Photo by Karen McPhie

Calzaiolo Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Calzaiolo

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
The price is NZ$825
includes taxes & fees
19 Aug - 20 Aug
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
The price is NZ$725
includes taxes & fees
19 Aug - 20 Aug
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

10.0 out of 10, Exceptional, (2)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
The price is NZ$858
includes taxes & fees
25 July - 26 July
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (2)
"Pros: Very warm welcome by the accomodating host who was always helpful with tips for the . Very nice appartment with beautiful view and community pool."
The price is NZ$1,124
includes taxes & fees
6 Aug - 7 Aug
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Borgo Mommialla Casa Alessandra' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Borgo Mommialla Casa Alessandra' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Home Sweet Home' with Wi-Fi

The price is NZ$319
includes taxes & fees
20 July - 21 July
Apartment 'Home Sweet Home' with Wi-Fi

Medieval tower experience with private rooftop, San Gimignano

10.0 out of 10, Exceptional, (4)
"You can't be shy of small spaces and a lot of stairs. If you are ok with that and are into unique experiences in fairy tale fashion, then stay here and have the private chef dinner at sunset."
The price is NZ$1,344
includes taxes & fees
29 July - 30 July
Medieval tower experience with private rooftop, San Gimignano

Casa Vacanze Le Case

9.0 out of 10, Wonderful, (7)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
The price is NZ$241
includes taxes & fees
20 July - 21 July
Casa Vacanze Le Case

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
The price is NZ$228
includes taxes & fees
20 July - 21 July
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

The price is NZ$2,212
includes taxes & fees
5 Aug - 6 Aug
'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

The price is NZ$3,787
includes taxes & fees
8 Aug - 9 Aug
'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

The price is NZ$3,787
includes taxes & fees
16 Aug - 17 Aug
Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

Villa Sofia Jacuzzi® Spa

10.0 out of 10, Exceptional, (1)
"The service provided by Maria and crew was amazing! From helpful suggestions to making reservations, their local knowledge made our stay an ease. Everything was as pictured and exceeded our expectations. Plus the town is cute with a wonderful restaurant in the center which we ended up going to three nights in a row and was pleasantly blown away each visit. Definitely need a car but other than that no complaints. I'll recommend and will come again! "
The price is NZ$468
includes taxes & fees
20 July - 21 July
Villa Sofia Jacuzzi® Spa

Apartment 'Borghellina' with Wi-Fi

Apartment 'Borghellina' with Wi-Fi

Villa Sunshine - traditional tuscan home

Villa Sunshine - traditional tuscan home

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

The price is NZ$1,910
includes taxes & fees
16 Aug - 17 Aug
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

Country House 'La Pineta Farm House' with Private Pool and Wi-Fi

8.0 out of 10, Very good, (1)
"The property is very large and beautiful. The pool is awesome and the house is huge, the perfect place for vacation. The villa was large, clean, fully equipped and had a great view of the surrounding vineyards and olive groves. We relaxed by the large pool and ate outside. Beautiful setting, very serene and right in the middle of Tuscany. The location is perfect for visiting Tuscany’s attractions like Pisa or Florence or Liguria’s CinqueTerre and San Gimignano. Lucca is also a charming...
Country House 'La Pineta Farm House' with Private Pool and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (1)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
The price is NZ$358
includes taxes & fees
27 July - 28 July
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Your nest in the Tuscany countryside

The price is NZ$495
includes taxes & fees
4 Aug - 5 Aug
Your nest in the Tuscany countryside

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

The price is NZ$425
includes taxes & fees
20 July - 21 July
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Calzaiolo Hotel Reviews

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?

QK Costa58 Home Tower: This holiday home rental outside of Calzaiolo is located in the historical district, and offers a terrace, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Calzaiolo?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. Other popular places to visit in the area include Uffizi Gallery and Cathedral of Santa Maria del Fiore.

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.