Chianti Region Condos ￥17,880

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

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Our top choices for Chianti Region condo rentals

2 bedrooms, in-room safe, desk, iron/ironing board

1. AC, Washer+Dryer, WiFi - Elegant Apartment In The Noblest District of Florence,

Historic Centre of Florence

Kim P.

￥61,014 total

includes taxes & fees

Aug 17 - Aug 18

Double or Twin Room, City View | WiFi (free)

2. Annettas house

Historic Centre of Florence

￥18,255 total

includes taxes & fees

Aug 30 - Aug 31

3. Superior Sant'Ambrogio Room with Private Bath

Historic Centre of Florence

￥19,171 total

includes taxes & fees

Aug 18 - Aug 19

4. Tiny Private Room Steps from the Duomo

Historic Centre of Florence

￥17,880 total

includes taxes & fees

Aug 22 - Aug 23

5. Avelli Bright Apt with View of S. Maria Novella

Historic Centre of Florence

￥38,894 total

includes taxes & fees

Aug 28 - Aug 29

6. Lamberti Stunning Rooftop 150mt from the Duomo

Historic Centre of Florence

￥40,369 total

includes taxes & fees

Aug 20 - Aug 21

2 bedrooms, in-room safe, WiFi (free), bed sheets

7. SUITE CLARICE & LUCREZIA Le 5 Lampade Florence

Historic Centre of Florence

￥72,443 total

includes taxes & fees

Aug 24 - Aug 25

8. [Exclusive Penthouse Terrace] Duomo + Uffizi View

Historic Centre of Florence

￥258,068 total

includes taxes & fees

Aug 21 - Aug 22

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Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

10/10 Excellent

"Staff were great and helpful to understand the area. They also booked activities for us"

Villa Casagrande Resort & SPA

10/10 Excellent

"What a wonderful 3 night break at Villa Casagrande! My wife and I had a beautiful stay in this historic villa. There’s a little steep walk up to the pool and restaurant next to it which were perfect and where we spent most of our time relaxing and sunbathing with the view of the trees and the Tuscan mountains. The staff were incredible, so kind, quick to help and made our stay even more pleasant. We both had lovely massages and relaxed in the spa area and one evening did the historic tour and wine tasting which was exceptional. The guides and sommeliers were so knowledgeable and so lovely and the organic Chianti wines they produce are an absolute must to taste and buy. The hotel’s main restaurant was the best in Filigne (the local town) and the food was incredible. One of the nights we had a live musician who was fantastic. We had dinner twice there; mushroom tagliatelle, the lamb, the wild boar gnocchi and paccheri carbonara were to die for! It’s only 50 mins on the train to Florence which is one of our favourite cities to explore in one day and we picked this place especially because it’s only a 12 minute walk from the Filigne Valdarno station and avoids the need to hire a car. We went for the comfort room which was spacious and clean and the air con was great and important for us it had a powerful shower. We truly had a wonderful time and absolutely cannot wait to go back next year! Grazie Villa Casagrande!"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"

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Chianti Region Condo Rentals information

Number of reviews	26
Accommodation	1 Condo Rentals
Lowest Price	￥17,880
Highest Price	￥258,068

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region condo rentals

1. AC, Washer+Dryer, WiFi - Elegant Apartment In The Noblest District of Florence,

2. Annettas house

3. Superior Sant'Ambrogio Room with Private Bath

4. Tiny Private Room Steps from the Duomo

5. Avelli Bright Apt with View of S. Maria Novella

6. Lamberti Stunning Rooftop 150mt from the Duomo

7. SUITE CLARICE & LUCREZIA Le 5 Lampade Florence

8. [Exclusive Penthouse Terrace] Duomo + Uffizi View

9. King Suite - Michelangelo

10. Oriuolo 5

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa Casagrande Resort & SPA

Villa San Filippo

Belvedere di San Leonino

Salvadonica - Borgo del Chianti

Hu Norcenni Girasole Village

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Castello di Spaltenna- Small Luxury Hotels of the World

Fattoria di Vegi

Find out more about Chianti Region

Chianti Region Condo Rentals information

Explore a world of travel with Expedia

Search Condos in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region condo rentals

1. AC, Washer+Dryer, WiFi - Elegant Apartment In The Noblest District of Florence,

2. Annettas house

3. Superior Sant'Ambrogio Room with Private Bath

4. Tiny Private Room Steps from the Duomo

5. Avelli Bright Apt with View of S. Maria Novella

6. Lamberti Stunning Rooftop 150mt from the Duomo

7. SUITE CLARICE & LUCREZIA Le 5 Lampade Florence

8. [Exclusive Penthouse Terrace] Duomo + Uffizi View

9. King Suite - Michelangelo

10. Oriuolo 5

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Find out more about Chianti Region

Chianti Region Condo Rentals information

Explore a world of travel with Expedia