CORTONA, TUSCANY
Villa Alessandra
Sleeps 18 in 9 bedrooms + 13 bathrooms. Air-con
Set amidst the rolling hills of Tuscany, just 4.5 km from the historic town of Cortona, Villa Alessandra is a magnificent 17th-century residence offering a unique blend of history, elegance, and luxury. Surrounded by over 5,000 square metres of landscaped gardens filled with centuries-old plants, lemon and olive trees, and oleander bushes, this majestic property provides an idyllic setting for large family gatherings, corporate retreats, or destination weddings.
Lovingly restored over two years by its current owners, Villa Alessandra retains its original charm with vaulted beamed ceilings, antique cotto flooring, frescoes, chandeliers, four-poster beds, marble bathrooms, and a striking sandstone staircase. Guests can enjoy elegant interiors, a billiards room, spacious living areas, and a modern, fully equipped kitchen perfect for Italian feasts. For al fresco dining, there is a stunning stone-columned gazebo furnished with marble tables and surrounded by panoramic countryside views.
With its proximity to Cortona, Siena, Montepulciano, and Lake Trasimeno, Villa Alessandra is the ideal base from which to explore the beauty, culture, and culinary delights of Tuscany and the Val di Chiana.
ACCOMMODATION COMPRISES
The villa accommodates up to 18 guests across 9 bedrooms and 9 bathrooms:
Bedroom 1: King-size bed, private bathroom with hydromassage bathtub and shower
Bedroom 2: King-size bed, private bathroom with hydromassage bathtub and shower
Bedroom 3: Double bed, private bathroom with bathtub
Bedroom 4: Twin beds, private bathroom with shower
Bedroom 5: Double bed
Bedroom 6: Double bed, private bathroom with shower
Bedroom 7: Double bed, private bathroom with shower
Bedroom 8: Double bed
Bedroom 9: Double bed
Additional features include a billiards room, large modern kitchen, and spacious dining and living areas furnished in a traditional Tuscan style.
SWIMMING POOL
Private swimming pool (5m x 15m, depth 1.1m–2m) with sun loungers, shower, and panoramic countryside views
CIN: IT051017B5WIKXTPTK.
Villa highlights & amenities
Private pool Air-con in bedrooms BBQ Chef / cook service available Dishwasher Mosquito nets Panoramic views Pool / billiards table Private parking Restaurant within 1.5 Km Satellite TV Washing machine Wi-fi Ideal for weddings
HANDPICKED BY IDYLLIC ITALY
Why Villa Alessandra features
'Villa Alessandra is perfect for large groups wanting a truly Tuscan experience in a luxurious historical setting. With its grand interiors, extensive gardens, private chapel, and proximity to Cortona and Tuscany’s cultural treasures, this villa is a dream location for weddings, family celebrations, or simply a relaxing Italian escape.'
Handpicked by Nicola Pearson, Italian villa specialist
Weekly rental rates
21/12/2025 to 02/01/2026 — £11,775
02/01/2026 to 25/04/2026 — £8,465
25/04/2026 to 30/05/2026 — £9,390
30/05/2026 to 27/06/2026 — £10,900
27/06/2026 to 29/08/2026 — £11,770
29/08/2026 to 03/10/2026 — £10,900
03/10/2026 to 19/12/2026 — £8,465
19/12/2026 to 02/01/2027 — £11,775
INCLUDED IN WEEKLY RENTAL
Air-conditioning in bedrooms
Wi-Fi internet
Linen and towels
Pool and garden maintenance
Final cleaning
BBQ facilities
Parking on-site
EXTRAS (PAYABLE LOCALLY)
Additional maid service
Chef service / catering
Heating (if required)
Event planning for weddings or large gatherings
Security deposit in case of damages (€2000.00 to be paid on site by cash or credit card and refundable at departure)
ARRIVAL & DEPARTURE
Arrival from 16.00 to 19.00. Late arrival may be possible but with advance notice and there may be a charge.
Departure by 10.00 am.
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