Vacation rentals near Cassero Tower
We found 3,925 vacation rentals — enter your dates for availability
Choose the right private vacation rental that's near Cassero Tower. Vacation homes offer the best amenities for your family, friends, or furry companion, such as a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Cassero Tower
Showing deals for:Nov 7 - Nov 14
Image gallery for Villa & Charme id 1702 , ideal large Families, A/C , large Pool
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Villa & Charme id 1702 , ideal large Families, A/C , large Pool
Castiglione del Lago, Toscana
5% off
Price is CA $909
CA $909
CA $8,191 total
CA $8,191 total
includes taxes & fees
Image gallery for Winery Villa in the heart of Nobile Vineyards.
1010 out of 10 rating
Exceptional
(14 reviews)
Winery Villa in the heart of Nobile Vineyards.
Montepulciano, Toscana
10% off
Price is CA $653
CA $653
CA $5,235 total
CA $5,235 total
includes taxes & fees
Image gallery for Beautiful Tuscan farmhouse in the countryside with swimming pool
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful Tuscan farmhouse in the countryside with swimming pool
Cortona, Tuscany
5% off
Price is CA $818
CA $818
CA $6,371 total
CA $6,371 total
includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
1010 out of 10 rating
Exceptional
(20 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
10% off
Price is CA $867
CA $867
CA $7,085 total
CA $7,085 total
includes taxes & fees
Image gallery for Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned
1010 out of 10 rating
Exceptional
(7 reviews)
Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned
Cortona, Provincia di Arezzo
10% off
Price is CA $904
CA $904
CA $6,981 total
CA $6,981 total
includes taxes & fees
Image gallery for Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
1010 out of 10 rating
Exceptional
(17 reviews)
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Arezzo, Tuscany
15% off
Price is CA $1,694
CA $1,694
CA $13,437 total
CA $13,437 total
includes taxes & fees
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
10% off
Price is CA $789
CA $789
CA $6,287 total
CA $6,287 total
includes taxes & fees
Image gallery for Luxury Villa With Private Infinity Pool,exclusive Wellness, Cortona 0.25 Miles
1010 out of 10 rating
Exceptional
(8 reviews)
Luxury Villa With Private Infinity Pool,exclusive Wellness, Cortona 0.25 Miles
Cortona, Italy/Tuscany
15% off
Price is CA $925
CA $925
CA $7,646 total
CA $7,646 total
includes taxes & fees
Image gallery for Stunning Villa, gardens, large pool + toddlers pool. In countryside near town.
1010 out of 10 rating
Exceptional
(7 reviews)
Stunning Villa, gardens, large pool + toddlers pool. In countryside near town.
Città di Castello
10% off
Price is CA $494
CA $494
CA $3,926 total
CA $3,926 total
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool
1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
10% off
Price is CA $222
CA $222
CA $1,847 total
CA $1,847 total
includes taxes & fees
Image gallery for Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi
1010 out of 10 rating
Exceptional
(11 reviews)
Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi
Monte Santa Maria Tiberina, Umbria
5% off
Price is CA $652
CA $652
CA $5,012 total
CA $5,012 total
includes taxes & fees
Image gallery for Scenic Stay in Restored Retreat
1010 out of 10 rating
Exceptional
(5 reviews)
Scenic Stay in Restored Retreat
Monterchi
14% off
Price is CA $139
CA $139
CA $1,321 total
CA $1,321 total
includes taxes & fees
Image gallery for Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
1010 out of 10 rating
Exceptional
(22 reviews)
Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
Cortona, AR
28% off
Price is CA $151
CA $151
CA $1,410 total
CA $1,410 total
includes taxes & fees
Image gallery for Large Tuscan villa: Pool, fenced garden, A.C. WI.FI family friendlys 14 Guests
1010 out of 10 rating
Exceptional
(15 reviews)
Large Tuscan villa: Pool, fenced garden, A.C. WI.FI family friendlys 14 Guests
Citerna, PG
19% off
Price is CA $413
CA $413
CA $3,303 total
CA $3,303 total
includes taxes & fees
Image gallery for Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.
Cortona, Tuscany
10% off
Price is CA $226
CA $226
CA $1,734 total
CA $1,734 total
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
15% off
Price is CA $136
CA $136
CA $1,158 total
CA $1,158 total
includes taxes & fees
Image gallery for Luxury Historic Tuscan Farmhouse with swimming pool overlooking the Tiber Valley
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Luxury Historic Tuscan Farmhouse with swimming pool overlooking the Tiber Valley
Caprese Michelangelo, Tuscany
50% off
Price is CA $369
CA $369
CA $2,991 total
CA $2,991 total
includes taxes & fees
Image gallery for Typical Tuscan Residence near the farm la Vialla
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Typical Tuscan Residence near the farm la Vialla
Capolona, Toscana
10% off
Price is CA $125
CA $125
CA $1,089 total
CA $1,089 total
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
10% off
Price is CA $390
CA $390
CA $3,323 total
CA $3,323 total
includes taxes & fees
Image gallery for Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
1010 out of 10 rating
Exceptional
(21 reviews)
Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
Cortona, Tuscany
8% off
Price is CA $515
CA $515
CA $3,952 total
CA $3,952 total
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
10% off
Price is CA $208
CA $208
CA $1,646 total
CA $1,646 total
includes taxes & fees
Image gallery for Tuscan Villa private infinity pool, exclusive location, AC, extra services
1010 out of 10 rating
Exceptional
(61 reviews)
Tuscan Villa private infinity pool, exclusive location, AC, extra services
Cortona, ar
10% off
Price is CA $574
CA $574
CA $4,407 total
CA $4,407 total
includes taxes & fees
Image gallery for "Gabolandia", a holiday home in Cortona
9.49.4 out of 10 rating
Exceptional
(6 reviews)
"Gabolandia", a holiday home in Cortona
Cortona, Tuscany
10% off
Price is CA $224
CA $224
CA $1,889 total
CA $1,889 total
includes taxes & fees
Image gallery for Apartment in Farmhouse
1010 out of 10 rating
Exceptional
(5 reviews)
Apartment in Farmhouse
Cortona, Tuscany
10% off
Price is CA $129
CA $129
CA $1,500 total
CA $1,500 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cassero Tower
Farmhouse in the hills with panoramic view and swimming pool
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
Sleeps 14 · 6 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
17th century farmhouse with private pool and Wi-Fi and air conditioning
Sleeps 10 · 4 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Luxury Cortona view hilltop Villa
Sleeps 12 · 6 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Top rated rentals - Cassero Tower
Perfect Location in Montepulciano
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
65th Birthday holiday with friends
1010 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Incredible Property
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Tuscan retreat
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Heart warming hospitality
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Perfect stay in a perfect villa with a perfect host.
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Home with a soul and history
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Tuscan Villa on the mountain
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
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