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
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 Radda in Chianti vacation 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 AED 650
AED 1,140 total
includes taxes & fees
5 Dec - 6 Dec
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 AED 2,458
AED 4,437 total
includes taxes & fees
8 Nov - 9 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

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 AED 955
AED 1,067 total
includes taxes & fees
5 Nov - 6 Nov
Terre di Baccio
A two-story house with a patio area, potted plants, and outdoor furniture.

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 AED 533
AED 603 total
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
A table with two wine glasses, a bottle, and a book.

5. 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 AED 240
AED 280 total
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

6. 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 AED 270
AED 314 total
includes taxes & fees
8 Nov - 9 Nov
B&B Il Corso
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

7. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 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 AED 358
AED 410 total
includes taxes & fees
8 Nov - 9 Nov
Guild Living Siena Senior Resort & Residence
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, (496 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
The price is AED 368
AED 422 total
includes taxes & fees
9 Nov - 10 Nov
Siena Vip
A stone building with a wooden door, a grill outside, and a stone wall.

9. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR
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 AED 587
AED 662 total
includes taxes & fees
23 Nov - 24 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 AED 196
AED 233 total
includes taxes & fees
30 Nov - 1 Dec
ApartHotel Anghel
A historic building with a clock tower, arched windows, and a shop selling souvenirs.

12. 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 AED 566
AED 639 total
includes taxes & fees
8 Nov - 9 Nov
PALAZZO DEL PAPA
A stone building with a patio area featuring a table and chairs under a large umbrella.

13. 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 AED 334
AED 379 total
includes taxes & fees
23 Nov - 24 Nov
Relais Villa Olmo - Place of Charme
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

14. 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 AED 427
AED 486 total
includes taxes & fees
5 Nov - 6 Nov
B&B La Fonte del Machiavelli
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

15. 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, (870 reviews)
"This is an excellent hotel very near the historic area. They offer a wonderful breakfast."
United States
robert
The price is AED 538
AED 649 total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
A courtyard with a large building featuring arched windows and a tower. There is a parking lot with several cars.

16. 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 AED 226
AED 301 total
includes taxes & fees
17 Nov - 18 Nov
Al Mercato B&B
A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

17. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (85 reviews)
"Excellent place to stay!"
United States
Jessica
The price is AED 278
AED 323 total
includes taxes & fees
10 Nov - 11 Nov
Regis Condo
A tented room with a bed, curtains, and a view of an outdoor deck.

18. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (125 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is AED 177
AED 207 total
includes taxes & fees
2 Dec - 3 Dec
hu Firenze Certosa camping in town
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

19. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (891 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 AED 403
AED 493 total
includes taxes & fees
30 Nov - 1 Dec
Relais Piazza Signoria
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

20. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,198 reviews)
"We had a good stay! It’s a great location"
Canada
Heather
The price is AED 333
AED 424 total
includes taxes & fees
30 Nov - 1 Dec
Palazzo Mannaioni Suites
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 Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"We stayed at this hotel as a family of four and had a wonderful experience! The family room was spacious and comfortable, and we absolutely loved the hotel's convenient location. A big shout-out to the friendly and welcoming staff, especially the housekeeping team, for their exceptional service and for keeping our room so clean throughout our stay! The facilities could use a little maintenance, particularly the heating system and the room's ceiling, but these were minor issues compared to our overall positive experience. We truly enjoyed our stay and would definitely return on our next visit."
Helen 4-night trip
Posted 1 hour ago
The Market Urban Hotel

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 7 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 Terme Antica Querciolaia. 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.