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

Property grounds

1. 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.
$333 nightly
The price is $338
Aug 30 - Aug 31
Total with taxes and fees
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Dining

2. 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
$517 nightly
The price is $522
Sep 10 - Sep 11
Total with taxes and fees
Apartment 'Rifugio sulla via di Volpaia' with Private Terrace, Wi-Fi and Air Conditioning
Pool

3. 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.
$1,184 nightly
The price is $1,188
Sep 17 - Sep 18
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Breakfast area

4. 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
$283 nightly
The price is $316
Aug 25 - Aug 26
Total with taxes and fees
Terre di Baccio
Exterior

5. 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
$209 nightly
The price is $239
Aug 25 - Aug 26
Total with taxes and fees
Borgo Argenina
Aerial view

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
$161 nightly
The price is $181
Sep 20 - Sep 21
Total with taxes and fees
Villa Curina Resort
Breakfast meal

7. 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
$118 nightly
The price is $134
Aug 30 - Aug 31
Total with taxes and fees
B&B Il Corso
Room amenity

8. 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
$115 nightly
The price is $132
Aug 26 - Aug 27
Total with taxes and fees
Siena Vip
Property grounds

9. 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
$63 nightly
The price is $74
Aug 28 - Aug 29
Total with taxes and fees
Domus il Palio B&B
Suite

10. 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
$134 nightly
The price is $152
Sep 10 - Sep 11
Total with taxes and fees
La Terrazza Sul Campo Rooming House
Double Room

11. 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
$188 nightly
The price is $212
Aug 26 - Aug 27
Total with taxes and fees
PALAZZO DEL PAPA
Lobby lounge

12. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
$82 nightly
The price is $95
Aug 28 - Aug 29
Total with taxes and fees
ApartHotel Anghel
Exterior

13. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
$262 nightly
The price is $268
Sep 5 - Sep 6
Total with taxes and fees
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Courtyard

14. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"👍"
Germany
SHALOM
$139 nightly
The price is $158
Aug 30 - Aug 31
Total with taxes and fees
Regis Condo
Superior Double Room, Ensuite, City View

15. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
$125 nightly
The price is $143
Sep 24 - Sep 25
Total with taxes and fees
B&B Palazzo del Magnifico
Exterior detail

16. SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (46 reviews)
"Great communication and very helpful hosts"
United States
Todd R.
$216 nightly
The price is $216
Aug 28 - Aug 29
Total with taxes and fees
SAN DOMENICO LUXURY APARTMENT
Balcony

17. 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
$136 nightly
The price is $156
Aug 26 - Aug 27
Total with taxes and fees
Palazzo al Torrione 2
Exterior

18. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$154 nightly
The price is $175
Sep 20 - Sep 21
Total with taxes and fees
Antico Borgo il Cardino
Spa

19. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$258 nightly
The price is $291
Sep 21 - Sep 22
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana
View from room

20. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$79 nightly
The price is $89
Aug 30 - Aug 31
Total with taxes and fees
Chianti Village Morrocco
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 Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Great spot! Washer and dryer on site was super helpful and the amenities were great. Staff was super helpful when I had a train question and check in was simple. Only thing I wished for was more lighting and outlets in my room."
Grace 2-night trip
Posted 9 hours ago
The Social Hub Florence Belfiore

Find out more about Radda in Chianti

Everything you need to know about Radda in Chianti vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Radda in Chianti vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Radda in Chianti vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Radda in Chianti vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Radda in Chianti. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Radda in Chianti in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Radda in Chianti rentals

At Expedia, we put the best Radda in Chianti vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Radda in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Radda in Chianti vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Radda in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.