A vineyard with rows of grapevines, a clear sky, and distant mountains.

Calzaiolo Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Calzaiolo holiday rentals

An arched entrance with a lantern above, flanked by two potted plants.

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is RM643
RM726 total
includes taxes & fees
8 Dec - 9 Dec
Villa il Fedino
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is RM467
RM532 total
includes taxes & fees
7 Dec - 8 Dec
B&B La Fonte del Machiavelli
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

3. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (277 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is RM364
RM414 total
includes taxes & fees
29 Nov - 30 Nov
Relais Villa Olmo - Place of Charme
A water park with a pool, slides, and a wooden deck area.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (128 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is RM194
RM227 total
includes taxes & fees
9 Dec - 10 Dec
hu Firenze Certosa camping in town
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

5. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is RM1,094
RM1,222 total
includes taxes & fees
14 Nov - 15 Nov
Terre di Baccio
A modern house with glass walls and a patio area.

6. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is RM524
RM630 total
includes taxes & fees
9 Dec - 10 Dec
Marignolle Relais and Charme
A swimming pool with lounge chairs and a flag.

7. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (284 reviews)
"Great location for a Tuscany experience ."
United States
Bond
The price is RM236
RM323 total
includes taxes & fees
10 Dec - 11 Dec
Fattoria il Milione Agriturismo
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is RM474
RM531 total
includes taxes & fees
3 Dec - 4 Dec
Palazzo Pacini
A rooftop pool with a clear view of historic buildings and mountains in the background.

9. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (155 reviews)
"Great property!"
United States
Jahzier
The price is RM698
RM822 total
includes taxes & fees
22 Nov - 23 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

10. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (649 reviews)
"Great staff and property!! Location is primeeeee to walk all around Florence"
United States
Valerie
The price is RM655
RM783 total
includes taxes & fees
9 Dec - 10 Dec
Il Rivalta - Place of Charme
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

11. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (352 reviews)
"Great location! Room was spacious and comfortable! Would stay again!"
United States
Bethany
The price is RM526
RM723 total
includes taxes & fees
13 Dec - 14 Dec
Tornabuoni Suites Collection
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

12. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (48 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is RM319
RM365 total
includes taxes & fees
15 Nov - 16 Nov
Borgo San Giusto
A dining area with a table set for two, featuring a view of greenery through a window.

13. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is RM585
RM662 total
includes taxes & fees
21 Nov - 22 Nov
La Locanda di Pietracupa
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

14. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (898 reviews)
"The staff is very nice and helpful. Best location, close to everything. I would recommend staying here."
United States
Marjorie
The price is RM416
RM512 total
includes taxes & fees
3 Dec - 4 Dec
Relais Piazza Signoria
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

15. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (24 reviews)
"The property location was ideal for visiting the landmarks, churches and museums."
United States
SCOTT
The price is RM429
RM526 total
includes taxes & fees
1 Dec - 2 Dec
Signoria Collection
A hotel room with a large bed, a bedside table, a lamp, and a view of a dome through a window.

16. San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
9.8 out of 10, Exceptional, (462 reviews)
"Great place to stay!!"
United States
Neil
The price is RM403
RM497 total
includes taxes & fees
1 Dec - 2 Dec
San Giuliano Inn - Adults Only
Room

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (381 reviews)
"It was a perfect accommodation, best location, great Host and excellent room !"
United States
Cathrina
The price is RM312
RM406 total
includes taxes & fees
17 Nov - 18 Nov
La Torre Del Cestello
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

18. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,807 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is RM208
RM260 total
includes taxes & fees
22 Nov - 23 Nov
Hu Firenze Camping In Town
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

19. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is RM304
RM682 total
includes taxes & fees
26 Nov - 27 Nov
Mamo Florence - Le Farine Della Signoria Apartments
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

20. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (874 reviews)
"This is an excellent hotel very near the historic area. They offer a wonderful breakfast."
United States
robert
The price is RM618
RM743 total
includes taxes & fees
8 Dec - 9 Dec
Palazzo Alfieri Residenza d’epoca - Place of Charme
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Calzaiolo Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"The staff was very helpful and assisted us in getting a cab at 4am to catch our flight home. Our stay was great, nice clean room and the location was walkable and safe."
Chris 3-night trip
Posted 8 hours ago
The Social Hub Florence Lavagnini

Find out more about Calzaiolo

Search for holiday rentals in Calzaiolo on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Calzaiolo using one of the methods below:

  • View our selection of featured holiday rentals in Calzaiolo
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Look no further and take a look at our great range of rental properties in Calzaiolo!

Frequently asked questions

Can I find holiday rentals in Calzaiolo?

Yes, there are holiday rentals close to the most popular sights in Calzaiolo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Calzaiolo has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Calzaiolo is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Calzaiolo?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Boboli Gardens. Other popular places to visit in the area include Piazza di Santa Maria Novella and Piazza del Duomo.

What’s a holiday rental in Calzaiolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calzaiolo. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.