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5-Star Hotels in San Gimignano

Find the 5-star hotels that appeal to you the most

August 2026

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The best 5-star hotels in San Gimignano

Check out our selection of great 5-star hotels in San Gimignano

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LHP Certaldo Resort

Certaldo (Near San Gimignano)

Located near the charming medieval town of Certaldo, this renovated 4-star hotel is set in a 16th-century flour mill. It offers a 5000-m² garden with outdoor pool, a fitness corner and sun terrace.

J
Jan
From
Czech Republic
Wonderful little hotel. Everything very very clean and modern. The food at the restaurant was to die for, we really enjoyed the pasta! The staff is very friendly, especially the bar/restaurant lady.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 795 reviews
Price from
$165.52
1 night, 2 adults

Castelfalfi

Castelfalfi (Near San Gimignano)

The property, nestled among the rolling Tuscan hills, consists of a main building and a beautifully restored former tobacco warehouse, offering a total of 146 rooms and suites.

H
Hanane
From
Qatar
Everything was amazing! Friendly staff amazing amenities and the view is unreal 🤍
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 249 reviews
Price from
$1,021.06
1 night, 2 adults

Castello di Casole, A Belmond Hotel, Tuscany

Casole dʼElsa (Near San Gimignano)

Surrounded by the Tuscan countryside, Castello di Casole, A Belmond Hotel, Tuscany features an outdoor pool, spa and fitness center and 2 restaurants.

V
Vesile
From
Turkey
It was a perfect stay for my husband’s birthday. All staffs are very kind and helpful. I would love to come back and stay longer.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 82 reviews
Price from
$1,039
1 night, 2 adults

COMO Castello Del Nero

Tavarnelle Val di Pesa (Near San Gimignano)

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.

o
othman
From
Saudi Arabia
an excellent location — very close to Florence yet surrounded by the peaceful beauty of Tuscany. The views during breakfast and meals are absolutely stunning. Our room was beautiful, tidy, and equipped with all the main essentials. All the staff were very friendly and welcoming, especially Diletta at the restaurant reception, who was exceptionally kind and professional. We stayed for two nights and enjoyed every moment. The food was good, the spa and facilities were excellent, and parking was easy with valet service available. This is the perfect place for anyone who wants to enjoy the Tuscan countryside without long drives from Florence. The whole experience was smooth, relaxing, and truly memorable. I would definitely stay here again with full confidence.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 98 reviews
Price from
$850.48
1 night, 2 adults

Villa Le Calvane

Montespertoli (Near San Gimignano)

Offering a seasonal infinity pool and hot tub, Villa Le Calvane is set in Montespertoli, on the hills overlooking the Chianti region. Olive oil and wine are produced on site.

J
John
From
United Kingdom
This is an absolutely beautiful hotel and the views at dinner, or breakfast or by the pool are amazing. We had 2 nights here before our wedding and it was the perfect place to relax and enjoy the Tuscan sunshine. Food was delicious and the staff were lovely.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 128 reviews
Price from
$449.19
1 night, 2 adults

Borgo Vescine

Radda in Chianti (Near San Gimignano)

Vescine is a 5-star hotel and relais in a vibrant 13th-century village in Radda in Chianti, in the heart of Chianti Classico, 12 mi from Siena, 26 mi from Florence.

M
Maria
From
United States
Breakfast selection and service was wonderful.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 315 reviews
Price from
$1,007.52
1 night, 2 adults
All 5-star hotels in San Gimignano

Looking for a 5-star hotel?

When the accommodations are just as important as the destination, a 5-star stay promises that extra "wow" factor the second you step into the lobby. Along with the kind of service fit for royalty, you can get pampered at on-site spas, enjoy gourmet restaurants, and sleep in top-of-the-line beds you'll never want to climb out of.

Most booked 5-star hotels in San Gimignano and surrounding area in the past month

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Popular with guests booking 5-star hotels in Certaldo

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 795 reviews