Radicondoli Holiday Homes from €79: Search Top House Rentals

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

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Our top choices for Radicondoli holiday homes

A balcony with potted plants and a view of rolling hills and mountains.

1. A Nest with a View - A Romantic Retreat Within the City Walls

Radicondoli

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

2. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

3 Oct - 4 Oct

A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

3. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

casole d'elsa siena

Linda T.

includes taxes & fees

9 Oct - 10 Oct

A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

4. Detached house with garden a few minutes from the abbey of San Galgano

Toscana

Julie M.

includes taxes & fees

3 Oct - 4 Oct

A stone building with a flat roof, multiple windows, and a small porch area.

5. Podere Cagnesi: Relaxation in nature

Podere Cagnesi

includes taxes & fees

3 Oct - 4 Oct

A stone building with a patio area, outdoor seating, and a fire pit.

6. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Castelnuovo di Val di Cecina

"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"

Lea B.

includes taxes & fees

5 Oct - 6 Oct

A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

7. Fattoria Podere i Luoghi

Casale Marittimo

includes taxes & fees

4 Oct - 5 Oct

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

8. Exclusive Stone Tower.

Casciano

Ryan C.

includes taxes & fees

3 Oct - 4 Oct

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

9. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, a chair, a nightstand, a lamp, a decorative headboard, and a window with curtains.

10. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Monteroni d'Arbia

includes taxes & fees

2 Nov - 3 Nov

A pool with stone edging, surrounded by lush greenery and a stone wall.

11. Casale Torricella: Relax in the Woods with Sea View

Montieri

Anonymous traveller

includes taxes & fees

9 Oct - 10 Oct

A dining area with a stone wall, wooden ceiling beams, a brick fireplace, and a table with fruit.

12. A detached apartment awaits you

Toscana

elke K.

A stone building with a blue door, a wicker basket, and a clear vase with pink flowers.

13. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

A cozy, open-plan accommodation with a wooden dining area, a kitchenette, and a seating area with a view.

14. Bungalow 'Glamping B' with Shared Pool, Shared Garden and Wi-Fi

Montecatini Val di Cecina

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Casole d'Elsa

"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...

Anonymous traveller

includes taxes & fees

8 Oct - 9 Oct

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

16. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Toscana

includes taxes & fees

7 Oct - 8 Oct

A rustic building with a brick facade, a small arched window, and a door.

17. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Toscana

"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."

Shanti R.

A coastal beach with clear waters, a rocky shoreline, and a mountainous backdrop.

18. 10 minutes from the sea! Apartment with swimming pool and veranda.

Toscana

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs, a stone house, and a well-maintained garden.

19. 5 Bilo HOLIDAY HOUSE RIBOCCHI

Toscana

includes taxes & fees

4 Oct - 5 Oct

A stone building with a gravel path, outdoor seating, and greenery.

20. The Arch Among the Hills of Castellina

Topina

includes taxes & fees

5 Oct - 6 Oct

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Top Radicondoli Hotel Reviews

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Radicondoli

Radicondoli Holiday Homes information

Number of reviews	79
Accommodation	1310 Holiday Homes
Lowest Price	€79
Highest Price	€1,303

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Radicondoli holiday homes

1. A Nest with a View - A Romantic Retreat Within the City Walls

2. House with pool for 4 pax

3. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

4. Detached house with garden a few minutes from the abbey of San Galgano

5. Podere Cagnesi: Relaxation in nature

6. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

7. Fattoria Podere i Luoghi

8. Exclusive Stone Tower.

9. Casa Vacanze Le Case

10. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

11. Casale Torricella: Relax in the Woods with Sea View

12. A detached apartment awaits you

13. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

14. Bungalow 'Glamping B' with Shared Pool, Shared Garden and Wi-Fi

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

16. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

17. Cozy Tuscan-style apartment Suitable for families. Pets allowed

18. 10 minutes from the sea! Apartment with swimming pool and veranda.

19. 5 Bilo HOLIDAY HOUSE RIBOCCHI

20. The Arch Among the Hills of Castellina

Find holiday rentals that suit your style

Top Radicondoli Hotel Reviews

Borgo Scopeto Wine & Country Relais

Poderi Arcangelo

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Hotel Athena

Hotel Casolare Le Terre Rosse

La Certosa di Pontignano

Hotel Minerva

Four Points by Sheraton Siena

Find out more about Radicondoli

Radicondoli Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Radicondoli

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Radicondoli holiday homes

1. A Nest with a View - A Romantic Retreat Within the City Walls

2. House with pool for 4 pax

3. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

4. Detached house with garden a few minutes from the abbey of San Galgano

5. Podere Cagnesi: Relaxation in nature

6. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

7. Fattoria Podere i Luoghi

8. Exclusive Stone Tower.

9. Casa Vacanze Le Case

10. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

11. Casale Torricella: Relax in the Woods with Sea View

12. A detached apartment awaits you

13. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

14. Bungalow 'Glamping B' with Shared Pool, Shared Garden and Wi-Fi

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

16. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

17. Cozy Tuscan-style apartment Suitable for families. Pets allowed

18. 10 minutes from the sea! Apartment with swimming pool and veranda.

19. 5 Bilo HOLIDAY HOUSE RIBOCCHI

20. The Arch Among the Hills of Castellina

Find holiday rentals that suit your style

Top Radicondoli Hotel Reviews

Borgo Scopeto Wine & Country Relais

Find out more about Radicondoli

Radicondoli Holiday Homes information

Explore a world of travel with Expedia