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

Radda in Chianti Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Radda in Chianti holiday rentals

A rural road leading to a stone building with a metal gate, surrounded by lush greenery and hills in the background.

1. A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs

A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
Toscana
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
The price is HK$1,315
HK$2,445 total
includes taxes & fees
12 Nov - 13 Nov
A Dream in Chianti in Radda - 3 separate bedrooms with private bathrooms and TVs
A stone building with a swimming pool, wooden deck, and a tall tree.

2. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
7.4 out of 10, Good, (3 reviews)
"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...
United States
JIm B.
The price is HK$5,231
HK$9,445 total
includes taxes & fees
16 Nov - 17 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

3. 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 HK$2,033
HK$2,272 total
includes taxes & fees
13 Nov - 14 Nov
Terre di Baccio
A dining area with a table set for two, featuring a view of greenery through a window.

4. 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 HK$1,135
HK$1,284 total
includes taxes & fees
14 Nov - 15 Nov
La Locanda di Pietracupa
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

5. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (61 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is HK$763
HK$874 total
includes taxes & fees
17 Nov - 18 Nov
Guild Living Siena Senior Resort & Residence
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

6. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (277 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is HK$708
HK$806 total
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Olmo - Place of Charme
A bakery display with pastries and a coffee station.

7. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (218 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is HK$576
HK$668 total
includes taxes & fees
15 Nov - 16 Nov
B&B Il Corso
A bathroom with a window view of a historic building and a tiled roof.

8. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (497 reviews)
"The room was modern and clean. Enjoyed the breakfast."
Australia
John
The price is HK$684
HK$788 total
includes taxes & fees
12 Nov - 13 Nov
Siena Vip
A table with two wine glasses, a bottle, and a book.

9. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is HK$520
HK$607 total
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
An arched entrance with a lantern above, flanked by two potted plants.

10. 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 HK$1,250
HK$1,410 total
includes taxes & fees
25 Nov - 26 Nov
Villa il Fedino
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

11. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is HK$473
HK$556 total
includes taxes & fees
15 Nov - 16 Nov
ApartHotel Anghel
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

12. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (77 reviews)
"Breakfast was good and host was great to talk with."
United States
Leslie
The price is HK$797
HK$912 total
includes taxes & fees
24 Nov - 25 Nov
B&B Palazzo del Magnifico
A courtyard with a stone statue, a round table, and chairs.

13. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (86 reviews)
"Excellent place to stay!"
United States
Jessica
The price is HK$629
HK$727 total
includes taxes & fees
30 Nov - 1 Dec
Regis Condo
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

14. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (117 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
The price is HK$1,206
HK$1,361 total
includes taxes & fees
12 Nov - 13 Nov
PALAZZO DEL PAPA
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. 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 HK$908
HK$1,034 total
includes taxes & fees
12 Nov - 13 Nov
B&B La Fonte del Machiavelli
A water park with a pool, slides, and a wooden deck area.

16. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (128 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is HK$376
HK$440 total
includes taxes & fees
9 Dec - 10 Dec
hu Firenze Certosa camping in town
A room with a bed, a leather sofa, and a window with a view of a building outside.

17. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (107 reviews)
"This B and B is great. In the centre of everything."
Canada
Sandra
The price is HK$537
HK$703 total
includes taxes & fees
16 Nov - 17 Nov
Al Mercato B&B
An outdoor patio with a table, chairs, and a view of a landscape.

18. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
The price is HK$946
HK$1,270 total
includes taxes & fees
12 Nov - 13 Nov
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

19. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,806 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is HK$405
HK$507 total
includes taxes & fees
22 Nov - 23 Nov
Hu Firenze Camping In Town
A hot tub with two people, surrounded by trees and a wooden deck.

20. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is HK$1,858
HK$2,097 total
includes taxes & fees
12 Nov - 13 Nov
2 Cuori e 1 Yurta Glamping in Toscana
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Out"
Marcia 3-night trip
Posted less than an hour ago
Bernini Palace

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 7 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 Terme Antica Querciolaia. 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.