Holiday rentals near Il Cassero
We found 3,955 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Il Cassero that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a fireplace. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Il Cassero
Showing deals for:19 Sept - 26 Sept
Image gallery for ancient tuscany House with character with garden and swimming pool
9.89.8 out of 10 rating
Exceptional
(28 reviews)
ancient tuscany House with character with garden and swimming pool
Capolona, Tuscany
8% off
Price is NZ$15,529
NZ$15,529
NZ$2,218 per night
includes taxes & fees
Image gallery for Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Impruneta, Toscana
9% off
Price is NZ$44,672
NZ$44,672
NZ$6,382 per night
includes taxes & fees
Image gallery for Sangiovese Country House, apartment with pool in a small village in the hills of Chianti
1010 out of 10 rating
Exceptional
(17 reviews)
Sangiovese Country House, apartment with pool in a small village in the hills of Chianti
Tavarnelle Val di Pesa, Tuscany
6% off
Price is NZ$2,508
NZ$2,508
NZ$358 per night
includes taxes & fees
Image gallery for CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
Gaiole in Chianti, Tuscany
9% off
Price is NZ$7,699
NZ$7,699
NZ$1,100 per night
includes taxes & fees
Image gallery for Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
1010 out of 10 rating
Exceptional
(39 reviews)
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Greve in Chianti, Toscana
7% off
Price is NZ$15,703
NZ$15,703
NZ$2,243 per night
includes taxes & fees
Image gallery for Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
1010 out of 10 rating
Exceptional
(25 reviews)
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Arezzo, Toscana
5% off
Price is NZ$1,976
NZ$1,976
NZ$282 per night
includes taxes & fees
Image gallery for Lovely country house in the Chianti region, for 4 persons, near Siena
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Lovely country house in the Chianti region, for 4 persons, near Siena
Castellina in Chianti, Tuscany
13% off
Price is NZ$2,097
NZ$2,097
NZ$300 per night
includes taxes & fees
Image gallery for A Panoramic Tuscan Luxury - Villa Maria in Fronzano
1010 out of 10 rating
Exceptional
(71 reviews)
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Reggello, Toscana
5% off
Price is NZ$16,915
NZ$16,915
NZ$2,416 per night
includes taxes & fees
Image gallery for Farmhouse 15th century in Chianti with private garden and lake
1010 out of 10 rating
Exceptional
(13 reviews)
Farmhouse 15th century in Chianti with private garden and lake
Radda in Chianti, Tuscany
8% off
Price is NZ$2,213
NZ$2,213
NZ$316 per night
includes taxes & fees
Image gallery for Ancient house in Chianti Hills with private lake and garden
1010 out of 10 rating
Exceptional
(5 reviews)
Ancient house in Chianti Hills with private lake and garden
Radda in Chianti, Tuscany
8% off
Price is NZ$2,062
NZ$2,062
NZ$295 per night
includes taxes & fees
Image gallery for AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
1010 out of 10 rating
Exceptional
(11 reviews)
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Rignano sull'Arno, Tuscany
9% off
Price is NZ$4,226
NZ$4,226
NZ$604 per night
includes taxes & fees
Image gallery for Typical Tuscan Residence near the farm la Vialla
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Typical Tuscan Residence near the farm la Vialla
Capolona, Toscana
8% off
Price is NZ$1,322
NZ$1,322
NZ$189 per night
includes taxes & fees
Image gallery for Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake
1010 out of 10 rating
Exceptional
(33 reviews)
Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake
Radda in Chianti, Tuscany
8% off
Price is NZ$2,556
NZ$2,556
NZ$365 per night
includes taxes & fees
Image gallery for Casale Chiesina. Villa in Tuscany for the EXCLUSIVE USE of the guest.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Casale Chiesina. Villa in Tuscany for the EXCLUSIVE USE of the guest.
Bibbiena, Provincia di Arezzo
9% off
Price is NZ$9,119
NZ$9,119
NZ$1,303 per night
includes taxes & fees
Image gallery for Ancient Cottage in Chianti
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Ancient Cottage in Chianti
Castellina in Chianti, Tuscany
9% off
Price is NZ$1,655
NZ$1,655
NZ$236 per night
includes taxes & fees
Image gallery for A luxury escape in Chianti, great landscape, stunning views, swimming pool
9.09.0 out of 10 rating
Wonderful
(19 reviews)
A luxury escape in Chianti, great landscape, stunning views, swimming pool
Greve in Chianti, Tuscany
8% off
Price is NZ$3,258
NZ$3,258
NZ$465 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is NZ$1,896
NZ$1,896
NZ$271 per night
includes taxes & fees
Image gallery for Ancient stone farmhouse on a top of Chianti Hill with private garden and lake
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Ancient stone farmhouse on a top of Chianti Hill with private garden and lake
Radda in Chianti, Tuscany
8% off
Price is NZ$1,952
NZ$1,952
NZ$279 per night
includes taxes & fees
Image gallery for COR MAGIS KAMULLIA 200mt from the historic center and close to the train station
9.69.6 out of 10 rating
Exceptional
(5 reviews)
COR MAGIS KAMULLIA 200mt from the historic center and close to the train station
Siena, Provincia di Siena
9% off
Price is NZ$1,575
NZ$1,575
NZ$225 per night
includes taxes & fees
Image gallery for Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pergine Valdarno, Tuscany
12% off
Price is NZ$1,405
NZ$1,405
NZ$201 per night
includes taxes & fees
Image gallery for FLORENCE VILLA VIOLETTA with view of Florence Dome
1010 out of 10 rating
Exceptional
(53 reviews)
FLORENCE VILLA VIOLETTA with view of Florence Dome
Bagno a Ripoli, FIorence
8% off
Price is NZ$2,246
NZ$2,246
NZ$321 per night
includes taxes & fees
Image gallery for Residence Il Palazzo_Casa Campagna
8.48.4 out of 10 rating
Very good
(5 reviews)
Residence Il Palazzo_Casa Campagna
Pergine Valdarno, Tuscany
9% off
Price is NZ$1,387
NZ$1,387
NZ$198 per night
includes taxes & fees
Image gallery for Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
8.48.4 out of 10 rating
Very good
(6 reviews)
Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
Greve in Chianti, Tuscany
8% off
Price is NZ$3,679
NZ$3,679
NZ$526 per night
includes taxes & fees
Image gallery for La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
1010 out of 10 rating
Exceptional
(10 reviews)
La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
Cavriglia, Toscana
24% off
Price is NZ$2,047
NZ$2,047
NZ$292 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Il Cassero
Showing deals for: 16 Sept - 19 Sept
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
The current price is NZ$1,126
NZ$1,126
for 3 nights, 1 room
NZ$375 per night
includes taxes & fees
Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo
Sleeps 3 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
The current price is NZ$761
NZ$761
for 3 nights, 1 apartment
NZ$254 per night
includes taxes & fees
Holiday Apartment "Curtatone" with Wi-Fi
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The current price is NZ$1,062
NZ$1,062
for 3 nights, 1 apartment
NZ$354 per night
includes taxes & fees
Farmhouse in chianti with swimming pool " Foresta 2"
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
11 reviews(11 reviews)
The current price is NZ$1,113
NZ$1,113
for 3 nights, 1 room
NZ$371 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Sleeps 5 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
The current price is NZ$766
NZ$766
for 3 nights, 1 home
NZ$255 per night
includes taxes & fees
Villa Claro Chianti "il Girasole" portion of villa with panoramic pool.
Sleeps 17 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,602
NZ$1,602
for 3 nights, 1 villa
NZ$534 per night
includes taxes & fees
Top rated rentals - Il Cassero
A Jewel in Tuscany
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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