Top Guest Houses 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 guest houses

A narrow street lined with stone buildings, outdoor seating, and a few people walking.

1. La Casa di Ines

San Gimignano City Centre

Chrystal

Rp1.164.721 total

includes taxes & fees

21 Oct - 22 Oct

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

2. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

Rp5.961.730 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor courtyard with stone walls, arched doorways, and potted plants.

3. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

Soni

Rp1.947.310 total

includes taxes & fees

16 Oct - 17 Oct

A balcony with wicker furniture, a table with fruit, and a cityscape view.

4. Blossoms of Siena

Siena City Centre

Walter

Rp3.412.675 total

includes taxes & fees

20 Oct - 21 Oct

A pathway lined with trees and a large pot in the center.

5. Villa Montarioso

Montarioso

Michael

Rp1.687.490 total

includes taxes & fees

13 Oct - 14 Oct

A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

6. Residenza d'Epoca San Martino 29

Siena City Centre

Cara

Rp2.258.064 total

includes taxes & fees

20 Oct - 21 Oct

A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

7. B&B Le Aquile

Siena City Centre

Lope

Rp2.380.189 total

includes taxes & fees

19 Oct - 20 Oct

A courtyard with outdoor seating, a large planter, and a building in the background.

8. Relais La Corte Dei Cavalieri

Siena City Centre

Ranmal

Rp1.553.566 total

includes taxes & fees

6 Oct - 7 Oct

A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

9. Residenza d'Epoca Le Aquile

Siena City Centre

Scott

Rp4.022.400 total

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a bed, bedside table, lamp, and a desk with a chair.

10. Duccio Nacci Rooms - guest house

San Gimignano City Centre

Tessa

Rp2.719.244 total

includes taxes & fees

12 Oct - 13 Oct

11. AmiRooms Affittacamere

Siena City Centre

"We received great instructions from Amina on how to access the room which were easy to follow. If arriving in the day, the ground floor is where a lovely flower shop is, then up a lift. There are then 9 easy steps down to where the room is located. This was our 4th stop on our trip and by far the best room. Although in the centre of everything, the room is super quiet, modern, with a lovely-sized bathroom & powerful shower and great WiFi. We would highly recommend and will definitely return...

Michelle

Rp2.129.249 total

includes taxes & fees

1 Nov - 2 Nov

A stone-walled courtyard with a fire pit, potted plants, and a staircase leading to an upper level.

12. L'Antico Borgo di Torri

Sovicille

Anonymous traveller

Rp1.645.490 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a nightstand, a dresser, a shower, and a large window.

13. Il Sogno di Annalisa

Volterra

Jason

Rp1.531.746 total

includes taxes & fees

7 Oct - 8 Oct

A dining area with a round table, wooden chairs, and hanging light fixtures.

14. podere la strega

Siena

Jenny

Rp3.365.517 total

includes taxes & fees

4 Oct - 5 Oct

A two-story building with a patio area featuring outdoor seating and potted plants.

15. Homelink Poggibonsi

Barberino Val d'Elsa

Avinash

Rp899.008 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

16. Villa Sant Andrea

Siena

Sasha

Rp2.516.543 total

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a large bed, two bedside tables, a hanging light fixture, and a green door.

17. alla scala 1746

Siena City Centre

Christie

Rp3.613.671 total

includes taxes & fees

5 Oct - 6 Oct

A traditional brick building with a large wooden door, a small window with a grid pattern, and a potted plant on the ground.

18. Palazzo Patrizi Suite & Spa

Siena City Centre

Laurent

Rp6.166.726 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor dining area with a table set for two, surrounded by terracotta pots and a view of a hillside.

19. Locanda Etrusca

Bibbona

Michael

Rp2.256.518 total

includes taxes & fees

3 Oct - 4 Oct

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Top Casole d'Elsa Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."

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 Casole d'Elsa

Casole d'Elsa Guest Houses information

Number of reviews	911
Accommodation	41 Guest Houses
Lowest Price	Rp899.008
Highest Price	Rp6.166.726

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa guest houses

1. La Casa di Ines

2. Dievole Wine Resort

3. Residenza d'Epoca Palazzo Buonaccorsi

4. Blossoms of Siena

5. Villa Montarioso

6. Residenza d'Epoca San Martino 29

7. B&B Le Aquile

8. Relais La Corte Dei Cavalieri

9. Residenza d'Epoca Le Aquile

10. Duccio Nacci Rooms - guest house

11. AmiRooms Affittacamere

12. L'Antico Borgo di Torri

13. Il Sogno di Annalisa

14. podere la strega

15. Homelink Poggibonsi

16. Villa Sant Andrea

17. alla scala 1746

18. Palazzo Patrizi Suite & Spa

19. Locanda Etrusca

Top Casole d'Elsa Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

Poderi Arcangelo

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Castelfalfi

Hotel Athena

Hotel Casolare Le Terre Rosse

La Certosa di Pontignano

Find out more about Casole d'Elsa

Casole d'Elsa Guest Houses information

Explore a world of travel with Expedia

Search Guest Houses in Casole d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa guest houses

1. La Casa di Ines

2. Dievole Wine Resort

3. Residenza d'Epoca Palazzo Buonaccorsi

4. Blossoms of Siena

5. Villa Montarioso

6. Residenza d'Epoca San Martino 29

7. B&B Le Aquile

8. Relais La Corte Dei Cavalieri

9. Residenza d'Epoca Le Aquile

10. Duccio Nacci Rooms - guest house

11. AmiRooms Affittacamere

12. L'Antico Borgo di Torri

13. Il Sogno di Annalisa

14. podere la strega

15. Homelink Poggibonsi

16. Villa Sant Andrea

17. alla scala 1746

18. Palazzo Patrizi Suite & Spa

19. Locanda Etrusca

Top Casole d'Elsa Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Casole d'Elsa

Casole d'Elsa Guest Houses information

Explore a world of travel with Expedia