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14 Holiday apartments & homes for a holiday with pool in Casole d'Elsa

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Casole d'Elsa

PEPERONCINO

4 guests

85 m²

2 bedrooms

3 reviews

Charming cottages with private pool in Siena area

from 125 € per night / night

4.7

prices from 125€ per night

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Casole d'Elsa

LA CAMBRUNA

4 guests

130 m²

2 bedrooms

11 reviews

from 232 € per night / night

5.0

prices from 232€ per night

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10%

Casole d'Elsa

PANORAMIC HOUSE

4 guests

100 m²

2 bedrooms

10% Promotion 05/02/2026 - 05/22/2026

The property is a lovingly renovated Tuscany cottage with private pool and garden for al fresco dining, ideal for families and couples seeking relaxation

10% Promotion 05/02/2026 - 05/22/2026

from 155 € per night / night

prices from 155€ per night

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Casole d'Elsa

THE CHAMPION

12 guests

350 m²

6 bedrooms

1 review

Hilltop Tuscan Villa located between Siena and Pisa, stunning views, geogeous pool and garden, sleeps 12

from 243 € per night / night

3.8

prices from 243€ per night

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10%

Casole d'Elsa

VILLA CAMILLA

5 guests

110 m²

2 bedrooms (+1)

10% Promotion 05/02/2026 - 05/16/2026

Cozy renovated farmhouse surrounded by a large garden, completely enclosed and provided with a private 5 x 10 large swimming pool

10% Promotion 05/02/2026 - 05/16/2026

from 130 € per night / night

prices from 130€ per night

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Casole d'Elsa

Casa Ecologica

2 guests

50 m²

1 bedroom

Very sustainable

Charming eco-house for 2 people on a farm near Casole d'Elsa - Swimming pool - Pure nature

Very sustainable

from 140 € per night / night

prices from 140€ per night

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Casole d'Elsa

NICE SUN

5 guests

120 m²

2 bedrooms

Cozy cottage with shared swimming pool situated on the green, panoramic hills at 1.5 km from the hilltop town of Casole d'Elsa.

from 121 € per night / night

prices from 122€ per night

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Holiday flat family holiday Casole d'Elsa

Casole d'Elsa

Holiday flat family holiday Casole d'Elsa

6 guests

55 m²

2 bedrooms

from 82 € per night / night

prices from 82€ per night

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Apartment in Tuscany with Pool and Scenic...

Casole d'Elsa

Apartment in Tuscany with Pool and Scenic...

6 guests

60 m²

2 bedrooms

18 reviews

Free cancellation

Ground floor: (open kitchen(hob(4 ring stoves, gas), electric kettle, toaster, hood, coffee machine, oven, fridge), Living/diningroom(double sofa bed, TV(satellite), dining table)

Free cancellation

from 77 € per night / night

4.1

prices from 78€ per night

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Casole d'Elsa

Holiday flat family holiday Casole d'Elsa

6 guests

55 m²

2 bedrooms

from 82 € per night / night

prices from 82€ per night

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Casole d'Elsa

Holiday flat family holiday Casole d'Elsa

4 guests

42 m²

1 bedroom

4 reviews

from 68 € per night / night

4.6

prices from 69€ per night

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Casole d'Elsa

Tuscan Escape for Families

12 guests

172 m²

4 bedrooms

12 reviews

Free cancellation

Ground floor: (open kitchen(hob(4 ring stoves, gas), boiling water tap, hood, coffee machine, oven, microwave, fridge), open kitchen(hob(4 ring stoves, gas)

Free cancellation

from 164 € per night / night

4.3

prices from 164€ per night

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Casole d'Elsa

Tuscan Countryside Stay

4 guests

38 m²

1 bedroom

29 reviews

Free cancellation

Ground floor: (open kitchen(dining table, hob(4 ring stoves, gas), coffee machine, oven, fridge), Living/diningroom(double sofa bed, TV(satellite)), bedroom(double bed)

Free cancellation

from 52 € per night / night

4.1

prices from 53€ per night

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Casole d'Elsa

Cozy Stay with Scenic Views

2 guests

37 m²

1 bedroom

14 reviews

Free cancellation

On the 1st floor: (open kitchen(hob(4 ring stoves, gas), hood, coffee machine, oven, fridge), Living/diningroom(TV(satellite), dining table), bedroom(double bed)

Free cancellation

from 48 € per night / night

4.3

prices from 49€ per night

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Guest reviews of our holiday apartments in Casole d'Elsa

4.8

Verified guest from Tourist-paradise.com

LA CAMBRUNA

Casole d'Elsa

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Pure relaxation

La Cambruna is really a beautiful little house in the countryside.
If you want to enjoy your vacation in peace, I can only recommend this house. The only downside is that the access to the house is somewhat bumpy with a 2km long gravel road. However, this did not cause us any problems. I would not recommend it for a sports car. The only drawback was that the air conditioning in the bedrooms worked poorly or not at all. Ainoa, our host, was right there with fans and an air conditioning technician and helped us further.
All in all, a wonderfully relaxing vacation! We would come back!

from 232€ night

3.7

Verified guest from Tourist-paradise.com

THE CHAMPION

Casole d'Elsa

View German

Great location, quiet and secluded

The establishment of the house matches the description. In particular, the kitchens are fully equipped; however, the grill for the number of people is rather small (and old). The "welcome package" with only 3 bottles of water could not be worth mentioning; no change of bed linen after one week. The WiFi is only at "modem level"; no German TV channels. For the access (4 km steep gravel road), it is advisable to use an older car if possible - in return, one is rewarded with a great view from the terrace. The pool is large, very nice, and well maintained.

from 243€ night

4.1

Tuscan Countryside Stay

Casole d'Elsa

There is no warm welcome. We have been left to fend for ourselves. No wifi, no customer service and we have been obliged to go to local cafes for wifi ( joyful none the less). We wear our jackets inside, water sporadically hot! Mostly like warm. No nicities like tea, coffee, water. We feel as neglected as the dying plant in reception and th half dead plants outside the front of house. Caretaker/ manager no where to be seen despite messages left

from 53€ night