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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Castellina in Chianti vacation homes

Property grounds

1. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is CA $347
CA $434 total
includes taxes & fees
Sep 13 - Sep 14
Casa Marisa in Castellina in Chianti
Outdoor dining

2. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is CA $417
CA $480 total
includes taxes & fees
Oct 1 - Oct 2
The Arch Among the Hills of Castellina
Exterior detail

3. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (24 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is CA $130
CA $257 total
includes taxes & fees
Sep 14 - Sep 15
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Interior

4. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is CA $181
CA $271 total
includes taxes & fees
Sep 15 - Sep 16
Chianti Craft House Badia a Passignano
Exterior

5. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is CA $13,488
CA $13,496 total
includes taxes & fees
Oct 8 - Oct 9
Ebbio – Villa and Organic Farm in Monteriggioni
Spa

6. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is CA $145
CA $264 total
includes taxes & fees
Sep 21 - Sep 22
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Property grounds

7. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is CA $173
CA $225 total
includes taxes & fees
Sep 9 - Sep 10
Apartment House with garden Tuscany Chianti , Florence 15km.
Pool

8. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is CA $177
CA $202 total
includes taxes & fees
Sep 20 - Sep 21
Casa Vacanze Le Case
Interior

9. Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Tavarnelle Val di Pesa
The price is CA $1,060
CA $1,163 total
includes taxes & fees
Sep 21 - Sep 22
Casa San Martino between Florence and Siena with Pool
Pool

10. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
9.8 out of 10, Exceptional, (6 reviews)
"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...
United States
Lara W.
The price is CA $650
CA $805 total
includes taxes & fees
Sep 14 - Sep 15
Farmhouse in Chianti
Exterior

11. Vana Hills House - Three Bedroom House, Sleeps 8

Vana Hills House - Three Bedroom House, Sleeps 8
Monteriggioni
The price is CA $129
CA $378 total
includes taxes & fees
Sep 11 - Sep 12
Vana Hills House - Three Bedroom House, Sleeps 8
Interior

12. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is CA $217
CA $373 total
includes taxes & fees
Sep 12 - Sep 13
Your nest in the Tuscany countryside
Interior

13. THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO
Colle di Val d'Elsa
The price is CA $193
CA $244 total
includes taxes & fees
Sep 9 - Sep 10
THE CASINA OF SANT 'AGOSTINO
Interior

14. 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is CA $1,738
CA $1,881 total
includes taxes & fees
Sep 16 - Sep 17
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Pool

15. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1 review)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveller
The price is CA $491
CA $594 total
includes taxes & fees
Sep 11 - Sep 12
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Living area

16. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Greve in Chianti
10.0 out of 10, Exceptional, (10 reviews)
"This was my favorite stay during our travels throughout Italy. Restaurants on the square or dining out on the lovely balcony. We had a wonderful stay here. Perfect location for dayctrips to Sienna and Florence, bike riding through Tuscany, . Great hosts as well!"
United States
Linda L.
The price is CA $514
CA $583 total
includes taxes & fees
Sep 13 - Sep 14
casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Outdoor dining

17. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is CA $395
CA $481 total
includes taxes & fees
Oct 6 - Oct 7
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Interior

18. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is CA $450
CA $830 total
includes taxes & fees
Sep 24 - Sep 25
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Outdoor dining

19. 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 $114
CA $373 total
includes taxes & fees
Oct 6 - Oct 7
House with views of the Chianti
Outdoor dining

20. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Colle Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
Germany
Rupert H.
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
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

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"This place was great. A 2 minute walk from the train station. The staff members were all super friendly and eager to make your stay pleasurable. The bags were taken to our room. Every night a small chocolate cookie was delivered to the room. The room and bathroom were big and clean!!! Breakfast was a good way to start our days."
Yamile 2-night trip
Posted 2 hours ago
Hotel Albani Firenze

Find out more about Castellina in Chianti

Castellina in Chianti Vacation Homes information

Number of reviews
138
Accommodation
1925 Vacation Homes
Lowest Price
CA $202
Highest Price
CA $13,496