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. 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

  2. HOUSE
    Agriturismo Il Palazzo Due

    Agriturismo Il Palazzo Due

    Gubbio, PG

    Quiet apartment with wifi, large pool, BBQ and terrace near Gubbio This quiet apartment (on the ground floor) is part of a larger complex of 5 rustically decorated apartments. You can have your breakfast at the picnic tables in the garden. And what...

    Pool

    EUR82 to EUR112/night

  3. HOUSE
    Agriturismo Il Palazzo Quattro

    Agriturismo Il Palazzo Quattro

    Gubbio, PG

    Quiet apartment with wifi, large pool, BBQ and terrace near Gubbio This peacefully located apartment (on the ground floor) is one of 5 holiday homes that are all rustic in design. You can have breakfast at a picnic table in the garden. Enjoy the...

    Pool

    EUR72 to EUR89/night

  4. HOUSE
    Agriturismo Il Palazzo Tre

    Agriturismo Il Palazzo Tre

    Gubbio, PG

    Quiet apartment with wifi, large pool, BBQ and terrace near Gubbio This quiet apartment (ground floor) is part of a total of 5 rustically decorated properties. You can have your breakfast at the picnic tables in the garden. And what a beautiful view...

    Pool

    EUR90 to EUR123/night

  5. HOUSE
    Agriturismo Paradiso Lucia

    Agriturismo Paradiso Lucia

    Assisi, PG

    Apartment with pool and restaurant in the green countryside near Asissi This delightful agriturismo is in a lovely green setting, close to Assisi. The view from the swimming pool is picture-perfect, you'll love the hilly landscape! It's lovely and...

    Pool

    EUR91 to EUR132/night

  6. FARMHOUSE
    Agriturismo ValleFiorita

    Agriturismo ValleFiorita

    Aulla, MS

    Farmhouse located in the beautiful Aulla in Northern Tuscany The agriturismo is located in Northern Tuscany, about 90 km north of Pisa, in the area of ​​Cinque Terre, Portovenere, Lerici and Versilia. The agriturismo consists of three...

    Pool

    EUR304 to EUR446/night

  7. VILLA
    Angels House

    Angels House

    Tabiano Castello, PR

    Magnificent old country house with garden and private pool, with wifi This beautiful villa has a fantastic view on the countryside of the Emilian Apennines and the castle of Tabiano that you can reach in a few minutes by car or otherwise on foot, a...

    Pool

    EUR394 to EUR691/night

  8. FARMHOUSE
    Anna

    Anna

    Rapolano Terme, SI

    Apartment in old water mill on a large estate with pool and restaurant This large estate of 600 hectares of land are located three large houses with apartments, rooms and a restaurant. The estate is situated in a valley and surrounded by ancient...

    Pool

    EUR156 to EUR215/night

  9. HOUSE
    Antico Borgo i Cancelli 1

    Antico Borgo i Cancelli 1

    Palazzuolo sul Senio, FI

    Beautiful apartment in an old farmhouse with pool, surrounded by nature Antico Borgo i Cancelli is made up of 80 holiday homes. They are spread across the estate in rows of 4 or 6 link-detached houses. The holiday homes are furnished in a neat and...

    Pool

    EUR72 to EUR147/night

  10. HOUSE
    Antico Borgo i Cancelli 2

    Antico Borgo i Cancelli 2

    Palazzuolo sul Senio, FI

    Beautiful apartment in an old farmhouse with pool, surrounded by nature Antico Borgo i Cancelli is made up of 80 holiday homes. They are spread across the estate in rows of 4 or 6 link-detached houses. The holiday homes are furnished in a neat and...

    Pool

    EUR79 to EUR158/night

  11. HOUSE
    Antico Borgo i Cancelli 3

    Antico Borgo i Cancelli 3

    Palazzuolo sul Senio, FI

    Beautiful apartment in an old farmhouse with pool, surrounded by nature Antico Borgo i Cancelli is made up of 80 holiday homes. They are spread across the estate in rows of 4 or 6 link-detached houses. The holiday homes are furnished in a neat and...

    Pool

    EUR64 to EUR136/night

  12. 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

  13. HOUSE
    Appartamento Rustico

    Appartamento Rustico

    Santa Venerina, CT

    A beautiful typical, rustique Sicilian farmhouse with restaurant close to Etna Look for some peace and quiet? Then stop looking! This characteristic holiday home on the slope of the Etna is a beautiful and rustic, Sicilian farmhouse, consisting of 2...

    EUR122 to EUR169/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. HOUSE
    Archi

    Archi

    Colle val D'elsa, SI

    Farm holiday with swimming pool in the hills of the Chianti, beautiful surroundings This agriturismo is located in Colle di Val d'Elsa, in a medieval borgo in the middle of the Chianti hills. The borgo consists of various rustic houses and a garden....

    Pool

    EUR122 to EUR187/night

  16. VILLA
    Azzurro marino

    Azzurro marino

    Marina di Modica, RG

    Villa with private swimming pool and jacuzzi in a splendid sea front position 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...

    Pool

    EUR630 to EUR1,719/night

  17. APARTMENT
    Barko Trilo Vista Mare

    Barko Trilo Vista Mare

    San Leonardo di Cutro, KR

    Residence with swimming pool overlooking Praialonga beach and the Ionian Sea. The residence with swimming pool is a modern structure and has a fabulous location with an enviable panoramic view of the beautiful Praialonga beach, a long stretch of...

    Pool

    EUR188 to EUR311/night

  18. APARTMENT
    Barko Vista Mare

    Barko Vista Mare

    San Leonardo di Cutro, KR

    Residence with swimming pool overlooking Praialonga beach and the Ionian Sea. The residence with swimming pool is a modern structure and has a fabulous location with an enviable panoramic view of the beautiful Praialonga beach, a long stretch of...

    Pool

    EUR137 to EUR217/night

  19. APARTMENT
    Bella

    Bella

    Torri del Benaco, VR

    Nice residence on Lake garda with pool and garden, panoramic position Gorgeous residence with swimming pool. in Torri del Benaco, on Lake Garda. This 8-apartment property is ideally located at only 2 km from the city centre and at 800 metres above...

    Pool

    EUR123 to EUR222/night

  20. HOUSE
    Bellona

    Bellona

    Migliorini - Pistoia, PT

    Cozy house with pool, ideal for holidays surrounded by nature These houses are all a combination of the antique and the modern, since the current owners decided to start restoring these centuries-old buildings in the late 1960s. The restoration...

    Pool

    EUR93 to EUR142/night

  21. HOUSE
    Belvedere

    Belvedere

    Monte Santa Maria in Tiberina, PG

    Stunning apartment with communal pool, restaurant and stunning views Città di Castello This stunning 18th century farmhouse offers a truly magnificent view across the Tiber Valley! Little has changed in the past 200 years on the hill (550 m) of La...

    Pool

    EUR76 to EUR143/night

  22. APARTMENT
    Belvedere 2

    Belvedere 2

    Marone, BS

    New apartment with 2 bedrooms, a balcony with a magnificent view of the lake Large apartment, completely renovated with care at the end of 2015. It has a large living/dining room which leads to a covered balcony, which offers a wonderful view of the...

    EUR78 to EUR152/night

  23. APARTMENT
    Bernardo

    Bernardo

    Garda, VR

    Comfortable flat with garden and swimming pool, only 1.5 km from Lake Garda Surrounded by greenery, gorgeous residence with swimming pool and large garden in Garda. It is a pleasant 1.5km walk from Garda city centre and Lake Garda. Consisting of...

    Pool

    EUR123 to EUR214/night

  24. APARTMENT
    Bernardo Due

    Bernardo Due

    Garda, VR

    Comfortable flat with garden and swimming pool, only 1.5 km from Lake Garda Surrounded by greenery, gorgeous residence with swimming pool and large garden in Garda. It is a pleasant 1.5km walk from Garda city centre and Lake Garda. Consisting of...

    Pool

    EUR123 to EUR214/night

  25. HOUSE
    Borgo Gallinaio Pozze

    Borgo Gallinaio Pozze

    Camaiore, LU

    Very impressive in the heart of the Tuscan hills with shared pool This beautifully finished and atmospheric holiday home has been decorated with love. The house is located on a lovely and spaciously laid out domain of 3 ha. The grounds are home to a...

    Pool

    EUR170 to EUR222/night

  26. 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

  27. HOUSE
    Borgo Sanvico Capanna

    Borgo Sanvico Capanna

    Corciano, PG

    Beautiful renovated apartment with air conditioning and heatable swimming pool This apartment (on the ground floor and first floor) is part of a beautiful setting, featuring an old dovecote and two old, stone farmhouses. The 6 apartments enriching...

    Pool

    EUR111 to EUR184/night

  28. HOUSE
    Borgo Sanvico Forno

    Borgo Sanvico Forno

    Corciano, PG

    Beautiful renovated apartment with air conditioning and heatable swimming pool This apartment (ground floor) is part of a beautiful area, featuring an old dovecote and two old stone farmhouses. The 6 apartments enriching this area have been...

    Pool

    EUR119 to EUR199/night

  29. HOUSE
    Borgo Sanvico Forrest

    Borgo Sanvico Forrest

    Corciano, PG

    Beautifully restored apartment with air conditioning and heated pool This apartment (ground floor) is part of a beautiful area, featuring an old dovecote and two old stone farmhouses. The 6 apartments enriching this area have been beautifully...

    Pool

    EUR111 to EUR184/night

  30. HOUSE
    Bozzone Residenza Gialla

    Bozzone Residenza Gialla

    Braccagni, GR

    Nicely furnished apartment for six people in Tuscan resort with pool This cosy apartment is located in a beautiful area, shared with 15 other apartments. The comfortable apartment is decorated with unique details from all over the world. Not only...

    Pool

    EUR148 to EUR428/night