Top Residences 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
Sign in to save 10% or more on thousands of hotels
Sign in
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

Our top choices for Chianti Region residences

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

1. Relais Villa Olmo

Impruneta

Rupert

₹18,232 total

includes taxes & fees

5 Oct - 6 Oct

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

2. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

₹8,006 total

includes taxes & fees

15 Oct - 16 Oct

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

₹13,283 total

includes taxes & fees

23 Sept - 24 Sept

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

₹16,394 total

includes taxes & fees

16 Oct - 17 Oct

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

5. Riserva di Fizzano Residence

Castellina in Chianti

Janet

₹25,653 total

includes taxes & fees

23 Sept - 24 Sept

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

Mona

₹16,674 total

includes taxes & fees

28 Sept - 29 Sept

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

7. Residence Il Connubio

Impruneta

Damian

₹9,529 total

includes taxes & fees

1 Oct - 2 Oct

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

8. 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

₹26,537 total

includes taxes & fees

18 Sept - 19 Sept

A swimming pool with lounge chairs and a flag.

9. Fattoria il Milione Agriturismo

Florence

Donnie

₹11,732 total

includes taxes & fees

27 Sept - 28 Sept

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

10. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

₹20,692 total

includes taxes & fees

5 Oct - 6 Oct

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

11. Abbadia Sicille Relais

Trequanda

Robert

₹14,904 total

includes taxes & fees

12 Oct - 13 Oct

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

12. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

₹23,474 total

includes taxes & fees

30 Sept - 1 Oct

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

13. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

₹29,384 total

includes taxes & fees

29 Sept - 30 Sept

14. La Torre Del Cestello

Historic Centre of Florence

IVAN

₹26,740 total

includes taxes & fees

20 Sept - 21 Sept

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

15. Bosco della Spina

Murlo

Lizl

₹10,742 total

includes taxes & fees

15 Oct - 16 Oct

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

16. Guild Living Siena Senior Resort & Residence

Scacciapensieri

tomaz

₹14,906 total

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

17. Podere Vesta

Asciano

Katerine

₹17,874 total

includes taxes & fees

17 Sept - 18 Sept

A stone building with outdoor seating and a view of the countryside.

18. Antico Borgo Poggiarello

Monteriggioni

James Bakley

₹17,791 total

includes taxes & fees

12 Oct - 13 Oct

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

19. Borgo Il Poggiaccio

Sovicille

Louie

₹13,516 total

includes taxes & fees

12 Oct - 13 Oct

20. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

₹13,798 total

includes taxes & fees

29 Sept - 30 Sept

View all properties

Find holiday rentals that suit your style

Aparthotels

Villas

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

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."

Fattoria di Vegi

10/10 Excellent

"This place is a little piece of heaven on earth. If you are looking for peace, tranquility, beautiful surroundings, luxurious rooms, friendly hand helpful staff, this is the place for you. We have stayed in many luxurious places, but this hotel we both thought was the best we have ever experienced. It had a homely feel, you felt part of the family. In each block there was a lounge, so it felt like a home. And an honesty box for the bar and drinks at the pool, again making it feel like a home where you help yourself. The food in the restaurant was delicious, the wine tasting tour was really good with Ingrid who was lovely, I honestly can’t rate this place highly enough. If you wish for a few days of luxury and tranquility, make a booking, you won’t regret it."

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Find out more about Chianti Region

Chianti Region Residences information

Number of reviews	1,937
Accommodation	12 Residences
Lowest Price	₹8,006
Highest Price	₹29,384

Explore a world of travel with Expedia

Book Residences in Chianti Region on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region residences

1. Relais Villa Olmo

2. Chianti Village Morrocco

3. Villa San Filippo

4. Palazzo Pacini

5. Riserva di Fizzano Residence

6. Relais Villa Belpoggio - Residenza d'Epoca

7. Residence Il Connubio

8. Rocca Palazzaccio

9. Fattoria il Milione Agriturismo

10. La Terrazza Sul Campo Rooming House

11. Abbadia Sicille Relais

12. Il Battistero Siena - Residenza d'Epoca

13. Residenza d'Epoca Palazzo Borghesi

14. La Torre Del Cestello

15. Bosco della Spina

16. Guild Living Siena Senior Resort & Residence

17. Podere Vesta

18. Antico Borgo Poggiarello

19. Borgo Il Poggiaccio

20. Residence Borgo San Lorenzo a Linari

Find holiday rentals that suit your style

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

hu Firenze Certosa camping in town

Fattoria di Vegi

Relais Vignale & Spa

Castello Vicchiomaggio

COMO Castello Del Nero

Salvadonica - Borgo del Chianti

Borgo Vescine

Villa Le Barone

Find out more about Chianti Region

Chianti Region Residences information

Explore a world of travel with Expedia

Search Residences in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region residences

1. Relais Villa Olmo

2. Chianti Village Morrocco

3. Villa San Filippo

4. Palazzo Pacini

5. Riserva di Fizzano Residence

6. Relais Villa Belpoggio - Residenza d'Epoca

7. Residence Il Connubio

8. Rocca Palazzaccio

9. Fattoria il Milione Agriturismo

10. La Terrazza Sul Campo Rooming House

11. Abbadia Sicille Relais

12. Il Battistero Siena - Residenza d'Epoca

13. Residenza d'Epoca Palazzo Borghesi

14. La Torre Del Cestello

15. Bosco della Spina

16. Guild Living Siena Senior Resort & Residence

17. Podere Vesta

18. Antico Borgo Poggiarello

19. Borgo Il Poggiaccio

20. Residence Borgo San Lorenzo a Linari

Find holiday rentals that suit your style

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Chianti Region

Chianti Region Residences information

Explore a world of travel with Expedia