Photo by Karen Dean

Compare and book 5 Star hotels in Gaiole in Chianti, Tuscany

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Gaiole in Chianti 5 Star Hotels

Top Gaiole in Chianti 5 Star Hotels

Grand Hotel Continental Siena – Starhotels Collezione
Experience the grandeur of this opulent space, featuring a stunning chandelier, plush sofa, and intricate wall decorations.

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
9.2 out of 10, Wonderful, (541)
"Stunning rooms with great location"
The price is £261
includes taxes & fees
13 Aug - 14 Aug
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Spaltenna- Small Luxury Hotels of the World
Relax by the serene pool surrounded by lush trees and a stone deck.

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (234)
"Amazing place and amazing staff. We had the Most relaxing time. Loved the place and we are coming back for sure. "
The price is £328
includes taxes & fees
12 Aug - 13 Aug
Castello di Spaltenna- Small Luxury Hotels of the World
COMO Castello Del Nero
Relax by the serene pool surrounded by lush greenery and lounge chairs.

COMO Castello Del Nero

5.0 star property
9.6 out of 10, Exceptional, (126)
"Beautiful property in a stunning location. Large, well appointed rooms. A wonderful stay."
The price is £912
includes taxes & fees
3 Aug - 4 Aug
COMO Castello Del Nero
Borgo Scopeto Wine & Country Relais
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Borgo Scopeto Wine & Country Relais

5.0 star property
9.2 out of 10, Wonderful, (178)
"Great location, great views, the entire staff was amazing. Truly a perfect place. "
Borgo Scopeto Wine & Country Relais
Castello di Casole, A Belmond Hotel, Tuscany
Enjoy a meal under the pergola, surrounded by a scenic view of distant hills and mountains.

Castello di Casole, A Belmond Hotel, Tuscany

5.0 star property
9.6 out of 10, Exceptional, (70)
"We loved being here. We hope to one day come back. "
The price is £1,435
includes taxes & fees
13 Aug - 14 Aug
Castello di Casole, A Belmond Hotel, Tuscany
Borgo San Felice Resort
Enjoy al fresco dining amidst lush gardens and beautifully maintained grounds.

Borgo San Felice Resort

5.0 star property
9.8 out of 10, Exceptional, (71)
"We absolutely loved this property. The property and amenities were fantastic. The staff were helpful and friendly. We loved everything about our stay and will definitely be coming back. "
The price is £599
includes taxes & fees
3 Aug - 4 Aug
Borgo San Felice Resort
Hotel Le Fontanelle
Experience the charm of this historic estate, featuring a beautifully maintained garden and traditional architecture.

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (84)
"Amazing place to stay in Tuscany!"
The price is £394
includes taxes & fees
17 Jul - 18 Jul
Hotel Le Fontanelle
Villa La Massa
Escape to a serene landscape with a meandering river, lush gardens, and rolling hills.

Villa La Massa

5.0 star property
9.4 out of 10, Exceptional, (101)
"The most beautiful and relaxing and best service "
The price is £404
includes taxes & fees
16 Jul - 17 Jul
Villa La Massa
Castel Monastero - The Leading Hotels of the World
Relax by the pool surrounded by a naturalistic atmosphere, lounge chairs, and a table.

Castel Monastero - The Leading Hotels of the World

5.0 star property
8.8 out of 10, Excellent, (139)
"Beautiful grounds anf the staff was great. Very helpful and professional. "
The price is £452
includes taxes & fees
9 Aug - 10 Aug
Castel Monastero - The Leading Hotels of the World
Borgo Vescine
Enjoy dining in this open-air restaurant with a unique design, surrounded by a patterned tile floor and beautiful views.

Borgo Vescine

5.0 star property
9.4 out of 10, Exceptional, (233)
"We highly recommend this place! We will be back! "
The price is £313
includes taxes & fees
3 Aug - 4 Aug
Borgo Vescine
Pieve Aldina - Fontenille Collection
Relax by the serene pool surrounded by lush greenery and rolling hills.

Pieve Aldina - Fontenille Collection

5.0 star property
10.0 out of 10, Exceptional, (18)
"Lovely stay "
Pieve Aldina - Fontenille Collection
La Bagnaia Golf Resort
Enjoy al fresco dining on our scenic terrace, surrounded by lush greenery and rolling hills.

La Bagnaia Golf Resort

5.0 star property
8.4 out of 10, Very good, (114)
"Air conditioning an issue…..couldn’t imagine being there in middle of summer"
La Bagnaia Golf Resort
The Club House
Enjoy a serene dining experience surrounded by expansive views of the surrounding landscape.

The Club House

5.0 star property
10.0 out of 10, Exceptional, (1)
"A perfect place. The hospitality team was exceptional, the cleanliness impeccable, the architecture and interior design flawless, and the quality of the ingredients in every meal — including the poolside snacks — was outstanding. We are very happy with our stay and wish we had booked more days, had we known everything would be this good."
The price is £511
includes taxes & fees
30 Jul - 31 Jul
The Club House
Podere Cavalbianco
Cozy living room with a fireplace, comfortable sofa, and casual dining area.

Podere Cavalbianco

5.0 star property
10.0 out of 10, Exceptional, (2)
"Loveled the location, staff and property. We spent the week there with our baby and the grandparents. The staff was super welcoming, they prepared us a great diner, breakfast and reserved us a cooking class to learn how to make real pasta. It was a peaceful, very cozy and far from tourists. It gave us an authentic Toscany feel. We will come back in the future! "
Podere Cavalbianco
Agriturismo San Fabiano
Relax by the serene pool surrounded by a villa's elegant architecture.

Agriturismo San Fabiano

5.0 star property
10.0 out of 10, Exceptional, (1)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
Agriturismo San Fabiano
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Hotel Athena

P Mascagni 55, Siena, SI
The price is £113 per night from 30 Jul to 31 Jul
£113
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Still don't see what you're looking for?
See all properties in Gaiole in Chianti.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Gaiole in Chianti

Get away to secluded Gaiole in Chianti! Enjoy the spas, wineries and countryside.

See all hotels in Gaiole in Chianti
Photo
by
LigaDue
(
CC BY-SA
)
Open Photo by LigaDue (CC BY-SA) / Cropped from original

Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel located in historic walking district of Siena. 5 star historic hotel with bar & lounge area for coffee, drinks, lunch, dinner, upscale restaurant. Great breakfast buffet or a la carte options. Food & wine were excellent. Large spacious rooms with great Air Cond (it was in the 90’s). Comfortable beds, pillow options. Stayed 5 days 2 different rooms-had a last minute travel change. "
David 2-night trip
Posted 13 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"We stayed here as a family of six, including our two 3-year-olds, and it was by far our favorite place during our time in Italy! The kids absolutely loved swimming in the pools and running around the beautiful property. It felt peaceful, safe, and perfect. The breakfast was lovely each morning—fresh, delicious, and a relaxing way to start the day. The staff went above and beyond to make us feel welcome and taken care of, which made the experience even more special. We only wish we had stayed longer! We would absolutely come back and highly recommend it to anyone traveling with little ones (or without!)."
Whitney 1-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
Get ready for 5-star opulence at Castello di Spaltenna, Pieve Aldina or Borgo San Felice Resort. These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life!
How much does it cost to stay in a 5-star hotel in Gaiole in Chianti?
The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay.

  • Search for the lowest price per night from £85

What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. Accommodation must also provide extraordinary guest-centric services like in-room massage treatments, dry cleaning and laundry and concierge services.