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

Guest favourite

Farm stay in Gaiole in Chianti

Il Melo - the pigsty has renewed itself

1 bedroom, 1 bed, 1 private bathroom

11–16 Aug

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4.85 out of 5 average rating, 59 reviews

Superhost

Home in Gaiole in Chianti

Fienile House

2 bedrooms, 2 double beds

13–18 Aug

$2,874 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Villa in Gaiole in Chianti

Sestuccia

4 bedrooms, 4 king beds

24–31 Oct

$6,515 SGD for 7 nights

4.99 out of 5 average rating, 69 reviews

Guest favourite

Villa in Gaiole in Chianti

Villa Il Masseto

3 bedrooms, 3 double beds

26–31 Jul

$3,046 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Luxe

Home in Gaiole in Chianti

La Tuscia – Tuscan Estate, Boutique Villa

4 bedrooms, 4 king beds

15–20 Aug

$18,517 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favourite

Villa in Gaiole in Chianti

Casa Faraona, villa with private pool

3 bedrooms, 4 beds

29 Aug – 3 Sept

$5,370 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

$1,877 SGD for 5 nights

Superhost

Flat in Bossi

Villino Ersilia Music, the charm of Chianti

2 bedrooms, 3 beds

25–30 Jul

$1,569 SGD for 5 nights

Pay $0 today

Free cancellation

Guest favourite

Home in Radda in Chianti

Villa le Scope 5*

3 bedrooms, 4 beds

28 Jul – 2 Aug

$1,533 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 45 reviews

Flat in Gaiole in Chianti

Podere L'Aquila- Agapanto

3 bedrooms, 4 beds

27 Jul – 1 Aug

$1,862 SGD for 5 nights

Flat in Gaiole in Chianti

Mill in Chianti - Rosa

1 bedroom, 2 beds

8–13 Aug

$1,493 SGD for 5 nights

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Free cancellation

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

Top guest favourite

Villa in Radda in Chianti

Tuscan character, contemporary style and comfort

5 bedrooms, 5 king beds

26–31 Oct

$10,341 SGD for 5 nights

4.98 out of 5 average rating, 65 reviews

Top guest favourite

Villa in Gaiole in Chianti

Montemarcoli

2 bedrooms, 3 beds

7–14 Nov

$3,444 SGD for 7 nights

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Villa in Gaiole in Chianti

Sestuccina

2 bedrooms, 2 king beds

31 Oct – 7 Nov

$2,948 SGD for 7 nights

4.93 out of 5 average rating, 44 reviews

Top guest favourite

Flat in Cavriglia

Apartment Comfort | Quiet Escape in Tuscany

1 bedroom, 1 bed

5–10 Sept

$998 SGD for 5 nights

5.0 out of 5 average rating, 15 reviews

Top guest favourite

Home in Simignano

Casa al Gianni - The Simignano Barn

5 bedrooms, 5 beds

13–18 Sept

Extended stay discount

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 182 reviews

Guest favourite

Villa in Gaiole in Chianti

Villa Riecine

2 bedrooms, 2 double beds

31 Jul – 5 Aug

$3,158 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Flat in San Gusmè

Beautiful medieval village!!!

2 bedrooms, 2 double beds

26–31 Oct

$795 SGD for 5 nights

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 460 reviews