Private Vacation Homes in Cortona, Italy

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August 2026
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Saturday 01 August 2026 - Sunday 02 August 2026 (1 night)

01 Aug 2026
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02 Aug 2026
Sunday
2 Adults - 0 Child
1 room

Cortona - 42 Private Vacation Homes to Choose From

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Cortona - 42 Properties found

Most booked in last 6 months
Recommended
Star rating
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Deals
Fattoria Le Giare
Fattoria Le Giare

Localita Fratticciola

Amenities

Wonderful

2 reviews

9.0
Rosa dei Venti
Rosa dei Venti

Via Quaratola, 71

Amenities
Well Kept Apartment near Cortona
Well Kept Apartment near Cortona

Via di Manzano, Loc. Camucia 1042

Amenities

2% giveback on bookings

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Casa Rancacci
Casa Rancacci

Loc. Rancacci,112

Amenities
Farmhouse in Cortona wit Garden and Pool
Farmhouse in Cortona wit Garden and Pool

C.S Valecchie - Montanare 68

Amenities
Lovely Agritourismo near Cortona
Lovely Agritourismo near Cortona

Via di Manzano, Loc. Camucia 1042

Amenities
A Charming Agritourism Complex in the Chiana Valley
Amenities
Plush Holiday Home in Cortona with Hot Tub
Amenities
La Fantastica Cottage - Tuscan Retreat in Cortona Elegant Country Cottage Sleeps 6
Cozy Farmhouse in Cortona With Swimming Pool
Cozy Farmhouse in Cortona With Swimming Pool

Via di Manzano, Loc. Camucia 1042

Amenities
Quaint Villa With Private Pool in Cortona Italy
Wonderful Holiday Home in Cortona With Terrace
Wonderful Holiday Home in Cortona With Terrace

Localita Piazzanella 276

Amenities
Lavish Farmhouse in Cortona With Swimming Pool
Lavish Farmhouse in Cortona With Swimming Pool

Via di Manzano, Loc. Camucia 1042

Amenities
Idyllic Cottage in Cortona With Swimming Pool
Amenities
Enticing Holiday Home in Cortona With Pool
Enticing Holiday Home in Cortona With Pool

Località Case Sparse San Pietro a Dame,

Amenities

Top Picks for Private Vacation Homes in Cortona

Try one of these popular top-rated private vacation homes in Cortona

Explore Cortona

Discover new destinations in Cortona and find your next stay!
FAQs About Private Vacation Homes in Cortona
The best place to stay is the Relais Il Falconiere, known for its luxury and charm.
Destination

Discovering Cortona's Coastal Charm and Urban Wonders

Discover what to do and what to see in Cortona

Welcome to the enchanting town of Cortona in the heart of Tuscany, Italy. With its captivating charm and picture-perfect landscapes, Cortona is the ideal destination for your private vacation. Nestled on a hilltop overlooking the stunning Tuscan countryside, Cortona is a treasure trove of history and culture. Explore the winding medieval streets lined with centuries-old buildings and immerse yourself in the atmosphere of this charming town. Admire the impressive landmarks such as the Duomo, a beautiful cathedral dating back to the 12th century, and the imposing Fortress of Girifalco, offering panoramic views of the surrounding countryside. Cortona is also renowned for its artistic heritage. Visit the Museo Diocesano and discover a rich collection of religious art, including masterpieces by renowned Italian painters such as Fra Angelico. Art lovers should not miss the opportunity to visit the Etruscan Academy Museum, showcasing ancient artifacts and archaeological treasures. When it comes to accommodation, indulge in luxury and privacy by choosing one of our exquisite private vacation homes in Cortona. Each property is carefully selected to offer a unique and comfortable experience, allowing you to relax and unwind in style. Whether you prefer a historic villa surrounded by vineyards or a cozy cottage nestled in the hills, we have the perfect home for you. To make your booking process seamless, we offer multiple payment options. Choose from credit cards, debit cards, or even cryptocurrencies like Bitcoin. Our priority is to ensure a hassle-free experience, from the moment you book until the end of your stay. Embark on a memorable journey in Cortona, Tuscany, and create unforgettable memories in this picturesque Italian destination. Book your private vacation home today and experience the magic of Cortona firsthand.

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Hotel Bookings

  • When will I receive my hotel confirmation email?

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    You will receive your accommodation booking confirmation within 24 hours of placing your reservation. We also recommend to check your junk mail or spam folder for your itinerary.

    Please also note that you can always view your booking status online using My Trip on our website or by signing in and selecting My Bookings from the account menu.

    Cryptocurrency payments require a certain number of blockchain confirmations for the booking to proceed. The number of blockchain confirmations required for the most commonly used payment options are as follows:

    • BTC payments: 3 confirmations
    • ETH payments (incl. ERC20): 20 confirmations
    • BNB payments (incl. BEP20): near-instant
    • TRON payments (incl. TRC20): near-instant
  • What is the maximum number of rooms that I can book per booking?

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    You can book up to four rooms per booking. For group bookings that exceed four rooms, please contact our Customer Support Team via [email protected].

  • When will I receive my hotel confirmation email?

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    Hotel reservations are usually confirmed within 60 minutes of booking.

    Once confirmed, your official hotel itinerary will be emailed to you. 

    Where to track booking status

    You can view your booking status via My Trips on our website, or the My Bookings section of your account dashboard.

     

    If you need further assistance, please contact our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

     

  • Why isn't there any hotel availability showing?

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    If our website displays no availability, that unfortunately means we have no available rooms at your chosen property for your preferred dates. Please try updating your search criteria with new dates or filters.

    If your travel arrangements are not flexible and you must stay at this property, please live-chat us or submit a Contact Us form for assistance.

  • My order is expired

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    If your flight, hotel, activity, or car rental booking shows a status of expired after you made a payment, please do not attempt to rebook. Bookings automatically expire if a payment is not fully confirmed within our 10-minute window.

    Why did my booking expire?

    Due to fluctuating product rates and real-time currency or cryptocurrency exchange shifts, we limit the initial reservation window to 10 minutes. The reservation will be marked as expired if a successful payment confirmation is not received before this timer runs out.

    I already sent the payment, what happens next?

    Some payment methods, particularly cryptocurrency transactions, can experience blockchain network delays, exceeding our reservation window. Once the payment is detected, our system will automatically attempt to make the reservation again. 

    What should I do if my booking fails after payment is made?

    Our team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

     

    If you haven't receive an email after 60 minutes, please reach out to speak to our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

  • Is there any discount available if I do not have any AVA tokens?

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    Each accommodation and activity booking made on Travala will receive a 2% giveback in the form of AVA tokens. In order to receive this giveback, simply activate your FREE Smart Basic account. The giveback will be credited directly to your wallet after you complete your stay. If you don’t have a Travala account yet, create an account here

  • What should I do if my hotel booking expires or fails after payment is made?

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    Please contact our Customer Support team via chat or email [email protected] and the team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

  • How do we determine our hotel sort and filter order?

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    Sort and Filter functions in the search result page support you in finding the best accommodation offers as quickly as possible.

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        • Sort function at the top of the search page enables you to order accommodation search results according to your preference, such as price, rating, distance, guest recommendation, and other criteria.
        • The Filter function enables you to include or exclude various options to suit your travel needs.

    By default, if you do not use either Sort or Filter function, your search results may be ordered based on two factors:

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        • The nearest distance to the destination/landmark you searched for
        • Property ratings based on top reviews

    SORT

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        • Price: sorts your search results based on the property price from high to low and low to high
        • Rating: sorts your search results based on the accommodation star rating from 5 stars to 1 star and 1 star to 5 stars.
        • Distance from downtown: sorts properties nearest to the location you searched for.
        • Property Rank: sorts properties based on transactional data and details about the property.
        • Top Rated: sorts properties with the outstanding ratings based on our data.
        • Guest Recommended: sorts by the percentage of guests who recommend staying at this property. Use this option to get the properties with the highest recommendation score display first.

    FILTER

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      • Search Hotels: filters properties by name once the hotel/property name is entered.
      • Price per night: filters properties by price range once the minimum and maximum price range is selected.
      • Popular Filters: we show the most common filters here that help you easily find the best choice from one or more filters.
      • Star Rating: filters by desired minimum star rating, e.g. only 5-star hotels, both 4-star and 5-star hotels, etc.
      • Guest Review: filters by guest review types, including Excellent, Very Good, etc.
      • Property Type: filters by property types, e.g. Hotel, Villa, Apartment, etc.
      • Amenities: filters by desired amenities, e.g. Swimming Pool, Free WiFi, etc.
      • Hotel Chain: filters by properties that belong to a particular hotel chain.
  • How can I obtain a payment receipt or invoice for my hotel booking?

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    To request a payment receipt or invoice for your hotel booking, please submit a Contact Us request form. Once your request is received we will email you an electronic receipt.

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