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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. 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 EUR2,218/night

  2. 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

  3. 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

    EUR616 to EUR1,133/night

  4. 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

  5. HOUSE
    Indian Well Home #12946

    Indian Well Home #12946

    Naples, FL

    Discover the convenience and value of Lely Resort. Amenities include a clubhouse, restaurant, and proshop, community pool and spa, walking and biking trails and fishing. This Indian Wells home features a magnificent view of the golf course from the...

    Pool
  6. 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

  7. 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

  8. HOUSE
    Piccadilly Home #16636

    Piccadilly Home #16636

    Naples, FL

    Absolutely Gorgeous 4 bedroom home located in a serene community in the center of Naples. This home features 4 bedrooms & 2.5 baths. The Master bedroom and bath are on the first level while the other 3 guest rooms are upstairs with a shared bath. A...

    Pool
  9. 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

  10. VILLA
    Morena

    Morena

    Marsala, TP

    Detached villa just steps from one of the most beautiful beaches of Marsala 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...

    EUR301 to EUR675/night

  11. HOUSE
    Antigua Home #34084

    Antigua Home #34084

    Naples, FL

    Whether it’s watching the sunset from your private pool, hosting a game night in the family room or creating a meal for the family in the gourmet kitchen, relaxation is the name of the game in this stunning Marco Island vacation home. Elegance and...

    Pool

    $269 to $574/night

  12. ESTATE
    Residence Templari Uno 6P

    Residence Templari Uno 6P

    Montebello Vicentino, VI

    Captivating and historic restored home, with ample garden, privacy Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and...

    EUR267 to EUR280/night

  13. 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

  14. ESTATE
    Residence Templari Uno 4P

    Residence Templari Uno 4P

    Montebello Vicentino, VI

    Captivating and historic restored home, with ample garden, privacy Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and...

    EUR204 to EUR217/night

  15. HOUSE
    Sunbury Home #34752

    Sunbury Home #34752

    Naples, FL

    Wonderful 3 bedroom/ 2 bathroom home in a lovely neighborhood. Unwind in your very own private swimming pool or take a walk on the winding trails provided. The gated community of Briarwood is located close to Naples beaches, Fifth Ave South & the...

    Pool Pets OK

    $197 to $502/night

  16. ESTATE
    Residence Templari Cinque 4P

    Residence Templari Cinque 4P

    Montebello Vicentino, VI

    Captivating and historic restored home, with ample garden, privacy, pets allowed Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for...

    EUR144 to EUR217/night

  17. ESTATE
    Residence Templari Uno 2P

    Residence Templari Uno 2P

    Montebello Vicentino, VI

    Captivating and historic restored home, with ample garden, privacy, pets allowed Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for...

    EUR141 to EUR155/night

  18. 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
  19. ESTATE
    Residence Templari Cinque 2P

    Residence Templari Cinque 2P

    Montebello Vicentino, VI

    Captivating and historic restored home, with ample garden, privacy, pets allowed Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for...

    EUR106 to EUR155/night

  20. 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

  21. HOUSE
    Everhart Lane

    Everhart Lane

    Florence, AZ

    HEATED POOL! Rare Florence home find. 3 bedroom, 2 bath, 2 car garage house, located in the Oasis Sunrise subdivision, surrounded by the Oasis Golf Club. Step inside this charming contemporary home and enter a large open concept great room....

    Pool Pets OK

    $88 to $139/night