Top Residences in Casole d'Elsa in 2026

A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Our top choices for Casole d'Elsa residences

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Colle di Val d'Elsa

John

3.893.952 ₫ total

includes taxes & fees

31 Oct - 1 Nov

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

2. Borgo Il Poggiaccio

Sovicille

Louie

5.429.764 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A stone building with outdoor seating and a view of the countryside.

3. Antico Borgo Poggiarello

Monteriggioni

James Bakley

4.986.288 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

4. Riserva di Fizzano Residence

Castellina in Chianti

Janet

5.497.195 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

5. Villa San Filippo

Barberino Val d'Elsa

Nadia

2.876.635 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A stone building with a sign reading "Reception Antica Fonte".

6. Antica Fonte Residenza di Siena

Siena

Geoffrey

2.915.112 ₫ total

includes taxes & fees

11 Oct - 12 Oct

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

7. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

3.471.236 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

8. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

4.401.465 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

9. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

3.904.398 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A table with breakfast items and a view of rolling hills.

10. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

2.135.767 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A building with a stucco exterior, multiple windows, and a tiled roof.

11. Residence Il Paradiso

Guardistallo

Jason

2.108.362 ₫ total

includes taxes & fees

8 Oct - 9 Oct

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

12. Bosco della Spina

Murlo

Lizl

2.563.327 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A vase with flowers on a windowsill overlooking a cityscape.

13. Rinidia Siena Centro

Siena City Centre

Donna

6.069.446 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A table set with breakfast items on a balcony overlooking a historic town.

14. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Roman

5.712.441 ₫ total

includes taxes & fees

30 Oct - 31 Oct

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Top Casole d'Elsa Hotel Reviews

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."

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

Find out more about Casole d'Elsa

Casole d'Elsa Residences information

Number of reviews	807
Accommodation	41 Residences
Lowest Price	2.108.362 ₫
Highest Price	6.069.446 ₫

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Treat yourself

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Check prices for these dates

Our top choices for Casole d'Elsa residences

1. Palazzo Pacini

2. Borgo Il Poggiaccio

3. Antico Borgo Poggiarello

4. Riserva di Fizzano Residence

5. Villa San Filippo

6. Antica Fonte Residenza di Siena

7. Guild Living Siena Senior Resort & Residence

8. Il Battistero Siena - Residenza d'Epoca

9. La Terrazza Sul Campo Rooming House

10. Chianti Village Morrocco

11. Residence Il Paradiso

12. Bosco della Spina

13. Rinidia Siena Centro

14. Residenza d'Epoca Palazzo Borghesi

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Castelfalfi

Hotel Athena

Hotel Casolare Le Terre Rosse

La Certosa di Pontignano

Poderi Arcangelo

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Find out more about Casole d'Elsa

Casole d'Elsa Residences information

Explore a world of travel with Expedia

Search Residences in Casole d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa residences

1. Palazzo Pacini

2. Borgo Il Poggiaccio

3. Antico Borgo Poggiarello

4. Riserva di Fizzano Residence

5. Villa San Filippo

6. Antica Fonte Residenza di Siena

7. Guild Living Siena Senior Resort & Residence

8. Il Battistero Siena - Residenza d'Epoca

9. La Terrazza Sul Campo Rooming House

10. Chianti Village Morrocco

11. Residence Il Paradiso

12. Bosco della Spina

13. Rinidia Siena Centro

14. Residenza d'Epoca Palazzo Borghesi

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Find out more about Casole d'Elsa

Casole d'Elsa Residences information

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