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. APARTMENT
    Le Plejadi Trilo

    Le Plejadi Trilo

    Cavalese, TN

    New apartment with views of the mountains, 800m from the ski slopes Brand new apartments, in a quiet and sunny location with a beautiful view of the Lagorai mountains. The residence is located 1,5km from the centre of Cavalese, in the location...

    EUR108 to EUR323/night

  2. HOUSE
    Alberi La pergola

    Alberi La pergola

    Montaione, FI

    Apartment with a lovely terrace at the heart of Tuscany for all artcities Apartments in a small village in the municipality of Montaione, where you will enjoy the peace and tranquillity of a relaxing holiday. It lies in the heart of Tuscany, near...

    Pool

    EUR104 to EUR152/night

  3. VILLA
    Villa Mina

    Villa Mina

    Pievebovigliana, MC

    Luxury villas located close to the Monti Sibillini Villa Mina is a beautiful, rural villa with private swimming pool at the foot of the Sibillini mountains. The villa is close to Pievebovigliana, a characteristic borgo that is worth a visit. The...

    Pool

    EUR247 to EUR422/night

  4. APARTMENT
    Le Plejadi Bilo 2 sr

    Le Plejadi Bilo 2 sr

    Cavalese, TN

    New apartment with views of the mountains, 800m from the ski slopes Brand new apartments, in a quiet and sunny location with a beautiful view of the Lagorai mountains. The residence is located 1,5km from the centre of Cavalese, in the location...

    EUR64 to EUR175/night

  5. APARTMENT
    Four Seasons

    Four Seasons

    Roma, RM

    Come and feel at home in this airy three bedrooms apartment, in Rome centre What better than an apartment all to yourself to spend your holidays in the heart of the Italian capital? This holiday accommodation offers a very good level of comfort...

    EUR221 to EUR864/night

  6. APARTMENT
    Negritella Quadri sr

    Negritella Quadri sr

    Cavalese, TN

    Apartment in Cavalese center, 900m from the ski slopes Apartment in Cavalese center, at a few steps from the shops and restaurants. The apartment is close to the ice skating rink, the swimming pool and the lifts to the Cermis ski slopes. The...

    EUR119 to EUR225/night

  7. 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
  8. 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

  9. 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

  10. FARMHOUSE
    Il Giardiniere

    Il Giardiniere

    Umbertide, PG

    Attractive apartment in old farmhouse on the estate with pool. This apartment, situated in an old farm house, will guarantee you a wonderful holiday. You are staying on the Agriturismo Vigne di Pace estate. In the kitchen there is an authentic...

    Pool

    EUR74 to EUR156/night

  11. HOUSE
    Isola Rossa

    Isola Rossa

    Porto Santo Stefano, GR

    Charming farmhouse with stunning views over the Tuscan sea from the big garden This delightful farmhouse is set among gardens and offers breath-taking sea views. Perfect for nature lovers or those looking for a relaxing break in a beautiful...

    EUR222 to EUR383/night

  12. VILLA
    Villa Positano

    Villa Positano

    Positano, SA

    Luxury villa with private pool near Positano and overlooking the sea Villa Positano is a luxury semi-detached villa with views over the sea and the coast. The villa has been completely restored and is located in a picturesque area near the town of...

    Pool

    EUR1,700 to EUR2,263/night

  13. VILLA
    Villa Stefano

    Villa Stefano

    Idro (bs), BS

    Idyllic cottage right next to the beautiful Lake Idro, with spacious garden Important: pool availability 2019: from 18.05 to 22.06 and from 07.09 to 21.09. Within only 20 m from the Idro lake, you will find this lovely comfortable "Villetta" (small...

    Pool

    EUR104 to EUR240/night

  14. 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

  15. 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

  16. COTTAGE
    Belvedere

    Belvedere

    Civitella Paganico, GR

    Holiday home with pool in a former church in the Tuscan hills Belvedere 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

    EUR191 to EUR261/night

  17. VILLA
    Villa Tuoro

    Villa Tuoro

    Tuoro sul Trasimeno, PG

    Villa with pool and garden, beautiful view over Lake Trasimeno Villa Tuoro is 700 meters high on the border between Tuscany and Umbria. The villa is set in the hills and has beautiful views over Trasimeno lake. It is a pristine place just minutes...

    Pool

    EUR416 to EUR981/night

  18. 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

  19. 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

  20. 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

  21. 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

  22. HOUSE
    Oasi dei Celti Mono

    Oasi dei Celti Mono

    Dorio, LC

    Tourist resort located in the best-preserved upper Lake Como, a short coastline facing south. The building is modern but given the location, it is ideal for lovers of the lake, nature and landscapes. Starting from the residence you can indulge in...

    Pool Pets OK
  23. HOUSE
    Pescheto

    Pescheto

    Montalto Delle Marche, AP

    Rural farmhouse in hilly landscape with swimming pool, garden and barbecue This organic farmhouse consists of four apartments and is located in the hills near Montalto just 20 minutes from the sea and the beach. The apartments have simple furniture...

    Pool
  24. VILLA
    Villa Allegra

    Villa Allegra

    Allerona, TR

    Luxury villa with private pool and beautiful decor and trendy portico This luxury villa is located near the little village Allerona on the border of Tuscany and Umbria, and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. It is an...

    Pool

    EUR430 to EUR683/night

  25. HOUSE
    La pergola

    La pergola

    Mantignana, PG

    Old farmhouse in the countryside with a relaxed atmosphere family environment This farmhouse is situated in hills north of Corciano at about 350 meters above sea level and is surrounded by ancient woodland and olive groves. Corciano is one of the...

    Pool

    EUR109 to EUR154/night

  26. 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

  27. 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

  28. VILLA
    Villa Vista

    Villa Vista

    Castiglion Fiorentino, AR

    Villa with private swimming pool and garden, panoramic view over the valley Villa Vista is located in the hills at about 600 meters altitude, between the historic cities of Cortona and Castiglion Fiorentino, It is a fully independent villa with...

    Pool

    EUR397 to EUR608/night

  29. 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

  30. 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