A stone building with a clock tower, steps leading up to it, and people walking around.

Search Residences in Castellina in Chianti from CA $126

  • 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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Castellina in Chianti residences

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

1. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is CA $112
CA $126 total
includes taxes & fees
Oct 22 - Oct 23
Chianti Village Morrocco
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is CA $118
CA $140 total
includes taxes & fees
Oct 28 - Oct 29
Villa San Filippo
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is CA $211
CA $235 total
includes taxes & fees
Oct 27 - Oct 28
Palazzo Pacini
A table set with breakfast items on a balcony overlooking a historic town.

4. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (133 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is CA $198
CA $225 total
includes taxes & fees
Nov 10 - Nov 11
Residenza d'Epoca Palazzo Borghesi
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

5. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (272 reviews)
"Very friendly and clean."
United States
Mohamed
The price is CA $147
CA $166 total
includes taxes & fees
Nov 7 - Nov 8
Relais Villa Olmo - Place of Charme
A stone building with outdoor seating and a view of the countryside.

6. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is CA $227
CA $255 total
includes taxes & fees
Oct 27 - Oct 28
Antico Borgo Poggiarello
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

7. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is CA $143
CA $164 total
includes taxes & fees
Nov 15 - Nov 16
Il Battistero Siena - Residenza d'Epoca
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

8. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (59 reviews)
"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."
United States
Heidi
The price is CA $175
CA $199 total
includes taxes & fees
Nov 3 - Nov 4
Guild Living Siena Senior Resort & Residence
A stone building with a sign reading "Reception Antica Fonte".

9. Antica Fonte Residenza di Siena

Antica Fonte Residenza di Siena
Siena
6.0 out of 10, (2 reviews)
"Not very good hosts. They don’t speak English and they don’t help accomodate guests for issues out of their control. I would stay away very poor customer service "
Australia
Geoffrey
The price is CA $140
CA $161 total
includes taxes & fees
Nov 1 - Nov 2
Antica Fonte Residenza di Siena
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

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is CA $181
CA $205 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A wooden door with a sign, a large potted plant, and a view of a historic building.

11. La Casa del Garbo - Luxury Rooms & Suite

La Casa del Garbo - Luxury Rooms & Suite
Historic Centre of Florence
9.6 out of 10, Exceptional, (315 reviews)
"Great spot at an even better centrally located location. Staff were great. We really enjoyed our stay."
Canada
Thomas
The price is CA $132
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
La Casa del Garbo - Luxury Rooms & Suite
Room

12. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (356 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
The price is CA $119
CA $153 total
includes taxes & fees
Nov 8 - Nov 9
La Torre Del Cestello
A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

13. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,195 reviews)
"Great location"
United States
Diana
The price is CA $168
CA $207 total
includes taxes & fees
Nov 15 - Nov 16
Palazzo Mannaioni Suites
A terrace with a table set for dining, overlooking a cityscape with historic buildings and a prominent dome.

14. Palazzo Graziani

Palazzo Graziani
Historic Centre of Florence
9.2 out of 10, Wonderful, (702 reviews)
"Very nice staff ."
United States
yekta
The price is CA $170
CA $210 total
includes taxes & fees
Nov 17 - Nov 18
Palazzo Graziani
A hotel entrance with a checkered floor, potted plants, and a sign reading "CORTE GUELFA".

15. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (225 reviews)
"They were so kinda about holing our bags and helping us feel welcome"
United States
Holly
The price is CA $155
CA $189 total
includes taxes & fees
Nov 9 - Nov 10
Corte Guelfa
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.

16. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (244 reviews)
"Wish we stayed longer!! Our stay was beyond amazing!"
United States
Christina
The price is CA $160
CA $195 total
includes taxes & fees
Nov 10 - Nov 11
Serristori Palace Residence
A balcony with a table and chairs, a railing, and a view of a town and hills.

17. Residence Il Connubio

Residence Il Connubio
3.0 star property
Impruneta
8.8 out of 10, Excellent, (38 reviews)
"Great location if you are looking for a place quiet, great outdoor scenery. Pleasant people. "
United States
Damian
The price is CA $119
CA $135 total
includes taxes & fees
Nov 8 - Nov 9
Residence Il Connubio
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

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

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (861 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is CA $315
CA $369 total
includes taxes & fees
Nov 16 - Nov 17
Palazzo Alfieri Residenza d’epoca - Place of Charme
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

19. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (341 reviews)
"Great location, very clean room, and friendly, helpful staff. We had a very comfortable stay and would happily stay here again."
United States
HYEUNJOO
The price is CA $209
CA $281 total
includes taxes & fees
Nov 9 - Nov 10
Tornabuoni Suites Collection
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

20. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is CA $133
CA $154 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Il Poggiaccio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castellina in Chianti Hotel Reviews

The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"Great location, helpful staff, clean comfortable rooms and reasonable price."
Mohamed Khaled 2-night trip
Posted 5 hours ago
The Market Urban Hotel

Find out more about Castellina in Chianti

Castellina in Chianti Residences information

Number of reviews
3,942
Accommodation
90 Residences
Lowest Price
CA $126
Highest Price
CA $369