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.
  1. VILLA
    Giuly

    Giuly

    Gallipoli, LE

    Wonderful villa with private pool near Gallipoli and the main beaches! 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...

    Pool

    EUR1,462 to EUR3,090/night

  2. VILLA
    Moon

    Moon

    Fontane Bianche, SR

    Exclusive villa with private swimming pool that enjoys a splendid seafront view 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...

    Pool

    EUR1,169 to EUR1,947/night

  3. VILLA
    Boheme

    Boheme

    Taormina, ME

    Villa with sea view and private pool very near to the center of Taormina 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...

    Pool

    EUR970 to EUR1,676/night

  4. VILLA
    Gualtierottivilla

    Gualtierottivilla

    Pistoia, PT

    Exclusive villa in the countryside of Pistoia with private pool and jacuzzi 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...

    Pool

    EUR747 to EUR1,094/night

  5. VILLA
    Agora

    Agora

    Agrigento, AG

    Exclusive luxury villa in Agrigento with private pool, Jacuzzi and BBQ 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...

    Pool

    EUR735 to EUR1,567/night

  6. VILLA
    Terranova

    Terranova

    Modica, RG

    luxury villa with private pool in Modica! For a relaxing holiday in Sicily 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...

    Pool

    EUR596 to EUR1,111/night

  7. VILLA
    Salinella

    Salinella

    PACECO, TP

    Comfortable villa with private pool, nearby Trapani and only 450m from the sea! Salinella is a beautiful, comfortable villa with private swimming pool situated near Trapani, ancient town at the extreme western point of Sicily. The property is set on...

    Pool

    EUR565 to EUR988/night

  8. HOUSE
    Villa Cozzo

    Villa Cozzo

    Terrasini, PA

    Beautiful luxury villa in Sicilian style with beautiful private pool and garden. Don't look any further! From this villa, you'll have a perfect holiday on this sunny island. It's a villa, completely built and arranged in Sicilian style. First of...

    Pool

    EUR517 to EUR708/night

  9. VILLA
    Dragovilla

    Dragovilla

    Donnalucata, RG

    Luxurious villa with pool and wellness area in Donnalucata, 1.4km from the sea! Dragovilla is a luxury villa with swimming pool and wellness area in Donnalucata, a popular seaside resort on the south-east of Sicily. Framed by typical dry-stone...

    Pool

    EUR495 to EUR507/night

  10. VILLA
    Sanciro

    Sanciro

    Salemi, TP

    Elegant villa with swimming pool and garden, in a quiet area close by Salemi 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...

    Pool

    EUR490 to EUR909/night

  11. VILLA
    Panchevilla

    Panchevilla

    Pistoia, PT

    Exclusive villa surrounded by peaceful Pistoia, with private pool and spa! 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...

    Pool

    EUR448 to EUR938/night

  12. VILLA
    Spiga

    Spiga

    Noto, SR

    Ancient countryside residence with pool, in the heart of the Baroque Sicily. This old country estate with private pool is located at the heart of baroque Sicily, between the towns of Noto and Palazzolo Acreide (both listed as UNESCO cultural...

    Pool

    EUR428 to EUR644/night

  13. VILLA
    Gualtierotti

    Gualtierotti

    Pistoia, PT

    Exclusive villa in the countryside of Pistoia with private pool and jacuzzi 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...

    Pool

    EUR421 to EUR916/night

  14. VILLA
    Arangea

    Arangea

    Marsala, TP

    Beautiful villa with pool situated near Marsala, town by the sea 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...

    Pool

    EUR407 to EUR812/night

  15. VILLA
    Lauras

    Lauras

    Marsala, TP

    Wonderful villa with swimming pool nearby Marsala, just 5km from the sea! Lauras is a beautiful property with pool situated on the edge of Marsala, ancient town at the extreme western point of Sicily. Recently built, this splendid villa features...

    Pool

    EUR366 to EUR699/night

  16. VILLA
    Tenuta Mariano

    Tenuta Mariano

    Noceto, PR

    Spacious villa on estate with horse-breeding, with swimming pool and tennis court 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...

    Pool

    EUR342 to EUR668/night

  17. VILLA
    Pignabianca

    Pignabianca

    Marusa, TP

    Exclusive villa with private pool and wellness centre, only 3km from the sea! 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...

    Pool

    EUR326 to EUR634/night

  18. VILLA
    Villa La Gialla

    Villa La Gialla

    Castellammare del Golfo, TP

    Beautiful detached villa with private pool surrounded by hills and nature. Villa La Gialla is a marvellous villa with private swimming pool and solarium at 3 km from the beautiful Castellammare del Golfo. The villa has a beautiful, green garden,...

    Pool

    EUR303 to EUR415/night

  19. HOUSE
    La Villa Bianca

    La Villa Bianca

    Castellammare del Golfo, TP

    Fantastic unattached villa with private-swimmingpool in stunning part of Sicily. La Villa Bianca is an elegant property with private swimmingpool located in the countryside of beautiful Castellammare del Golfo. This pittoresque town lays on 3 km....

    Pool

    EUR297 to EUR488/night

  20. VILLA
    Maruggino

    Maruggino

    Maruggio, TA

    Equipped house with pool, jacuzzi and games for children at 3km from the sea Maruggino is a gorgeous villa with a spectacular view on the Ionian sea (only 3km away) and the Calabrian mountains. The villa can fit 13 guests, ideally 8 adults and 5...

    Pool

    EUR294 to EUR775/night

  21. HOUSE
    Villa Don Salvatore

    Villa Don Salvatore

    Santa Venerina, CT

    Holiday home on the slope of Mount Etna with pool between orange and lemon trees The kind owner Salvatore manages the holiday residence Don Salvatore. The house, situated near the Etna, has a lot of fancy details to satisfy the needs of customers,...

    Pool

    EUR280 to EUR365/night

  22. VILLA
    Villa Max

    Villa Max

    Suvereto, LI

    House with private pool, pizza oven, BBQ, ping pong, jacuzzi, just call it! This very comfortable holiday home with private pool features a large garden with different seating areas. In addition to various shady terraces, the garden also offers many...

    Pool

    EUR264 to EUR494/night

  23. HOUSE
    Casa Anna

    Casa Anna

    Cortona, AR

    Farmhouse in Cortona with pool and jacuzzi in the lovely garden 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...

    Pool

    EUR252 to EUR414/night

  24. 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 $251/night

  25. HOUSE
    La Piccola Villa Bianca

    La Piccola Villa Bianca

    Castellammare del Golfo, TP

    Fantastic unattached villa with private-swimmingpool in stunning part of Sicily. La Villa Bianca is an elegant property with private swimmingpool located in the countryside of beautiful Castellammare del Golfo. This pittoresque town lays on 3 km....

    Pool

    EUR183 to EUR319/night

  26. 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
  27. HOUSE
    Appartamento Corbezzolo

    Appartamento Corbezzolo

    Trinità D'agultu Vignola, OT

    Apartment in residence with swimming pool, not far from the beach The house is situated in a small residence with only 3 apartments situated in the northwest of Sardinia in the coast between Santa Teresa di Gallura and Castelsardo. Is difficult to...

    Pool

    EUR111 to EUR330/night

  28. HOUSE
    Appartamento Paradiso

    Appartamento Paradiso

    Trinità D'agultu, OT

    Apartment in residence with swimming pool, not far from the beach The house is situated in a residence in the north-west of Sardinia, in the coastal area between Santa Teresa di Gallura and Castelsardo. The natural beauty of this northern part of...

    Pool

    EUR111 to EUR330/night

  29. HOUSE
    Leonardo

    Leonardo

    Gambassi Terme, FI

    Apartment in a villa with swimming pool in the middle of a beautiful landscape 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...

    Pool

    EUR98 to EUR152/night

  30. APARTMENT
    Residence Annunzio Bilo

    Residence Annunzio Bilo

    Riccione, RN

    Residence with swimmingpool and spa, nearby the sea. 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...

    Pool

    EUR89 to EUR293/night