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. ESTATE
    Il Portico Sette

    Il Portico Sette

    Monselice, PD

    Wonderful castle just 25 km from Padua and 65 km from Venice Recently restored and furnished with antique furniture, this elegant apartment (80 m) is located on the ground floor. There is a large, private terrace affording marvellous views over the...

    Pool
  2. HOUSE
    Terrazza Paradiso

    Terrazza Paradiso

    Monopoli, BA

    Magnificent apartment on the beach and a terrace with fantastic sea views A charming 60 sq meters sea view apartment. Situated on the third floor of a palace in the historic heart of Monopoli, it offers a spectacular terrace with breathtaking...

    EUR165 to EUR233/night

  3. VILLA
    Villa Federica

    Villa Federica

    Cortona, AR

    Villa with private swimming pool in the Tuscan hills, only 1 km from Cortona A few steps from the beautiful Etruscan town of Cortona, which is only 1 km from the city center, lies Villa Federica, surrounded by orchards and crops, in a strategic...

    Pool

    EUR511 to EUR723/night

  4. VILLA
    Villa Miriam

    Villa Miriam

    Cortona, AR

    Villa with private swimming pool at an altitude of 600 m, in the hills, 2 km from Cortona Villa Miriam is located about 600 meters in the hills and has a panoramic view of the Valdichiana. This Tuscan villa with annexed hayloft has been completely...

    Pool

    EUR310 to EUR492/night

  5. VILLA
    Casa Cielo

    Casa Cielo

    Fabriano, AN

    Beautiful house with private swimming pool, spacious garden and beautiful surroundings Casa Cielo lies near the city of Fabriano, a city rich in history and culture. It is a beautiful rustic house of stone and part is painted lavender blue and...

    Pool

    EUR180 to EUR306/night

  6. FARMHOUSE
    Clematilda

    Clematilda

    Loro Ciuffenna, AR

    Detached villa for 6-pers. with outdoor swimming pool This holiday house lies in the middle of the hills of the Valdarno Arentino at 600 metres altitude and offers her habitants a breath taking view at the Tuscan valleys. Villa Clemacine is situated...

    Pool

    EUR86 to EUR119/night

  7. COTTAGE
    Clemacine

    Clemacine

    Loro Ciuffenna, AR

    Detached villa for 6-pers. with outdoor swimming pool This holiday house lies in the middle of the hills of the Valdarno Arentino at 600 metres altitude and offers her habitants a breath taking view at the Tuscan valleys. Villa Clemacine is situated...

    Pool

    EUR161 to EUR226/night

  8. FARMHOUSE
    Portico

    Portico

    Montepulciano, SI

    Farm holiday with swimming pool, 500 m from Montepulciano, beautiful surroundings Portico is a charming apartment in an agritourism area. This old stone farmhouse has been completely renovated and there are 4 apartments in total. The agritourism...

    Pool

    EUR99 to EUR135/night

  9. FARMHOUSE
    Zuppa del Duca

    Zuppa del Duca

    San Gimignano, SI

    This beautiful farmhouse with pool and views over vineyards and olive groves Zuppa del Duca Apartment is in a beautiful farmhouse on top of a hill with an enchanting view. The estate is surrounded by organic vineyards and olive groves. The...

    Pool

    EUR181 to EUR376/night

  10. APARTMENT
    Civico 37

    Civico 37

    Meina, NO

    New and functional apartment, with swimming pool, garden and stunning lake view. Cozy apartment on the ground floor of a building built in 2013, in a quiet, elevated position, 3 km from the center of Meina and Lake Maggiore and 5 km from Arona. The...

    EUR147 to EUR189/night

  11. APARTMENT
    Sol calent

    Sol calent

    Rosolina Mare, RO

    Sun-drenched seaside holiday home, pool, close to Venice. Sun-drenched seaside holiday home close to Venice. This holiday home, located inside a residence boasting a pool, is positioned just 400m from the attractive tourist town of Rosolina Mare and...

    Pool

    EUR61 to EUR157/night

  12. FARMHOUSE
    Forno

    Forno

    Castelnuovo Berardenga, SI

    Agriturismo with pool, beautiful view, near Siena, Crete Senesi This beautiful agriturismo is situated in a panoramic landscape, the Crete Senesi, close to Castelnuovo Berardenga in the middle of 120 hectares of wheat fields. The agriturismo is an...

    Pool

    EUR83 to EUR203/night

  13. HOUSE
    Pompei

    Pompei

    Trecase, NA

    Apartment at the foot of Mt. Vesuvius. Apartment Vesuvio is situated in the Parco Nazionale del Vesuvio, at the foot of Mount Vesuvius. It is possible to go up the mountain and view the crater. Various hiking and cycling routes are laid out for...

    EUR235 to EUR355/night

  14. HOUSE
    Lilla

    Lilla

    Gubbio, PG

    Farmhouse in hilly area, swimming pool and panoramic terrace Lillà apartment is located in a farmhouse on a hill near Gubbio, one of the most beautiful medieval towns in Umbria. In the area are several medieval castles and abbeys. The landscape is...

    Pool

    EUR57 to EUR80/night

  15. APARTMENT
    Seychelles

    Seychelles

    Rosolina Mare, RO

    Modern residence immersed in the greenery and close to the sea, in Rosolina Mare Recently build residence, immersed in the greenery and close to the sea, in Rosolina Mare. This residence is composed of various units and is immersed in the greenery...

  16. APARTMENT
    Salici

    Salici

    Manerba del Garda, BS

    Apartment on Lake Garda with pebble beach, pier for boat, three swimming pools In the most beautiful part of Lake Garda is a resort surrounded by olive trees and other plants and vegetation. The park is situated directly on Lake Garda. The...

    Pool

    EUR130 to EUR247/night

  17. VILLA
    Villa Simona

    Villa Simona

    Meina, NO

    Exclusive villa Lake Maggiore, with private swimming pool and own small beach. This exclusive villa is situated directly at the shores of the Lake Maggiore. It has a private swimming pool and its own small beach. The modern villa is all on one...

    Pool
  18. ESTATE
    Stefania Lucca

    Stefania Lucca

    Lucca, LU

    Apartment in the historic center of Lucca, for a visit to the city The apartment is situated on the ground floor of a historical building in the heart of Lucca. It is the ideal starting point to visit this gorgeous city and perfect for families with...

    EUR157 to EUR202/night

  19. HOUSE
    Lori Montagna Mansarda

    Lori Montagna Mansarda

    Pieve di Ledro, TN

    Holiday apartment at approximately 150 meters from Lake Ledro Holiday apartment at approximately 150 meters from Lake Ledro. It is located in Pieve di Ledro. The apartment is furnished with care. Lake Ledro is only 3 km long and less than 1 km...

    EUR66 to EUR110/night

  20. HOUSE
    Casa Moniga

    Casa Moniga

    Moniga del Garda, BS

    Semi-detached holiday home with comunal swimming pool and view at Lake Garda This holiday home has a private garden and enjoys wonderful views of Lake Garda. The holiday home is attached and is in a small holiday complex with 17 houses on the...

    Pool

    EUR110 to EUR219/night

  21. CHALET
    Mas Del Toni Quadri

    Mas Del Toni Quadri

    Rabbi, TN

    Panoramic and peaceful situated house against a hill Peacefully set against a panoramic hill in the val di Rabbi, close to the cosy Piazzola. This house, which used to be a cow barn, has recently been restored in an environmentally friendly way....

    EUR98 to EUR154/night

  22. VILLA
    Villa Luminosa

    Villa Luminosa

    Cortona, AR

    Villa at 300-m altitude, with private swimming pool and views of Cortona Villa Luminosa is a beautiful villa in the hills near Cortona. The villa enjoys a picturesque location and is surrounded by olive groves and vineyards, typical of the Tuscan...

    Pool

    EUR391 to EUR678/night

  23. FARMHOUSE
    Gelsomino

    Gelsomino

    Montecarotto, AN

    Farmhouse with swimming pool, beautiful views, among vineyards and olive groves A rural farmhouse in the hills at 380 meters altitude. The distance to the Adriatic Sea is only 30 km. In the agriturismo are a total of 4 apartments. The apartments are...

    Pool

    EUR104 to EUR139/night

  24. HOUSE
    Relax

    Relax

    Cagli, PU

    Lovely holiday home with swimming pool, spacious garden, beautiful view and a pony This beautifully restored country house is situated above Acqualagna, the truffle heart of Italy, where the owner Ivo loves to tell you all about it. The location of...

    Pool

    EUR119 to EUR209/night

  25. ESTATE
    Castello

    Castello

    Sarteano, SI

    Sleeping in a beautiful castle, private pool, beautiful garden Castello is a castle from 1465 on an estate in an idyllic part of Tuscany with elms, pines, vineyards and olive groves between the Val di Chiana and Val d'Orcia. The exterior of the...

    Pool

    EUR730 to EUR826/night

  26. ESTATE
    Salice

    Salice

    Monte del Lago, PG

    Apartment in agriturismo with lake view This lovely agriturismo is just 300 metres from the shore of Lake Trasimeno in Monte del Lago. You will find pristine natural beauty in this lovely valley. You can enjoy absolute relaxation here in comfortable...

    Pool

    EUR74 to EUR145/night

  27. APARTMENT
    Hawaii Due

    Hawaii Due

    Rosolina Mare, RO

    Modern holiday home close to sea front, in Rosolina Mare, near Venice. Modern seafront holiday home in Rosolina Mare, close to Venice. This property is composed of different seafront apartments, all equipped with elevator. Ideal position only 100...

  28. FARMHOUSE
    Villa Romana Uno

    Villa Romana Uno

    Pontecchio Polesine, RO

    Main floor apartment with swimming pool. This holiday home is in a farmhouse, two kilometres from the River Po. The grounds are surrounded by 7,000 m2 of greenery. There is a small vineyard and a narrow lane leading through the splendid grounds. The...

    Pool

    EUR76 to EUR92/night

  29. HOUSE
    Borgo Patrizia Leporaia

    Borgo Patrizia Leporaia

    Lamporecchio, PT

    Panoramic apartment with communal pool and private garden This stylish apartment is part of a small complex providing holiday accommodation, which comprises 4 apartments, each with its own garden. The accommodation is set in a panoramic location....

    Pool

    EUR110 to EUR194/night

  30. FARMHOUSE
    Rondine

    Rondine

    Poggibonsi, SI

    Enjoy the Tuscan landscape in a farmhouse with pool and wifi The small hamlet of Gavignano is in a quiet area. It is surrounded by a beautiful, hilly, unspoilt landscape. It is the ideal place to enjoy a relaxing holiday. The area is made for...

    Pool

    EUR96 to EUR119/night