Top Town Houses in Gaiole in Chianti in 2026

A stone castle with battlements overlooking a lush valley with vineyards.

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Our top choices for Gaiole in Chianti town houses

1. L' Eroico

Gaiole in Chianti

Angela

Rp3.152.792 total

includes taxes & fees

23 Aug - 24 Aug

2. Villa di Sotto

Castelnuovo Berardenga

Philippe

Rp3.157.595 total

includes taxes & fees

21 Sept - 22 Sept

3. Villa Curina Resort

Castelnuovo Berardenga

Mary

Rp3.628.811 total

includes taxes & fees

20 Sept - 21 Sept

4. Residenzia del Sogno

Castellina in Chianti

Katherine

Rp2.509.064 total

includes taxes & fees

30 Aug - 31 Aug

5. Mariani Bed & Breakfast

Castellina in Chianti

Chie

Rp1.974.073 total

includes taxes & fees

1 Sept - 2 Sept

6. Ca' Bianca Tuscany Relais

Siena

Talha

Rp5.741.872 total

includes taxes & fees

23 Aug - 24 Aug

7. Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

Rp6.325.015 total

includes taxes & fees

24 Aug - 25 Aug

8. Villa le Camelie Siena

Petriccio

Mark

Rp1.666.122 total

includes taxes & fees

26 Aug - 27 Aug

9. Siena Vip

Siena City Centre

Luis

Rp2.469.016 total

includes taxes & fees

22 Aug - 23 Aug

10. Domus il Palio B&B

Ravacciano

Alissia

Rp1.507.841 total

includes taxes & fees

28 Aug - 29 Aug

11. B&B Il Corso

Siena City Centre

Katherine

Rp2.402.207 total

includes taxes & fees

23 Aug - 24 Aug

12. A Casa Mastacchi

Siena City Centre

Christina

Rp2.666.389 total

includes taxes & fees

21 Sept - 22 Sept

13. La Locanda di Pietracupa

Barberino Tavarnelle

Con

Rp3.530.316 total

includes taxes & fees

26 Aug - 27 Aug

14. Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

Rp4.186.150 total

includes taxes & fees

1 Sept - 2 Sept

15. Il Pozzo di Sant'Andrea

Siena

Prem

Rp2.403.517 total

includes taxes & fees

20 Sept - 21 Sept

16. PALAZZO DEL PAPA

Siena City Centre

Diane

Rp4.132.698 total

includes taxes & fees

25 Aug - 26 Aug

Superior Double Room, Ensuite, City View

17. B&B Palazzo del Magnifico

Siena City Centre

Khaled

Rp2.373.806 total

includes taxes & fees

25 Aug - 26 Aug

18. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

Rp2.343.176 total

includes taxes & fees

31 Aug - 1 Sept

19. Sportland

Colle di Val d'Elsa

Giorgio

Rp952.606 total

includes taxes & fees

6 Sept - 7 Sept

20. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

Raymundo

Rp2.363.499 total

includes taxes & fees

3 Sept - 4 Sept

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Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

Villa Olmi Firenze

10/10 Excellent

"We recently spent a week at Villa Olmi and had the most incredible time. The hotel itself is beautiful, a peaceful oasis to escape the busy city. The grounds were kept beautifully and the pool area in particular felt so pristine, plenty of fresh towels, super clean and drinks/food delivered to your sun bed- a total dream! Rooms were great with air con that kept them cool during the recent heatwave. Our room near the pool was the perfect location too, literally steps to our sun beds. The bathrooms could do with updating I feel, but they were fine and kept clean. All staff at the hotel were so lovely, warm and welcoming. The reception team were always helpful with questions we had (for example needing a different adapter for our plugs!). The wait staff were also all very attentive and friendly. The housekeeping team also- working that job during hot weather must be tough but they were so smiley and kind. Food at breakfast was great, such a good selection. The restaurant was also super tasty and a lovely setting to have dinner. One comment would be more of a varied menu, we were there for a week and the menu didn’t change so we did go elsewhere for variety. The shuttle bus was very useful and a great addition to have as it’s too far to walk into Florence. However I think a later shuttle bus to allow staying out for dinner would have been great, also dropping closer to the city centre as the 20 min walk from the bus was hard in the heat. Overall an excellent stay!"

Castello di Tornano Wine Resort

8/10 Good

"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome but its a climb"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews	851
Accommodation	115 Town Houses
Lowest Price	Rp952.606
Highest Price	Rp6.325.015

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Treat yourself

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Check prices for these dates

Our top choices for Gaiole in Chianti town houses

1. L' Eroico

2. Villa di Sotto

3. Villa Curina Resort

4. Residenzia del Sogno

5. Mariani Bed & Breakfast

6. Ca' Bianca Tuscany Relais

7. Terre di Baccio

8. Villa le Camelie Siena

9. Siena Vip

10. Domus il Palio B&B

11. B&B Il Corso

12. A Casa Mastacchi

13. La Locanda di Pietracupa

14. Villa Cassia di Baccano

15. Il Pozzo di Sant'Andrea

16. PALAZZO DEL PAPA

17. B&B Palazzo del Magnifico

18. Locanda Antico Borgo

19. Sportland

20. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Hu Firenze Camping In Town

Hotel Athena

Villa Olmi Firenze

Castello di Tornano Wine Resort

Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

La Certosa di Pontignano

Castello di Leonina Relais

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Explore a world of travel with Expedia

Search Town Houses in Gaiole in Chianti

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gaiole in Chianti town houses

1. L' Eroico

2. Villa di Sotto

3. Villa Curina Resort

4. Residenzia del Sogno

5. Mariani Bed & Breakfast

6. Ca' Bianca Tuscany Relais

7. Terre di Baccio

8. Villa le Camelie Siena

9. Siena Vip

10. Domus il Palio B&B

11. B&B Il Corso

12. A Casa Mastacchi

13. La Locanda di Pietracupa

14. Villa Cassia di Baccano

15. Il Pozzo di Sant'Andrea

16. PALAZZO DEL PAPA

17. B&B Palazzo del Magnifico

18. Locanda Antico Borgo

19. Sportland

20. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Explore a world of travel with Expedia