Castellina in Chianti Villas from CA $210

A stone building with a clock tower, steps leading up to it, and people walking around.

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Our top choices for Castellina in Chianti villas

1. The San Leonino House

Castellina in Chianti

CA $2,125 total

includes taxes & fees

Aug 23 - Aug 24

2. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Gambassi Terme

CA $6,535 total

includes taxes & fees

Sep 14 - Sep 15

3. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Oltrarno

CA $1,385 total

includes taxes & fees

Aug 23 - Aug 24

4. Rooster House, cooking classes and opera

Toscana

CA $210 total

includes taxes & fees

Aug 19 - Aug 20

Villa, Air conditioning, Courtyard View | Exterior

5. Villa Montecastello

Monteriggioni

Alvaro

CA $297 total

includes taxes & fees

Aug 25 - Aug 26

6. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

Amber M.

CA $2,323 total

includes taxes & fees

Sep 1 - Sep 2

7. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

CA $7,774 total

includes taxes & fees

Aug 18 - Aug 19

8. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

Bernard K.

CA $2,206 total

includes taxes & fees

Aug 22 - Aug 23

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Top Castellina in Chianti Hotel Reviews

Bernini Palace

8/10 Good

"Overall, we had a great stay at Bernini Palace and really enjoyed the hotel. Unfortunately, our final interaction left a bad taste in our mouths. After we had already checked out and were getting into our Uber, the doorman ran outside yelling and pointing at us, then aggressively gestured for us to come back inside. I followed him in, only for the front desk to immediately confirm that everything was fine and we were free to leave. There was no apology or explanation afterward. I understand that misunderstandings happen, but the way it was handled felt unnecessarily confrontational and unprofessional, especially as the final impression of an otherwise excellent stay."

Hotel Calimala Florence

10/10 Excellent

"Beautiful hotel in an old building, with art deco design inside. We were given an upgrade from a superior to an executive double. Very spacious bedroom and bathroom. Plenty of choice for breakfast on the rooftop terrace. The staff were very welcoming, cheerful and professional. We really enjoyed our stay."

Radisson Blu Hotel, Florence

10/10 Excellent

"We weren’t sure whether to book our 2 night stay based on other reviews, but we are so glad that we did. We arrived by car and there was ample free parking on site. A car park in Florence was recommended by the lobby staff that was a 15 minute drive and had lots of spaces and not insanely priced, the centre was then a 10 minute walk from there. The hotel was spotless, easy check in, big room. Pool was great, the kids loved the splash area and there was even a FREE arcade room in the basement! The kids loved it. Breakfast was a god buffet with plenty for me as vegetarian and gluten free bread etc for my wife. Plenty of fruit and pastries for the kids! The beds were large and comfortable, air con great. Room has a fridge and some free waters which was a nice touch along with a coffee machine. A really good stay, well priced and I wouldn’t hesitate to stay here again if coming to Florence. There is a shuttle bus that you can book a seat on too, but we didn’t use this as had the car. Great hotel"

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews	176
Accommodation	1829 Villas
Lowest Price	CA $210
Highest Price	CA $20,913

Frequently asked questions

How much do villas in Castellina in Chianti cost?

Villas in Castellina in Chianti range between CA $210 and CA $20,913 per night. These stays offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Castellina in Chianti?

You can choose from 1829 villas in Castellina in Chianti. No matter if you're traveling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.

Why book your villa in Castellina in Chianti with Expedia?

Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.

How can I find cheap villas in Castellina in Chianti?

The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.

What is there to do near my villa in Castellina in Chianti?

Whatever your interests, Castellina in Chianti has loads to keep you on the hop. Buondonno Winery, City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi are on most visitors' itineraries. Don't forget to explore Walls of Monteriggioni, Castellina Fortress and Archaeological Museum of Chianti either. With Expedia's Castellina in Chianti hotel deals, you can discover even more terrific attractions like these with the cash you save.

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Search Castellina in Chianti Villa Rentals from CA $210

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina in Chianti villas

1. The San Leonino House

2. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

3. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

4. Rooster House, cooking classes and opera

5. Villa Montecastello

6. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

7. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

8. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

9. Villa Il Signorino

10. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

11. Villa Torre Among the Hills of Siena

12. Villa "Arnilù" with Private Pool & Wi-Fi

13. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

14. Villa Mami: A Tuscan Retreat of Elegance and Charm

15. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

16. Luxury Villa in the Florentine hills

17. Nice apartment in villa with A/C, pool, WIFI, TV, terrace and panoramic view, close to San Gimig...

18. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

19. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

20. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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Top Castellina in Chianti Hotel Reviews

Bernini Palace

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Frequently asked questions

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