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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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.
$314 nightly
The price is $319
Sep 23 - Sep 24
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
$339 nightly
The price is $344
Oct 13 - Oct 14
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.
$1,102 nightly
The price is $1,107
Sep 23 - Sep 24
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds

4. 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
$62 nightly
The price is $73
Oct 14 - Oct 15
Total with taxes and fees
Domus il Palio B&B
Free daily buffet breakfast

5. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$451 nightly
The price is $501
Sep 21 - Sep 22
Total with taxes and fees
Terre di Baccio
View from room

6. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (119 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$74 nightly
The price is $83
Oct 15 - Oct 16
Total with taxes and fees
Chianti Village Morrocco
Exterior

7. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
$193 nightly
The price is $222
Sep 22 - Sep 23
Total with taxes and fees
Borgo Argenina
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

8. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
$159 nightly
The price is $175
Sep 21 - Sep 22
Total with taxes and fees
Villa di Sotto
Room amenity

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (479 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
$109 nightly
The price is $125
Oct 21 - Oct 22
Total with taxes and fees
Siena Vip
Breakfast meal

10. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 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
$116 nightly
The price is $132
Sep 27 - Sep 28
Total with taxes and fees
B&B Il Corso
Lobby lounge

11. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$90 nightly
The price is $104
Sep 28 - Sep 29
Total with taxes and fees
ApartHotel Anghel
Aerial view

12. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (79 reviews)
"Unique property good value staff was great. Nice location to other areas"
United States
Joe
$155 nightly
The price is $176
Sep 27 - Sep 28
Total with taxes and fees
Villa Curina Resort
Double Room | Minibar, desk, blackout drapes, WiFi (free)

13. 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
$224 nightly
The price is $251
Oct 8 - Oct 9
Total with taxes and fees
PALAZZO DEL PAPA
Comfort Apartment | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

14. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (17 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
$185 nightly
The price is $208
Oct 9 - Oct 10
Total with taxes and fees
Sapiti Modern by Mmega
Superior Mobile Home | Terrace/patio

15. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$49 nightly
The price is $57
Oct 2 - Oct 3
Total with taxes and fees
Camping Boschetto Di Piemma
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

16. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (82 reviews)
"Great loved everything thank you!"
United States
Amber
$92 nightly
The price is $106
Sep 28 - Sep 29
Total with taxes and fees
Villa Il Palagio
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

17. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (249 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
$174 nightly
The price is $196
Oct 20 - Oct 21
Total with taxes and fees
La Terrazza Sul Campo Rooming House
Property entrance

18. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
$208 nightly
The price is $233
Oct 11 - Oct 12
Total with taxes and fees
Villa il Fedino
Chalet | In-room safe, cribs (surcharge), bed sheets

19. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,736 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
$58 nightly
The price is $71
Oct 21 - Oct 22
Total with taxes and fees
Hu Firenze Camping In Town
Balcony

20. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 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
$134 nightly
The price is $153
Sep 27 - Sep 28
Total with taxes and fees
Palazzo al Torrione 2
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

Hotel Paris

Hotel Paris

10/10 Excellent
"An amazing hotel with staff that goes above to make certain your stay is perfect! Definitely would go back!"
Amy 2-night trip
Posted less than an hour ago
Hotel Paris

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 $50 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 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.