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Strada in Chianti Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Strada in Chianti holiday rentals

A water park with a pool, slides, and a wooden deck area.

1. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (126 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is NZ$101
includes taxes & fees
9 Nov - 10 Nov
hu Firenze Certosa camping in town
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

2. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (275 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is NZ$184
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Olmo - Place of Charme
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

3. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is NZ$237
includes taxes & fees
9 Nov - 10 Nov
B&B La Fonte del Machiavelli
An arched entrance with a lantern above, flanked by two potted plants.

4. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is NZ$324
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
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, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is NZ$521
includes taxes & fees
9 Nov - 10 Nov
Terre di Baccio
A modern house with glass walls and a patio area.

6. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is NZ$281
includes taxes & fees
23 Nov - 24 Nov
Marignolle Relais and Charme
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

7. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,804 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is NZ$116
includes taxes & fees
22 Nov - 23 Nov
Hu Firenze Camping In Town
A large, multi-story building surrounded by lush greenery and trees.

8. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (270 reviews)
"Great location with a beautiful view."
United States
Erin
The price is NZ$240
includes taxes & fees
29 Nov - 30 Nov
Villa La Stella - Casa per Ferie
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

9. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is NZ$287
includes taxes & fees
17 Nov - 18 Nov
Mamo Florence - Le Farine Della Signoria Apartments
A modern building with multiple floors, large windows, and a ground-level entrance with shops.

10. Quadra Key Easy Home In Florence

Quadra Key Easy Home In Florence
Florence
8.2 out of 10, Very good, (743 reviews)
"Fantastic location "
Malaysia
Mohd Mydin
The price is NZ$202
includes taxes & fees
15 Nov - 16 Nov
Quadra Key Easy Home In Florence
A dining area with a table set for two, featuring a view of greenery through a window.

11. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is NZ$294
includes taxes & fees
10 Nov - 11 Nov
La Locanda di Pietracupa
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

12. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (873 reviews)
"This is an excellent hotel very near the historic area. They offer a wonderful breakfast."
United States
robert
The price is NZ$323
includes taxes & fees
23 Nov - 24 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

13. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (895 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is NZ$228
includes taxes & fees
3 Dec - 4 Dec
Relais Piazza Signoria
A rooftop pool with a clear view of historic buildings and mountains in the background.

14. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (155 reviews)
"Great property!"
United States
Jahzier
The price is NZ$362
includes taxes & fees
8 Dec - 9 Dec
Teatro Luxury Apartments Firenze - Starhotels Collezione
A balcony with a glass table, white curtains, and a bottle of champagne.

15. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.8 out of 10, Exceptional, (191 reviews)
"We had a wonderful experience with hotel owners. Great hospitality, beautiful room, perfect location. Breakfast included, good selection of breakfast options. Highly recommend this place if you’re visiting Florence"
United States
Marat
The price is NZ$179
includes taxes & fees
22 Nov - 23 Nov
Dimora Bandinelli Firenze
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

16. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,200 reviews)
"We had a good stay! It’s a great location"
Canada
Heather
The price is NZ$209
includes taxes & fees
30 Nov - 1 Dec
Palazzo Mannaioni Suites
Room

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (376 reviews)
"It was a perfect accommodation, best location, great Host and excellent room !"
United States
Cathrina
The price is NZ$181
includes taxes & fees
17 Nov - 18 Nov
La Torre Del Cestello
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

18. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.0 out of 10, Wonderful, (283 reviews)
"Great location"
United States
Hatem
The price is NZ$163
includes taxes & fees
9 Dec - 10 Dec
Bob W Florence Ponte Vecchio
A modern living room with a grey sofa, a dining table, and a kitchen area.

19. Mamo Florence - Tamara & Clotilde Apartments

Mamo Florence - Tamara & Clotilde Apartments
Historic Centre of Florence
9.2 out of 10, Wonderful, (13 reviews)
"Excellent location and beautiful place, highly recommended!!!"
United States
Marco
The price is NZ$406
includes taxes & fees
17 Nov - 18 Nov
Mamo Florence - Tamara & Clotilde Apartments
A hotel room with two beds, a chandelier, a window with curtains, and a view of the outside.

20. Affittacamere Alba

Affittacamere Alba
Historic Centre of Florence
9.4 out of 10, Exceptional, (167 reviews)
"Clean, roomy, good location, comfortable bed, powerful shower. Very good for a quick stay."
United States
Kim
The price is NZ$194
includes taxes & fees
22 Nov - 23 Nov
Affittacamere Alba
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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Find holiday rentals that suit your style

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Top Strada in Chianti Hotel Reviews

A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.
Art Hotel Villa Agape - Place of Charme

Art Hotel Villa Agape - Place of Charme

Art Hotel Villa Agape - Place of Charme
Oltrarno

10/10 Excellent

Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank...
Australia
Syvahna
Reviewed August 2, 2026
Art Hotel Villa Agape - Place of Charme

Find out more about Strada in Chianti

Everything you need to know about Strada in Chianti holiday rentals

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

Strada in Chianti holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Strada in Chianti. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Strada in Chianti holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Strada in Chianti holiday rentals we have selected for you start as low as NZ$101 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Strada in Chianti rentals

At Expedia, we put the best Strada in Chianti holiday 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 Strada in Chianti 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 Strada in Chianti holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Strada in Chianti. 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 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?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Strada in Chianti 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.

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 Piazza del Duomo 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.