Holiday rentals near Il Cassero
We found 3,871 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within easy reach of Il Cassero. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Il Cassero
Showing deals for:26 Sept - 3 Oct
Image gallery for Case Ginezzo: The Farm and the Refuge. Cortona
8.68.6 out of 10 rating
Excellent
(9 reviews)
Case Ginezzo: The Farm and the Refuge. Cortona
Cortona, Tuscany
9% off
Price is NZ$7,768
NZ$7,768
NZ$1,110 per night
includes taxes & fees
Image gallery for Villa with private pool, whirlpool, sauna and last minute discounts
8.48.4 out of 10 rating
Very good
(9 reviews)
Villa with private pool, whirlpool, sauna and last minute discounts
Foiano della Chiana, Arezzo
21% off
Price is NZ$6,138
NZ$6,138
NZ$877 per night
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is NZ$4,208
NZ$4,208
NZ$601 per night
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
9% off
Price is NZ$2,010
NZ$2,010
NZ$287 per night
includes taxes & fees
Image gallery for Typical Tuscan Residence near the farm la Vialla
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Typical Tuscan Residence near the farm la Vialla
Capolona, Toscana
8% off
Price is NZ$1,350
NZ$1,350
NZ$193 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$1,888
NZ$1,888
NZ$270 per night
includes taxes & fees
Image gallery for Romantic cottage on a farm with a view of Cortona
1010 out of 10 rating
Exceptional
(8 reviews)
Romantic cottage on a farm with a view of Cortona
Cortona, Tuscany
5% off
Price is NZ$2,635
NZ$2,635
NZ$376 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is NZ$2,908
NZ$2,908
NZ$415 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is NZ$4,175
NZ$4,175
NZ$596 per night
includes taxes & fees
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
7% off
Price is NZ$16,522
NZ$16,522
NZ$2,360 per night
includes taxes & fees
Image gallery for Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.
1010 out of 10 rating
Exceptional
(14 reviews)
Villa PoliFlora is a modern apartment in Monticchiello of Pienza in Tuscany.
Pienza, Toscana
7% off
Price is NZ$1,258
NZ$1,258
NZ$180 per night
includes taxes & fees
Image gallery for Casina in authentic Tuscany
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Casina in authentic Tuscany
Cortona, Tuscany
9% off
Price is NZ$1,299
NZ$1,299
NZ$186 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$1,436
NZ$1,436
NZ$205 per night
includes taxes & fees
Image gallery for Dream vacation home in an absolutely peaceful location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Dream vacation home in an absolutely peaceful location
Sinalunga, Siena
9% off
Price is NZ$5,822
NZ$5,822
NZ$832 per night
includes taxes & fees
Image gallery for STONE HOUSE IN THE HEART OF TUSCANY WITH LARGE GARDEN AND SWIMMING POOL
1010 out of 10 rating
Exceptional
(17 reviews)
STONE HOUSE IN THE HEART OF TUSCANY WITH LARGE GARDEN AND SWIMMING POOL
Loro Ciuffenna, Tuscany
11% off
Price is NZ$2,942
NZ$2,942
NZ$420 per night
includes taxes & fees
Image gallery for Casa Girolamo - Super Central with Private Parking
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Casa Girolamo - Super Central with Private Parking
Montepulciano, Provincia di Siena
9% off
Price is NZ$2,023
NZ$2,023
NZ$289 per night
includes taxes & fees
Image gallery for Apartment in a medieval village
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Apartment in a medieval village
San Giovanni d'Asso, Toscana
8% off
Price is NZ$1,086
NZ$1,086
NZ$155 per night
includes taxes & fees
Image gallery for Independent Apartment in Farmhouse with private garden and pool- Cortona
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Independent Apartment in Farmhouse with private garden and pool- Cortona
Cortona, Tuscany
18% off
Price is NZ$2,857
NZ$2,857
NZ$408 per night
includes taxes & fees
Image gallery for Cortona Suite: The palace with frescoes - Cortona's Frescos Palace
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cortona Suite: The palace with frescoes - Cortona's Frescos Palace
Cortona, Provincia di Arezzo
14% off
Price is NZ$4,672
NZ$4,672
NZ$667 per night
includes taxes & fees
Image gallery for SIGNORELLI HOUSE soundproofed apartment in the historic center
1010 out of 10 rating
Exceptional
(10 reviews)
SIGNORELLI HOUSE soundproofed apartment in the historic center
Cortona, Tuscany
28% off
Price is NZ$5,751
NZ$5,751
NZ$822 per night
includes taxes & fees
Image gallery for Villa Maria 3 floors (detached - garage)
1010 out of 10 rating
Exceptional
(5 reviews)
Villa Maria 3 floors (detached - garage)
Sinalunga, Provincia di Siena
11% off
Price is NZ$1,447
NZ$1,447
NZ$207 per night
includes taxes & fees
Image gallery for Appartamento Stefy, Cortona, in the old town typical Tuscan
1010 out of 10 rating
Exceptional
(17 reviews)
Appartamento Stefy, Cortona, in the old town typical Tuscan
Cortona, Toscana
18% off
Price is NZ$1,498
NZ$1,498
NZ$214 per night
includes taxes & fees
Image gallery for Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
1010 out of 10 rating
Exceptional
(26 reviews)
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
Lucignano, Toscana
10% off
Price is NZ$5,689
NZ$5,689
NZ$813 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: 22 Sept - 25 Sept
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
The current price is NZ$715
NZ$715
for 3 nights, 1 apartment
NZ$238 per night
includes taxes & fees
Rustic Farmhouse for 8+2 person with Private Swimming Pool
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is NZ$1,708
NZ$1,708
for 3 nights, 1 villa
NZ$569 per night
includes taxes & fees
Apartment/house in a Tuscan stonehouse with private swimming pool and garden
Sleeps 5 · 1 bedroom · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
The current price is NZ$746
NZ$746
for 3 nights, 1 apartment
NZ$249 per night
includes taxes & fees
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
The current price is NZ$675
NZ$675
for 3 nights, 1 cottage
NZ$225 per night
includes taxes & fees
Case Ginezzo: The Farm and the Refuge. Cortona
Sleeps 20 · 8 bedrooms · 6 bathrooms
8.68.6 out of 10
Excellentexcellent
9 reviews(9 reviews)
The current price is NZ$3,785
NZ$3,785
for 3 nights, 1 home
NZ$1,262 per night
includes taxes & fees
Tuscan farmhouse in beautiful hill with park and private pool, 2 TRIPLE ROOMS
Sleeps 7 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is NZ$1,036
NZ$1,036
for 3 nights, 1 room
NZ$345 per night
includes taxes & fees
Top rated rentals - Il Cassero
Fabulous Experience
1010 out of 10
Exceptionalexceptional
50 reviews(50 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
More for lessMore space, more privacy, more amenities — more value