A cemetery with rows of white crosses on green grass.

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Our top choices for Calzaiolo hotels

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.
A lobby with a reception desk, a staircase, and seating areas.
A table set for dining with a view of a vineyard.
A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

1. La Cisterna

La Cisterna
San Gimignano City Centre
United States
Cynthia
$89 nightly
$105 total
Nov 5 - Nov 6
Total with taxes and fees
La Cisterna
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A gym with treadmills, weight machines, and free weights.

2. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
United States
CINTHIA ELAINE DE
$98 nightly
$114 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Leon Bianco
A person sitting by a swimming pool with a stone building in the background.
A stone building with a wooden door and an arched window.
A sunset scene with a person holding a child, benches, and umbrellas in a park setting.
A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

3. Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
Tavarnelle Val di Pesa
United States
Sergey
$132 nightly
$152 total
Oct 24 - Oct 25
Total with taxes and fees
Hotel Borgo di Cortefreda Relais
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A stone building with a garden, tall trees, and a clear blue sky.

4. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
$332 nightly
$376 total
Oct 30 - Oct 31
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World
A person performing a yoga pose on a wooden deck with a view of a landscape.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

5. Castelfalfi

Castelfalfi
Montaione
United States
Evelin
$829 nightly
$923 total
Oct 23 - Oct 24
Total with taxes and fees
Castelfalfi
A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.
A table set with wine glasses, a bottle of Castelgiocondo wine, and plates.
A bar area with various bottles and glasses of wine and liquor.
A table set for two with wine glasses, a plate, and a napkin, surrounded by greenery and flowers.

6. Art Hotel Villa Agape

Art Hotel Villa Agape
Oltrarno
Canada
Haris
$162 nightly
$194 total
Nov 1 - Nov 2
Total with taxes and fees
Art Hotel Villa Agape
A courtyard with outdoor seating, potted plants, and a statue.
A lush garden with a variety of plants and trees, a white car parked on the side, and a wooden fence in the background.
A cozy living room with two armchairs, a small table, a fireplace, and a bookshelf with wine bottles.
A four-poster bed with a canopy, a radiator, a television on a shelf, and a window with curtains.

7. Hotel David

Hotel David
Oltrarno
United States
Juan
$125 nightly
$151 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel David
A spacious living room with a high ceiling, comfortable seating, and large windows offering a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and buildings.
An outdoor dining area with tables set for a meal, surrounded by chairs and a garden view.
A breakfast buffet with various food items and a display cabinet with glassware.

8. Villa Olmi Firenze

Villa Olmi Firenze
Bagno a Ripoli
United States
Jackie
$126 nightly
$144 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Olmi Firenze
A rooftop terrace with solar panels, outdoor seating, and a central sculpture.
A rooftop pool with lounge chairs, a clear view of a domed building, and mountains in the background.
A modern building entrance with glass doors, a visible reflection of the street, and a sign reading 'The Social Hub.'
A pathway leading to a modern building with glass panels and a landscaped garden.

9. The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
Santa Maria Novella
United States
Alicia
$78 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
The Social Hub Florence Belfiore
A courtyard with a stone bridge over a pool, surrounded by buildings and a river.
A spacious lobby with a vaulted ceiling, a large terracotta pot, and classic furnishings.
A view through an arched window of a river, brick walls, and a stone wall with a potted plant.
An outdoor dining area with wicker furniture and tables set for dining, overlooking a lake and hills.

10. Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted
Florence
United Kingdom
Darren
$130 nightly
$158 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Mulino di Firenze, WorldHotels Crafted
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and white flowers.
A woman relaxing in a wooden bathtub with candles, surrounded by towels and a tray of flowers.
A buffet setup with various food items and a selection of bottles in the background.
A modern bedroom with a large bed, a glass-enclosed balcony, a TV, and a hot tub.

11. Hotel Ville sull'Arno - Preferred Hotels & Resorts

Hotel Ville sull'Arno - Preferred Hotels & Resorts
Campo di Marte
Canada
Lauren
$121 nightly
$151 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Ville sull'Arno - Preferred Hotels & Resorts
A neatly made bed with white linens, a pink upholstered headboard, and a bedside table with a lamp.
A spacious lobby with a checkered floor, a central coffee table, patterned armchairs, a sofa with red cushions, and a bar area in the background.
A bar area with leather seating, a wine rack, and a chandelier.
A restaurant with round tables, wicker chairs, and a bar area with shelves of bottles.

12. The Hoxton, Florence

The Hoxton, Florence
Historic Centre of Florence
United States
Bernardo
$186 nightly
$221 total
Nov 1 - Nov 2
Total with taxes and fees
The Hoxton, Florence
The entrance of the Cosmopolitan hotel with a curved glass facade and a sign above the entrance.
A hotel room with a large bed, bedside lamps, a round table with a remote control, and a mirror reflecting the room.
An elevator with a digital display and a sign indicating no smoking.
A modern hotel lobby with a reception desk, a seating area, and a staircase.

13. Hotel Cosmopolitan

Hotel Cosmopolitan
Florence
Canada
William
$80 nightly
$104 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Cosmopolitan
A swimming pool with lounge chairs and umbrellas, set against a sunset backdrop.
A dining area with tables and chairs, a fireplace, and wall-mounted lights.
A building with a covered entrance, stone pillars, and a paved pathway leading to it.
A balcony with a wooden bed and chairs, overlooking a cityscape with mountains in the distance.

14. Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort
Oltrarno
Canada
Tami
$153 nightly
$186 total
Nov 5 - Nov 6
Total with taxes and fees
Villa Tolomei Hotel & Resort
A dining area with tables set for service, featuring floral centerpieces, candles, and glassware.
A living room with two leather armchairs, a coffee table, and a fireplace. There are bookshelves on either side of the fireplace and two floor lamps.
A cozy living room with leather armchairs, a coffee table, and a red rug. There is a bookshelf with books and a large clock on the wall. A bar area with bottles and glasses is visible in the background.
A bottle of champagne and two glasses on a table with strawberries and chocolate.

15. Starhotels Tuscany

Starhotels Tuscany
Florence
United States
Jesus
$107 nightly
$134 total
Nov 2 - Nov 3
Total with taxes and fees
Starhotels Tuscany
A large, multi-story building with a courtyard, surrounded by greenery and trees.
A swimming pool with lounge chairs and a building with arched windows in the background.
A hotel lobby with a bar area, seating, and a view of the outside.
A buffet setup with various food items and utensils.

16. Villa Neroli

Villa Neroli
Coverciano
United States
Jennifer
$102 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Villa Neroli
A spacious dining area with multiple tables and chairs, large windows, and pendant lighting.
A reception area with a wooden counter, a cash register, and a refrigerator stocked with beverages.
A modern lobby with a leather sofa, a yellow armchair, and a glass coffee table.
A modern hotel room with a large bed, a desk, a flat-screen TV, and a balcony with a city view.

17. Wyndham Garden Florence

Wyndham Garden Florence
Florence
United States
Elise
$134 nightly
$163 total
Nov 1 - Nov 2
Total with taxes and fees
Wyndham Garden Florence
A hallway with a dining area, a staircase, and a seating area.
A breakfast buffet with various food items and condiments.
A hotel room with a large bed, a bedside table with a telephone, a chair, a desk with a mirror, and a window with curtains.
A view through a window of a narrow street with parked cars and a building with a clock tower.

18. Hotel Alessandra

Hotel Alessandra
Historic Centre of Florence
Canada
Lucas
$102 nightly
$123 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Alessandra
A building with three arched windows, each displaying a sign that reads "THE MARKET".
A modern interior with wicker furniture, large windows, and abstract wall art.
A modern kitchen with a grill, toaster, and breakfast items on the counter.
A modern hotel room with a glass shower enclosure, a red sink, a bed with white bedding, and a large window with sheer curtains.

19. The Market Urban Hotel

The Market Urban Hotel
Historic Centre of Florence
United States
Rula
$131 nightly
$160 total
Nov 1 - Nov 2
Total with taxes and fees
The Market Urban Hotel
A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.
A lobby with a reception desk, sofas, a coffee table with magazines, and a chandelier.
A modern kitchen with a large window, various food items on the counter, and a coffee machine.
A pool area with two seating areas, each with a covered table and chairs, surrounded by a pool.

20. Hotel Horto Convento

Hotel Horto Convento
Historic Centre of Florence
United States
Louis K
$128 nightly
$156 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Horto Convento
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Learn more about Calzaiolo

Venture to Piazza di Santa Maria Novella and Piazza del Duomo—just a couple of the popular sights around Calzaiolo.

See all hotels in Calzaiolo
A cemetery with rows of white crosses on green grass.
Photo by Karen McPhie

Top Calzaiolo Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"
Suzette 1-night trip
Posted 2 hours ago
Grand Hotel Cavour
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"
Banafsheh 3-night trip
Posted 3 hours ago
Radisson Blu Hotel, Florence
Villa Neroli

Villa Neroli

10/10 Excellent
"Very nice experience at this site. Advice, use public transportation in Florence. Its cost effective and convenient."
farooq 2-night trip
Posted 7 hours ago
Villa Neroli
Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"Loved this hotel. We stayed here for one night before flying home and it was beautiful, well maintained and food was good."
Julie 1-night trip
Posted 7 hours ago
Art Hotel Villa Agape
Hotel La Fortezza

Hotel La Fortezza

10/10 Excellent
"We stayed here in Feb of 2025 and loved it then for location and service. The rooms have been refurbished and so this latest stay was quite upscale. Great shower! Fabulous buffet breakfast! Helpful front desk staff."
Frances 2-night trip
Posted 8 hours ago
Hotel La Fortezza
c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Everything was perfect!!"
Jennifer 2-night trip
Posted 11 hours ago
c-hotels Ambasciatori
Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Great hotel within walking distance of the historic centre of Florence. Helpful and knowledgeable staff. Amazing views from the rooftop bar/ restaurant. Thank you"
Emma 4-night trip
Posted 1 day ago
Grand Hotel Baglioni
Hotel Paris

Hotel Paris

8/10 Good
"It was a nice comfortable room for our last night in Florence"
Victoria 1-night trip
Posted 1 day ago
Hotel Paris
Bernini Palace

Bernini Palace

10/10 Excellent
"We loved everything about this hotel. They had world class service from morning to night. We had a wonderful introduction to the hotel and a personal escort to our room. The breakfast was lovely, with a nice selection of premium products, and a beautiful dining room with china. We highly recommend Hotel Bernini, it was the perfect hotel in a perfect location."
Denise 4-night trip
Posted 2 days ago
Bernini Palace

More cheap stays in Calzaiolo

Hotel St. James

Hotel St. James

Via XXVII Aprile 18 Florence FI
$75 nightly
$92 total
Nov 5 - Nov 6
Total with taxes and fees
8.2/10 Very Good! (237 reviews)
Hotel St. James
Hotel Nuova Italia

Hotel Nuova Italia

Via Faenza 26 Florence FI
$77 nightly
$94 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Nuova Italia
Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
$80 nightly
$98 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Bodoni
Hotel Spagna

Hotel Spagna

Via Panzani, 5 Florence FI
$84 nightly
$103 total
Nov 3 - Nov 4
Total with taxes and fees
6.2/10 (1,000 reviews)
Hotel Spagna
Hotel Brooklyn

Hotel Brooklyn

Via Fiume 8A Florence FI
$94 nightly
$113 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (236 reviews)
Hotel Brooklyn
Hotel Alessandra

Hotel Alessandra

Borgo Santi Apostoli 17 Florence FI
$102 nightly
$123 total
Nov 3 - Nov 4
Total with taxes and fees
9.2/10 Wonderful! (996 reviews)
Hotel Alessandra

Frequently asked questions

What is the best area to stay in Calzaiolo?
The best area to stay in Calzaiolo is right within the village itself or in the immediate surrounding countryside, as Calzaiolo is a small, centrally located Tuscan village.Staying directly in Calzaiolo provides easy access to local amenities and a genuine village experience. You'll find a few local shops, restaurants, and a church, all within a short walk. The village is located amongst rolling hills, offering picturesque views of vineyards and olive groves. This central location is ideal for couples and families who want a convenient base for exploring Tuscany.For those seeking a more secluded and luxurious experience, the countryside immediately surrounding Calzaiolo offers several high-end villa rentals and agriturismos. These properties often feature private pools, expansive gardens, and stunning views of the Tuscan landscape. This option is superb for couples looking for a romantic retreat or families desiring a private, relaxing stay with ample space.
When is the best time to go to Calzaiolo?
The best time to visit Calzaiolo is during the spring (April to June) and fall (September to October) months.During these periods, the weather is pleasantly mild, making it ideal for exploring the Tuscan countryside. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience at popular attractions like the Chianti vineyards and Siena's Piazza del Campo. This is superb for couples seeking a romantic and unhurried getaway.In spring, the landscape is lush and green, with wildflowers in bloom, providing picturesque scenery for leisurely drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Calzaiolo.
How much is the nightly rate at a Calzaiolo hotel?
Prices for hotels in Calzaiolo often vary, but you can find a great deal from $92 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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