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Calzaiolo Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is AU$372
includes taxes & fees
7 Oct - 8 Oct
Villa il Fedino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AU$214
includes taxes & fees
3 Nov - 4 Nov
Palazzo Pacini
A room with a red sofa, two framed pictures on the wall, a lamp, and a vase with flowers.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is AU$134
includes taxes & fees
5 Oct - 6 Oct
Chianti Village Morrocco
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

4. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is AU$191
includes taxes & fees
5 Oct - 6 Oct
B&B La Fonte del Machiavelli
An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is AU$216
includes taxes & fees
8 Oct - 9 Oct
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

6. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is AU$199
includes taxes & fees
4 Nov - 5 Nov
B&B Palazzo Tortoli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (90 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is AU$81
includes taxes & fees
6 Oct - 7 Oct
Camping Boschetto Di Piemma
A dining area with a table set for two, featuring a view of greenery through a window.

8. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is AU$232
includes taxes & fees
5 Oct - 6 Oct
La Locanda di Pietracupa
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

9. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 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 AU$456
includes taxes & fees
21 Oct - 22 Oct
Terre di Baccio
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

10. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is AU$211
includes taxes & fees
2 Nov - 3 Nov
Relais Villa Olmo
A water park with a pool, slides, and a wooden deck area.

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (108 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is AU$75
includes taxes & fees
5 Oct - 6 Oct
hu Firenze Certosa camping in town
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

12. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is AU$140
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli
A swimming pool with lounge chairs and a flag.

13. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (267 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is AU$115
includes taxes & fees
4 Nov - 5 Nov
Fattoria il Milione Agriturismo
A modern house with glass walls and a patio area.

14. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (93 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 AU$344
includes taxes & fees
21 Oct - 22 Oct
Marignolle Relais and Charme
A pool area with a water slide and a stage for performances.

15. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
Hu Norcenni Girasole Village
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

16. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (841 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is AU$463
includes taxes & fees
4 Nov - 5 Nov
Palazzo Alfieri Residenza d’epoca
Reception

17. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (131 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is AU$304
includes taxes & fees
4 Nov - 5 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

18. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is AU$168
includes taxes & fees
8 Oct - 9 Oct
Relais Villa Belvedere
A market with a sign reading "BAR IL POGGETTO MARKET".

19. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (79 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is AU$71
includes taxes & fees
1 Nov - 2 Nov
Camping Village Il Poggetto.
Room

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (336 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is AU$197
includes taxes & fees
4 Nov - 5 Nov
La Torre Del Cestello
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

c-hotels Ambasciatori

c-hotels Ambasciatori

8/10 Good
"The area does not feel so safe at night. A lot of by standers on the sidewalk."
ARMI 1-night trip
Posted 5 hours ago
c-hotels Ambasciatori

Find out more about Calzaiolo

Everything you need to know about Calzaiolo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Calzaiolo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calzaiolo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Calzaiolo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Calzaiolo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Calzaiolo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calzaiolo holiday rentals we have selected for you start as low as AU$75 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Calzaiolo rentals

At Expedia, we put the best Calzaiolo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Calzaiolo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calzaiolo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calzaiolo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.