Search Villas in Radicondoli

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Radicondoli villas

1. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is €11,800
includes taxes & fees
5 Dec - 6 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

2. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is €354
includes taxes & fees
17 Nov - 18 Nov
Villa Montecastello

3. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is €7,580
includes taxes & fees
4 Dec - 5 Dec
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

4. Villa Mami: A Tuscan retreat full of elegance and charm

Villa Mami: A Tuscan retreat full of elegance and charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is €2,562
includes taxes & fees
5 Nov - 6 Nov
Villa Mami: A Tuscan retreat full of elegance and charm

5. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is €1,332
includes taxes & fees
1 Dec - 2 Dec
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

6. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is €1,162
includes taxes & fees
8 Nov - 9 Nov
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

7. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is €1,488
includes taxes & fees
5 Nov - 6 Nov
Villa Capanna: A Window onto Tuscany

8. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,488
includes taxes & fees
5 Nov - 6 Nov
Villa Torre Among the Hills of Siena

9. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is €476
includes taxes & fees
8 Nov - 9 Nov
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

10. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveller
The price is €1,527
includes taxes & fees
8 Nov - 9 Nov
"A Casa di Franca Villa con piscina"

11. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
7.4 out of 10, Good, (3 reviews)
"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...
United States
JIm B.
The price is €1,078
includes taxes & fees
8 Nov - 9 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

12. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is €3,024
includes taxes & fees
7 Nov - 8 Nov
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

13. Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Follonica
10.0 out of 10, Exceptional, (1 review)
"Pros: La vue proximité mer et ville superbe villa vue sur mer"
France
Anonymous traveller
The price is €290
includes taxes & fees
7 Nov - 8 Nov
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

14. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is €1,098
includes taxes & fees
5 Nov - 6 Nov
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

15. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

16. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is €1,332
includes taxes & fees
5 Nov - 6 Nov
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

17. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
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.

Learn more about Radicondoli

Medieval stone buildings surround Radicondoli's central piazza, where locals gather at cafés serving traditional Tuscan cuisine. Climb the bell tower for panoramic views, then join cooking classes to master pasta-making with ingredients from nearby farms.

A hillside town with historic buildings, a prominent tower, and lush greenery.