A cemetery with rows of white crosses on green grass.

Calzaiolo Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Calzaiolo vacation 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, (104 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
$204 nightly
The price is $229
Oct 11 - Oct 12
Total with taxes and fees
Villa il Fedino
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

2. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
$181 nightly
The price is $203
Oct 11 - Oct 12
Total with taxes and fees
Relais Villa Olmo
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$80 nightly
The price is $90
Oct 10 - Oct 11
Total with taxes and fees
Chianti Village Morrocco
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

4. 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
$105 nightly
The price is $129
Sep 27 - Sep 28
Total with taxes and fees
I Parigi Corbinelli
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, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$332 nightly
The price is $369
Sep 28 - Sep 29
Total with taxes and fees
Terre di Baccio
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

6. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
$379 nightly
The price is $385
Oct 12 - Oct 13
Total with taxes and fees
Luxury Villa in the Florentine hills
A room with a wicker chair, a small table with two candles, and a view through a lattice window.

7. Palace with balcony View to Pitti Palace and the Duomo

Palace with balcony View to Pitti Palace and the Duomo
Historic Centre of Florence
9.2 out of 10, Wonderful, (17 reviews)
"Francesca is the best!! Great stay."
United States
Jeffrey
$362 nightly
The price is $398
Oct 11 - Oct 12
Total with taxes and fees
Palace with balcony View to Pitti Palace and the Duomo
A dining area with a wooden table set for two, a sofa, and a television in the background.

8. Florence Pitti Loft - central, quiet & elegant 2 bedroom Loft near Ponte Vecchio

Florence Pitti Loft - central, quiet & elegant 2 bedroom Loft near Ponte Vecchio
Historic Centre of Florence
10.0 out of 10, Exceptional, (152 reviews)
"The best place to stay in Florence! The place had everything we needed an more. Dominique was the perfect host and goes above and beyond with helpful tips and tricks. Highly recommend staying here!"
United States
Michael O.
$424 nightly
The price is $438
Oct 4 - Oct 5
Total with taxes and fees
Florence Pitti Loft - central, quiet & elegant 2 bedroom Loft near Ponte Vecchio
A living room with a sofa, chairs, a table, and a TV. The room has a tiled floor and a fireplace.

9. Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.4 out of 10, Exceptional, (406 reviews)
"We had a very nice stay and really loved the place and all the character it had. It was beautifully updated, preserving the charm and style of the old building while adding modern and useful features. The location was perfect, and the check-in process was very smooth. We also really liked the app—it was very convenient for accessing the property and finding answers to any questions we had. It was also very helpful to have the option to store our luggage after check-out, which made our last day...
United States
Svetlana
$311 nightly
The price is $356
Sep 15 - Sep 16
Total with taxes and fees
Numa Florence Palazzo Belfiore
A dining table set for four with plates, glasses, and cutlery. A fruit bowl is on the table, and there is a window with curtains.

10. Residenza Oltrarno, an elegant apartment in the historic center of Florence

Residenza Oltrarno, an elegant apartment in the historic center of Florence
Oltrarno
10.0 out of 10, Exceptional, (92 reviews)
"My family and I really enjoyed Residenza Oltrarno, great location, and the host was very helpful throughout trip!"
United States
Rocio
$451 nightly
The price is $465
Oct 9 - Oct 10
Total with taxes and fees
Residenza Oltrarno, an elegant apartment in the historic center of Florence
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

11. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,169 reviews)
"Staff is very friendly and the location is close to everything."
United States
JINGUO
$202 nightly
The price is $239
Sep 13 - Sep 14
Total with taxes and fees
Palazzo Mannaioni Suites
A cozy patio area with potted plants, a wooden table, and a large vase.

12. CHARMING HIDEAWAY IN FLORENCE OLD TOWN

CHARMING HIDEAWAY IN FLORENCE OLD TOWN
Historic Centre of Florence
9.8 out of 10, Exceptional, (61 reviews)
"Artfully decorated, excellent location, able to walk everywhere 20 minutes or less. Clean n comfortable beds with good showers with well stocked kitchen"
United States
Linda D.
$437 nightly
The price is $451
Sep 20 - Sep 21
Total with taxes and fees
CHARMING HIDEAWAY IN FLORENCE OLD TOWN
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

13. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.2 out of 10, Wonderful, (255 reviews)
"Excellent location, very convenient, close to all the good restaurants, the river, and transportation. Responsive host."
United States
Chelsea
$186 nightly
The price is $218
Oct 12 - Oct 13
Total with taxes and fees
Bob W Florence Ponte Vecchio
A bedroom with a bed, bedside tables, a bench, a mirror, and a window with curtains.

14. "Le Porte San Frediano 2: Florentine Elegance at a stone's throw from the Heart of the City"

"Le Porte San Frediano 2: Florentine Elegance at a stone's throw from the Heart of the City"
Oltrarno
10.0 out of 10, Exceptional, (43 reviews)
"Our stay was very nice , the location was perfect . Lots of cool local restaurants and coffee shops . Easy walk to the Historic center . Easy check in and checkout . The kitchen is beautiful :) We had a lovely 10 day stay . I would recommend staying here "
United States
Kaysie D.
"Le Porte San Frediano 2: Florentine Elegance at a stone's throw from the Heart of the City"
A modern living room with a wooden dining table, blue sofa, and a black metal shelving unit with plants.

15. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.4 out of 10, Very Good, (45 reviews)
"We stayed with our children and the space was excellent and the location was close enough to walk to everything. "
United States
Juliet
$160 nightly
The price is $180
Sep 14 - Sep 15
Total with taxes and fees
Appartamenti degli Artisti by Mmega
A modern living room with a grey sofa, a wooden staircase, and a floor lamp.

16. APARTMENT HISTORICAL CENTER FLORENCE

APARTMENT HISTORICAL CENTER FLORENCE
Historic Centre of Florence
9.4 out of 10, Exceptional, (153 reviews)
"Cozy, Great Shower, Friendly Owner."
United States
Jose
$250 nightly
The price is $264
Oct 8 - Oct 9
Total with taxes and fees
APARTMENT HISTORICAL CENTER FLORENCE
A modern kitchen with a microwave, stove, and a built-in oven. There is a dining area with a round table and yellow chairs.

17. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (16 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
$175 nightly
The price is $197
Sep 14 - Sep 15
Total with taxes and fees
Sapiti Modern by Mmega

18. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (313 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
$241 nightly
The price is $281
Sep 29 - Sep 30
Total with taxes and fees
La Torre Del Cestello
A courtyard with outdoor seating, a building with shutters, and lush greenery.

19. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (205 reviews)
"Great stay!"
Sweden
Henrik
$164 nightly
The price is $194
Sep 13 - Sep 14
Total with taxes and fees
Numa Florence Palazzo San Niccolò
A ceiling with decorative panels and a central light fixture.

20. Soggiorno Alessandra

Soggiorno Alessandra
Historic Centre of Florence
8.4 out of 10, Very Good, (88 reviews)
"Great location. Away from the central crowds but only a few steps from riverside and short walk to central tourist locations and train stn. Host was awesome. We had a great room (quiet) that included some breakfast items and provided access to shared kitchen. We would stay here again and recommend this to others. "
Canada
Kayedon
$178 nightly
The price is $209
Sep 14 - Sep 15
Total with taxes and fees
Soggiorno Alessandra
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Shower was a little challenging, hard to get hot water running, once we figured the system out,plenty of hot water!! Staff very helpful"
Carol 4-night trip
Posted 1 hour ago
Bernini Palace

Find out more about Calzaiolo

Everything you need to know about Calzaiolo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Calzaiolo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Calzaiolo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Calzaiolo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $51 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calzaiolo rentals

At Expedia, we put the best Calzaiolo vacation 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 vacation.

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 vacation rentals in Calzaiolo?

Yes, there are vacation rentals close to popular attractions in Calzaiolo, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Calzaiolo?

Villa La Stella - Casa per Ferie: This vacation 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 vacation 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 vacation rental in Calzaiolo like?

A vacation rental is a private property where you can stay for short or long periods in Calzaiolo. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.