Holiday Homes in Gaiole in Chianti

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Our top choices for Gaiole in Chianti holiday homes

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

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is NZ$1,702
includes taxes & fees
9 Nov - 10 Nov
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

2. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
9.8 out of 10, Exceptional, (6 reviews)
"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."
Germany
Johanna K.
The price is NZ$956
includes taxes & fees
9 Nov - 10 Nov
Farmhouse in Chianti

3. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is NZ$261
includes taxes & fees
9 Nov - 10 Nov
Agriturismo La Ferrozzola

4. 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, (28 reviews)
"Unable to sleep! Do not stay here during the summer. Even though it seemed to cool off at night, and even with a fan, it was so hot in the top bedroom that we sweat all night and did not sleep a wink. Also, there was a dog barking next door so that made it even harder to sleep. For some reason, there isn’t a pool listed in the description but when we complained about the heat, we were told we could use the pool. The property is beautiful but unbearable in terms of getting sleep, I do not...
United States
Michael F.
The price is NZ$305
includes taxes & fees
9 Nov - 10 Nov
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

5. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Guido og Angela var helt fantastiske værter og deres medhjælper sørgede godt for os med friske grøntsager fra haven. Poolen var perfekt og altid ren og pæn. For os var det helt perfekt vi kun var to familier og at der var ro Cons: Vi har ingen kritik punkter ☺️"
Denmark
Anonymous traveller
The price is NZ$834
includes taxes & fees
20 Nov - 21 Nov
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

6. Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is NZ$671
includes taxes & fees
9 Nov - 10 Nov
Holiday Home 'Poggio Loccano' with Private Garden and Balcony

7. Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
The price is NZ$738
includes taxes & fees
9 Nov - 10 Nov
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

8. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is NZ$543
includes taxes & fees
10 Nov - 11 Nov
Casa Marisa in Castellina in Chianti

9. Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is NZ$810
includes taxes & fees
8 Dec - 9 Dec
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

10. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is NZ$513
includes taxes & fees
9 Nov - 10 Nov
The Arch Among the Hills of Castellina

11. 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 NZ$226
includes taxes & fees
20 Nov - 21 Nov
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

12. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is NZ$332
includes taxes & fees
9 Nov - 10 Nov
Siena Love Nest: Romantic Suite with Spa & Jacuzzi

13. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (13 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is NZ$348
includes taxes & fees
10 Nov - 11 Nov
Chianti Craft House Badia a Passignano

14. A peaceful spot with a garden between Chianti and Crete, near the old town

A peaceful spot with a garden between Chianti and Crete, near the old town
Casetta
The price is NZ$183
includes taxes & fees
9 Nov - 10 Nov
A peaceful spot with a garden between Chianti and Crete, near the old town

15. 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 NZ$328
includes taxes & fees
9 Nov - 10 Nov
Apartment House with garden Tuscany Chianti , Florence 15km.

16. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is NZ$223
includes taxes & fees
11 Nov - 12 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

17. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is NZ$170
includes taxes & fees
10 Nov - 11 Nov
Casa Vacanze Le Case

18. Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi
Castelnuovo Berardenga
8.0 out of 10, Very good, (1 review)
"Pros: Posto meraviglioso. Bellissima location e bellissimo panorama Cons: Un po' più di cura e pulizia nella zona piscina. Jacuzzi chiusa e pensavamo di trovarla aperta"
Italy
Anonymous traveller
The price is NZ$1,278
includes taxes & fees
8 Dec - 9 Dec
Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

19. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
country house with garden ,pool,children's play area ,Tuscany,15 from Florence

20. A cozy little house

A cozy little house
Loro Ciuffenna
The price is NZ$181
includes taxes & fees
1 Dec - 2 Dec
A cozy little house
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.

Learn more about Gaiole in Chianti

Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

A stone castle with battlements overlooking a lush valley with vineyards.

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