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. HOUSE
    Boheme

    Boheme

    Taormina, ME

    Exclusive villa with private swimming pool in Taormina. Refined and prestigious, this splendid property is situated in close proximity to the Greek Theatre and to Corso Umberto, but also to a wealth of smart boutiques, restaurants and clubs that are...

    Pool

    $1,074 to $1,854/night

  2. HOUSE
    Agora

    Agora

    Agrigento, AG

    Exclusive villa with private swimming pool near Agrigento and the Valley of the Temples, majestic archaeological area listed as a World Heritage site. Ideal property for those seeking privacy, comfort and relaxation, this villa is set in a pleasant...

    Pool

    $813 to $1,734/night

  3. HOUSE
    Gualtierottivilla

    Gualtierottivilla

    Pistoia, PT

    The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps relaxing in the private swimming pool, surrounded by beautiful modern sculptures...

    Pool Pets OK

    $802 to $1,211/night

  4. HOUSE
    Panchevilla

    Panchevilla

    Pistoia, PT

    This villa was built in 1718 as a summer residence for the Bishop of Pistoia and Prato, as evidenced by a plaque in Latin seen in the living room. The villa is located in a green Apennine valley, less than 20km from Pistoia, well connected to...

    Pool Pets OK

    $495 to $1,038/night

  5. HOUSE
    Gualtierottivillino

    Gualtierottivillino

    Pistoia, PT

    The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps relaxing in the private swimming pool, surrounded by beautiful modern sculptures...

    Pool Pets OK

    $442 to $1,013/night

  6. HOUSE
    Tenuta Mariano

    Tenuta Mariano

    Noceto, PR

    On the road between Parma and Fidenza, there is the farm with villa that stretches over a vast area of woods and hills. For racehorse enthusiasts this place represents an important piece of the recent history of international horse racing: with its...

    Pool Pets OK

    $377 to $739/night

  7. HOUSE
    Casa Anna

    Casa Anna

    Cortona, AR

    This ancient rural farmhouse at the bottom of the lovely Cortona hill, amid an atmosphere rich in Etruscan history, is the result of a long and accurate restoration process designed to preserve the house original beauty. Due to its strategic...

    Pool Pets OK

    $279 to $457/night

  8. HOUSE
    Villa delle Ginestre

    Villa delle Ginestre

    Montescudo, RN

    nullExtra CostsDeposit: € 200 (To be paid in advance, not on site, refunded 7 days after departure)Optional services on siteWifi: FreeCot: free (on request)High chair: free (on request)Cot + High chair: free (on request)Cleaning: Extra...

    Pool

    $233 to $312/night

  9. HOUSE
    Falcons Glen Home #12950

    Falcons Glen Home #12950

    Naples, FL

    Golf Course CommunityTee off in your own backyard! This home has it all!!! The home is on the second hole ( par 5 ) of Flamingo 150 yards out from the green with an incredible wide view of the course. Take a long walk on the nature trail, or jump in...

    Pool

    $215 to $520/night

  10. CONDOMINIUM
    La Peninsula Home #40385

    La Peninsula Home #40385

    Naples, FL

    Incredible views of the from this 3rd floor spacious 2 bedroom 2 1/2 bath condo! 2140 Sq Ft. Amenities include tennis courts on site, fitness center, heated pool and spa, docks for fishing. AmenitiesElevatorSightseeingBalconyFamilyOutdoor...

    Pool

    $126 to $230/night

  11. HOUSE
    Leonardo

    Leonardo

    Gambassi Terme, FI

    This apartment is located in a beautiful villa with a shared swimming pool, with a garden where you can enjoy a good local wine and enjoy the sunset. There are 3 other apartments. They are all equipped with luxurious furnishings well been cared for...

    Pool

    $106 to $168/night

  12. HOUSE
    Residence Annunzio Bilo

    Residence Annunzio Bilo

    Riccione, RN

    This new residence is located opposite the beach, in a street that connects Rimini to Riccione. In this area there are nice restaurants and bars on the beach and a water park "Beach Village" (at approximately 500mt) that you can access for free....

    Pool Pets OK

    $98 to $324/night

  13. HOUSE
    Michelangelo

    Michelangelo

    Gambassi Terme, FI

    This apartment is located in a beautiful villa with a shared swimming pool, with a garden where you can enjoy a good local wine and enjoy the sunset. There are 3 other apartments. They are all equipped with luxurious furnishings well been cared for...

    Pool

    $87 to $137/night