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
    Moon

    Moon

    Fontane Bianche, SR

    Exclusive villa with private swimming pool that enjoys a splendid seafront position in Fontane Bianche, a popular seaside resort south of Syracuse. Surrounded by a well kept garden with lawn, this prestigious property offers spacious, well equipped...

    Pool

    $1,293 to $2,154/night

  2. 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

  3. 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

  4. HOUSE
    Trulli Tra Pietre

    Trulli Tra Pietre

    Ceglie Messapica, BR

    It is a large complex of luxury Trulli (more than 200m²) with a stunning natural rock carved pool. All the rooms of the villa are equipped with individually controlled air conditioning. The living area is covered with WIFI signal. The truòòo...

    Pool

    $700 to $1,128/night

  5. HOUSE
    Azzurro marino

    Azzurro marino

    Marina di Modica, RG

    Exclusive villa with private swimming pool situated in a splendid sea front position in Marina di Modica, a small seaside resort on the southern coast of Sicily. This luxury, contemporary villa boasts large, panoramic terraces and a wellness room...

    Pool

    $697 to $1,902/night

  6. HOUSE
    Terranova

    Terranova

    Modica, RG

    Terranova is a luxury villa with pool located on the edge of Modica, ancient, charming, baroque town on the south-east of Sicily. Majestic and elegant, this splendid newly-built villa was designed and built to provide the ultimate comfort. The...

    Pool

    $679 to $1,253/night

  7. HOUSE
    La Villa

    La Villa

    Cisternino, BR

    Feel the sheer pulse where an ancient rural farmhouse, sea, and olive trees collide. Built to help the local peasants with the harvest. Having changed very little in the past 100 years, it remains a true and authentic experience. The Villa's...

    Pool

    $624 to $771/night

  8. HOUSE
    Le Edicole

    Le Edicole

    Ragusa, RG

    Le Edicole is a splendid villa with pool immersed in beautiful countryside, near the Donnafugata Castle, on the road that from the baroque town of Ragusa leads to the sea. This characteristic, country property has been expertly restored and...

    Pool Pets OK

    $593 to $1,127/night

  9. HOUSE
    Villa Capo Passero

    Villa Capo Passero

    Portopalo Capo Passero, SR

    Villa Capo Passero is an exclusive cliff top villa with swimming pool located a few hundred metres from the beach and the small town centre of Portopalo di Capo Passero, Sicily's southernmost point. Its large, well equipped terraces offer...

    Pool

    $553 to $953/night

  10. HOUSE
    Sanciro

    Sanciro

    Salemi, TP

    San Ciro is an elegant dwelling with swimming pool set in a quiet, sunny location close to Salemi, characteristic small town in the province of Trapani. The villa is surrounded by a well-tended Mediterranean garden with a splendid pool and boasts...

    Pool

    $543 to $1,005/night

  11. HOUSE
    Corte Dorata

    Corte Dorata

    Scicli, RG

    Corte Dorata is a beautiful country villa with swimming pool situated on the edge of Scicli, a charming baroque town and a UNESCO world heritage site. A wonderful rural landscape, characterized by olive, carob trees and white stone walls, frame the...

    Pool

    $532 to $698/night

  12. HOUSE
    Villa dei Fiori

    Villa dei Fiori

    Ragalna, CT

    Villa dei Fiori is a beautiful dwelling with private pool in Ragalna, a characteristic village on the slopes of Mount Etna, Europe's highest and most active volcano, recently added to UNESCO's World Heritage list. Besides its lovely swimming pool,...

    Pool

    $493 to $812/night

  13. HOUSE
    Arangea

    Arangea

    Marsala, TP

    Beautiful villa with pool situated near Marsala, ancient town by the sea at the extreme western point of Sicily. This splendid villa features spacious, well kept interior spaces and outdoor areas. On the ground floor are a large living room with...

    Pool

    $445 to $753/night

  14. HOUSE
    Pignabianca

    Pignabianca

    Marusa, TP

    La Pigna Bianca is a beautiful villa with pool situated near Trapani, halfway between the nature reserve of the salt pans and the Stagnone lagoon. The property, which overlooks its lovely garden, offers - besides the swimming pool - large, panoramic...

    Pool

    $360 to $700/night

  15. HOUSE
    Morena

    Morena

    Marsala, TP

    Beautiful, Mediterranean style villa situated just a just a stone's throw away from one of the most popular sandy beaches south of Marsala, an ancient small town located 30 kilometres from Trapani. Ideal property for those looking for a sunny,...

    $332 to $746/night

  16. HOUSE
    Villa Tortelli

    Villa Tortelli

    San Romano di Garfagnana, LU

    With this luxury villa, you can start relaxing immediately! Take a refreshing dip in your own swimming pool with Jacuzzi and outdoor shower. Afterwards you can have a stroll through the spacious garden surrounding the house. This holiday...

    Pool Pets OK

    $272 to $562/night

  17. HOUSE
    Pinivilla

    Pinivilla

    Custonaci (trapani), TP

    Pinivilla is a modern villa with swimming pool situated just a few hundred metres from the sea and the beautiful sandy beach of Cornino, a small fishing village halfway between San Vito Lo Capo and Trapani. This newly built villa, designed with...

    Pool

    $263 to $529/night

  18. HOUSE
    Nobiltà

    Nobiltà

    Taormina, ME

    Splendid house with terrace in Taormina. Tastefully furnished in an elegant style, the property is equipped with all modern conveniences (including Wi-Fi, satellite TV, air conditioning, microwave, washing machine and dishwasher). Overlooking a...

    $252 to $384/night

  19. HOUSE
    Il Grottone

    Il Grottone

    Casoli, LU

    A lovely rustic, and well furnished Italian villa in Tuscany, situated in the Apuane hills in the tiny hamlet of Luciana, about 2 km from the small village of Casoli, and 5 km from Camaiore in the region of Versilla, north west Tuscany. A holiday...

    $143 to $191/night

  20. HOUSE
    Casa Pascoso

    Casa Pascoso

    Pascoso - Pescaglia, LU

    The holiday house is an 18th-century stone building (105 m2) and nestled on a hill, with three floors on one side and two on the other; therefore at the ground floor there is another room (with independent entrance) which is used for a laundry (with...

    Pets OK

    $109 to $158/night