Castellina in Chianti Villas from SAR 804

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

SAR 5,745 total

includes taxes & fees

23 Aug - 24 Aug

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

Gambassi Terme

SAR 18,515 total

includes taxes & fees

21 Aug - 22 Aug

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

Oltrarno

SAR 4,827 total

includes taxes & fees

9 Sep - 10 Sep

4. Rooster House, cooking classes and opera

Toscana

SAR 569 total

includes taxes & fees

11 Aug - 12 Aug

Villa, Air conditioning, Courtyard View | Exterior

5. Villa Montecastello

Monteriggioni

Alvaro

SAR 804 total

includes taxes & fees

11 Aug - 12 Aug

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

Radda in Chianti

Amber M.

SAR 6,280 total

includes taxes & fees

1 Sep - 2 Sep

7. Villa Marcolina

Castelnuovo Berardenga

SAR 3,551 total

includes taxes & fees

22 Aug - 23 Aug

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

Gaiole in Chianti

Bernard K.

SAR 6,902 total

includes taxes & fees

13 Aug - 14 Aug

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Top Castellina in Chianti Hotel Reviews

Palazzo Montebello

10/10 Excellent

"This is a 4.5 star hotel. The room itself was a 5.0 with incredible with best AC in Italy, 20 foot ceilings, and modern everything. The layout of the hotel and front entrance is deceptive with the property only revealing itself after walking the corridors and courtyard. Staff were amazing. I would say couples 50 and younger stay here. I would say 60 and over may want a hotel 2 or 3 blocks closer to the center of town. I will stay here again before I turn 60 but then onto the Portrait hotel."

Hotel Paris

10/10 Excellent

"Loved this hotel! We had a quad room with a huge fireplace (not active) and a ceiling fresco. Very large room and comfortable. Great breakfast and staff. Assisted us with a reservation at L’Brindellone. Overall probably the best hotel I have stayed in. Easy walking distance to most of the Florence must-see sights. Would def stay again! Only 10 mins from the train station."

The Social Hub Florence Belfiore

8/10 Good

"This is our second stay at the Social Hub Florence Belfiore. I can't recommend it enough. The pool on the roof is a game changer when the heat is in the high 30s and it's a 50m pool which is incredible. Plenty of room for everyone who seemed to want to go for a dip or sunbathe. It's such a great space. The beds was comfortable and the room was spacious and it was so nice to have aircon - although there is a limit on how low you can turn this to, which was a shame, particularly when, as a woman, you are hormonal! The only small negative for us was that our room was changed when we arrived and we were in the building accessed not via the main entrance but by the side entrance. All fine, it was a nice and quiet but we didn't have a coffee maker/espresso pods as we did on our previous stay and as the room type suggests. There was no price list in the room so we didn't know what was complimentary or not so we didn't have anything."

The Social Hub Florence Lavagnini

10/10 Excellent

"I had a great stay. The staff was very friendly and helpful, the hotel is conveniently located in a quiet sector accessible by public transportation and 10 to 15 minutes walking distance to main attracttions. It has a terrace with an amazing panoramic view of the city, a bar and a swimming pool. There are numerous spaces to hang out and work, and a lovely patio with great ambience."

Plus Florence - Hostel

10/10 Excellent

"Wasnt sure what to expect from a hostel but this was great. Triple room with private bathroom was spotlessly clean. Location excellent - 15 mins walk from Firenze SMN train station and the Duomo area. Amenities were great - outdoor pool and bar area was excellent for socialising. Bar prices reasonable. Breakfast was excellent. Cooked breakfast, cereals, continentals etc. great value. Would definately recommend."

Frequently asked questions

How much do villas in Castellina in Chianti cost?

Villas in Castellina in Chianti range between SAR 804 and SAR 3,551 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

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 Marcolina

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

9. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

10. Villa Il Signorino

11. Villa Torre Among the Hills of Siena

12. Villa Capanna: A Window onto Tuscany

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

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

15. Portion of Villa Il Conventino with Pool and Wi-Fi

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

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

18. Luxury Villa in the Florentine hills

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

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

Find vacation rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Palazzo Montebello

Hotel Calimala Florence

IQ Hotel Firenze

Hotel Paris

The Social Hub Florence Belfiore

The Social Hub Florence Lavagnini

Maxim Axial

25hours Hotel Florence Piazza San Paolino

Plus Florence - Hostel

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. 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 Marcolina

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

9. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

10. Villa Il Signorino

11. Villa Torre Among the Hills of Siena

12. Villa Capanna: A Window onto Tuscany

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

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

15. Portion of Villa Il Conventino with Pool and Wi-Fi

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

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

18. Luxury Villa in the Florentine hills

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

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

Find vacation rentals that suit your style

Top Castellina in Chianti Hotel Reviews

Palazzo Montebello

Frequently asked questions