Strada in Chianti 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
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Strada in Chianti holiday rentals

Terrace/patio

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is S$207
includes taxes & fees
15 Mar - 16 Mar
Palazzo Pacini
Terrace/patio

Camping in San Gimignano

Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Balcony

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is S$166
includes taxes & fees
26 Mar - 27 Mar
Palazzo al Torrione 2
View from room

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Free daily buffet breakfast

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Property entrance

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is S$219
includes taxes & fees
13 Mar - 14 Mar
Villa il Fedino
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Residence in Florence

Fattoria il Milione Agriturismo
4.0 star property
8.4 out of 10, Very good, (233 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is S$113
includes taxes & fees
18 Mar - 19 Mar
Fattoria il Milione Agriturismo
Restaurant

Residence in Impruneta

Relais Villa Olmo
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
Relais Villa Olmo
Property amenity

Camping in Impruneta

hu Firenze Certosa camping in town
8.0 out of 10, Very good, (59 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
Property amenity

Camping in Rignano sull'Arno

Camping Village Il Poggetto.
3.0 star property
8.0 out of 10, Very good, (65 reviews)
"Pet friendly and clean"
United Kingdom
Nancy
The price is S$97
includes taxes & fees
29 Mar - 30 Mar
Camping Village Il Poggetto.
City view from property

Townhouse in Historic Centre of Florence

Boboli Living
10.0 out of 10, Exceptional, (1 review)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
The price is S$151
includes taxes & fees
15 Mar - 16 Mar
Boboli Living
Living area

Apartment in Historic Centre of Florence

Mamo Florence - Tamara & Clotilde Apartments
9.0 out of 10, Wonderful, (9 reviews)
"Nice place well set up and found it very good for exploring Florence with plenty of places to eat "
United Kingdom
Phil
The price is S$367
includes taxes & fees
26 Mar - 27 Mar
Mamo Florence - Tamara & Clotilde Apartments
Courtyard

Townhouse in Florence

I Parigi Corbinelli
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is S$120
includes taxes & fees
13 Mar - 14 Mar
I Parigi Corbinelli
Breakfast, lunch, dinner served; garden views

Townhouse in Florence

Marignolle Relais and Charme
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Premium bedding, down duvets, in-room safe, desk

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (239 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello
Terrace/patio

Apartment in Historic Centre of Florence

Numa Florence Palazzo San Niccolò
9.4 out of 10, Exceptional, (180 reviews)
"Great stay . Super location"
United States
Kedar
The price is S$243
includes taxes & fees
19 Mar - 20 Mar
Numa Florence Palazzo San Niccolò
Breakfast, lunch, dinner served; Regional cuisine

Camping in Florence

Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1,625 reviews)
"Staff was extremely helpful and friendly. The chalet room was clean, warm and comfortable. Bus stop right outside made it very convenient to travel to city center "
Canada
Aaron
Hu Firenze Camping In Town
Garden

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (176 reviews)
"Absolutely fantastic location and wonderful place to stay."
United States
Matt and Katie
Serristori Palace Residence
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

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Strada in Chianti Hotel Reviews

Hotel Spadai

Hotel Spadai

10/10 Excellent
"All the staff was incredible, especially the breakfast employees and bar staff. Everything was perfect and every detail was considered. I would highly recommend this to anybody, especially Americans visiting"
Shane 6-night trip
Posted 11 hours ago
Hotel Spadai

Frequently asked questions

Can I find a holiday rental in Strada in Chianti?

Yes, there are holiday rentals close to the most popular sights in Strada in Chianti, 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 Strada in Chianti has to offer?

Bed and Dreams: This holiday home rental outside of Strada in Chianti comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include an espresso maker to make your meal-planning easier.

How many holiday rentals are there in Strada in Chianti?

Expedia has 3 holiday rentals for your stay in Strada in Chianti.

What’s there to see and do in Strada in Chianti?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. You’ll find favourite places to visit such as Cathedral of Santa Maria del Fiore and Piazza di Santa Maria Novella in the wider area.

What’s a holiday rental in Strada in Chianti like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Strada in Chianti. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.