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Popular hotels in Calzaiolo

Check out our top picks in Calzaiolo

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Villa Le Calvane

Montespertoli (Near Calzaiolo)

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.

A
Ali
From
Canada
Great staff and great place to stay in
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 124 reviews
Price from
US$676.25
1 night, 2 adults

Villa Il Poggiale Dimora Storica

San Casciano in Val di Pesa (Near Calzaiolo)

Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 2 km from San Casciano. A wellness area equipped with a sauna is available on site.

J
Jaroslaw
From
Poland
Quite and relaxing stay. Staff is wonderful management, reception and waiters! I wish we coild have stayed longer but wecwill be coming back!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 608 reviews
Price from
US$121.79
1 night, 2 adults

Hotel Borgo Di Cortefreda - Place of Charme

Tavarnelle in Val di Pesa (Near Calzaiolo)

Nestled in the Tuscan hills and boasting sweeping views of the Chianti region, Hotel Borgo Di Cortefreda - Place of Charme is steeped in history and offers an array of impressive facilities.

G
Gerry The Traveller
From
Czech Republic
This is my paradise in Tuscany! The villa is amazing, with great rooms, a spacy beautiful yard, pool and beautiful plants. The staff are really kind and they took care about everything. The beds were comfy, we got a terrace with a great view. The food in the restaurant (we had breakfasts and a lunch) was very delicious. We ordered also some wine and cocktails to drink by the pool and enjoyed the sunset. Every detail was well taken care of. My whole family fell in love with this magical place and I hope to return to this villa soon!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 878 reviews
Price from
US$183.92
1 night, 2 adults

Villa Il Fedino

San Casciano in Val di Pesa (Near Calzaiolo)

Villa Il Fedino offers luxurious suites in an elegant 14th-century building with an outdoor swimming pool. Enjoy exclusive accommodation surrounded by a green park, in the famous Chianti hills.

G
Gitte holm
From
Denmark
Everything was fantastic! Sweet and helpfull family, best breakfast ever. We will for sure come back
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 533 reviews
Price from
US$179.16
1 night, 2 adults

COMO Castello Del Nero

Tavarnelle in Val di Pesa (Near Calzaiolo)

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 9.0
Superb - What previous guests thought, 96 reviews
Price from
US$1,382.33
1 night, 2 adults

Relais Villa La Cappella

Montespertoli (Near Calzaiolo)

Set on Aliano Hill in a 7000-m² park filled with ancient cypress trees, Relais Villa La Cappella dates back to the 12th century. It features 1 outdoor heated pool with views of the Chianti...

J
John
From
Australia
generous cool room in a hot Italian summer, great pool, great hosts, fabulous food beautiful views next time we will stay a week ! hard to find anything that needs improvement .
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews
Price from
US$290.96
1 night, 2 adults

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa (Near Calzaiolo)

Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence.

Z
Zamir
From
Israel
We had an absolutely amazing experience during our stay! From the moment we arrived, Carolina welcomed us with the warmest smile and made us feel so special—it was our honeymoon, and she ensured our room was ready before check-in time. We were also surprised with a lovely welcome in our room, which made our stay feel even more personal and thoughtful. The room was spotless, cozy, and incredibly comfortable—they really thought of every little detail. The pool and sauna were both incredible, offering the perfect way to relax and unwind. And the food—wow. Breakfast and dinner were both exceptional, with delicious options and great service. We were looking for a peaceful, relaxing getaway for a few days, and this place was absolutely perfect. Highly recommend it to anyone looking for comfort, care, and a touch of luxury.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 2,342 reviews
Price from
US$101.60
1 night, 2 adults

Park Hotel Chianti

Tavarnelle in Val di Pesa (Near Calzaiolo)

Park Hotel Chianti is set in the heart of the Chianti Classico area, 15 km from Florence and 40 km from Siena.

D
Dragan Radak
From
Serbia
it's great quality and location for money. In the center of Toscana and very easy to reach all great places around.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,422 reviews
Price from
US$114.16
1 night, 2 adults

Villa Castiglione

Impruneta (Near Calzaiolo)

Villa Castiglione offers luxury rooms in a renovated Franciscan convent. You will enjoy a Tuscan countryside setting and breathtaking views of Florence and Brunelleschi’s Duomo.

L
Loredana
From
Italy
Fantastic location, stunning views over Florence, very pleasant staff and exceptionally quiet place to stay. A real gem !
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,262 reviews
Price from
US$79.97
1 night, 2 adults

Villa Ambrosina

Impruneta (Near Calzaiolo)

Beautiful Villa Ambrosina has a hilltop location south of Florence, 2 km from the Firenze Impruneta exit on the A1 motorway. You will appreciate the panorama and quiet surroundings.

S
SONITRA
From
United Kingdom
friendly and helpful staff. especially Vincent in the front desk. wonderful location. scenic. quiet and peaceful.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,025 reviews
Price from
US$108.05
1 night, 2 adults
See all hotels in and around Calzaiolo

Calzaiolo – 1 hotel or place to stay

Filter by:

Star rating
Review score

Villa Le Calvane

Montespertoli (Near Calzaiolo)

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.

A
Ali
From
Canada
Great staff and great place to stay in
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 124 reviews
Price from
US$676.25
1 night, 2 adults

Villa Il Poggiale Dimora Storica

San Casciano in Val di Pesa (Near Calzaiolo)

Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 2 km from San Casciano. A wellness area equipped with a sauna is available on site.

J
Jaroslaw
From
Poland
Quite and relaxing stay. Staff is wonderful management, reception and waiters! I wish we coild have stayed longer but wecwill be coming back!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 608 reviews
Price from
US$121.79
1 night, 2 adults

Hotel Borgo Di Cortefreda - Place of Charme

Tavarnelle in Val di Pesa (Near Calzaiolo)

Nestled in the Tuscan hills and boasting sweeping views of the Chianti region, Hotel Borgo Di Cortefreda - Place of Charme is steeped in history and offers an array of impressive facilities.

G
Gerry The Traveller
From
Czech Republic
This is my paradise in Tuscany! The villa is amazing, with great rooms, a spacy beautiful yard, pool and beautiful plants. The staff are really kind and they took care about everything. The beds were comfy, we got a terrace with a great view. The food in the restaurant (we had breakfasts and a lunch) was very delicious. We ordered also some wine and cocktails to drink by the pool and enjoyed the sunset. Every detail was well taken care of. My whole family fell in love with this magical place and I hope to return to this villa soon!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 878 reviews
Price from
US$183.92
1 night, 2 adults

Villa Il Fedino

San Casciano in Val di Pesa (Near Calzaiolo)

Villa Il Fedino offers luxurious suites in an elegant 14th-century building with an outdoor swimming pool. Enjoy exclusive accommodation surrounded by a green park, in the famous Chianti hills.

G
Gitte holm
From
Denmark
Everything was fantastic! Sweet and helpfull family, best breakfast ever. We will for sure come back
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 533 reviews
Price from
US$179.16
1 night, 2 adults

COMO Castello Del Nero

Tavarnelle in Val di Pesa (Near Calzaiolo)

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 9.0
Superb - What previous guests thought, 96 reviews
Price from
US$1,382.33
1 night, 2 adults

Relais Villa La Cappella

Montespertoli (Near Calzaiolo)

Set on Aliano Hill in a 7000-m² park filled with ancient cypress trees, Relais Villa La Cappella dates back to the 12th century. It features 1 outdoor heated pool with views of the Chianti...

J
John
From
Australia
generous cool room in a hot Italian summer, great pool, great hosts, fabulous food beautiful views next time we will stay a week ! hard to find anything that needs improvement .
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews
Price from
US$290.96
1 night, 2 adults

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa (Near Calzaiolo)

Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence.

Z
Zamir
From
Israel
We had an absolutely amazing experience during our stay! From the moment we arrived, Carolina welcomed us with the warmest smile and made us feel so special—it was our honeymoon, and she ensured our room was ready before check-in time. We were also surprised with a lovely welcome in our room, which made our stay feel even more personal and thoughtful. The room was spotless, cozy, and incredibly comfortable—they really thought of every little detail. The pool and sauna were both incredible, offering the perfect way to relax and unwind. And the food—wow. Breakfast and dinner were both exceptional, with delicious options and great service. We were looking for a peaceful, relaxing getaway for a few days, and this place was absolutely perfect. Highly recommend it to anyone looking for comfort, care, and a touch of luxury.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 2,342 reviews
Price from
US$101.60
1 night, 2 adults

Park Hotel Chianti

Tavarnelle in Val di Pesa (Near Calzaiolo)

Park Hotel Chianti is set in the heart of the Chianti Classico area, 15 km from Florence and 40 km from Siena.

D
Dragan Radak
From
Serbia
it's great quality and location for money. In the center of Toscana and very easy to reach all great places around.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,422 reviews
Price from
US$114.16
1 night, 2 adults

Villa Castiglione

Impruneta (Near Calzaiolo)

Villa Castiglione offers luxury rooms in a renovated Franciscan convent. You will enjoy a Tuscan countryside setting and breathtaking views of Florence and Brunelleschi’s Duomo.

L
Loredana
From
Italy
Fantastic location, stunning views over Florence, very pleasant staff and exceptionally quiet place to stay. A real gem !
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,262 reviews
Price from
US$79.97
1 night, 2 adults

Villa Ambrosina

Impruneta (Near Calzaiolo)

Beautiful Villa Ambrosina has a hilltop location south of Florence, 2 km from the Firenze Impruneta exit on the A1 motorway. You will appreciate the panorama and quiet surroundings.

S
SONITRA
From
United Kingdom
friendly and helpful staff. especially Vincent in the front desk. wonderful location. scenic. quiet and peaceful.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,025 reviews
Price from
US$108.05
1 night, 2 adults
See all hotels in and around Calzaiolo

Hotels with airport shuttles in Calzaiolo

Airport shuttle (additional charge)
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 2,469 reviews
From US$186.74 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 96 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 1,615 reviews
From US$238.41 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,040 reviews
From US$211.40 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,306 reviews
From US$163.25 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 2,342 reviews
From US$125.57 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,101 reviews
From US$241.73 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 608 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,011 reviews
From US$295.96 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 878 reviews
From US$149.16 per night

Most booked hotels in Calzaiolo and surroundings in the past month

See all

Popular with guests booking hotels in San Casciano in Val di Pesa

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 2,342 reviews

Popular with guests booking hotels in Tavarnelle in Val di Pesa

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,422 reviews

Popular with guests booking hotels in Impruneta

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,262 reviews

Popular with guests booking hotels in Tavarnelle in Val di Pesa

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 878 reviews

Popular with guests booking hotels in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 608 reviews

Popular with guests booking hotels in Impruneta

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 480 reviews

Popular with guests booking hotels in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 533 reviews

Popular with guests booking hotels in Impruneta

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,025 reviews

Popular with guests booking hotels in Impruneta

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 495 reviews

Popular with guests booking hotels in Tavarnelle in Val di Pesa

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 96 reviews

Best hotels with breakfast in Calzaiolo and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 422 reviews

Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV.

From US$139.79 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 437 reviews

Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi.

From US$99.30 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 533 reviews

Villa Il Fedino offers luxurious suites in an elegant 14th-century building with an outdoor swimming pool. Enjoy exclusive accommodation surrounded by a green park, in the famous Chianti hills.

From US$165.89 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 2,342 reviews

Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence.

From US$125.57 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 468 reviews

Set in the Tuscan countryside, this elegant estate dates back to the 1400s. It offers air-conditioned rooms with satellite TV and free Wi-Fi. San Casciano in Val di Pesa is 3 km away.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 339 reviews

Situated in the Chianti wine district of the Tuscan countryside, Villa S.Andrea offers accommodation in the small ancient village of Fabbrica, 10 km from San Casciano Val Di Pesa.

From US$218.45 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Featuring a spa bath, Nibbio III - Entire house in the heart of Chianti is located in Lucardo. A hot tub is available for guests.

From US$195.65 per night
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 86 reviews

Offering a garden and inner courtyard view, L'Antico Gabbiano B&B is set in San Casciano in Val di Pesa, 20 km from Pitti Palace and 20 km from Piazzale Michelangelo.

From US$95.13 per night

Budget hotels in Calzaiolo and nearby

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 104 reviews

Located 18 km from Piazzale Michelangelo, 18 km from Pitti Palace and 19 km from Strozzi Palace, B&B Art provides accommodation set in San Casciano in Val di Pesa.

From US$126.08 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Offering garden views, Private Room in Chianti Shared Home is an accommodation located in San Pancrazio, 25 km from Piazza Matteotti and 27 km from Uffizi Gallery.

From US$104.64 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 69 reviews

Offering garden views, Casa le Betulle is an accommodation located in Montespertoli, 31 km from Piazzale Michelangelo and 31 km from Pitti Palace.

From US$105.70 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 203 reviews

Set in Badia A Passignano in the Tuscany region and Piazza Matteotti reachable within 8.6 km, Il Fiorino di Badia offers accommodation with free WiFi, a children's playground, pool with a view and...

From US$129.19 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 180 reviews

Set in Impruneta and only 14 km from Piazzale Michelangelo, Lulù offers accommodation with garden views, free WiFi and free private parking.

From US$69.88 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 372 reviews

Agriturismo Olmi Grossi offers a peaceful stay in the Tuscan countryside, just 12 km from Florence. Rooms are spacious and have self-catering facilities with free Wi-Fi access.

From US$112.75 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 17 reviews

Situated within 12 km of Piazza Matteotti and 28 km of Piazzale Michelangelo, Locanda Francini features rooms with air conditioning and a private bathroom in Badia A Passignano.

From US$95.13 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 210 reviews

Cris&Giuli House, a property with a garden, is set in Tavarnelle in Val di Pesa, 29 km from Piazzale Michelangelo, 30 km from Pitti Palace, as well as 30 km from Strozzi Palace.

From US$105.70 per night
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