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

Top guest favourite

Farm stay in Gaiole in Chianti

La Pieve - the house next to the church

2 bedrooms, 3 beds, 1 private bathroom

9–14 Nov

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4.96 out of 5 average rating, 113 reviews

Luxe

Home in Gaiole in Chianti

La Tuscia – Tuscan Estate, Boutique Villa

4 bedrooms, 4 king beds

17–22 Aug

$15,680 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favourite

Villa in Gaiole in Chianti

Casanova of Bricciano

3 bedrooms, 3 double beds

25–30 Oct

$2,755 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

Top guest favourite

Villa in Gaiole in Chianti

Sestuccia

4 bedrooms, 4 king beds

24–31 Oct

$6,524 SGD for 7 nights

4.99 out of 5 average rating, 72 reviews

Top guest favourite

Villa in Gaiole in Chianti

Villa Ridolfo, a property surrounded by vineyards

5 bedrooms, 1 bed

29 Aug – 3 Sept

$12,206 SGD for 5 nights

5.0 out of 5 average rating, 28 reviews

Guest favourite

Villa in Gaiole in Chianti

Riecine Capanna 4

2 bedrooms, 2 double beds

1–6 Nov

$3,596 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Holiday home in Gaiole in Chianti

The House of San Donato in Perano

3 bedrooms, 6 single beds

22–27 Aug

$3,836 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Flat in Gaiole in Chianti

Mill in Chianti - Rosa

1 bedroom, 2 beds

23–28 Aug

$1,494 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Villa in Gaiole in Chianti

Sestuccina

2 bedrooms, 2 king beds

31 Oct – 7 Nov

$2,951 SGD for 7 nights

4.93 out of 5 average rating, 46 reviews

Villa in Gaiole in Chianti

Podere Sofia

1 bedroom, 1 king bed

21–26 Aug

$1,118 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Flat in San Gusmè

Beautiful medieval village!!!

2 bedrooms, 3 beds

26–31 Oct

$796 SGD for 5 nights

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 466 reviews

Guest favourite

Villa in Gaiole in Chianti

Casa Faraona, villa with private pool

3 bedrooms, 4 beds

13–18 Oct

$4,127 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

$1,709 SGD for 5 nights

Flat in Gaiole in Chianti

Podere L'Aquila- Agapanto

3 bedrooms, 4 beds

29 Aug – 3 Sept

$1,602 SGD for 5 nights

Guest favourite

Cabin in Barbischio

Nice and cozy barn

2 bedrooms, 3 beds

1–6 Sept

$1,483 SGD for 5 nights

4.9 out of 5 average rating, 67 reviews

Guest favourite

Villa in Gaiole in Chianti

La Fornace di Tremoleto-Villa with Private Pool

3 bedrooms, 3 double beds

26–31 Aug

$3,193 SGD for 5 nights

4.92 out of 5 average rating, 13 reviews

Superhost

Holiday home in Montegonzi

Vino apartment 70 m2 view swimming pool

1 bedroom, 4 beds

4–9 Sept

$1,308 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Room in Gaiole in Chianti

Argentina. Welcome to our small village, L...

1 double bed

18–23 Mar

Extended stay discount

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 145 reviews

Guest favourite

Apartment in Gaiole in Chianti

Casa BD, Vacation house with a view & travel guide

4 bedrooms, 7 beds

24–31 Aug

Weekly discount

4.9 out of 5 average rating, 10 reviews