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

Radda in Chianti Vacation Rentals

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Check prices for these dates

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

Our top choices for Radda in Chianti vacation rentals

Breakfast area

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 NT$9,505
NT$10,604 total
includes taxes & fees
Aug 31 - Sep 1
Terre di Baccio
Outdoor dining

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 NT$5,583
NT$6,289 total
includes taxes & fees
Aug 29 - Aug 30
La Locanda di Pietracupa
Outdoor pool

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is NT$5,114
NT$5,625 total
includes taxes & fees
Sep 21 - Sep 22
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 NT$8,008
NT$9,104 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$2,546
NT$2,948 total
includes taxes & fees
Sep 24 - Sep 25
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, (206 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is NT$3,739
NT$4,261 total
includes taxes & fees
Aug 30 - Aug 31
B&B Il Corso
Room amenity

7. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NT$3,613
NT$4,122 total
includes taxes & fees
Aug 30 - Aug 31
Siena Vip
Aerial view

8. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is NT$5,384
NT$6,070 total
includes taxes & fees
Sep 27 - Sep 28
Villa Curina Resort
Double Room

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 NT$6,558
NT$7,362 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$3,615
NT$4,032 total
includes taxes & fees
Sep 3 - Sep 4
Hu Norcenni Girasole Village
Restaurant

11. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (263 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is NT$5,675
NT$6,354 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$2,959
NT$3,403 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$8,972
NT$10,017 total
includes taxes & fees
Aug 30 - Aug 31
Villa il Fedino
Suite

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 NT$4,387
NT$4,973 total
includes taxes & fees
Sep 10 - Sep 11
La Terrazza Sul Campo Rooming House
Courtyard

15. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"Great location!!! Clean and well equipped. Easy online check process. Comfortable beds and linens. Would highly recommend this property."
United States
kay
The price is NT$5,365
NT$6,049 total
includes taxes & fees
Sep 10 - Sep 11
Regis Condo
Balcony

16. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (112 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is NT$3,468
NT$4,923 total
includes taxes & fees
Sep 7 - Sep 8
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 NT$598
NT$1,102 total
includes taxes & fees
Sep 9 - Sep 10
Home in Florence
Courtyard

18. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is NT$3,244
NT$4,012 total
includes taxes & fees
Aug 30 - Aug 31
I Parigi Corbinelli
Garden

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (229 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is NT$3,342
NT$4,121 total
includes taxes & fees
Aug 31 - Sep 1
Serristori Palace Residence
Wine Apartments Florence Vernaccia | Living area

20. Wine Apartments Florence Vernaccia

Wine Apartments Florence Vernaccia
Historic Centre of Florence
8.6 out of 10, Excellent, (38 reviews)
"Amazing location loved everything about it "
United States
Natalie
The price is NT$2,149
NT$9,309 total
includes taxes & fees
Aug 30 - Aug 31
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

The Hoxton, Florence

The Hoxton, Florence

10/10 Excellent
"I recommend this stay, to anyone going to Florence. This hotel is very nice and the staff was amazing"
Harold 2-night trip
Posted 1 day ago
The Hoxton, Florence

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

Frequently asked questions

Can I find vacation rentals in Radda in Chianti?

Yes, we offer vacation rentals in Radda in Chianti close to Borgo di Vescine - Tenute di Castelvecchi, or you can select a secluded option if you're looking for extra privacy while you relax. 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 vacation rentals that Radda in Chianti has to offer?

Villa La Stella - Casa per Ferie: This vacation 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 vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Radda in Chianti?

Expedia has 9 vacation 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 vacation rental in Radda in Chianti like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Radda in Chianti. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.