Top Residences in Chianti Region in 2026

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Our top choices for Chianti Region residences

A villa with multiple bedrooms, a swimming pool, and a garden.

1. Relais Villa Olmo - Place of Charme

Impruneta

Michael

Rp1.846.588 total

includes taxes & fees

29 Nov - 30 Nov

A dining area with tables set for meals, a chandelier, and a view of the outdoors.

2. Palazzo Pacini

Colle di Val d'Elsa

John

Rp2.349.230 total

includes taxes & fees

12 Dec - 13 Dec

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

3. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

Rp1.287.986 total

includes taxes & fees

13 Nov - 14 Nov

A swimming pool with a stone fountain, surrounded by a grassy area and trees.

4. Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

Lauren

Rp3.595.064 total

includes taxes & fees

15 Nov - 16 Nov

A rustic room with a stone wall, wooden furniture, and a breakfast buffet.

5. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Kristina

Rp3.200.734 total

includes taxes & fees

13 Nov - 14 Nov

A balcony with a table and chairs, a railing, and a view of a town and hills.

6. Residence Il Connubio

Impruneta

Damian

Rp1.556.837 total

includes taxes & fees

14 Nov - 15 Nov

A table set with breakfast items, including eggs, pastries, and fruit, overlooking a historic town with a prominent church tower.

7. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

Rp3.099.984 total

includes taxes & fees

26 Nov - 27 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

Anthony

Rp2.482.263 total

includes taxes & fees

13 Nov - 14 Nov

A hotel room with a large bed, a sofa, a dining table, and a chandelier.

9. Tornabuoni Suites Collection

Historic Centre of Florence

Bethany

Rp3.227.115 total

includes taxes & fees

13 Dec - 14 Dec

A swimming pool with clear blue water, surrounded by tall trees and a stone patio with lounge chairs.

10. Fattoria il Milione Agriturismo

Florence

Bond

Rp1.445.767 total

includes taxes & fees

13 Nov - 14 Nov

A historic building with a tower, a courtyard, and a well-lit entrance.

11. Abbadia Sicille Relais

Trequanda

Robert

Rp1.346.680 total

includes taxes & fees

26 Nov - 27 Nov

An aerial view of a swimming pool surrounded by a curved pathway and lush greenery.

12. Lebbiano Residence Bio Resort

Scandicci

R.D

Rp3.409.379 total

includes taxes & fees

9 Dec - 10 Dec

A terrace with outdoor seating, a view of the city, and a clock tower in the background.

13. Palazzo Alfieri Residenza d’epoca - Place of Charme

Historic Centre of Florence

robert

Rp3.319.491 total

includes taxes & fees

8 Dec - 9 Dec

A wooden door with a sign, a large potted plant, and a view of a historic building.

14. La Casa del Garbo - Luxury Rooms & Suite

Historic Centre of Florence

Thomas

Rp2.701.204 total

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

15. The Florence Hills Resort & Wellness

Pelago

Linda

Rp1.391.370 total

includes taxes & fees

30 Nov - 1 Dec

A terrace with a table set for dining, overlooking a cityscape with historic buildings and a prominent dome.

16. Palazzo Graziani

Historic Centre of Florence

Mark

Rp2.259.372 total

includes taxes & fees

15 Nov - 16 Nov

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

17. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

Rp2.008.090 total

includes taxes & fees

24 Nov - 25 Nov

A conference room with a long table, blue chairs, a stone wall, and a large white ceiling light.

18. Palazzo Mannaioni Suites

Historic Centre of Florence

Heather

Rp2.624.877 total

includes taxes & fees

15 Nov - 16 Nov

An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

19. Serristori Palace Residence

Historic Centre of Florence

Christina

Rp2.349.298 total

includes taxes & fees

30 Nov - 1 Dec

20. La Torre Del Cestello

Historic Centre of Florence

Cathrina

Rp1.810.236 total

includes taxes & fees

17 Nov - 18 Nov

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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Terraced vineyards on a hillside, a small village, and rolling green hills.

Top reviews in Chianti Region

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Mona

A table set with croissants, coffee cups, and a vase with flowers on a balcony overlooking a cityscape.

Antica Torre di Via Tornabuoni 1

Historic Centre of Florence

10/10 Excellent

Paul

A spacious living area with a green sofa, leather chairs, a wooden coffee table, and a bar with bottles.

Palazzo Vecchietti

Historic Centre of Florence

10/10 Excellent

Giuliano

Relais Villa Olmo - Place of Charme

Impruneta

10/10 Excellent

MARTIN

Palazzo Pacini

Colle di Val d'Elsa

10/10 Excellent

C

Residenza d'Epoca Palazzo Borghesi

Siena City Centre

10/10 Excellent

Adam

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

10/10 Excellent

John

Serristori Palace Residence

Historic Centre of Florence

10/10 Excellent

This was a great base for a few days in Florence. It's a 10-15 minutes walk to the old centre along the river, it was nice to be a little away from the hustle and bustle but close enough to everything, and the walk there and back was always a pleasure. We walked everywhere but the bus stop from and to the station is in front so super convenient when needed. There is a supermarket less than 10 mins away on the other side of the river. The kitchen is basic but had what we needed for breakfast...

Yuki

A spacious hotel lobby with a high ceiling, ornate chandeliers, and a seating area with multiple tables and chairs.

Leone Blu Suites | UNA Esperienze

Historic Centre of Florence

10/10 Excellent

Amena

A living room with a sofa, chairs, a table, and a TV. The room has a tiled floor and a fireplace.

Numa Florence Palazzo Belfiore

Historic Centre of Florence

10/10 Excellent

We had a wonderful time at Palazzo Belfiore, my husband and I stayed in the beautiful Clarice flat with our 2 little girls. The girls loved the secret room upstairs with their personal bathroom and we loved the atmosphere and Renaissance character of the place that made it a truly florentine experience. Federico runs the place very well and was very helpful in giving us info and tips about what to do and where to go. Location is excellent, in the quirky district of Florence just on the other...

Giorgia

La Casa del Garbo - Luxury Rooms & Suite

Historic Centre of Florence

10/10 Excellent

ian

A banquet hall with round tables set for a formal event, featuring a stone fireplace and large windows.

Castello di Gargonza

Monte San Savino

10/10 Excellent

ANGELA

A buffet setup with various food items and condiments, set against a geometric patterned backdrop.

I Vivai

Montemurlo

10/10 Excellent

A lovely new & modern hotel. The rooms were exceptionally clean and the service from all staff was great. The pool area is spacious & comfortable and will be even better once the final bits of construction are finished and the pool bar is open. We dined in the restaurant each night and enjoyed the varied menu & excellent wine selection. Breakfast is also good with plenty of buffet & a la carte options. My family thoroughly enjoyed a very relaxing time here and would recommend.

Katie

Search Residences in Chianti Region

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Chianti Region residences

1. Relais Villa Olmo - Place of Charme

2. Palazzo Pacini

3. Chianti Village Morrocco

4. Rocca Palazzaccio

5. Relais Villa Belpoggio - Residenza d'Epoca

6. Residence Il Connubio

7. Residenza d'Epoca Palazzo Borghesi

8. Il Battistero Siena - Residenza d'Epoca

9. Tornabuoni Suites Collection

10. Fattoria il Milione Agriturismo

11. Abbadia Sicille Relais

12. Lebbiano Residence Bio Resort

13. Palazzo Alfieri Residenza d’epoca - Place of Charme

14. La Casa del Garbo - Luxury Rooms & Suite

15. The Florence Hills Resort & Wellness

16. Palazzo Graziani

17. Guild Living Siena Senior Resort & Residence

18. Palazzo Mannaioni Suites

19. Serristori Palace Residence

20. La Torre Del Cestello

Learn more about Chianti Region

Top reviews in Chianti Region

Relais Villa Belpoggio - Residenza d'Epoca

10/10 Excellent