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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Gaiole in Chianti holiday homes

Interior

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

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is £610
includes taxes & fees
6 Jun - 7 Jun
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Offices

Dolce Casa 2 Summary:

Dolce Casa 2 Summary:
Arezzo
The price is £93
includes taxes & fees
18 May - 19 May
Dolce Casa 2 Summary:
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (11 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is £149
includes taxes & fees
18 May - 19 May
Chianti Craft House Badia a Passignano
Exterior

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is £133
includes taxes & fees
25 May - 26 May
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is £318
includes taxes & fees
20 May - 21 May
Charming Siena Countryside Stay
1 bedroom, in-room safe, desk, iron/ironing board

The Wishing Well - The Wishing Well

The Wishing Well - The Wishing Well
Firenze
9.2 out of 10, Wonderful, (5 reviews)
"House was very clean and close enough to the city without the noise or traffic. Host is lovely and responds promptly. Definitely would book again."
Canada
Grace M.
The price is £200
includes taxes & fees
20 May - 21 May
The Wishing Well - The Wishing Well
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very good, (1 review)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is £180
includes taxes & fees
19 May - 20 May
Romantic farm in the Sienese hills
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is £106
includes taxes & fees
29 May - 30 May
Casa Vacanze Le Case
Outdoor dining

Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany

Holiday Home '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 £127
includes taxes & fees
17 May - 18 May
Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany
2 bedrooms, WiFi, bed sheets

Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is £108
includes taxes & fees
24 May - 25 May
Holiday Home 'La Casina All'angolo'
Interior

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is £340
includes taxes & fees
31 May - 1 Jun
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
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 £214
includes taxes & fees
19 May - 20 May
House with views of the Chianti
Exterior detail

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is £71
includes taxes & fees
17 May - 18 May
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Exterior

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is £228
includes taxes & fees
19 May - 20 May
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Living area

🏡 Casa Anna - Comfort at a stone's throw from the center of Arezzo

🏡 Casa Anna - Comfort at a stone's throw from the center of Arezzo
Arezzo
The price is £201
includes taxes & fees
17 May - 18 May
🏡 Casa Anna - Comfort at a stone's throw from the center of Arezzo
Miscellaneous

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 £131
includes taxes & fees
22 May - 23 May
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Spa

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is £149
includes taxes & fees
18 May - 19 May
LOVE NEST SIENA YOUR LOVE NEST
Outdoor dining

Newly renovated house surrounded by greenery and with all modern comforts

Newly renovated house surrounded by greenery and with all modern comforts
Toscana
The price is £313
includes taxes & fees
22 May - 23 May
Newly renovated house surrounded by greenery and with all modern comforts
Outdoor dining

Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi
Rignano sull'Arno
The price is £142
includes taxes & fees
20 May - 21 May
Holiday Home 'Felciolina' with Mountain View, Private Terrace and Wi-Fi
Pool

Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi
Monte San Savino
The price is £264
includes taxes & fees
20 May - 21 May
Vacation Home 'Il Granaio' with Pool, 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 Gaiole in Chianti Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Good location, great staff, nice views from the rooftop bar. I would stay again. "
Wlodzimierz 4-night trip
Posted 21 hours ago
Hotel Athena

Find out more about Gaiole in Chianti

Gaiole in Chianti Holiday Homes information

Number of reviews
75
Accommodation
1382 Holiday Homes
Lowest Price
£71
Highest Price
£610