Photo by Ed Mayfield

Strada in Chianti holiday rentals

We found 5,341 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Strada in Chianti to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Strada in Chianti

Showing deals for:1 Jan - 8 Jan

Property grounds
Property grounds
Exterior
Outdoor banquet area
Exceptional
(7 reviews)

Exclusive Estate in Florence, Private Pool, 13 bedrooms

Florence

9% off
AU$56,578
for 7 nights, 1 villa
AU$8,083 per night
includes taxes & fees
Exclusive Estate in Florence, Private Pool, 13 bedrooms
Outdoor banquet area
Outdoor dining
Property grounds
Pool
Exceptional
(115 reviews)

Exclusive Estate | Personal Concierge & Heated Pool

Impruneta

9% off
AU$16,506
for 7 nights, 1 villa
AU$2,358 per night
includes taxes & fees
Exclusive Estate | Personal Concierge & Heated Pool
Exterior
Pool
Property grounds
Property grounds
Exceptional
(28 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!

San Casciano in Val di Pesa

8% off
AU$1,506
for 7 nights, 1 apartment
AU$215 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Room
Living area
Parking
Interior
Exceptional
(45 reviews)

APARTMENT WITH 2-BEDROOM IN THE HISTORIC CENTER + PRIVATE PARKING

Florence

8% off
AU$2,246
for 7 nights, 1 apartment
AU$321 per night
includes taxes & fees
APARTMENT WITH 2-BEDROOM IN THE HISTORIC CENTER + PRIVATE PARKING
Interior
Exterior detail
Room
Living area
Exceptional
(42 reviews)

Fortress Apartament with Parking

Florence

8% off
AU$2,392
for 7 nights, 1 apartment
AU$342 per night
includes taxes & fees
Fortress Apartament with Parking
Living area
Interior
Private kitchen
Interior
Exceptional
(32 reviews)

Florence Design Apartment

Florence

9% off
AU$1,430
for 7 nights, 1 apartment
AU$204 per night
includes taxes & fees
Florence Design Apartment
Interior
Room
Interior
Dining
Exceptional
(48 reviews)

Apartment The basket of the Angels, Florence amazing views

Florence

9% off
AU$3,837
for 7 nights, 1 apartment
AU$548 per night
includes taxes & fees
Apartment The basket of the Angels, Florence amazing views
Second double bedroom
The courtyard of the building
The dining room
The kitchen in the dining room
Exceptional
(189 reviews)

Charming 3 bedroom Brand New Apartment in a Historic Building.

Florence

9% off
AU$3,380
for 7 nights, 1 apartment
AU$483 per night
includes taxes & fees
Charming 3 bedroom Brand New Apartment in a Historic Building.
Living area
Property grounds
Terrace/patio
Exterior
Exceptional
(5 reviews)

7km Florence, garden, terrace & relax!

San Casciano in Val di Pesa

9% off
AU$881
for 7 nights, 1 apartment
AU$126 per night
includes taxes & fees
7km Florence, garden, terrace & relax!
Interior
Exterior
Private kitchen
Dining
Exceptional
(116 reviews)

BRIGHT LOFT IN THE HEART OF FLORENCE A FEW STEPS FROM UFFIZZI

Florence

8% off
AU$1,862
for 7 nights, 1 apartment
AU$266 per night
includes taxes & fees
BRIGHT LOFT IN THE HEART OF FLORENCE A FEW STEPS FROM UFFIZZI
Interior
Outdoor dining
Dining
Room
Exceptional
(52 reviews)

DANTE ROOF TERRACE HOUSE

Florence

9% off
AU$4,950
for 7 nights, 1 apartment
AU$707 per night
includes taxes & fees
DANTE ROOF TERRACE HOUSE
Exterior detail
Room
Private kitchen
Dining
Exceptional
(25 reviews)

CASA AMELIE - APARTMENT IN FLORENCE FREE WIFI + ETHERNET

Florence

9% off
AU$1,936
for 7 nights, 1 apartment
AU$277 per night
includes taxes & fees
CASA AMELIE - APARTMENT IN FLORENCE FREE WIFI + ETHERNET
Room
Outdoor dining
Interior
Interior
Exceptional
(64 reviews)

Spacious and charming apartment in the heart of Florence

Florence

8% off
AU$3,335
for 7 nights, 1 apartment
AU$476 per night
includes taxes & fees
Spacious and charming apartment in the heart of Florence
From the door to the window
Elevators in front of the entrance door
The desk can also be a dining table
Christmas in the Cathedral square just at the end of Via Ricasoli
Exceptional
(144 reviews)

Just a few minutes from the Cathedral and the most beautiful Monuments in town

Florence

8% off
AU$968
for 7 nights, 1 apartment
AU$138 per night
includes taxes & fees
Just a few minutes from the Cathedral and the most beautiful Monuments in town
Private kitchen
Room
Dining
Living area
Wonderful
(33 reviews)

Centrally located apartment, with all attractions within walking distance

Florence

8% off
AU$1,735
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Centrally located apartment, with all attractions within walking distance
Living area
Interior
Interior
Property grounds
Exceptional
(33 reviews)

CasaGiardinoUno Simply Florence

Florence

13% off
AU$3,505
for 7 nights, 1 apartment
AU$501 per night
includes taxes & fees
CasaGiardinoUno Simply Florence
double bedroom
living room
entrance building
living room
Exceptional
(135 reviews)

Romantic Apartment in the Hearth of Florence

Florence

7% off
AU$2,228
for 7 nights, 1 apartment
AU$318 per night
includes taxes & fees
Romantic Apartment in the Hearth of Florence
Interior
Exterior
Room
Dining
Exceptional
(19 reviews)

A Charming Gem in the Heart of Florence

Florence

7% off
AU$2,399
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
A Charming Gem in the Heart of Florence
Interior
Dining
Room
Interior
Exceptional
(94 reviews)

Attic with views in Piazza Santa Croce

Florence

16% off
AU$1,643
for 7 nights, 1 apartment
AU$235 per night
includes taxes & fees
Attic with views in Piazza Santa Croce
Interior
Apartment door
Interior
Interior
Exceptional
(145 reviews)

Florence in the heart

Florence

9% off
AU$2,784
for 7 nights, 1 apartment
AU$398 per night
includes taxes & fees
Florence in the heart
Room
Outdoor dining
Dining
Private kitchen
Exceptional
(19 reviews)

Loft with a panoramic terrace overlooking the rooftops of Florence

Florence

7% off
AU$2,059
for 7 nights, 1 home
AU$294 per night
includes taxes & fees
Loft with a panoramic terrace overlooking the rooftops of Florence
Property grounds
Living area
Point of interest
Exterior
Exceptional
(9 reviews)

David Sweet Suite

Florence

8% off
AU$2,797
for 7 nights, 1 apartment
AU$400 per night
includes taxes & fees
David Sweet Suite
Living area
Room
Exterior detail
Private kitchen
Exceptional
(10 reviews)

Uffizi SuiteLarge and elegant renovated apartment in the heart of Florence

Florence

9% off
AU$5,574
for 7 nights, 1 apartment
AU$796 per night
includes taxes & fees
Uffizi SuiteLarge and elegant renovated apartment in the heart of Florence
Interior
Interior
Interior
Living area
Exceptional
(44 reviews)

Palazzetto dei Nobili apartment

Florence

8% off
AU$4,276
for 7 nights, 1 apartment
AU$611 per night
includes taxes & fees
Palazzetto dei Nobili apartment

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Strada in Chianti getaway

Learn about the unique charm of Strada in Chianti with a stay in a holiday home rental. This city has something for everyone. Piazza del Duomo and Piazza di Santa Maria Novella are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Strada in Chianti

Do you want to discover things to do while you're in the area? Venture out of your holiday home and experience everything that makes Strada in Chianti a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ruffino - Tenuta di Poggio Casciano (2.9 mi / 4.6 km)
  • Villa Medicea di Lilliano - Malenchini (4.8 mi / 7.7 km)
  • Antinori nel Chianti Classico (6.2 mi / 9.9 km)
  • Visarno Arena (9.1 mi / 14.6 km)
  • Il Molino di Grace Winery (9.5 mi / 15.3 km)
  • Borgo di Vescine - Tenute di Castelvecchi (10.4 mi / 16.8 km)

Exploring the natural landscape of Strada in Chianti

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Strada in Chianti is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Boboli Gardens (7.4 mi / 12 km)
  • Arno River (7.5 mi / 12.1 km)
  • Cascine Park (9.9 mi / 15.9 km)
  • Olmo (13 mi / 21 km)
  • Rose Garden (7.3 mi / 11.7 km)
  • Torrigiani Garden (7.7 mi / 12.4 km)

Transport options to and around Strada in Chianti

The nearest airport is in Peretola Airport (FLR), located 10.9 mi (17.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Strada In Chianti when booking a holiday rental?
When considering a holiday rental in Strada In Chianti, Tuscany, the surrounding areas offer delightful options that enhance your stay. The charming neighbourhood of Greve in Chianti is a fantastic choice, known for its picturesque piazza and the vibrant Saturday market, where you can sample local produce and wines. Another appealing area is Panzano, celebrated for its stunning views and rich gastronomic scene, including renowned eateries that focus on traditional Tuscan cuisine.Both neighbourhoods provide a variety of properties, from rustic villas to cosy apartments, allowing you to immerse yourself in the beauty of the Chianti landscape. Additionally, the region is dotted with vineyards and olive groves, superb for leisurely strolls or wine tasting experiences.
When is the best time to visit Strada In Chianti for a holiday rental?
April is the most popular month to visit Strada In Chianti, as the enchanting landscapes of Tuscany come alive with vibrant blooms and mild temperatures, making it superb for outdoor activities. During this time, visitors can enjoy pleasant weather, typically ranging from 10 to 20 degrees Celsius, ideal for leisurely strolls through the picturesque vineyards and olive groves that define this region.The peak season in Strada In Chianti runs from July to September, attracting tourists eager to experience the famous Chianti wine festivals and bask in the warm summer sun. While this bustling period offers a lively option, it can also mean higher prices and more crowded attractions.If you're seeking a more budget-friendly experience, November presents a wonderful opportunity to explore the stunning autumn landscapes, as the vineyards transform into a breathtaking palette of reds and golds. This quieter month allows for a more intimate experience with the local culture, including the chance to sample the region's hearty seasonal cuisine without the rush of high season.
What are the top attractions in Strada In Chianti?
In Strada In Chianti, visitors can engage in the stunning Tuscan countryside, renowned for its picturesque landscapes and vineyards. The area is particularly famous for its wine production, so a visit to local wineries for tastings is a must. The nearby town of Greve in Chianti is often regarded as the gateway to the Chianti region, featuring a charming main square, Piazzale Matteotti, and a delightful selection of shops and restaurants.Furthermore, the historic village of Panzano is just a short drive away, known for its quaint streets and the famous butcher, Dario Cecchini, offering a unique culinary experience. For those interested in art and history, the medieval town of Radda in Chianti provides beautiful architecture and fascinating museums.
Are all fees included in the Strada in Chianti holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Strada in Chianti holiday homes with parking?
Stayz offers a wide selection of holiday homes in Strada in Chianti with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Strada in Chianti holiday homes?
You can find great discounts on holiday homes in Strada in Chianti on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Strada in Chianti holiday home booking on Stayz?
To find Strada in Chianti holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Strada in Chianti?
A long-stay holiday home in Strada in Chianti is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Strada in Chianti holiday home?
Book your Strada in Chianti holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Strada in Chianti?
Prices for holiday homes in Strada in Chianti vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Strada in Chianti to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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