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House vacation rentals in Radda in Chianti

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Popular amenities for Radda in Chianti house rentals

House rentals with a pool

Guest favorite
Home in Florence
5 out of 5 average rating, 6 reviews

New Florence "Afrodite" suite with pool

DanielRating, 5 stars1 week ago
We stayed in this apartment for three nights in April and it matched the pictures exactly. The place is spacious, modernly equipped and the bed very comfortable. Particularly positive: The good connection by bus to the city center as well as the free parking directly at the property. A small negative point was the weak ventilation – despite air conditioning, it was quite humid in the room, so clothes were slightly damp in the morning. In the shower, there were no shelves for shower gel and no towel holder. Despite these little things, it was a very pleasant stay. The host was very friendly and responsive. We would definitely come back and can recommend the accommodation.
Superhost
Home in Montespertoli
4.83 out of 5 average rating, 72 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

CelineRating, 5 stars2 weeks ago
Our group of 4 had the most wonderful experience. From the moment that you begin to ascend the mountain to the villa you are surrounded by the rolling hills of Tuscany lined with cypress trees and vineyards. The host is so kind, gave wonderful recommendations for places to go (even making reservations), and joined us for a meal. Our group had such an amazing experience we want to make visiting the villa a yearly experience. We cannot thank Gary enough for everything that he did!
Guest favorite
Home in Florence
5 out of 5 average rating, 10 reviews

The Limonaia della Torretta

OksanaRating, 5 stars2 weeks ago
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!
Top guest favorite
Home in Pistoia
5 out of 5 average rating, 8 reviews

Country Cottage with Pool "Il Melograno"

FedericaRating, 5 stars8 months ago
Charming villa in total relaxation. Lots of green space and a beautiful pool... all just for us. Giovanni was super welcoming and kind. An experience to repeat, highly recommended! Greetings from Fede and Kevin
Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars6 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Guest favorite
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars4 months ago
I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.
Superhost
Home in Casanova
4.89 out of 5 average rating, 37 reviews

Casa Liliana

LaurienRating, 5 stars2 weeks ago
We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.

Weekly house rentals

Superhost
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Guest favorite
Home in Bagni di Lucca
4.98 out of 5 average rating, 46 reviews

Infinity pool Pisa-Lucca-Florence Views

SandraRating, 5 stars3 weeks ago
Host support was impeccable! We were very well taken care of. Getting there to the house is a bit adventurous as described. However, the journey is very well described and we were able to find the house without a pribleme. After arrival you will be compensated with a large private parking, a house in a very quiet location, a magnificent and idyllic view and a large pool. Everything looks exactly like the pictures! If you are looking for relaxation, you will find it in this accommodation. Eating out and shopping is a 15 minute drive away. We highly recommend this house. 🥰
Guest favorite
Home in Greve in Chianti
4.86 out of 5 average rating, 116 reviews

The Sundial in Montefioralle

TatyanaRating, 5 stars6 months ago
Eugenio was a great host. His place is super authentic, located in the most charming medieval village with spectacular views. Everything in the house was to our satisfaction. Eugenio was super responsive and helpful with accomodating some extra requests that we had. We were travelling for work, filming a wedding at nearby castel. Location was great for us. The public parking is only about 100 meters from the house. We were teally happy with everything. Thank you Eugenio. P.S. There is an amazing restaurant with spectacular views right in the village. They only do lunches. But wow, It was such a great find. Everyrhing in that restaurant was made from their own produce, wine from their vineyard in the valley, olive oil from their trees, all vegetables from their garden. Different set menue every day. Really recommend it. It was delicious.
Guest favorite
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars7 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 17 reviews

The Montebenichi Dovecote

StephenRating, 5 stars1 week ago
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again
Superhost
Home in Lucca
4.9 out of 5 average rating, 88 reviews

Bright house with Wi-Fi just outside the Wall

JustinRating, 5 stars5 months ago
Comfortable and nicely appointed three bed / two bath apartment within walking distance to Luca old town. Very pleasant stay. Would highly recommend as an AirBNB. Host provided check-in and other information well in advance, and lots of helpful tourist advice / information about Luca and the area. Found Luca a great base to explore Tuscany.
Superhost
Home in Impruneta
4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

JulianeRating, 5 stars7 months ago
We had a wonderful time in Vittoria's house in this fantastic location. Although we had so many difficulties getting there and only arrived at night (flight delayed and highway closed), her husband greeted us very kindly and showed us around the house. Vittoria was always super quick to respond and always helped us (e.g. turned on the heating when it suddenly got cold). Highly recommended!
Guest favorite
Home in Castiglione del Lago
5 out of 5 average rating, 25 reviews

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool

ChristopherRating, 5 stars6 months ago
We had a fantastic stay with a group of four adults and five kids. Accommodations were immaculate, private chefs were decadent and delicious, and fantastic wine. The grounds were just lovely as well and we enjoyed having a fire in the fire place every evening. That you for a lovely stay!

Private house rentals

Superhost
Home in Civitella in Val di Chiana
4.75 out of 5 average rating, 36 reviews

Casa Guardiano - Tuscan countryside house

MaryRating, 5 stars7 months ago
We stayed in a small cottage with a patio setting perfect for our late-morning breakfasts. The surroundings were beautifully peaceful. We wanted a few day's break that would be relaxing and private, and this place gave us just that. We enjoyed the large pool, with incredible views of distant hillsides (an excellent bonus for our tired bodies and minds;}. We wandered the property and visited nearby ancient villages, following a hand-written map offered to us during check-in. When you arrive, be ready to be showered with kindness, good humor, and a friendly old pup.
Superhost
Home in Pistoia
5 out of 5 average rating, 5 reviews

Romantic farmhouse between forest and countryside

PaoloRating, 5 stars57 months ago
Romantic Alcova a stone's throw from the city center but with the qualities of the country house, quiet and retired. Beautiful property where we spent a week relaxing and which we used as a base to visit Pistoia and the Apennines. Mrs. Gianna is an impeccable host. I recommend it.
Home in Radda in Chianti
5 out of 5 average rating, 10 reviews

Le Bonatte by Interhome

CarlRating, 5 stars7 months ago
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars8 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
Top guest favorite
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars6 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.
Home in Castagneto Carducci
4.67 out of 5 average rating, 3 reviews

Il Pezzo Farm by Interhome

KristianRating, 5 stars2 weeks ago
Great house - fantastic view over olive trees and vines to the sea - perfect for relaxing !
Guest favorite
Home in San Marcello Piteglio
4.9 out of 5 average rating, 72 reviews

Le Panche Stone House, Detached with Pool

JoeRating, 5 stars4 months ago
Lovely place and host !
Top guest favorite
Home in Torricchio
4.96 out of 5 average rating, 28 reviews

Dependance Petri - with Jacuzzi

CameronRating, 5 stars2 weeks ago
Roberta went above and beyond to provide an excellent service, with lots of recommendations and was there if we needed anything at all. The house was absolutely beautiful, with stunning views and the breakfast provided was a very nice touch! Would definitely stay here again :)

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