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

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chianti Region condo rentals

A modern hotel room with a large bed, a desk, and a chair. There is a mirror on the wall and a ceiling light fixture.

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

AC, Washer+Dryer, WiFi - Elegant Apartment In The Noblest District of Florence,
Historic Centre of Florence
9.6 out of 10, Exceptional, (25 reviews)
"We had a spectacular stay in Florence. The host was accommodating and timely. The apartment was very well located near the academia and the Duomo."
United States
Kim P.
The price is ￥26,730
￥61,441 total
includes taxes & fees
Aug 27 - Aug 28
AC, Washer+Dryer, WiFi - Elegant Apartment In The Noblest District of Florence,
A bedroom with a large bed, a nightstand, a wooden cabinet, a window with a view, and a painting on the wall.

2. Annettas house

Annettas house
Historic Centre of Florence
The price is ￥12,015
￥17,485 total
includes taxes & fees
Aug 23 - Aug 24
Annettas house
A green double door with ornate handles, a metal grille above, and a plaque on the wall to the right.

3. Superior Sant'Ambrogio Room with Private Bath

Superior Sant'Ambrogio Room with Private Bath
Historic Centre of Florence
The price is ￥13,372
￥19,315 total
includes taxes & fees
Aug 23 - Aug 24
Superior Sant'Ambrogio Room with Private Bath
A modern bedroom with a large bed, a bedside table, and a chair.

4. Tiny Private Room Steps from the Duomo

Tiny Private Room Steps from the Duomo
Historic Centre of Florence
The price is ￥15,415
￥17,644 total
includes taxes & fees
Aug 23 - Aug 24
Tiny Private Room Steps from the Duomo
A room with a dining area, a window with a view of a building and tree, and a potted plant.

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

Avelli Bright Apt with View of S. Maria Novella
Historic Centre of Florence
The price is ￥23,030
￥39,188 total
includes taxes & fees
Aug 28 - Aug 29
Avelli Bright Apt with View of S. Maria Novella
A dining area with a wooden table, chairs, and breakfast items.

6. Lamberti Stunning Rooftop 150mt from the Duomo

Lamberti Stunning Rooftop 150mt from the Duomo
Historic Centre of Florence
The price is ￥44,016
￥60,174 total
includes taxes & fees
Sep 19 - Sep 20
Lamberti Stunning Rooftop 150mt from the Duomo
A bed with a floral pillow, a lamp with a textured base, and a chair with a patterned cushion.

7. SUITE CLARICE & LUCREZIA Le 5 Lampade Florence

SUITE CLARICE & LUCREZIA Le 5 Lampade Florence
Historic Centre of Florence
The price is ￥63,889
￥72,989 total
includes taxes & fees
Aug 24 - Aug 25
SUITE CLARICE & LUCREZIA Le 5 Lampade Florence
A balcony with two chairs, a table, and two empty wine glasses. A water bottle and a potted plant are on the table. A view of a dome-shaped building is visible through the window.

8. [Exclusive Penthouse Terrace] Duomo + Uffizi View

[Exclusive Penthouse Terrace] Duomo + Uffizi View
Historic Centre of Florence
The price is ￥217,295
￥272,641 total
includes taxes & fees
Aug 27 - Aug 28
[Exclusive Penthouse Terrace] Duomo + Uffizi View
A cozy seating area with a stone fireplace, a cushioned sofa, and a small table with a plant.

9. King Suite - Michelangelo

King Suite - Michelangelo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (2 reviews)
"The property is in a perfect location for exploring the city. The accommodation was clean and comfortable. The host was extremely helpful in identifying parking, restaurants and sights. We would definitely recommend this property. To be noted: there is no elevator and while this apartment was on the first floor, others may face a climb. "
United States
Christine G.
The price is ￥105,806
￥135,506 total
includes taxes & fees
Sep 20 - Sep 21
King Suite - Michelangelo
A room with a wooden ceiling, a sofa, a table, and a view of a cityscape through large windows.

10. Oriuolo 5

Oriuolo 5
Historic Centre of Florence
Oriuolo 5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"We had mixed feelings about our stay. The property and vineyard are beautiful, with fantastic Tuscan views. Our villa was spacious and private, the AC worked extremely well, and the semi-private pool was great with a small child. We booked through Expedia expecting more of a hotel/resort experience, but the villas operate as self-catering rentals. There was no daily housekeeping, fresh towels/linens, or replenishment of basics. We received three coffee pods and were directed to nearby grocery stores for additional provisions, so plan to stock up after arrival. We were surprised that villa guests could not use the main castle pool and were largely separate from the hotel areas. The four villas are in their own chain-link-fenced compound, which felt secluded from the otherwise beautiful property. Cleanliness could have been better: we found quite a bit of hair on arrival, and the shower flooded the bathroom with each use. We chose not to raise this during our stay. The pool itself is gorgeous, but the surrounding area felt unfinished, with loungers on gravel or long grass/weeds, few tables, and limited shade when multiple families were there. Overall, the villa has a lot going for it. Just arrive expecting a self-catering villa rather than the services and amenities of the hotel."
Justin 4-night trip
Posted 9 hours ago
Castello Vicchiomaggio

Find out more about Chianti Region

Chianti Region Condo Rentals information

Number of reviews
2
Accommodation
1 Condo Rentals
Lowest Price
￥17,485
Highest Price
￥272,641