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

Castellina in Chianti Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Castellina in Chianti vacation homes

Exterior

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is CA $358
CA $445 total
includes taxes & fees
Jul 16 - Jul 17
Casa Marisa in Castellina in Chianti
Outdoor dining

The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is CA $400
CA $463 total
includes taxes & fees
Aug 2 - Aug 3
The Arch Among the Hills of Castellina
Outdoor dining

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is CA $81
CA $195 total
includes taxes & fees
Aug 14 - Aug 15
Detached house with garden a few minutes from the abbey of San Galgano
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is CA $225
CA $321 total
includes taxes & fees
Jul 28 - Jul 29
Chianti Craft House Badia a Passignano
Outdoor dining

Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (244 reviews)
"Friendly staff, clean rooms, and in a lovely location above the city."
United States
Andrew
The price is CA $150
CA $178 total
includes taxes & fees
Aug 2 - Aug 3
Villa La Stella - Casa per Ferie
Spa

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is CA $149
CA $269 total
includes taxes & fees
Jul 15 - Jul 16
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Outdoor dining

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is CA $212
CA $296 total
includes taxes & fees
Jul 15 - Jul 16
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Outdoor dining

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is CA $151
CA $417 total
includes taxes & fees
Jul 17 - Jul 18
House with views of the Chianti
Outdoor dining

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Figline Valdarno
The price is CA $94
CA $175 total
includes taxes & fees
Jul 16 - Jul 17
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Exterior detail

Cozy and modern studio apartment by Mmega

Cozy and modern studio apartment by Mmega
Historic Centre of Florence
7.8 out of 10, Good, (7 reviews)
"Great apartment for a perfect trip to Florence. Location is perfect. "
United Kingdom
Ramaiz M.
The price is CA $91
CA $259 total
includes taxes & fees
Jul 21 - Jul 22
Cozy and modern studio apartment by Mmega
Exterior detail

11. Appartmento

11. Appartmento
Signa
The price is CA $213
CA $216 total
includes taxes & fees
Jul 16 - Jul 17
11. Appartmento
Interior

Little cozy house

Little cozy house
Loro Ciuffenna
The price is CA $100
CA $129 total
includes taxes & fees
Jul 16 - Jul 17
Little cozy house
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is CA $186
CA $213 total
includes taxes & fees
Jul 15 - Jul 16
Casa Vacanze Le Case
Dining

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is CA $290
CA $451 total
includes taxes & fees
Jul 15 - Jul 16
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Property grounds

Frem SGV between Chianti Florence and Arezzo

Frem SGV between Chianti Florence and Arezzo
San Giovanni Valdarno
10.0 out of 10, Exceptional, (13 reviews)
"The property is of new and modern construction with all the amenities you would want. The grounds are landscaped, with beautiful trees and plants and the front deck is perfect for evening wine and snacks overlooking countryside hills in the distance. We would definitely stay here again while visiting this region of Tuscany. Centrally located to be able to reach northern and southern Tuscany by car or train."
United States
John K.
The price is CA $185
CA $274 total
includes taxes & fees
Jul 23 - Jul 24
Frem SGV between Chianti Florence and Arezzo
Exterior

Vana Hills House - Three Bedroom House, Sleeps 8

Vana Hills House - Three Bedroom House, Sleeps 8
Monteriggioni
The price is CA $202
CA $444 total
includes taxes & fees
Jul 19 - Jul 20
Vana Hills House - Three Bedroom House, Sleeps 8
Outdoor dining

Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is CA $389
CA $428 total
includes taxes & fees
Jul 15 - Jul 16
Casa Crevole di Martina in the Heart of Tuscany
Interior

Double Room with Private Bathroom and Balcony

Double Room with Private Bathroom and Balcony
Historic Centre of Florence
The price is CA $158
CA $177 total
includes taxes & fees
Jul 16 - Jul 17
Double Room with Private Bathroom and Balcony
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Central Florence Near the Duomo

Apartment in Central Florence Near the Duomo
Historic Centre of Florence
The price is CA $104
CA $192 total
includes taxes & fees
Jul 26 - Jul 27
Apartment in Central Florence Near the Duomo
Interior

Cozy Sweet Marbel room in the center of Florence

Cozy Sweet Marbel room in the center of Florence
Historic Centre of Florence
7.4 out of 10, Good, (3 reviews)
"We had a wonderful time during our stay. Our host was extremely kind and helpful. Occasionally she would offer us a cup of coffee or cappuccino in the morning and was always responsive to our requests. She was kind enough to let me borrow a wine glass. Very comfortable bed and wonderful room with a small balcony. Would highly recommend especially if you don't mind a shared bathroom with the other guest unit. Would definitely stay again."
Canada
Matthew
The price is CA $142
CA $206 total
includes taxes & fees
Jul 21 - Jul 22
Cozy Sweet Marbel room in the center of Florence
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 Castellina in Chianti Hotel Reviews

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Amazing room! Modern, clean, and with a very comfortable bed. I loved it! The only thing I didn’t like was the spa schedule. I wanted to use the sauna in the morning, but it didn’t open until 11:00 a.m. Other than that, the room was spectacular."
Sarah 1-night trip
Posted 1 hour ago
Radisson Blu Hotel, Florence

Find out more about Castellina in Chianti

Castellina in Chianti Vacation Homes information

Number of reviews
295
Accommodation
1762 Vacation Homes
Lowest Price
CA $129
Highest Price
CA $463