Lodging Image

Calzaiolo Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Calzaiolo holiday rentals

View from room

1. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$754
HK$848 total
includes taxes & fees
15 Sept - 16 Sept
Chianti Village Morrocco
Garden view

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (47 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is HK$856
HK$996 total
includes taxes & fees
12 Sept - 13 Sept
Villa San Filippo
Terrace/patio

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is HK$882
HK$989 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Exterior

4. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is HK$1,407
HK$1,593 total
includes taxes & fees
3 Sept - 4 Sept
Antico Borgo il Cardino
Free daily buffet breakfast

5. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is HK$2,474
HK$2,757 total
includes taxes & fees
17 Aug - 18 Aug
Terre di Baccio
Balcony

6. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is HK$852
HK$1,210 total
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2
Restaurant

7. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (261 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is HK$1,330
HK$1,490 total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Breakfast, lunch and dinner served

8. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is HK$1,372
HK$1,546 total
includes taxes & fees
21 Aug - 22 Aug
La Locanda di Pietracupa
Property grounds

9. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is HK$1,080
HK$1,589 total
includes taxes & fees
2 Sept - 3 Sept
san gimignano apartment in historical center, courtyard and fast free wifi
Courtyard

10. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is HK$759
HK$944 total
includes taxes & fees
20 Aug - 21 Aug
I Parigi Corbinelli
Property amenity

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is HK$438
HK$509 total
includes taxes & fees
23 Aug - 24 Aug
hu Firenze Certosa camping in town
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

12. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is HK$762
HK$965 total
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo
Exterior detail

13. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is HK$733
HK$1,459 total
includes taxes & fees
17 Aug - 18 Aug
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Exterior

14. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is HK$1,623
HK$1,813 total
includes taxes & fees
19 Aug - 20 Aug
Hu Norcenni Girasole Village
Property entrance

15. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (208 reviews)
"The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!"
United States
joseph
The price is HK$780
HK$966 total
includes taxes & fees
20 Aug - 21 Aug
Corte Guelfa
Garden

16. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (224 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is HK$874
HK$1,070 total
includes taxes & fees
21 Aug - 22 Aug
Serristori Palace Residence
Egyptian cotton sheets, premium bedding, in-room safe, desk

17. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,155 reviews)
"We loved it!"
United States
Beatriz
The price is HK$1,157
HK$1,400 total
includes taxes & fees
18 Aug - 19 Aug
Palazzo Mannaioni Suites
Premium bedding, down duvets, in-room safe, desk

18. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (292 reviews)
"Exceptionally friendly service staff that helped us. Location was also very convenient and accessible. Super clean room with strong AC that worked well during summer."
Singapore
Justin
The price is HK$739
HK$940 total
includes taxes & fees
17 Aug - 18 Aug
La Torre Del Cestello
Rooftop terrace

19. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (591 reviews)
"Great hotel and location!"
United States
Viola
The price is HK$1,842
HK$2,153 total
includes taxes & fees
31 Aug - 1 Sept
Il Rivalta - Place of Charme
Terrace/patio

20. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (859 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is HK$1,133
HK$1,355 total
includes taxes & fees
24 Aug - 25 Aug
Relais Piazza Signoria
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Calzaiolo Hotel Reviews

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"From the time we walked through the front door and left the staff was amazing! Extremely helpful, from helping with an early check in, to snagging tickets to see the David, staff made it easy to ask for help! As if they truly enjoyed it! Thanks for the memorable stay."
Colby 2-night trip
Posted 10 hours ago
Hotel Calimala Florence

Find out more about Calzaiolo

Search for holiday rentals in Calzaiolo on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Calzaiolo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Calzaiolo while they last

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.