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36 Holiday apartments & homes for a holiday with pool in Chianti

Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Ancient tower with private pool 5+1
Gaiole in Chianti

Ancient tower with private pool 5+1

6 guests
120 m2
3 bedrooms

Ancient tower for 5 to 6 persons in a medieval castle near Siena in Chianti, panoramic views, 3 bedrooms, 2 bathrooms, garden, pool, air conditioning, fireplace, satellite TV, WIFI

from 200 / night
4.9
prices from 200€ per night
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Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Il Girasole Casini
Castellina in Chianti

Il Girasole Casini

6 guests
110 m2
3 bedrooms

Charming holiday villa for 6 people with pool near Siena!

from 177 / night
4.5
prices from 178€ per night
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Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Holy Path
Poggibonsi

Holy Path

2 guests
25 m2
1 bedroom

Cammino Santo is located on the hills between Poggibonsi and San Gimignano, approximately halfway between Siena and Florence.

from 115 / night
prices from 115€ per night
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5%
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Chianti Villa Chicco
Greve in Chianti

Chianti Villa Chicco

5 guests
102 m2
2 bedrooms

Chianti Villa Chicco, private heated pool, large garden, BBQ, and parking

Free cancellation

Sustainable

from 231 / night
prices from 231€ per night
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Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Holiday home relaxing holiday Gaiole in Chianti
Gaiole in Chianti

Holiday home relaxing holiday Gaiole in Chianti

6 guests
65 m2
2 bedrooms

This typical stone farm is located on the Chianti hills bewteen Siena (17 Km) and Gaiola in Chainti (12 Km).

from 205 / night
prices from 205€ per night
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Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Villa in Tuscany with Pool near Beach
Castelfranco di Sopra
Villa in Tuscany with Pool near Beach
2 guests
50 m2
1 bedroom

Ground floor: (Large kitchen(dining table, hob(4 ring stoves), electric kettle, toaster, cooker, hood, espresso machine, fridge-freezer)

Free cancellation
from 77 / night
4.2
prices from 77€ per night
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Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Holiday Home in Chianti with Pool
Castelfranco di Sopra
Holiday Home in Chianti with Pool
4 guests
55 m2
2 bedrooms

Ground floor: (Large kitchen(TV(international television channels, no dutch television channels), dining table, electric kettle, hood, espresso machine, fridge-freezer)

Free cancellation
from 95 / night
4.2
prices from 96€ per night
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Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
Radda in Chianti
Chianti Hillside Farmhouse
16 guests
270 m2
6 bedrooms

Ground floor: (Living room, open kitchen(double sofa bed, TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace), bedroom(double bed)

Free cancellation
from 211 / night
4.5
prices from 212€ per night
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Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Holiday Home in Chianti with Pool & Terrace
Castelfranco di Sopra
Holiday Home in Chianti with Pool & Terrace
2 guests
45 m2
1 bedroom

On the 1st floor: (Large kitchen(TV(international television channels, no dutch television channels), TV, dining table, hob, electric kettle, toaster, cooker, hood, fridge-freezer)

Free cancellation
from 75 / night
4.2
prices from 75€ per night
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Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Cottage in Tuscany with Pool & BBQ
Casciano Val di Pesa
Cottage in Tuscany with Pool & BBQ
4 guests
65 m2
2 bedrooms

Ground floor: (open kitchen(cooker(4 ring stoves, gas), microwave, fridge-freezer), Living/diningroom(dining table, high chair), bedroom(double bed, children's bed)

Free cancellation
from 74 / night
4.6
prices from 75€ per night
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Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Tuscany Bliss: Garden Retreat
Casciano Val di Pesa
Tuscany Bliss: Garden Retreat
5 guests
170 m2
3 bedrooms

Ground floor: (Large kitchen(dining table, hob, electric kettle, boiling water tap, cooker, hood, coffee machine, oven, microwave, dishwasher, fridge-freezer)

Free cancellation
from 98 / night
4.4
prices from 99€ per night
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Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Pretty farmhouse with terrace
Radda in Chianti
Pretty farmhouse with terrace
6 guests
80 m2
2 bedrooms

Ground floor: (Living room, open kitchen(double sofa bed, TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace)

Free cancellation
from 63 / night
4.4
prices from 63€ per night
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Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Holiday Home with Vineyard Vibes
Casciano Val di Pesa
Holiday Home with Vineyard Vibes
3 guests
58 m2
1 bedroom

Ground floor: (Living room(single sofa bed, dining table, fireplace, high chair), open kitchen(cooker(4 ring stoves), oven(mini), microwave, fridge-freezer)

Free cancellation
from 66 / night
4.5
prices from 66€ per night
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Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Villa in Pian di Sco with swimming pool
Castelfranco Piandiscò
Villa in Pian di Sco with swimming pool
8 guests
250 m2
4 bedrooms

Living room(TV, air conditioning), Kitchen(stove, electric kettle, toaster, coffee machine, oven, microwave, dishwasher, fridge, freezer, Food processor)

Free cancellation
from 454 / night
prices from 455€ per night
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Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Farmhouse in Chianti with Pool and Garden
Cavriglia
Farmhouse in Chianti with Pool and Garden
8 guests
180 m2
4 bedrooms

Ground floor: (Living room(fireplace), Kitchen, bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet), bathroom(shower, washbasin, toilet))

Free cancellation
from 208 / night
4.2
prices from 209€ per night
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Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Escape to Vineyards, Elba
Radda in Chianti
Escape to Vineyards, Elba
4 guests
80 m2
2 bedrooms

On the 1st floor: (Living room, open kitchen(TV(satellite), coffee machine, oven, dishwasher, fridge-freezer, terrace), bedroom(double bed), bedroom(double bed)

Free cancellation
from 63 / night
4.4
prices from 63€ per night
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Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Wine Tastings, Hills and Tuscan home
Casciano Val di Pesa
Wine Tastings, Hills and Tuscan home
9 guests
150 m2
3 bedrooms

Ground floor: (Living room(single sofa bed, high chair), open kitchen(dining table, cooker(4 ring stoves), oven(mini), microwave, fridge-freezer)

Free cancellation
from 115 / night
4.4
prices from 116€ per night
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Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Tuscan Vineyard Farm Stay
Casciano Val di Pesa
Tuscan Vineyard Farm Stay
5 guests
73 m2
2 bedrooms

Ground floor: (Living room(single sofa bed, high chair), open kitchen(dining table, cooker(4 ring stoves), coffee machine, oven(mini), microwave, fridge-freezer)

Free cancellation
from 79 / night
4.4
prices from 80€ per night
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Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Tuscan Haven with Pool
Casciano Val di Pesa
Tuscan Haven with Pool
3 guests
40 m2
1 bedroom

Ground floor: (terrace(shared with other guests), garden, garden furniture, BBQ, parking, swimming pool(shared with other guests, 10 x 5 m.

Free cancellation
from 65 / night
4.3
prices from 66€ per night
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Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Holiday Home in Tuscany with Vineyards
Casciano Val di Pesa
Holiday Home in Tuscany with Vineyards
3 guests
45 m2
1 bedroom

Ground floor: (terrace(shared with other guests), garden, garden furniture, BBQ, parking, swimming pool(shared with other guests, 10 x 5 m.

Free cancellation
from 65 / night
4.4
prices from 66€ per night
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Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Hillside Retreat with a View
Castelfranco Piandiscò
Hillside Retreat with a View
5 guests
80 m2
3 bedrooms

Ground floor: (Living room(dining table, fireplace, seating area), open kitchen(stove, hob(gas), electric kettle, cooker, espresso machine, oven, fridge-freezer)

Free cancellation
from 118 / night
4.0
prices from 119€ per night
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Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Belvilla by OYO La Romola
Casciano Val di Pesa
Belvilla by OYO La Romola
5 guests
80 m2
1 bedroom

Ground floor: (Kitchen(hob, electric kettle, toaster, coffee machine, espresso machine, microwave, dishwasher, fridge, washing machine)

Free cancellation
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Apartment in Radda with Garden
Radda in Chianti
Apartment in Radda with Garden
6 guests
60 m2
2 bedrooms

Ground floor: (bedroom(double bed), bathroom(shower, washbasin, toilet, bidet)) On the 1st floor: (Living room(TV(satellite))

Free cancellation
from 58 / night
4.3
prices from 59€ per night
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Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Chianti Romantic Retreat
Greve in Chianti
Chianti Romantic Retreat
2 guests
54 m2
1 bedroom

On the 1st floor: (hallway(acces via outside stairway), open kitchen(cooker(4 ring stoves, electric), oven, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite)

Free cancellation
from 26 / night
4.1
prices from 26€ per night
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A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
A Vineyard Apartment Retreat
Greve in Chianti
A Vineyard Apartment Retreat
4 guests
61 m2
2 bedrooms

On the 1st floor: (open kitchen(hob, electric kettle, boiling water tap, hood, coffee machine, oven, fridge, Juicer), Living/diningroom(single sofa bed, dining table)

Free cancellation
from 31 / night
4.4
prices from 32€ per night
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Guest reviews of our holiday apartments in Chianti

5.0

Pure relaxation and tranquillity away from city life

Il Girasole Casini

Castellina in Chianti

View German

Pure relaxation and tranquillity away from city life

Discouraged by the first review of Villa Il Girasole-Casini, we were already very excited upon arrival. We arrived much later than expected, but the landlord was waiting for us and gave us a very friendly and warm welcome. Of course, no one can expect to speak German everywhere, but he spoke some English and we got along great. A really very friendly family, as we also met his wife when we left. By the way, the wine from his winery Isodi is also a very good drop. The house was very clean, without defects, fully functional, extensively equipped and of good quality. As frequent renters of holiday homes, we rate this as one of the top houses in terms of condition, cleanliness and quality. We didn't lack anything we needed for daily life and the landlord checked several times during our stay to make sure everything was in order. Our high expectations of total peace and relaxation were completely fulfilled in this location and you almost feel like Robinson Crusoe. The handover on departure was also smooth and everything was settled very fairly. Of course, everyone is responsible for their own electricity and gas consumption, just like at home. It was simply a perfect complete package including pure sunshine.
P.S. Actually, we didn't want to write a review so that it would remain an insider tip for connoisseurs!


from 178€ night
4.3

Serene Chianti Retreat

Cavriglia

View Italian

This farm offers everything you need for a comfortable stay. The apartment was spacious and cozy, and the garden area is lovely for enjoying outdoor meals. Highly recommended for families!


from 103€ night

Popular regions and locations for your holiday homes with pool in Chianti

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