 142 m2 located in a private area of the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok