Cortona, Italy Vacation Rentals & Homes - Cortona, Italy Cabins, Cottages & Condo Rentals


Find a Cortona, Italy vacation rental home for your vacation. Stay at one of our rustic Cortona, Italy cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Cortona, Italy vacation rentals and plan your vacation today!

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  • Cortona, Italy Vacation Rentals. Start Planning Your Vacation Today!
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    Villa Cuiano Mercatale di Cortona, Italy Vacation Rentals

    Villa Cuiano

    Starting At
    US $490
    per Week

    Bedrooms: 2  Sleeps: 5  Bathrooms: 1  
    Mercatale di Cortona, Italy Vacation Rentals - High on a hilltop not far from Cortona, on Tuscany's eastern border with Umbria, Villa Cuiano is a large farmhouse that can be rented entire or as one of six apartments. Large swimming pool....

    Faultless service and an incomparable atmosphere. Cortona, Italy Vacation Rentals

    Faultless service and an incomparable atmosphere.

    Starting At
    9,000 Euro
    per Night/Room

    Bedrooms: 5  Sleeps: 10  Bathrooms: 3  
    Cortona, Italy Vacation Rentals - The “Country House Rocca di Pierle” has been beautifully restored and is a relaxing and comfortable residence, where guests enjoy faultless service and an incomparable atmosphere in surrounding...

    Romantic holiday in a Convent Cortona, Italy Vacation Rentals

    Romantic holiday in a Convent

    Starting At
    400 Euro
    per Week

    Bedrooms: 4  Sleeps: 8  Bathrooms: 2  
    Cortona, Italy Vacation Rentals - Reminiscent of a countryside hamlet, Novole is comprised of 2 separate cottages and the main house (Farmhouse). The property dates from 1400 when it was a Franciscan convent. From 1800 it was used as ...

    Il Colle Mercatale di Cortona, Italy Vacation Rentals

    Il Colle

    Starting At
    US $1,400

    Bedrooms: 4  Sleeps: 8  Bathrooms: 2  
    Mercatale di Cortona, Italy Vacation Rentals - Restored farmhouse with a breathtaking views close to Cortona. Price range is for a week rental...

    Il Rifugio - Cortona Cortona (AR) Italy, Italy Vacation Rentals

    Il Rifugio - Cortona

    Starting At
    US $5,500
    per Week

    Bedrooms: 5  Sleeps: 12  Bathrooms: 5  
    Cortona (AR) Italy, Italy Vacation Rentals - Il Rifugio... where you will enjoy privacy, serenity and spectacular views. Unwind in this 17th century Tuscan farmhouse on fifty-six acres of gardens, fields, woodlands and centuries-old terraced oli...

    Casa Beata - Cortona, Italy Cortona, Italy Vacation Rentals

    Casa Beata - Cortona, Italy

    Starting At
    US $2,000

    Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
    Cortona, Italy Vacation Rentals - Casa Beata is a luxurious and important apartment in the historic city center of Cortona - exquisite and without comparison. It has been recently restored and furnished with a discerning eye to both h...

    Villa Sant'Andrea Cortona Terontola di Cortona, Italy Vacation Rentals

    Villa Sant'Andrea Cortona

    Contact For Rates & Specials!

    Bedrooms: 7  Sleeps: 15  Bathrooms: 5  
    Terontola di Cortona, Italy Vacation Rentals - Exquisite vacation villa from the 11th c. with 7 bedrooms, 5 bathrooms, pool, antiques, antique reproductions, oriental carpets and luxury bedding. Over 7 private acres of olive groves and gardens, c...

    La Mucchia Casa Vacanze Cortona, Italy Vacation Rentals

    La Mucchia Casa Vacanze

    Starting At
    US $50
    per Person

    Cortona, Italy Vacation Rentals - An old Tuscan farmhouse from 1760, renovated in the original Tuscan style, and divided in 8 beautiful holiday suits each autonomic with all modern comfort, like internet access, air-condition, satelli...



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    Vacation villa rental Tuscany Italy castle Siena, ITALY, Italy Vacation Rentals

    Vacation villa rental Tuscany Italy castle

    Starting At
    2,000 Euro
    per Week


    Bedrooms: 3  Sleeps: 6  Bathrooms: 3  
    Siena, ITALY, Italy Vacation Rentals - The Castle of Montalto lies in one of the loveliest parts of the Chianti area of Tuscany, not far from Siena. It is very centrally located for art touring, an excellent home base for sight-seeing, win...

    Romantic weeks  in Agriturismo  Renaccino Siena, Italy Vacation Rentals

    Romantic weeks in Agriturismo Renaccino

    Starting At
    100 Euro
    per Night


    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Siena, Italy Vacation Rentals - the accomodation is in a converted old barn situated inside the holiday farm which is one of the most important stud farms of english thouroubred italian gallop, horses. There are 4 apartments, elegan...



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