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Featured Villas in Radda in Chianti and around

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (130)
"We loved our stay. From the start David sent all kinds of information. We had a few more questions about the bus and the area, David sent answers with in minutes with GPS maps. We loved the view, the Persimmon and Pomegranate from the trees in the yard were delicious. All of the bedrooms and bathrooms were awesome, everything was clean. We stayed at 3 other locations this trip and this was our favorite. My wife said the blow dryer was the best blow dryer in Italy."
The price is €230
includes taxes & fees
5 Jan - 6 Jan 2025
Luxury Villa in the Florentine hills

Villa Casa al Sole Large Private Pool, WiFi

9.8 out of 10, Exceptional, (19)
"This is a beautiful villa with plenty of space for our large group. It is in a remote location and very quiet. It was perfect for short trips to local towns and then a swim in the afternoon. We spent most evenings on the patio enjoying the Tuscan sunsets. We would definitely stay again! "
Villa Casa al Sole Large Private Pool, WiFi

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool

Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking

9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Stunning private villa for 4 guests with A/C, pool, WIFI, TV, terrace and parking

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
The price is €1,085
includes taxes & fees
7 Jan - 8 Jan 2025
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

Beautiful Villa With Panoramic Views near San Gimignano

9.6 out of 10, Exceptional, (70)
"We had a wonderful stay and this property provided a nice central location from which to explore the region. Information from Steve was timely and extremely helpful. "
Beautiful Villa With Panoramic Views near San Gimignano

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena

Red House -- Country villa in Chianti Classico

9.8 out of 10, Exceptional, (108)
"The little red house is a wonderful place to completely relax and enjoy the Tusan/Chianti countryside. Very secluded and quiet. Easy access to dining options. Our host, Stefano, was very helpful and replied quickly to any questions."
Red House -- Country villa in Chianti Classico

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"This magnificent villa and the hosts, Cristina and Simone, surpassed our expectations and made a blissful stay in beautiful San Gimignano. The 300+ year old home was clean, charming and authentic and the grounds were well maintained and serene. The views of the countryside were breathtaking! At our request, the hosts arranged for a chef, Patrizia, to come to prepare dinner on 3 evenings. She was delightful and used fresh produce and ingredients from her own farm in the multi-course meals she...
San Gimignano - Panoramic garden and beautiful pool!

Villa Moriana by MMega

Villa Moriana by MMega

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (56)
"Stay was excellent, a great house. Owners were super helpful. A property with over 100 olive trees. If I return this is where I will be 😎"
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Villa with private swimming pool in quiet area, private garden, panoramic views

10.0 out of 10, Exceptional, (8)
"La maison est très calme, très propre et bien équipée, accessible en partie par un chemin de terre depuis le joli village de Radicondoli, . La vue sur les collines avoisinantes est très agréable, en particulier de la piscine (hors-sol). Il faut compter environ 45 minutes de jolies routes pour se rendre à Sienne, Volterra ou San Giminiano. Beaucoup d'animaux sauvages dans la nature, si vous êtes chanceux comme nous... Sarka est une hôtesse sympathique et attentionnée. Avec son mari, elle produit...
Villa with private swimming pool in quiet area, private garden, panoramic views

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

10.0 out of 10, Exceptional, (70)
"Pictures do not do this beautiful villa justice. We enjoyed every second we were there. Cinzia made us feel like family! Thanks to Duccio our driver for amazing rides!wTusawayway!!!wayTusca"
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

9.8 out of 10, Exceptional, (9)
"The villa is beautiful, spacious, clean and comfortable. The location is excellent. There are horses and ponies on the grounds. The best part is the hostess and the host. They are so accomadating and kind. The pasta we dinner and pizza party were great! "
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi

Luxury 17th century villa,6Kms from Florence historic city center!Pool-AC-WiFi

9.8 out of 10, Exceptional, (37)
"We had such a great stay for almost two weeks. As two family groups with young children we were able to spread out as the rooms are very large. It’s one of the rare places that is better than the photos! Great to get the Tuscan experience and still be able to drive into central Florence. "
Luxury 17th century villa,6Kms from Florence historic city center!Pool-AC-WiFi

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (29)
"Lovely rustic property in scenic location, large garden grounds and decent swimming pool. Property worked well for our family of 7 adults ranging three generations."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

9.8 out of 10, Exceptional, (10)
"We enjoyed this beautiful property It was just like in the pictures!!! Everything worked perfect"
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool
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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Other property types in Radda in Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1291)
"Very clean and convenient (parking, supermarket, eatery, laundry, facilities for children, cooking in the chalet). The shuttle bus takes you to the main city centre in Florence where ponte vecchio and the plazas are located. "
The price is €91
includes taxes & fees
24 Dec - 25 Dec
Hu Firenze Camping In Town

PopArtment

9.0 out of 10, Wonderful, (686)
"Nice place to stay Walking distance to the tram station Enjoy Florence "
The price is €91
includes taxes & fees
7 Jan - 8 Jan 2025
PopArtment

Forte16

9.6 out of 10, Exceptional, (758)
"The location is perfect, the staff is nice and helpfull and the room was beautiful."
The price is €130
includes taxes & fees
6 Jan - 7 Jan 2025
Forte16
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.

Frequently asked questions

How much do villas in Radda in Chianti cost?
Rates for villas in Radda in Chianti range between €230 and €1,085 per night. Whatever your budget, you’re sure to find a place that suits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Radda in Chianti?
Lock in your holiday dates and then choose from 1448 villas in Radda in Chianti. For a family adventure, a getaway with your besties and everything in between, Expedia will help you find the ideal space in just a few clicks.
Why book your villa in Radda in Chianti with Expedia?
Expedia makes it easy to find your ideal villa in Radda in Chianti. Taking the kids on holiday? Make use of our filters to look for stays with amenities like WiFi and a pool. If you’re on a budget, decide on how much you’d like to spend and your preferred star rating. We’ll help you find a perfect place that suits your style and taste.
How can I find cheap villas in Radda in Chianti?
The best way to locate cheap villas in Radda in Chianti is with Expedia’s handy filter tool. Fine-tune your search results by star rating, amenities and budget to grab awesome bargains in only a few keystrokes.
What is there to do near my villa in Radda in Chianti?
If you want to fill up your itinerary in Radda in Chianti, make your way to Castello di Albola. It’s a favourite among locals and tourists alike.