Best Condominium Hotel in Chianti Region in 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

No exact matches found, but these alternatives could be just right

Recommended hotels in Chianti Region

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

1. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

includes taxes & fees

18 Oct - 19 Oct

An outdoor dining area with a pool, potted plants, and umbrellas.

2. Relais Vignale & Spa

Radda in Chianti

Ali

includes taxes & fees

18 Oct - 19 Oct

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

3. Agriturismo San Sano

Gaiole in Chianti

Glen

includes taxes & fees

18 Oct - 19 Oct

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

4. Hotel Villa Campomaggio

Radda in Chianti

Krishna

includes taxes & fees

20 Oct - 21 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

5. La Certosa di Pontignano

Castelnuovo Berardenga

Roberto

includes taxes & fees

16 Oct - 17 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

6. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Samantha

includes taxes & fees

22 Oct - 23 Oct

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

7. Castello di Tornano Wine Resort

Gaiole in Chianti

"A truly wonderful and memorable stay at Castello di Tornaro in Tuscany. The setting is absolutely beautiful, with charming rooms and beautiful local products throughout the property. The staff were incredibly warm, welcoming and attentive, making us feel genuinely well taken care of. We especially enjoyed the intimate and personal wine tasting — a lovely experience that made our stay even more special. Both dinner and breakfast were of an excellent standard, with great quality and attention to...

Sanja

includes taxes & fees

19 Oct - 20 Oct

A pool with a view of a lush valley and distant buildings.

8. Castello Vicchiomaggio

Greve in Chianti

Maryse

includes taxes & fees

27 Sept - 28 Sept

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

9. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

includes taxes & fees

21 Oct - 22 Oct

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

10. Villa Barberino

Meleto

Claire

includes taxes & fees

15 Oct - 16 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

11. Belvedere di San Leonino

Castellina in Chianti

Els

includes taxes & fees

23 Sept - 24 Sept

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

12. Villa Sabolini

Colle di Val d'Elsa

Andrew

includes taxes & fees

19 Oct - 20 Oct

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

13. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

includes taxes & fees

18 Oct - 19 Oct

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

14. Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Juan Antonio

includes taxes & fees

23 Oct - 24 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

15. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

16. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

includes taxes & fees

15 Oct - 16 Oct

A couple dining at an outdoor table with a view of the countryside.

17. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

includes taxes & fees

21 Oct - 22 Oct

An outdoor dining area with multiple tables and umbrellas, surrounded by greenery and hills in the background.

18. Palagina la cascina

Figline e Incisa Valdarno

Emma

includes taxes & fees

5 Oct - 6 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

19. Hotel Borgo San Luigi

Monteriggioni

Raman

includes taxes & fees

21 Oct - 22 Oct

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

20. Hotel Villa San Giorgio

Poggibonsi

Arik

includes taxes & fees

14 Oct - 15 Oct

View all properties

Find holiday rentals that suit your style

Villas

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

10/10 Excellent

"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."

Castello Vicchiomaggio

10/10 Excellent

"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."

Fattoria di Vegi

10/10 Excellent

"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."

Find out more about Chianti Region

Chianti Region Condo Resorts information

Number of reviews	4,462
Accommodation	0 Condo Resorts
Lowest Price	£43
Highest Price	£232

Explore a world of travel with Expedia

Chianti Region Holiday Rentals

Book Condo Resorts in Chianti Region on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Chianti Region

1. Borgo di Pietrafitta Relais

2. Relais Vignale & Spa

3. Agriturismo San Sano

4. Hotel Villa Campomaggio

5. La Certosa di Pontignano

6. Ultimo Mulino Wellness Country Hotel

7. Castello di Tornano Wine Resort

8. Castello Vicchiomaggio

9. Villa Casagrande Resort & SPA

10. Villa Barberino

11. Belvedere di San Leonino

12. Villa Sabolini

13. Hotel Colle Etrusco Salivolpi

14. Villa I Barronci Resort & Spa

15. Castello di Fonterutoli Wine Resort

16. Chapter Chianti, a Member of Design Hotels

17. Palazzo Leopoldo Dimora Storica & Spa

18. Palagina la cascina

19. Hotel Borgo San Luigi

20. Hotel Villa San Giorgio

Find holiday rentals that suit your style

Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

Salvadonica - Borgo del Chianti

Relais Vignale & Spa

Park Hotel Chianti

Castello Vicchiomaggio

Palagina la Dimora

Fattoria di Vegi

Castello di Spaltenna- Small Luxury Hotels of the World

hu Firenze Certosa camping in town

Find out more about Chianti Region

Chianti Region Condo Resorts information

Explore a world of travel with Expedia

Search Condominium Resorts in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Chianti Region

1. Borgo di Pietrafitta Relais

2. Relais Vignale & Spa

3. Agriturismo San Sano

4. Hotel Villa Campomaggio

5. La Certosa di Pontignano

6. Ultimo Mulino Wellness Country Hotel

7. Castello di Tornano Wine Resort

8. Castello Vicchiomaggio

9. Villa Casagrande Resort & SPA

10. Villa Barberino

11. Belvedere di San Leonino

12. Villa Sabolini

13. Hotel Colle Etrusco Salivolpi

14. Villa I Barronci Resort & Spa

15. Castello di Fonterutoli Wine Resort

16. Chapter Chianti, a Member of Design Hotels

17. Palazzo Leopoldo Dimora Storica & Spa

18. Palagina la cascina

19. Hotel Borgo San Luigi

20. Hotel Villa San Giorgio

Find holiday rentals that suit your style

Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

Find out more about Chianti Region

Chianti Region Condo Resorts information

Explore a world of travel with Expedia