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Compare and book 5 Star hotels in Gaiole in Chianti, Tuscany
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Our top choices for Gaiole in Chianti 5-star hotels
Grand Hotel Continental Siena – Starhotels Collezione
Grand Hotel Continental Siena – Starhotels CollezioneSiena City Centre
9.2 out of 10, Wonderful, (574)
"Great hotel / room, city center, friendly staff. "
Nebojsa
The price is 7.872.120 ₫
8.844.889 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Castello di Casole, A Belmond Hotel, Tuscany
Castello di Casole, A Belmond Hotel, TuscanyCasole d'Elsa
9.6 out of 10, Exceptional, (79)
"Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect."
Michael
9.6 out of 10, Exceptional, (133)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
Matthew
The price is 22.033.503 ₫
24.484.263 ₫ total
includes taxes & fees
29 Dec - 30 Dec
9.2 out of 10, Wonderful, (192)
"Best in the world!"
ALFREDO
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
9.6 out of 10, Exceptional, (261)
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Catherine
10.0 out of 10, Exceptional, (32)
"Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. "
Lara
9.4 out of 10, Exceptional, (244)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
Sherie
10.0 out of 10, Exceptional, (8)
"Unbelievable stay. All amenities are included. The staff is very welcoming. Having traveled extensively, this luxury resort is among the most impressive run hotels. The grounds, food, and staff all A+"
Robert
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Gaiole in Chianti.
Hotel Athena
P Mascagni 55 Siena SI
The price is 2.322.247 ₫ per night from 8 Jan to 9 Jan
2.322.247 ₫
2.647.282 ₫ total
8 Jan - 9 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
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Learn more about Gaiole in Chianti
Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.
