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Search results; Over 1,000 homes in Casole d'Elsa
Over 1,000 homes in Casole d'Elsa
Guest favourite
Guest favourite
Apartment in Casole d'Elsa
Dimora San Donato - Apt.1985
3 bedrooms
,
·
6 beds
,
·
2.5 private bathrooms
13–18 Sept
13–18 Sept
$2,687 SGD
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for 5 nights
$2,687 SGD for 5 nights
,
·
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Top guest favourite
Guest favourite
Flat in Casole d'Elsa
Casa Vacanze "Anna" - the MUSICIAN for 4-5 people
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
$893 SGD
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for 5 nights
$893 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Top guest favourite
Guest favourite
Flat in Casole d'Elsa
Mirella apartment in the historic center
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Oct
19–24 Oct
$633 SGD
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for 5 nights
$633 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Top guest favourite
Guest favourite
Apartment in Casole d'Elsa
Rondini apartment with pool in farmhouse
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
29 Sept – 4 Oct
29 Sept – 4 Oct
$876 SGD
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for 5 nights
$876 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 57 reviews
4.91 (57)
Top guest favourite
Guest favourite
Home in Casole d'Elsa
Casa Panorama
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
8–13 Oct
8–13 Oct
$868 SGD
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for 5 nights
$868 SGD for 5 nights
4.99 out of 5 average rating, 112 reviews
4.99 (112)
Top guest favourite
Guest favourite
Flat in Casole d'Elsa
"Anna" holiday home - the POET for 4 people
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
$850 SGD
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for 5 nights
$850 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Luxe
Luxe
Villa in Casole d'Elsa
Villa Sublimis by Villas in Med
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
6 bathrooms
6 bathrooms
19–24 Sept
19–24 Sept
$12,074 SGD
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for 5 nights
$12,074 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Flat in Casole d'Elsa
Quintessential tuscan rural apt, big shared pool!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
6–11 Oct
6–11 Oct
$1,014 SGD
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for 5 nights
$1,014 SGD for 5 nights
4.91 out of 5 average rating, 46 reviews
4.91 (46)
Guest favourite
Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,456 SGD
$903 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.95 out of 5 average rating, 179 reviews
4.95 (179)
Top guest favourite
Guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Oct
23–28 Oct
$1,478 SGD
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for 5 nights
$1,478 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
21–26 Nov
21–26 Nov
$1,410 SGD
$1,268 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
15–20 Sept
15–20 Sept
$5,136 SGD
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for 5 nights
$5,136 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
$954 SGD
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for 5 nights
$954 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 387 reviews
4.92 (387)
Top guest favourite
Guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$1,260 SGD
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for 5 nights
$1,260 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 109 reviews
4.96 (109)
Top guest favourite
Guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Oct
20–25 Oct
$3,565 SGD
$3,110 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Top guest favourite
Guest favourite
Holiday home in San Gimignano
Margherita Tuscan home apartment
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Nov
22–27 Nov
$791 SGD
$665 SGD
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for 5 nights
Free cancellation
4.93 out of 5 average rating, 298 reviews
4.93 (298)
Home in Casole d'Elsa
Rosa's Tuscan Escape | Views, AC, Private Parking
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,085 SGD
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for 5 nights
$1,085 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–27 Mar
20–27 Mar
$1,675 SGD
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for 7 nights
$1,675 SGD for 7 nights
Free cancellation
4.96 out of 5 average rating, 53 reviews
4.96 (53)
Top guest favourite
Guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Sept
19–24 Sept
$3,676 SGD
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for 5 nights
$3,676 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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