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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Radda in Chianti vacation rentals

Property grounds

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
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 SAR 609
SAR 1,186 total
includes taxes & fees
1 Jul - 2 Jul
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Dining

Apartment 'Rifugio sulla via di Volpaia' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Rifugio sulla via di Volpaia' with Private Terrace, Wi-Fi and Air Conditioning
Radda in Chianti
The price is SAR 1,685
SAR 1,702 total
includes taxes & fees
30 Jun - 1 Jul
Apartment 'Rifugio sulla via di Volpaia' with Private Terrace, Wi-Fi and Air Conditioning
Pool

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

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is SAR 5,839
SAR 7,895 total
includes taxes & fees
19 Jul - 20 Jul
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Lobby lounge

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (340 reviews)
"Great stay highly recommend!!"
United States
jon
The price is SAR 308
SAR 356 total
includes taxes & fees
21 Jul - 22 Jul
ApartHotel Anghel
Courtyard

Regis Condo

Regis Condo
Siena City Centre
9.2 out of 10, Wonderful, (74 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
The price is SAR 489
SAR 555 total
includes taxes & fees
13 Jul - 14 Jul
Regis Condo
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

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 SAR 450
SAR 512 total
includes taxes & fees
15 Jul - 16 Jul
La Terrazza Sul Campo Rooming House
Double Room | Minibar, desk, blackout drapes, free WiFi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (106 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 SAR 656
SAR 739 total
includes taxes & fees
6 Jul - 7 Jul
PALAZZO DEL PAPA
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (461 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is SAR 489
SAR 555 total
includes taxes & fees
13 Jul - 14 Jul
Siena Vip
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is SAR 433
SAR 493 total
includes taxes & fees
23 Jul - 24 Jul
B&B Il Corso
Exterior detail

SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic hosts. Great communication. Fully stocked 2 bed, 2 bath apartment in great location. Great getaway. "
United States
peggy f.
The price is SAR 1,466
SAR 1,774 total
includes taxes & fees
3 Jul - 4 Jul
SAN DOMENICO LUXURY APARTMENT
Seasonal outdoor pool

Guild Siena Senior Resort & Residence

Guild Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is SAR 548
SAR 620 total
includes taxes & fees
13 Jul - 14 Jul
Guild Siena Senior Resort & Residence
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is SAR 1,091
SAR 1,226 total
includes taxes & fees
6 Jul - 7 Jul
2 Cuori e 1 Yurta Glamping in Toscana
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (69 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is SAR 558
SAR 648 total
includes taxes & fees
30 Jun - 1 Jul
Villa Curina Resort
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is SAR 401
SAR 570 total
includes taxes & fees
5 Jul - 6 Jul
Palazzo al Torrione 2
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is SAR 1,521
SAR 1,708 total
includes taxes & fees
3 Jul - 4 Jul
Borgo Argenina
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is SAR 275
SAR 311 total
includes taxes & fees
6 Jul - 7 Jul
Chianti Village Morrocco
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (76 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 SAR 1,060
SAR 1,183 total
includes taxes & fees
4 Jul - 5 Jul
Terre di Baccio
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (321 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 SAR 237
SAR 273 total
includes taxes & fees
30 Jun - 1 Jul
Hu Norcenni Girasole Village
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (248 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is SAR 721
SAR 806 total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very Good, (83 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is SAR 186
SAR 217 total
includes taxes & fees
6 Jul - 7 Jul
hu Firenze Certosa camping in town
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 Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

8/10 Good
"I really wanted to give this hotel 5 stars. The room was spotless, the atmosphere was fun and social, and the rooftop views were beautiful. Unfortunately, the rooftop bar experience overshadowed an otherwise excellent stay. We paid €50 for the upgrade package, advertised as 2 rounds of 2 drinks. When we presented our card, the waitress insisted it covered only basic drinks (worth about €8–10), not signature cocktails, making the package nowhere near its advertised value. After showing my receipt, she reluctantly honored two basic drinks. The next morning, Chiara at the front desk was incredibly helpful and wrote a note confirming we were entitled to two rounds of two drinks from any menu. She was so kind and helpful! That evening we received our first round, but the waitress kept our card, leaving us with no proof of the second round. As a side note, the signature cocktail itself was 80% gigantic oblong ice cube, 20% drink. But when we tried to order again, she ignored us while serving other tables, and even seated couples in areas she’d told us were reserved for large parties. We felt singled out and unwelcome simply for asking for what we’d paid for. The front desk later offered a partial refund and complimentary water bottles. My advice: skip the rooftop drink package until it’s managed more consistently. It’s unfortunate that such a great hotel is let down by the rooftop bar. I don’t know if the hotel represents the bar management, but they are attached regardless…"
Alissa 2-night trip
Posted 5 hours ago
The Social Hub Florence Lavagnini

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 Chianti Sculpture 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.