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
    Giuly

    Giuly

    Gallipoli, LE

    Beautiful villa with private pool located in Gallipoli, just a few minutes drive from some of the most beautiful beaches of the Apulian Ionian coast. Ideal residence to enjoy a holiday of sun, sea and entertainment, but also of culture, Giulia is a...

    Pool

    $1,618 to $3,419/night

  2. HOUSE
    Villa Masino

    Villa Masino

    Varignana, BO

    This fine and astonishingly beautiful Villa, lies surrounded by five hectares of lush private garden, where peace and privacy are guaranteed. Among olive trees and vineyards, the tasteful dwelling, not only benefits from an excellent position but...

    Pool Pets OK

    $1,547 to $2,321/night

  3. HOUSE
    Cuoricino

    Cuoricino

    Siracusa, SR

    Beautiful villa with private swimming pool situated on the Maddalena peninsula, just a little bit south of Syracuse. The villa is the ideal property for those seeking a relaxing holiday, in a quiet location but near the sea, providing the perfect...

    Pool

    $990 to $1,841/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
    Casanova

    Casanova

    San Pancrazio, FI

    Set in the Florentine Chianti countryside, Podere Casanova occupies a beautiful panoramic position. It is surrounded by private gardens and features a large pool. It can be easily reached by all major Tuscan road and rail networks. It is just 25 km...

    Pool Pets OK

    $390 to $580/night

  6. HOUSE
    Villa Azzurrina

    Villa Azzurrina

    Serrapetrona, MC

    Villa Azzurrina is a typical villa with pool in Serrapetrona, a small hamlet near Macerata. The villa is within walking distance of restaurants and shops and in the morning you can drink a delicious cappuccino after a short walk. The villa has a...

    Pool Pets OK

    $385 to $547/night

  7. HOUSE
    Casa Il Podere

    Casa Il Podere

    Montaione, FI

    Farmhouse, with stone structure, which dates from the seventeenth century to the inside of a small family farm. Located around hills of Chianti in an elevated position overlooking the environment of the countryside with a swimming pool surrounded by...

    Pool Pets OK

    $221 to $479/night

  8. HOUSE
    Giardino- Taverna Piccola

    Giardino- Taverna Piccola

    Terranuova Bracciolini, AR

    The country house, just on the slopes of the Pratomagno Mountain, is really a hidden angle of the wonderful Tuscan countryside, offering beautiful views over the colourful hills. The country house is located in a really strategic position for the...

    Pool Pets OK

    $169 to $192/night

  9. HOUSE
    Giardino- Taverna Grande

    Giardino- Taverna Grande

    Terranuova Bracciolini, AR

    The country house, just on the slopes of the Pratomagno Mountain, is really a hidden angle of the wonderful Tuscan countryside, offering beautiful views over the colourful hills. The country house is located in a really strategic position for the...

    Pool Pets OK

    $169 to $192/night

  10. HOUSE
    Giardino- Rifugio

    Giardino- Rifugio

    Terranuova Bracciolini, AR

    The country house, just on the slopes of the Pratomagno Mountain, is really a hidden angle of the wonderful Tuscan countryside, offering beautiful views over the colourful hills. The country house is located in a really strategic position for the...

    Pool Pets OK

    $169 to $192/night

  11. HOUSE
    Villetta Manuela

    Villetta Manuela

    Castellina Marittima, PI

    Villetta Manuela overlooks a beautiful landscape of rolling Tuscan hills directed to the sea near the Etruscan Coast. From the large and sunny garden, on top of the hill on clear days, you can admire, the islands on the Tuscan coast and...

    $159 to $216/night

  12. HOUSE
    La Casa degli Angeli

    La Casa degli Angeli

    Lorenzana, Crespina (pi), PI

    The house is located in the town of Collealberti Lorenzana (Pisa), halfway from the historical and cultural cities such as Pisa, Lucca, Florence, Livorno and Siena.An unforgettable vacation, ideal for those who want to relax immersed in the sounds...

    Pool Pets OK

    $138 to $209/night