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Search results; Over 1,000 homes in Gaiole in Chianti

Top guest favourite

Villa in Gaiole in Chianti

Sestuccia

4 bedrooms, 4 beds, 4 bathrooms

24–31 Oct

$6,512 SGD for 7 nights

,

4.99 out of 5 average rating, 70 reviews

Superhost

Home in Gaiole in Chianti

Fienile House

2 bedrooms, 2 double beds

21–26 Aug

$2,872 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Villa in Gaiole in Chianti

Villa Il Masseto

3 bedrooms, 3 double beds

26–31 Jul

$3,045 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Flat in Gaiole in Chianti

Podere L'Aquila- Agapanto

3 bedrooms, 4 beds

27 Jul – 1 Aug

$1,861 SGD for 5 nights

Villa in Gaiole in Chianti

Podere Sofia

1 bedroom, 1 king bed

1–6 Aug

$1,025 SGD for 5 nights

New place to stay

Flat in Gaiole in Chianti

Mill in Chianti - Rosa

1 bedroom, 2 beds

8–13 Aug

$1,492 SGD for 5 nights

Free cancellation

Guest favourite

Home in Radda in Chianti

Villa le Scope 5*

3 bedrooms, 4 beds

28 Jul – 2 Aug

$1,463 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 45 reviews

Luxe

Home in Gaiole in Chianti

La Tuscia – Tuscan Estate, Boutique Villa

4 bedrooms, 4 king beds

15–20 Aug

$18,509 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Top guest favourite

Flat in Cavriglia

Apartment Comfort | Quiet Escape in Tuscany

1 bedroom, 1 bed

5–10 Sept

$997 SGD for 5 nights

5.0 out of 5 average rating, 15 reviews

Top guest favourite

Flat in San Gusmè

Beautiful medieval village!!!

2 bedrooms, 2 double beds

26–31 Oct

$795 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 461 reviews

Villa in Gaiole in Chianti

Galendino

2 bedrooms, 2 beds

19–26 Sept

$6,585 SGD for 7 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Farm stay in Gaiole in Chianti

Le Miccine Villa in Tuscany for 6 w/ Pool

3 bedrooms, 4 beds

24–29 Aug

$4,874 SGD for 5 nights

4.92 out of 5 average rating, 12 reviews

Guest favourite

Villa in Gaiole in Chianti

Casa Faraona, villa with private pool

3 bedrooms, 4 beds

29 Aug – 3 Sept

$5,368 SGD for 5 nights

5.0 out of 5 average rating, 30 reviews

Flat in Gaiole in Chianti

Podere L'Aquila- Lavanda

3 bedrooms, 4 beds

23–28 Sept

$1,876 SGD for 5 nights

Superhost

Villa in Radda in Chianti

Casale Beretuzzo

4 bedrooms, 4 double beds

22–27 Aug

$7,288 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Apartment in Siena

Luxury Penthouse with a View of Piazza del Campo

3 bedrooms, 3 beds

24–29 Aug

$4,368 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

Top guest favourite

Villa in Radda in Chianti

Tuscan character, contemporary style and comfort

5 bedrooms, 5 king beds

26–31 Oct

$10,337 SGD for 5 nights

4.98 out of 5 average rating, 65 reviews

Top guest favourite

Apartment in Cavriglia

Chianti La Pruneta, Michelangelo apartment.

1 bedroom, 3 beds

16–21 Aug

Free cancellation

4.89 out of 5 average rating, 180 reviews

Top guest favourite

Flat in Castellina in Chianti

Casa Mirella in Chianti

2 bedrooms, 2 queen beds

25–30 Jul

$956 SGD for 5 nights

Extended stay discount

4.94 out of 5 average rating, 53 reviews