Chianti Region Residences from CA $108

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 residences

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

1. Relais Villa Olmo - Place of Charme

Impruneta

Michael

CA $169 total

includes taxes & fees

Nov 13 - Nov 14

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

2. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

CA $134 total

includes taxes & fees

Oct 29 - Oct 30

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

3. Villa San Filippo

Barberino Val d'Elsa

Nadia

CA $139 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

4. Palazzo Pacini

Colle di Val d'Elsa

John

CA $233 total

includes taxes & fees

Oct 30 - Oct 31

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

5. Residence Il Connubio

Impruneta

Damian

CA $126 total

includes taxes & fees

Nov 2 - Nov 3

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

6. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Kristina

CA $217 total

includes taxes & fees

Nov 2 - Nov 3

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

7. 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

CA $310 total

includes taxes & fees

Oct 25 - Oct 26

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

8. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

CA $178 total

includes taxes & fees

Nov 9 - Nov 10

A table set with breakfast items on a balcony overlooking a historic town.

9. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

CA $223 total

includes taxes & fees

Nov 3 - Nov 4

10. La Torre Del Cestello

Historic Centre of Florence

Nina

CA $152 total

includes taxes & fees

Nov 8 - Nov 9

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

11. Palazzo Graziani

Historic Centre of Florence

yekta

CA $211 total

includes taxes & fees

Nov 15 - Nov 16

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

12. La Casa del Garbo - Luxury Rooms & Suite

Historic Centre of Florence

Thomas

CA $221 total

includes taxes & fees

Nov 11 - Nov 12

A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

13. Palazzo Mannaioni Suites

Historic Centre of Florence

Heather

CA $206 total

includes taxes & fees

Nov 9 - Nov 10

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

14. 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

CA $182 total

includes taxes & fees

Nov 5 - Nov 6

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.

15. Serristori Palace Residence

Historic Centre of Florence

Christina

CA $194 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and a flag.

16. Fattoria il Milione Agriturismo

Florence

Bond

CA $115 total

includes taxes & fees

Nov 3 - Nov 4

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

17. The Florence Hills Resort & Wellness

Pelago

Linda

CA $108 total

includes taxes & fees

Nov 4 - Nov 5

A hotel entrance with a checkered floor, potted plants, and a sign reading "CORTE GUELFA".

18. Corte Guelfa

Historic Centre of Florence

Holly

CA $188 total

includes taxes & fees

Nov 9 - Nov 10

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

19. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

CA $204 total

includes taxes & fees

Nov 2 - Nov 3

A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

20. Tornabuoni Suites Collection

Historic Centre of Florence

HYEUNJOO

CA $279 total

includes taxes & fees

Nov 9 - Nov 10

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Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

8/10 Good

"Wine area not open"

Hotel Villa Cesi

10/10 Excellent

"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Find out more about Chianti Region

Chianti Region Residences information

Number of reviews	4,483
Accommodation	12 Residences
Lowest Price	CA $108
Highest Price	CA $310

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Check prices for these dates

Our top choices for Chianti Region residences

1. Relais Villa Olmo - Place of Charme

2. Chianti Village Morrocco

3. Villa San Filippo

4. Palazzo Pacini

5. Residence Il Connubio

6. Relais Villa Belpoggio - Residenza d'Epoca

7. Rocca Palazzaccio

8. Il Battistero Siena - Residenza d'Epoca

9. Residenza d'Epoca Palazzo Borghesi

10. La Torre Del Cestello

11. Palazzo Graziani

12. La Casa del Garbo - Luxury Rooms & Suite

13. Palazzo Mannaioni Suites

14. Guild Living Siena Senior Resort & Residence

15. Serristori Palace Residence

16. Fattoria il Milione Agriturismo

17. The Florence Hills Resort & Wellness

18. Corte Guelfa

19. La Terrazza Sul Campo Rooming House

20. Tornabuoni Suites Collection

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

Hotel Villa Cesi

Salvadonica - Borgo del Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Vescine

Villa Le Barone

Hu Norcenni Girasole Village

COMO Castello Del Nero

Chianti Village Morrocco

Find out more about Chianti Region

Chianti Region Residences information

Explore a world of travel with Expedia

Search Residences in Chianti Region from CA $108

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region residences

1. Relais Villa Olmo - Place of Charme

2. Chianti Village Morrocco

3. Villa San Filippo

4. Palazzo Pacini

5. Residence Il Connubio

6. Relais Villa Belpoggio - Residenza d'Epoca

7. Rocca Palazzaccio

8. Il Battistero Siena - Residenza d'Epoca

9. Residenza d'Epoca Palazzo Borghesi

10. La Torre Del Cestello

11. Palazzo Graziani

12. La Casa del Garbo - Luxury Rooms & Suite

13. Palazzo Mannaioni Suites

14. Guild Living Siena Senior Resort & Residence

15. Serristori Palace Residence

16. Fattoria il Milione Agriturismo

17. The Florence Hills Resort & Wellness

18. Corte Guelfa

19. La Terrazza Sul Campo Rooming House

20. Tornabuoni Suites Collection

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa Casagrande Resort & SPA

Find out more about Chianti Region

Chianti Region Residences information

Explore a world of travel with Expedia