Photo by Karen Dean

5 Star Hotels in Gaiole in Chianti, Tuscany

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Top Gaiole in Chianti 5 Star Hotels

Grand Hotel Continental Siena – Starhotels Collezione
Ballroom

Grand Hotel Continental Siena – Starhotels Collezione

5.0 star property
9.2 out of 10, Wonderful, (511)
"This hotel was incredible! Beautiful rooms, amazing staff & great amenities. Would recommend "
The price is €195
includes taxes & fees
2 Dec - 3 Dec
Grand Hotel Continental Siena – Starhotels Collezione
COMO Castello Del Nero
Private pool

COMO Castello Del Nero

5.0 star property
9.6 out of 10, Exceptional, (114)
"Love this place first time in como hotel !"
The price is €798
includes taxes & fees
3 Dec - 4 Dec
COMO Castello Del Nero
Borgo Scopeto Wine & Country Relais
2 outdoor pools, pool umbrellas, pool loungers

Borgo Scopeto Wine & Country Relais

5.0 star property
9.2 out of 10, Wonderful, (164)
"Amazing stay! Beautiful hotel and service. I would go back anytime. "
Borgo Scopeto Wine & Country Relais
Hotel Le Fontanelle
Junior Suite, Terrace (double) | Terrace/patio

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (79)
"Our stay at Hotel Le Fontanelle was the highlight of our two week trip to Italy! The views are breathtaking and we enjoyed strolling around the grounds. All of the staff were so friendly and accommodating. We had wonderful meals at the hotel restaurant and the restaurants at the Club House. The shuttle service between the hotel, the club house, and the winery was very convenient. I’d recommend this hotel to anyone- we’ll be dreaming about our stay here for a while! "
Hotel Le Fontanelle
Castello di Casole, A Belmond Hotel, Tuscany
Outdoor pool, pool umbrellas, pool loungers

Castello di Casole, A Belmond Hotel, Tuscany

5.0 star property
9.6 out of 10, Exceptional, (64)
"5/5 star property. You never have to even leave! Staff always went out of their way to make our stay special, turndown and cleaning service was great, bfast buffet was 10/10, and property is just stunning. We also did the cooking class on property which was awesome and the hotel also set up a wine tour for us and it was great to be shown small family wineries. Such a jem of a hotel, I hope we can come back soon! "
Castello di Casole, A Belmond Hotel, Tuscany
Castel Monastero
Couples treatment room(s), Turkish bath/hammam, body treatments

Castel Monastero

5.0 star property
8.8 out of 10, Excellent, (137)
"Fairy tale setting in Tuscany in a refurbished monastery. Very friendly staff. Easy to drive to nearby towns but definitely need a rental car. Wife got a massage and said it was the best one she ever had. Overall fantastic experience and would do it again. "
The price is €473
includes taxes & fees
9 Dec - 10 Dec
Castel Monastero
Villa La Massa
Aerial view

Villa La Massa

5.0 star property
9.4 out of 10, Exceptional, (97)
"Was an amazing experience, they upgraded us to a suite upon check-in. Service was impeccable, Tamara was a pleasure!"
Villa La Massa
Castello di Spaltenna
Front of property – evening/night

Castello di Spaltenna

5.0 star property
9.6 out of 10, Exceptional, (219)
"Staff, spa and food was all perfect "
Castello di Spaltenna
La Bagnaia Golf Resort
Meeting facility

La Bagnaia Golf Resort

5.0 star property
8.4 out of 10, Very good, (108)
"This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel."
La Bagnaia Golf Resort
Pieve Aldina Relais & Chateaux
Seasonal outdoor pool

Pieve Aldina Relais & Chateaux

5.0 star property
10.0 out of 10, Exceptional, (9)
"Lovely hotel, beautiful interior design, fantastic food and service! We loved our 4 day stay. The property is well located in the Chianti region; lush deciduous forests, orchards, vineyards and a stream nearby. Beautiful old stone buildings have been carefully adapted to create a serene oasis to sit back and enjoy the views of the valley below. The staff gave us a warm welcome and took care of our every need. The restaurant is outstanding! Every dish had been carefully shaped to have delicious...
Pieve Aldina Relais & Chateaux
Borgo San Felice Resort
2 restaurants, lunch, dinner served; local cuisine

Borgo San Felice Resort

5.0 star property
9.8 out of 10, Exceptional, (66)
"Beautiful property!"
Borgo San Felice Resort
The Club House
Bar (on property)

The Club House

5.0 star property
The Club House
Agriturismo San Fabiano
Front of property

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
Podere Cavalbianco
Luxury Apartment, 2 Bedrooms, Hill View | Living area

Podere Cavalbianco

5.0 star property
The price is €397
includes taxes & fees
27 Nov - 28 Nov
Podere Cavalbianco
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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

Hotel Athena

P Mascagni 55, Siena, SI
The price is €83 per night from 10 Dec to 11 Dec
€83
includes taxes & fees
10 Dec - 11 Dec
9/10 Wonderful! (1,001 reviews)
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Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
Castello di Spaltenna, Hotel Borgo San Felice and Hotel Le Fontanelle are some of the top 5-star hotels in Gaiole in Chianti, according to our customer reviews. These plush hotels rate highly for things such as their location, conveniences and service standards. Book your favourite and enjoy the best of everything.
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 depends on factors such as when you plan to go and the length of your break. Our insider tip for landing an awesome deal? Use our pricing filters to compare all of the available hotels for your chosen dates.

  • Search for the lowest price per night from €79

What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining venues and fitness centres to pools and dreamy bedding, the 5-star experience in Gaiole in Chianti is all about relaxation and luxury. But it calls for more than just top-notch perks to receive a 5-star rating. Stays must also provide remarkable services like in-room beauty treatments, on-site dry cleaning and laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Gaiole in Chianti?
Expedia’s filters are the quickest way to search for exactly what you want. Select “5-star” and “All inclusive” to show the finest hotels in Gaiole in Chianti where your lodging, meals, entertainment and activities are included in the upfront price. At these retreats, your holiday is pure leisure from the moment you enter the lobby.
What are the top 5-star spa hotels in Gaiole in Chianti?
Gaiole in Chianti has a number of 5-star spa accommodation that offer therapies designed to rejuvenate the mind, body and soul. Spend your break at Hotel Le Fontanelle, Hotel Borgo San Felice or Castello di Spaltenna and prioritize your health and well-being.
Are there any 5-star holiday rentals in Gaiole in Chianti?
Although you won’t find any 5-star holiday rentals in Gaiole in Chianti on our site, we have a range of retreats that promise an unforgettable getaway. Discover one that suits your style by checking out our holiday rentals in Gaiole in Chianti.
Are there any 5-star hotels in downtown Gaiole in Chianti?
Base yourself at Castello di Spaltenna and enjoy being near the vibrant action of downtown Gaiole in Chianti.