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. COTTAGE
    Trulli Tra Pietre

    Trulli Tra Pietre

    Ceglie Messapica, BR

    The terrace is ideal for outside dining, the great pool is surrounded by lawn 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...

    Pool

    EUR648 to EUR1,045/night

  2. HOUSE
    Bilo Grande della Cascina

    Bilo Grande della Cascina

    Saló, BS

    Garda Lake, nice residence with panorama pool The apartments form part of a recently renovated "cascina" (ex-farm, now a modern residence), close to Saló, at the Garda lake. A big communal garden with a swimming pool and splendid view over the...

    Pool

    EUR115 to EUR319/night

  3. VILLA
    Villa White

    Villa White

    San Feliciano, PG

    Elegant and modern villa in the hills, with private swimming pool and view over the lake Villa White is a beautiful, elegant and modern villa in the hills with private swimming pool and views over Lake Trasimeno. From the villa you have a unique...

    Pool

    EUR422 to EUR673/night

  4. 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

  5. COTTAGE
    Colombi

    Colombi

    Cagli, PU

    Estate with pool, at walking distance from Cagli and near a river These five restored apartments are set in 15 hectares of enclosed grounds. They are on a country estate which has a 15th century pigeon tower and a number of rustic buildings. The...

    Pool

    EUR77 to EUR217/night

  6. VILLA
    Villa San Ippolito

    Villa San Ippolito

    Sant'ippolito, PU

    Beautiful stone villa with heated pool in the hills close to the sea Villa San Ippolito is a rustic stone villa with heated swimming pool in the hills at 240 metres altitude, nearby the Adriatic sea. The villa is set in 20,000 m2 grounds and...

    Pool

    EUR262 to EUR547/night

  7. VILLA
    Villa Onnina

    Villa Onnina

    Rapolano Terme, SI

    Beautiful villa with private pool Villa Onnina located in the Crete Senesi. Nature has in this area every season other colors. Green in spring, yellow in summer and gray and brown in the reigns and winter. You can admire the beautiful scenery here....

    Pool

    EUR300 to EUR531/night

  8. FARMHOUSE
    Essiccatoio Bianco

    Essiccatoio Bianco

    Città di Castello, PG

    Apartment in old tobacco barn on a beautiful estate near cities. You'll be staying on the estate Il Vecchio Forno Umbro, an old estate where they still grow tobacco. You enter your apartment from the patio of the old tobacco barn. The cosy kitchen...

    Pool

    EUR53 to EUR79/night

  9. VILLA
    Cima

    Cima

    Sermugnano, VT

    Rustic house with private garden and community swimming pool Cima is a detached, rustic home with a stunning, panoramic view and a private garden. The house is charmingly decorated with antiques and restored, original furniture. The atmosphere here...

    Pool

    EUR124 to EUR175/night

  10. HOUSE
    Villa Rita

    Villa Rita

    Monopoli, BA

    Gated villa with private pool in the hills of Monopoli and Castellana Grotte It is a bright and spacious villa with a private pool of 10x5 meters. It is located in the countryside along the hills between Monopoli and Castellana Grotte only a short...

    Pool

    EUR329 to EUR456/night

  11. APARTMENT
    Gravedona

    Gravedona

    Consiglio di Rumo, CO

    Cosy apartment 700 metres from Lake Como. Cosy apartment 700 metres from Lake Como. The apartment is located on the first floor of a house and was recently spruced up. The interior is homey and the apartment is provided with all comforts. In the...

    EUR91 to EUR117/night

  12. HOUSE
    Sassetta 3

    Sassetta 3

    Sassetta, LI

    Nice apartment in the Tuscan hills, 12 km from the private beach This beautiful apartment with shared pool is situated in a sixties villa in a hilly area near Sassetta, at an altitude of 500 meters. There are three apartments in the villa. This...

    Pool

    EUR73 to EUR173/night

  13. 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

  14. ESTATE
    Ginestra

    Ginestra

    Collazzone, PG

    Rustic country home with swimming pool in the green hills of Umbria Be drawn in to the peace of the hills in this beautiful region. This rustic country villa houses a total of 6 apartments and is an ideal holiday home for people who want to relax...

    Pool

    EUR65 to EUR125/night

  15. HOUSE
    Villa Collina Le Querce

    Villa Collina Le Querce

    Radicofani - Siena, SI

    beautiful apartment with large pool and stunning views, close to vineyards This beautiful apartment is part of a large holiday home. The home has been divided into 2 spacious apartments. You and the other apartment's residents have access to a very...

    Pool

    EUR134 to EUR209/night

  16. HOUSE
    Podere Fabro Angeli

    Podere Fabro Angeli

    Fabro, TR

    Nice apartment with shared swimming pool and beautiful view This cosy flat is part of a old farm that was transformed into 5 charming flats, after a lovingly executed restoration project in 2003. The interior is exceptionally neat and pleasant, as...

    Pool

    EUR112 to EUR174/night

  17. HOUSE
    Villa Maria Teresa

    Villa Maria Teresa

    Petacciato, CB

    Wonderful villa with private swimming pool, near the sea The villa is located in one of the most beautiful areas of central-southern Italy, in the heart of the colorful hills of Molise, close to the sea, to the beautiful Tremiti Islands, and behind...

    Pool

    EUR124 to EUR181/night

  18. COTTAGE
    Il Girasole

    Il Girasole

    Apecchio, PU

    Country house with pool at 700 meters, cycling and walking opportunities This beautiful rustic country house is situated at 700 meters altitude in the mountains overlooking the valley Apecchio. The view is beautiful with forests on the Monte Nerone,...

    Pool

    EUR87 to EUR145/night

  19. VILLA
    Villa delle Rose

    Villa delle Rose

    Mondavio, PU

    Beautiful villa with swimming pool and hot tub, near the beach of Fano Villa delle Rose is located near Mondavio in the province of Pesaro-Urbino. It is a beautiful villa. You have a fantastic view over the surrounding countryside and the village of...

    Pool

    EUR702 to EUR1,104/night

  20. VILLA
    Villa Ippocampo

    Villa Ippocampo

    Isola di Capo Rizzuto, KR

    Detached seafront villa with private access to the beach For a nice holiday in Calabria you can stay in this detached villa directly by the sea with private access to a beautiful beach of red sand. The house consists of 3 large bedrooms, bathroom...

    EUR85 to EUR190/night

  21. HOUSE
    Casa Lucia Due

    Casa Lucia Due

    Idro (bs), BS

    Rural holiday home with lots of privacy located near Lake Idro This luxuriously furnished vacation home is supplied with all comforts, with a garden at your disposal and a well-equipped and modern kitchen. The building is divided into two vacation...

    EUR85 to EUR184/night

  22. COTTAGE
    Le Volte

    Le Volte

    Cagli, PU

    Sleeping in a 15th century tower. These five restored apartments are set in 15 hectares of enclosed grounds. They are on a country estate which has a 15th century pigeon tower and a number of rustic buildings. The estate is between Gubbio and Urbino...

    Pool

    EUR61 to EUR174/night

  23. HOUSE
    Villa Scheggia

    Villa Scheggia

    Amandola, FM

    Villa near the San Ruffino lake and the Sibillini Mountains Scheggia villa is located near the San Ruffino lake and at the edge of the National Park of the Sibillini Mountains. Along the banks are deer to find and there are a few observation points...

    EUR165 to EUR332/night

  24. VILLA
    Villa Torre

    Villa Torre

    Pietranico, PE

    Villa with tower between olive trees with private swimming pool, nice view Near the tiny village Pietranico in Abruzzo is situated vacation home Torre. The oldest part of the house dates from 1709 and was rebuilt in 2014. The entire house has wifi...

    Pool

    EUR440 to EUR713/night

  25. APARTMENT
    Adamo ed Eva Resort- Bilocale

    Adamo ed Eva Resort- Bilocale

    Marcelli Numana, AN

    Nice apartment 500m from the beach, near the picturesque village of Numana This modern holiday home is set in a large holiday park. There are 250 apartments in the park of which 80 are available for hire. The park offers various shared facilities...

    Pool

    EUR74 to EUR314/night

  26. VILLA
    Casa Rame

    Casa Rame

    Fabriano, AN

    Beautiful house with swimming pool, large garden and beautiful lush surroundings Casa Rame lies close the city Fabriano, a city with a rich history and culture. Casa Rame is a beautiful house that is painted orange with grey shutters and has a...

    Pool

    EUR245 to EUR475/night

  27. FARMHOUSE
    Piano

    Piano

    Sorano, GR

    Apartment in an organic agriturismo with sheep, pool, quiet location An organic farm in the green Tuscany with 110 hectares of land with wheat fields, olive groves, vineyards and sheep from Sardinia. The home-produced olive oil and wine is sold in...

    Pool

    EUR66 to EUR147/night

  28. VILLA
    Monte Amiata

    Monte Amiata

    Selva Santa Fiora, GR

    A beautiful villa in the Maremma area. Villa Monte Amiata is a 150 year old farmhouse. It is in the heart of the Maremma area in southern Tuscany. This beautiful, hilly region has a rich artistic heritage. The villa has been carefully renovated....

    Pool

    EUR657 to EUR856/night

  29. HOUSE
    Villa Anfora

    Villa Anfora

    Potenza Picena, MC

    Characteristic Country House very close to the beach ideal for families Villa Anfora is an old seventeenth century farmhouse located in the hills of the Marche, near the medieval town of Potenza Picena and the Conero Riviera. The villa is located in...

    EUR278 to EUR638/night

  30. COTTAGE
    Reniccio

    Reniccio

    Cagli, PU

    A holiday home near a river. These five restored apartments are set in 15 hectares of enclosed grounds. They are on a country estate which has a 15th century pigeon tower and a number of rustic buildings. The estate is between Gubbio and Urbino and...

    Pool

    EUR47 to EUR128/night