Gaiole in Chianti Country Houses

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

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Our top choices for Gaiole in Chianti country houses

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

1. Relais la Costa - Dimora Storica

Monteriggioni

Doug

P12,367 total

includes taxes & fees

Oct 31 - Nov 1

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

2. Palagina Il Borgo Agricolo

Figline e Incisa Valdarno

Casey

P9,928 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

3. L'Aia di Argia

Monteroni d'Arbia

mario

P5,442 total

includes taxes & fees

Oct 30 - Oct 31

A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

4. Locanda Casalta

Strove

Alexander

P7,713 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a swimming pool, outdoor seating, and trees.

5. Il Castagnolo Country B&B

San Gimignano

Paul

P6,870 total

includes taxes & fees

Nov 13 - Nov 14

6. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

David

P17,781 total

includes taxes & fees

Nov 18 - Nov 19

An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

7. Cappannelle Country House Tuscany

Castiglion Fibocchi

Peter

P9,122 total

includes taxes & fees

Nov 12 - Nov 13

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

8. Fattoria Pieve a Salti

Montalcino

Marko

P7,998 total

includes taxes & fees

Oct 30 - Oct 31

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Top Gaiole in Chianti Hotel Reviews

Hotel Athena

8/10 Good

"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didn’t know. A lady staff was kind enough to email police department not to fine but it didn’t work. The hotel is on the edge of the ZTL zone and you need to enter through “San Marco” port!!"

Italiana Hotels Florence

8/10 Good

"Breakfast and room was great. Swimming pool was closed during our stay. Carpet floor was smelling as it was wet. The location was not central from the main attractions. It took forever via public transport to reach to a hotel as Florence public transportation is the worst and didn’t go well after 6PM."

Hu Firenze Camping In Town

10/10 Excellent

"I really enjoyed my stay here. The room was clean and comfortable, and the staff was very friendly and helpful. I also enjoyed having the bar available to relax after a long day it was really good with plenty of options. Everything felt welcoming and well taken care of. I would happily stay here again!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Find out more about Gaiole in Chianti