The 10 best five-star hotels in Gaiole in Chianti, Italy | Booking.com
Skip to main content

Five-Star Hotels in Gaiole in Chianti

Find the five-star hotels that appeal to you the most

The best five-star hotels in Gaiole in Chianti

Check out our pick of great five-star hotels in Gaiole in Chianti

Filter by:

Review score

Castello di Spaltenna Exclusive Resort & Spa

Hotel in Gaiole in Chianti

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century.

E
Estella
From
United States
Loved the terrace overlooking the hills and vineyards for the morning breakfast. There were numerous stations with may choices including fresh fruits, breads ,rolls, meats, cheeses, eggs and fresh juices as well as cappuccinos and expressos. The staff were professional but friendly. The infinity pool overlooking the hills and vineyards was stunning. We loved the wellness facility with the beautiful steam rooms, ice showers and jacuzzi. Every effort was made to assure your stay was one you will never forget. We loved it!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 129 reviews
Price from
US$488.21
1 night, 2 adults

Pieve Aldina Relais & Châteaux

Radda in Chianti (Near Gaiole in Chianti)

Located in Radda in Chianti, 21 km from Piazza Matteotti, Pieve Aldina Relais & Châteaux provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared...

K
Kelly
From
United Kingdom
Beautiful, well maintained property. Helpful, lovely staff. They assisted us and gave us great recommendations for our tour in the area. The bed was great, comfortable and super clean. Delicious breakfast. My husband and I had a blast at the hotel. Thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 137 reviews
Price from
US$456.82
1 night, 2 adults

Hotel Le Fontanelle

Castelnuovo Berardenga (Near Gaiole in Chianti)

Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location.

A
Arame Ly
From
France
The staff was incredibly attentive and genuinely caring—we never felt like anything was missing during our stay. A special shoutout and heartfelt thank you to Carlo, who went above and beyond to take care of us. We booked a private dinner at their villa, and it turned out to be one of the best nights we’ve ever had. Carlo anticipated every need and made sure the evening was seamless. When my girlfriend realized she had forgotten her cardigan in the room, he immediately brought her a scarf so she could stay warm and comfortable. This level of thoughtfulness and attention to detail truly reflects the outstanding quality of service here. We are deeply grateful—thank you for making our experience unforgettable!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 166 reviews
Price from
US$626.02
1 night, 2 adults

Borgo Vescine

Radda in Chianti (Near Gaiole in Chianti)

Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence.

B
Branislav
From
Serbia
A Hidden Gem in the Heart of Tuscany Borgo Vèscine offers an enchanting escape surrounded by vineyards and rolling hills. The rustic charm of the property, combined with its refined elegance, makes for an unforgettable experience. A special mention to Stefano, the attentive manager, whose warmth and professionalism ensure every moment is filled with care and precision. Truly a sanctuary for the senses. We will come back for sure!! Thank you for everything!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 329 reviews
Price from
US$499.83
1 night, 2 adults

Borgo Scopeto Wine & Country Relais

Vagliagli (Near Gaiole in Chianti)

Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service.

L
Lycia
From
Switzerland
Everything. My daughter is disabled and staff were helpful and accommodating. Restaurant was lovely and waiting staff and chef happy to accommodate our requests.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 390 reviews
Price from
US$620.72
1 night, 2 adults

The Club House

Castelnuovo Berardenga (Near Gaiole in Chianti)

Set in Castelnuovo Berardenga, 16 km from Piazza del Campo, The Club House offers accommodation with a seasonal outdoor swimming pool, free private parking, a fitness centre and a garden.

J
Jordi
From
Australia
Probably one of the most iconic stays I’ve ver experienced. I’m fairly sure they read your mind and know what you want/need before you do. Exceptional would be an understatement.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 17 reviews
Price from
US$673.84
1 night, 2 adults

Grand Hotel Continental Siena - Starhotels Collezione

Siena (Near Gaiole in Chianti)

Set in a 17th-century building, Grand Hotel Continental Siena - Starhotels Collezione is a luxury 5-star hotel in the historical centre of Siena, 250 metres from Piazza Campo square.

J
Jörg
From
Switzerland
Excellent breakfast and exceptional friendly and helpful staff.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 758 reviews
Price from
US$348.72
1 night, 2 adults

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga (Near Gaiole in Chianti)

Castel Monastero is set in a restored mediaeval hamlet from the 10th century. This historic castle offers beautiful views of Tuscany, a pool, a wellness centre and 2 restaurants.

s
shahar
From
Israel
First of all the staff was wonderful! The room was great, the spa, the breakfast and the pools. Everything was wonderful!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 158 reviews
Price from
US$823.85
1 night, 2 adults

Il Borro Relais & Châteaux

San Giustino Valdarno (Near Gaiole in Chianti)

Set in the Tuscan countryside, Il Borro Relais & Châteaux is less than 5 minutes’ drive from San Giustino Valdarno. It offers air-conditioned accommodation, 3 restaurants and an outdoor pool.

L
Luigi
From
Italy
The Borro Relais & Châteaux is a magic place, where time stops and you can relax in one of the most enchanting places of Tuscany. The staff was absolutely perfect and the level of services was really high.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 390 reviews
Price from
US$523.08
1 night, 2 adults

COMO Castello Del Nero

Tavarnelle in Val di Pesa (Near Gaiole in Chianti)

COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking.

K
Kellie
From
Australia
The most amazing and enchanting property. We absolutely loved it our stay at Castello Del Nero. This is definitely a five star experience. The staff are incredible and their attention to their guests is quite unbelievable. Nothing was too much trouble and we felt like we were staying in a guest house. The food was also amazing!
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 93 reviews
Price from
US$1,601.52
1 night, 2 adults
All five-star hotels in Gaiole in Chianti

Looking for a five-star hotel?

When the accommodation is just as important as the destination, a five-star stay should give that extra ‘wow’ factor as you enter the lobby. As well as offering the kind of service to make you feel like royalty, you’ll usually find highly rated on-site spas, gourmet restaurants and top-of-the-line beds you won’t want to get out of.

Most booked five-star hotels in Gaiole in Chianti and surroundings in the past month

See all