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
    Villa Castagni

    Villa Castagni

    Pesaro, PU

    Modern villa with sea view, 4 km from the beach, spacious garden Villa Castagni is a beautiful villa overlooking the Adriatic sea. The villa is close to Pesaro, a popular coastal town. The nearest beaches are about 4 km away and are perfect for a...

    EUR233 to EUR386/night

  2. HOUSE
    Valentina

    Valentina

    Massa Lubrense, NA

    Beautiful apartment with stunning sea views, terrace zonnnig The two-bedroom apartment Valentina stands at the centre of a small courtyard in the heart of the Sorrento Peninsula. Without a doubt, the terrace is the most enchanting part of the...

    Pool

    EUR182 to EUR290/night

  3. VILLA
    Casa Cesare Sei

    Casa Cesare Sei

    Miglianico, CH

    Villa on golf course and free unlimited golf Casa Cesare Sei is a luxury villa with a large garden on the golf course near the picturesque village of Miglianico. The area is hilly and there are vineyards of the renowned Montepulciano wines. The...

    Pool

    EUR210 to EUR259/night

  4. FARMHOUSE
    Casa Il Podere

    Casa Il Podere

    Montaione, FI

    House with private pool in family farm with multiple games for children Farmhouse, with stone structure, which dates from the seventeenth century to the inside of a small family farm. Located around hills of Chianti in an elevated position...

    Pool
  5. VILLA
    Villa Quirico

    Villa Quirico

    Serra san Quirico, AN

    Villa with private pool, rural and charming, 30 minutes from the sea Villa Quirico is situated in the hills near Serra San Quirico, just 30 minutes from the Adriatic coast. The decor is cozy and rustic. The villa is a cozy and renovated farmhouse...

    Pool

    EUR324 to EUR596/night

  6. COTTAGE
    Giardino

    Giardino

    Civitella Paganico, GR

    Holiday home with pool in a former church in the Tuscan hills Giardino is an apartment in a former church, built in the year 1000 with an entrance on the side. At the front of church is a large space that is used for special activities such as a...

    Pool

    EUR220 to EUR286/night

  7. HOUSE
    Paradiso Penthouse

    Paradiso Penthouse

    Monopoli, BA

    Elegant apartment in Monopoli. Very spacious terrace with outdoor kitchen This penthouse apartment lies in the heart of Monopoli's historic center, just a few meters from the famous Piazza Garibaldi and at walking distance from the nearest beach and...

    EUR206 to EUR285/night

  8. COTTAGE
    Casa Artista

    Casa Artista

    Foiano Della Chiana, AR

    In a beautiful property with pool and views of the hills of the Val di Chiana Nestled in a verdant setting,Casa Artista is an incredibly peaceful property, surrounded by age-old plants and located in a protected area, offering visitors a pleasant...

    Pool

    EUR100 to EUR190/night

  9. ESTATE
    Cirico

    Cirico

    Carlentini, SR

    A detached country house, with a splendid view A detached country house, with a splendid view over Val di Catania, the volcano the Etna, the Lake of Lentini and the sea. The house is built on a 6000m2 property with olive and orange trees, 300m high...

    Pool

    EUR181 to EUR307/night

  10. HOUSE
    Girasole

    Girasole

    San Giovanni Valdarno, AR

    Beautiful kept apartment on large property amidst the beautiful Chianti This nice and neatly kept apartment is on a large estate. In total there are 4 apartments divided over 2 buildings. You and the other residents have access to a spacious garden...

    Pool

    EUR93 to EUR157/night

  11. VILLA
    Villa Luisa

    Villa Luisa

    Segromigno in Monte (capannori), LU

    Spacious holiday home with large enclosed garden and private pool near Lucca Villa Luisa, in the east of Lucca, is a wonderful restored house with all mod cons. The swimming pool is situated in a lower part of the garden. It is 12 x 6 metres and...

    Pool

    EUR317 to EUR649/night

  12. COTTAGE
    Viola

    Viola

    Cantiano, PU

    Rustic country house in the hills and forests with swimming pool Near Gubbio surrounded by nature is a beautiful country house of stone with a total of 3 apartments. The very hospitable owners live in another country house and there are also three B...

    Pool

    EUR63 to EUR113/night

  13. HOUSE
    Villa il Forno

    Villa il Forno

    Cortona, AR

    Beautiful villa with private swimming pool in the Tuscan hills near Cortona A few steps from the beautiful Etruscan town of Cortona, rises Villa il Forno, a beautiful stone building surrounded by ancient olive trees, set in a strategic position from...

    Pool

    EUR298 to EUR410/night

  14. VILLA
    Villa Rosmarino

    Villa Rosmarino

    Cortona, AR

    4-person villa with private swimming pool and garden in lovely surroundings near Cortona Villa Rosmarino is a beautiful stone house in the Tuscan countryside, only 8 km from Cortona. The house can accommodate 4 persons and has a private pool and...

    Pool

    EUR184 to EUR404/night

  15. VILLA
    Casa Giu

    Casa Giu

    Cortona, AR

    Agriturismo near Cortona with spacious garden and swimming pool Near the Etruscan city of Cortona is an agriturismo with four beautiful apartments in two rustic houses. The large garden, the location and the proximity of the cities of art ensure...

    Pool

    EUR143 to EUR242/night

  16. HOUSE
    Mario

    Mario

    Castagneto Carducci, LI

    Cozy little house with view on the sea at Castagneto Carducci This semi-detached house is situated within centuries-old olive groves; located on the hills between Castagneto Carducci and Bolgheri, it boasts a stunning view on to the sea and the...

    EUR110 to EUR169/night

  17. ESTATE
    Castagnola

    Castagnola

    Tagliolo Monferrato, AL

    A guest house in a medieval hamlet next to a castle. The Castagnola holiday home is in a medieval hamlet in Piedmont. It is next to a beautiful castle. The castle was built over different periods. The oldest part is more than 1000 years old. The...

    EUR128 to EUR170/night

  18. VILLA
    Il Giglio 12

    Il Giglio 12

    Montefiascone, VT

    Villa with pool and jacuzzi in a panoramic position near Bolsena lake Villa il Giglio is situated on top of a green hill with a lovely view over Lake Bolsena and the valleys and surrounding hills of Tuscia, in Tuscany and Umbria, a short distance...

    Pool

    EUR358 to EUR648/night

  19. HOUSE
    Villa Patrizia

    Villa Patrizia

    Cortona, AR

    Characteristic villa with private pool near Cortona, beautiful surroundings Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Patrizia is the ideal place to spend a holiday...

    Pool

    EUR274 to EUR573/night

  20. HOUSE
    Villa America

    Villa America

    Castiglion Fiorentino, AR

    Hillside villa with swimming pool and stunning views in peaceful location Villa America is in a beautiful location on top of a hill, a few kilometers from the bustling cities of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse enjoys...

    Pool

    EUR463 to EUR665/night

  21. HOUSE
    Pino

    Pino

    Selci, RI

    Holiday home in Sabina hills, swimming pool, fenced garden, large garden This beautiful holiday home overlooks the countryside in the Sabina Shire, just 60 km north of Rome. This house is surrounded by greenery in a very quiet area and offers 4 cozy...

    Pool

    EUR74 to EUR112/night

  22. FARMHOUSE
    Girasole

    Girasole

    Monte Carotto, 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

    EUR132 to EUR191/night

  23. VILLA
    Villa Ruby

    Villa Ruby

    Lisciano Niccone, PG

    Villa with private swimming pool, in the hills near lake Trasimeno Among the beautiful plain of Lake Trasimeno and the luxuriant Umbrian hills stands Villa Ruby, an ideal destination for those looking to stay in a landscape of rare beauty,...

    Pool

    EUR390 to EUR595/night

  24. COTTAGE
    Casa Mario

    Casa Mario

    Dicomano, FI

    Pleasant detached cottages in the north of Florence Beautiful detached house north of Florence. These three small houses are located in the Tuscan countryside. The former farmhouse has been completely renovated. They are situated in a quiet area and...

    Pool

    EUR102 to EUR206/night

  25. HOUSE
    Mas delle Strie

    Mas delle Strie

    Dimaro, TN

    Chalet between meadow and forest in Folgarida in the Brenta Dolomites Baita in Folgarida, near the Brenta Dolomites. Is reached with easy dirt road 500m from the inhabited area. It is 10 km from Dimaro and 13 Km from Madonna di Campiglio. It's on...

    EUR151 to EUR216/night

  26. ESTATE
    Nespolo Uno

    Nespolo Uno

    Magione, PG

    Rustic detached holiday home with spacious garden, lots of privacy and a beautiful view Nespolo Uno is a detached house. The beautiful rustic house offers lots of privacy due to its location. The nearest house is 400 meters away. The decor is...

    EUR103 to EUR135/night

  27. HOUSE
    Fienile

    Fienile

    Città di Castello, PG

    Detached house with authentic elements in the old barn on the estate. Spend your holiday on an old country estate where they still grow tobacco. This detached, attractive home was created in one of the old stables. From the terrace, you enter...

    Pool

    EUR58 to EUR97/night

  28. HOUSE
    Gardenia

    Gardenia

    Sassetta, LI

    Spacious apartment in the Tuscan hills, 12 km from the private beach This spacious apartment with shared pool is situated in a sixties villa in a hilly area near Sassetta, at an altitude of 500 meters. There is also another apartment in the villa....

    Pool

    EUR122 to EUR294/night

  29. VILLA
    Villa Sara

    Villa Sara

    Lucignano, AR

    Rural villa with heated pool, large terrace and beautiful views Villa Sara is a typical Tuscan farmhouse in the hills at 450 meters. The villa has been completely renovated and it is very cozy and rustic furnishings. There are terracotta tiles on...

    Pool

    EUR308 to EUR440/night

  30. VILLA
    Mater

    Mater

    Lierna, LC

    Sumptuous and panoramic Lake Como villa. Sumptuous and panoramic Lake Como villa. Located in a dominant position overlooking Lake Como, with an impressive panoramic swimming pool and terrace, the villa offers guests an unforgettable stay, surrounded...

    Pool

    EUR314 to EUR619/night