Welcome to Italy! Ancient Roman architecture, impossible beauty, and the best food ever! Experience Italy’s cultural diversity -- from trendy Turin, to romantic Venice, to historic Rome, to the island Sicily. No matter where you wind up, RedAwning has many gorgeous vacation homes, villas, apartments and condos in Italy, all ready to rent with a simple, hotel-style reservation process.

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  1. APARTMENT
    18 Century Residence Agritourismo ''Winter''

    18 Century Residence Agritourismo ''Winter...

    Chainni,

    EUR95/night

  2. APARTMENT
    18 Century Residence Agritourismo ''Summer''

    18 Century Residence Agritourismo ''Summer...

    Chianni,

    Pets OK

    EUR95/night

  3. HOUSE
    New Listing! “After Dune Delight”, Walk to Beach

    New Listing! “After Dune Delight”, Walk to Beach

    Florence, OR

    FREE CANCELLATION

    $105 to $272/night

  4. HOUSE
    Falcons Glen Home #12950

    Falcons Glen Home #12950

    Naples, FL

    Pool

    $215 to $520/night

  5. HOUSE
    Sunbury Home #34752

    Sunbury Home #34752

    Naples, FL

    Pool Pets OK

    $197 to $502/night

  6. HOUSE
    Antigua Home #34084

    Antigua Home #34084

    Naples, FL

    Pool

    $269 to $574/night

  7. VILLA
    Villa Charme La quiete

    Villa Charme La quiete

    Pagno, CN

    Pets OK
    FREE CANCELLATION

    EUR147 to EUR173/night

  8. VILLA
    Tuscany Cove

    Tuscany Cove

    Naples, FL

    Pool

    $184 to $194/night

  9. CONDOMINIUM
    La Peninsula Home #40385

    La Peninsula Home #40385

    Naples, FL

    Pool

    $126 to $230/night

  10. APARTMENT
    18 Century Residence Agritourismo ''The Cypress''

    18 Century Residence Agritourismo ''The Cypres...

    Chainni,

    EUR95/night

  11. HOUSE
    Heated Pool Home in Desirable Florence! 30 Night Minimum Stay!

    Heated Pool Home in Desirable Florence! 30 Night Minimum...

    Florence, AZ

    Pool Pets OK

    $88 to $138/night

  12. HOUSE
    Piccadilly Home #16636

    Piccadilly Home #16636

    Naples, FL

    Pool

    $331/night

  13. HOUSE
    Indian Well Home #12946

    Indian Well Home #12946

    Naples, FL

    Pool

    $484/night