A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Radda in Chianti holiday rentals

Free daily buffet breakfast

1. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ฿10,395
฿11,587 total
includes taxes & fees
25 Aug - 26 Aug
Terre di Baccio
Breakfast, lunch and dinner served

2. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is ฿5,766
฿6,495 total
includes taxes & fees
25 Aug - 26 Aug
La Locanda di Pietracupa
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is ฿5,282
฿5,810 total
includes taxes & fees
10 Sept - 11 Sept
Villa di Sotto
Exterior

4. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is ฿6,717
฿7,694 total
includes taxes & fees
25 Aug - 26 Aug
Borgo Argenina
Property grounds

5. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ฿2,100
฿2,463 total
includes taxes & fees
28 Aug - 29 Aug
Domus il Palio B&B
Breakfast meal

6. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is ฿3,862
฿4,401 total
includes taxes & fees
26 Aug - 27 Aug
B&B Il Corso
Room amenity

7. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (475 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ฿3,771
฿4,301 total
includes taxes & fees
26 Aug - 27 Aug
Siena Vip
Aerial view

8. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (74 reviews)
"Beautiful property"
Canada
Mary
The price is ฿6,243
฿7,020 total
includes taxes & fees
25 Aug - 26 Aug
Villa Curina Resort
Double Room | Minibar, desk, blackout curtains, free WiFi

9. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is ฿6,774
฿7,604 total
includes taxes & fees
25 Aug - 26 Aug
PALAZZO DEL PAPA
Exterior

10. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is ฿2,692
฿3,076 total
includes taxes & fees
25 Aug - 26 Aug
Hu Norcenni Girasole Village
Restaurant

11. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (262 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ฿5,862
฿6,562 total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Lobby lounge

12. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
The price is ฿2,795
฿3,227 total
includes taxes & fees
30 Aug - 31 Aug
ApartHotel Anghel
Property entrance

13. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 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
The price is ฿9,098
฿10,160 total
includes taxes & fees
25 Aug - 26 Aug
Villa il Fedino
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

14. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is ฿4,386
฿4,977 total
includes taxes & fees
10 Sept - 11 Sept
La Terrazza Sul Campo Rooming House
Courtyard

15. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"👍"
Germany
SHALOM
The price is ฿4,540
฿5,147 total
includes taxes & fees
30 Aug - 31 Aug
Regis Condo
Balcony

16. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿3,581
฿5,084 total
includes taxes & fees
26 Aug - 27 Aug
Palazzo al Torrione 2
Food court

17. Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (77 reviews)
"Wonderful stay again here-our second time. Beautifully clean, perfect location and friendly staff-thankyou for another lovely stay!"
United Kingdom
Victoria
The price is ฿2,965
฿3,720 total
includes taxes & fees
25 Aug - 26 Aug
Home in Florence
Courtyard

18. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (169 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is ฿3,574
฿4,389 total
includes taxes & fees
26 Aug - 27 Aug
I Parigi Corbinelli
Garden

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (228 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is ฿4,246
฿5,128 total
includes taxes & fees
26 Aug - 27 Aug
Serristori Palace Residence
Wine Apartments Florence Vernaccia | Living area | 80-cm Smart TV with satellite channels, TV

20. Wine Apartments Florence Vernaccia

Wine Apartments Florence Vernaccia
Historic Centre of Florence
8.6 out of 10, Excellent, (38 reviews)
"Fantastic location! Right next to the Ponte Vecchio. Very walkable. Great, responsive host. We had a problem with the door, but they sent a handyman to fix it right away. The only thing to note is that the second bedroom is very small and has no airconditioning but the main bedroom is great. It was nice having a kitchen too. And the host welcomed us with a complimentary bottle of wine and water which was very nice. Would definately stay again next time we're in Florence."
Canada
Viktoria
The price is ฿2,255
฿9,654 total
includes taxes & fees
28 Aug - 29 Aug
Wine Apartments Florence Vernaccia
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 Radda in Chianti Hotel Reviews

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"The best hostel in Florence."
Divya 2-night trip
Posted less than an hour ago
Plus Florence - Hostel

Find out more about Radda in Chianti

Search for holiday rentals in Radda in Chianti on Expedia! You can easily find your home rentals, villas, holiday apartments in Radda in Chianti using one of the methods below:

  • View our selection of featured holiday rentals in Radda in Chianti
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  • Enter your travel dates to view the best deals on holiday rentals in Radda in Chianti while they last

Look no further and take a look at our great range of rental properties in Radda in Chianti!

Frequently asked questions

Can I find holiday rentals in Radda in Chianti?

Yes, there are holiday rentals in Radda in Chianti close to Borgo di Vescine - Tenute di Castelvecchi, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Radda in Chianti is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Radda in Chianti has to offer?

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

Expedia has 9 holiday rentals for your stay in Radda in Chianti.

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

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Alta Val d'Elsa River Park. While here, Castello di Radda Winery and Castello di Albola are other places worth a visit.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Radda in Chianti. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.