Castellina in Chianti Villas from SAR 568

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

Radda in Chianti

Amber M.

SAR 4,182 total

includes taxes & fees

18 Sep - 19 Sep

Villa, Air conditioning, Courtyard View | Exterior

2. Villa Montecastello

Monteriggioni

Alvaro

SAR 724 total

includes taxes & fees

28 Sep - 29 Sep

3. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

SAR 568 total

includes taxes & fees

15 Oct - 16 Oct

4. Stunning villa with large pool in the heart of Chianti 12km from Siena

Radda in Chianti

ana r.

5. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

Siena

SAR 30,401 total

includes taxes & fees

17 Sep - 18 Sep

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

Gaiole in Chianti

Bernard K.

SAR 10,416 total

includes taxes & fees

4 Oct - 5 Oct

7. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

SAR 1,952 total

includes taxes & fees

17 Sep - 18 Sep

8. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

SAR 7,425 total

includes taxes & fees

17 Oct - 18 Oct

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Top Castellina in Chianti Hotel Reviews

Plus Florence - Hostel

8/10 Good

"The indoor pool was undergoing maintenance and the outdoor pool closed at 7, not the 10pm advertised in the hostel’s messages after checking in. The restaurant advertises itself online as being flexible for gluten free/ vegetarian/ vegan. When sitting down and asking, nothing was completely gluten free and only the three meat dishes and one pasta dish could be made gluten free. We ate elsewhere. Clean rooms and friendly staff, good for a basic hostel stay. Air conditioning in the rooms, however it is very loud (might just be an issue in the room we stayed in). Great location for the train station."

Art Hotel Villa Agape

8/10 Good

"The room, breakfast and front counter staff were excellent. Overall was a nice experience. there was a wedding in the courtyard patio area during our stay on the first night and we couldn’t enjoy certain areas of the property. We would have liked to have been made aware of that. Instead of stumbling into their party and told it was private. Both men and the lady at the desk were extremely helpful and kind. As well as the morning breakfast lady."

Palazzo Montebello

8/10 Good

"Lovely hotel, spotlessly clean and we liked that the location was 15 mins walk away from the super busy chaos of the main tourist areas. Lots of amenities within short walk away and the walk along the river to the centre of Florence was lovely. Front desk staff were very helpful and offered great recommendations for places to eat and visit. The only downsides for us were: 1. the breakfast options which were very basic for how expensive the hotel is per night, the cooked breakfasts were not good so we had to eat elsewhere for a few days. 2. Our room was great but very much let down by the fact there was a huge window which had no cover or curtains to close which let in a lot of light as there happened to be a lamp right outside of it which shined directly in to the room. It meant our room was lit up like Times Square even in the middle of the night and we ended up having to wedge a towel over the window to try and reduce this. The window was also immediately opposite our bathroom so anyone outside could see straight in to it if they wanted to. Not sure if this is relevant for other rooms but it was very annoying for us and seems like it could be an easy fix! Overall we had a really great time and would stay again!"

Villa Neroli

10/10 Excellent

"My cousin and I were on a month trip with many stops in 4 countries. Florence was our 2nd last stop. Villa Nerolli was my favorite overall stay. It was so very relaxing with the scents of roses, bamboo, jasmine and wisteria everywhere. Simply beautiful and a symphony for all the senses. The food, service, pool, and drinks were fabulous 💖 I hope to make it back one day 🙏"

Frequently asked questions

How much do villas in Castellina in Chianti cost?

Villas in Castellina in Chianti range between SAR 568 and SAR 56,521 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 1851 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?

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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.

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Treat yourself

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Check prices for these dates

Our top choices for Castellina in Chianti villas

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

2. Villa Montecastello

3. Rooster House, cooking classes and opera

4. Stunning villa with large pool in the heart of Chianti 12km from Siena

5. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

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

7. Villa Il Signorino

8. Villa Capanna: A Window onto Tuscany

9. Villa Torre Among the Hills of Siena

10. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

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

12. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

13. Molino In Chianti - Villa with Private Pool

14. Villa Bellavista - Homelike Villas

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

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

17. Luxury Villa in the Florentine hills

18. Villa Sunset, in the heart of Chianti

19. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

20. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Find vacation rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Plus Florence - Hostel

Bernini Palace

The Social Hub Florence Lavagnini

Art Hotel Villa Agape

Palazzo Montebello

Villa Neroli

Hotel Horto Convento

c-hotels Ambasciatori

Hotel Paris

Frequently asked questions

Search Villas in Castellina in Chianti

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina in Chianti villas

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

2. Villa Montecastello

3. Rooster House, cooking classes and opera

4. Stunning villa with large pool in the heart of Chianti 12km from Siena

5. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

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

7. Villa Il Signorino

8. Villa Capanna: A Window onto Tuscany

9. Villa Torre Among the Hills of Siena

10. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

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

12. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

13. Molino In Chianti - Villa with Private Pool

14. Villa Bellavista - Homelike Villas

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

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

17. Luxury Villa in the Florentine hills

18. Villa Sunset, in the heart of Chianti

19. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

20. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Find vacation rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Plus Florence - Hostel

Frequently asked questions