Best Villas in Radicondoli 2026

A snow-covered landscape with rolling hills and distant mountains under a clear sky.

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Our top choices for Radicondoli villas

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

1. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Nov - 26 Nov

A large estate with a swimming pool, tennis court, and multiple guest rooms.

2. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

includes taxes & fees

6 Dec - 7 Dec

A long wooden table set for a meal with a view of a hillside town.

3. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

Siena

Ron M.

includes taxes & fees

13 Nov - 14 Nov

A large estate with multiple buildings, a swimming pool, and surrounding olive groves.

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

Toscana

includes taxes & fees

16 Nov - 17 Nov

A covered balcony with a brick railing, a bench, and a view of lush greenery.

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

17 Nov - 18 Nov

A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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

Roccastrada GR

includes taxes & fees

23 Nov - 24 Nov

A stone building with a tiled roof, surrounded by a well-maintained lawn and trees.

7. Villa Capanna: A Window onto Tuscany

Vico dʼArbia

includes taxes & fees

13 Nov - 14 Nov

A rustic stone building with a tower, covered walkways, and a grassy courtyard.

8. Villa Torre Among the Hills of Siena

Vico dʼArbia

includes taxes & fees

15 Nov - 16 Nov

A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

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

Massa Marittima

includes taxes & fees

15 Nov - 16 Nov

A dining area with a wooden table, white chairs, and a chandelier.

10. Villa Liberty in The Centre - No Ztl

Siena Historical Center

includes taxes & fees

30 Nov - 1 Dec

A person in a swimming pool with a view of a vineyard and hills.

11. "A Casa di Franca Villa con piscina"

Gambassi Terme

"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...

Anonymous traveller

includes taxes & fees

17 Nov - 18 Nov

A stone building with a swimming pool, wooden deck, and a tall tree.

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

Radda in Chianti

"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...

JIm B.

additional charges may apply

29 Nov - 30 Nov