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.
The price is ￥26,428
￥52,022 total
includes taxes & fees
Aug 31 - Sep 1
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
The price is ￥82,102
￥82,844 total
includes taxes & fees
Sep 10 - Sep 11
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.
The price is ￥89,565
￥178,749 total
includes taxes & fees
Sep 17 - Sep 18
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

4. 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
Borgo Argenina
Free daily buffet breakfast

5. 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
The price is ￥43,904
￥49,036 total
includes taxes & fees
Aug 31 - Sep 1
Terre di Baccio
Aerial view

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is ￥28,450
￥32,037 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
Property grounds

7. 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
The price is ￥10,725
￥12,540 total
includes taxes & fees
Sep 30 - Oct 1
Domus il Palio B&B
Breakfast meal

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (206 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
The price is ￥18,772
￥21,392 total
includes taxes & fees
Sep 1 - Sep 2
B&B Il Corso
Room amenity

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ￥18,169
￥20,728 total
includes taxes & fees
Aug 31 - Sep 1
Siena Vip
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

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
The price is ￥21,364
￥24,242 total
includes taxes & fees
Sep 10 - Sep 11
La Terrazza Sul Campo Rooming House
Double Room | Minibar, desk, blackout drapes, WiFi (free)

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
The price is ￥32,928
￥36,963 total
includes taxes & fees
Aug 31 - Sep 1
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
The price is ￥16,525
￥18,919 total
includes taxes & fees
Aug 31 - Sep 1
ApartHotel Anghel
Superior Double Room, Ensuite, City View | Egyptian cotton sheets, premium bedding, down comforters, minibar

13. 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
The price is ￥18,528
￥21,123 total
includes taxes & fees
Sep 27 - Sep 28
B&B Palazzo del Magnifico
Property grounds

14. 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 ￥25,204
￥40,041 total
includes taxes & fees
Sep 2 - Sep 3
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Exterior

15. 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.
The price is ￥27,541
￥40,894 total
includes taxes & fees
Sep 5 - Sep 6
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Courtyard

16. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"Great location!!! Clean and well equipped. Easy online check process. Comfortable beds and linens. Would highly recommend this property."
United States
kay
The price is ￥21,681
￥24,591 total
includes taxes & fees
Sep 2 - Sep 3
Regis Condo
Restaurant

17. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (263 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ￥44,511
￥49,518 total
includes taxes & fees
Sep 9 - Sep 10
Relais Villa Olmo
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

18. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (78 reviews)
The price is ￥16,691
￥19,102 total
includes taxes & fees
Sep 2 - Sep 3
Villa Il Palagio
Property entrance

19. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is ￥46,703
￥52,115 total
includes taxes & fees
Sep 1 - Sep 2
Villa il Fedino
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

20. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (261 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is ￥12,018
￥15,815 total
includes taxes & fees
Aug 31 - Sep 1
Fattoria il Milione Agriturismo
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 Santa Maria Novella

Hotel Santa Maria Novella

8/10 Good
"Booked the superior room it looked lovely but smelt as if a rodent died in the vent. Could not sleep through the night. Had to get another room for the rest of the stay."
Christine Angella 6-night trip
Posted 4 hours ago
Hotel Santa Maria Novella

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:

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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.