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. HOUSE
    La Piastra Sera

    La Piastra Sera

    Cutigliano, PT

    Apartment with garden in small living complex. The apartment is part of a small living complex. The living complex is surrounded by a large park with meadows and forest, equipped with small children's playgrounds with swing and slide. Garden with...

    Pool

    EUR137 to EUR164/night

  2. 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

  3. 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

  4. 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

  5. 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

  6. HOUSE
    Squillace Trilo

    Squillace Trilo

    Squillace, CZ

    A country estate with pool surrounded by olive trees and near the sea. This delightful country estate is in the beautiful Gulf of Squillace. The estate is near Catanzaro Lido, Copanello Bay and the lively town of Soverato. It consists of a number of...

    Pool

    EUR125 to EUR193/night

  7. 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

  8. COTTAGE
    Giardino- Rifugio

    Giardino- Rifugio

    Terranuova Bracciolini, AR

    Colours and scents from Tuscany await you in this wonderful property The country house, just on the slopes of the Pratomagno Mountain, is really a hidden angle of the wonderful Tuscan countryside, offering beautiful views over the colourful hills....

    Pool

    EUR152 to EUR175/night

  9. 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

  10. COTTAGE
    Giardino- Taverna Grande

    Giardino- Taverna Grande

    Terranuova Bracciolini, AR

    Colours and scents from Tuscany await you in this wonderful property The country house, just on the slopes of the Pratomagno Mountain, is really a hidden angle of the wonderful Tuscan countryside, offering beautiful views over the colourful hills....

    Pool

    EUR152 to EUR175/night

  11. HOUSE
    Casa Tricorno

    Casa Tricorno

    Lido Degli Scacchi Comacchio, FE

    Three-room house, near the beach, private garden and parking space. Three-room semi-detached house in central position and at only 200 m from the beach. The house is on the ground floor with independent entrance and garden, barbecue, car park. The...

    EUR121 to EUR236/night

  12. 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
  13. CHALET
    Lotus

    Lotus

    Gratillon Saint Nicolas, AO

    Magnificent apartment with Zen garden in a historic village near Aosta Beautiful apartment in a chalet located in a historic village a few kilometers from Aosta.Elegant and refined. Furnished with style and care of every detail.Charming and elite...

    EUR266 to EUR280/night

  14. COTTAGE
    Stalletta

    Stalletta

    Petralia Soprana, PA

    This former beautiful farmhouse is built in typical Sicilian style in mountains This former farmhouse is built in typical Sicilian style. The house has a shared swimming pool and enjoys an unforgettable panoramic view of the surrounding countryside....

    Pool

    EUR155 to EUR180/night

  15. HOUSE
    Franca A

    Franca A

    Orosei, NU

    Villa 800 metres from the sea with 2 identical apartments Villa 800 metres from the sea with 2 identical apartments, from 65 m2 each one at ground floor, with kitchen, 1 double bedroom, 1 Room With 2 single beds and bathroom; valuable finish...

    EUR64 to EUR167/night

  16. FARMHOUSE
    Frantoio

    Frantoio

    Magione, PG

    Agritourism with attractively furnished apartments and pool This beautiful farmhouse is located near Lake Trasimeno, in the green Umbria region near Magione. In total there are 4 tastefully decorated apartments. The friendly owner lives here and can...

    Pool

    EUR74 to EUR132/night

  17. HOUSE
    Villa Luciana

    Villa Luciana

    Lizzanello pt, PT

    Villa with panoramic view and private garden in the countryside of Pistoia Villa Luciana is located in Piteccio, a magnificently restored 17th century ruin, and is surrounded by the gentle Pistoian countryside. The house is nice,bright, spacious,...

    EUR124 to EUR202/night

  18. APARTMENT
    Panoramica

    Panoramica

    Oggebbio, VB

    Panoramic house in a residence upon the green hills overlooking Lake Maggiore Panoramic house in a residence upon the green hills overlooking Lake Maggiore. It’s a family friendly place for everybody who loves relaxing in the surroundings of...

    Pool

    EUR180 to EUR226/night

  19. HOUSE
    Podere Pisano bilo

    Podere Pisano bilo

    Sasso Pisano, PI

    Atmospheric apartment in authentic house near beautiful Sasso Pisano This attractive apartment belongs to a beautiful old house with a total of 5 apartments. The house is well maintained and decorated with style, the characteristic details such as...

    Pool

    EUR132 to EUR154/night

  20. 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

  21. 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

  22. CONDOMINIUM
    La Peninsula Home #40385

    La Peninsula Home #40385

    Naples, FL

    Incredible views of the from this 3rd floor spacious 2 bedroom 2 1/2 bath condo! 2140 Sq Ft. Amenities include tennis courts on site, fitness center, heated pool and spa, docks for fishing. AmenitiesElevatorSightseeingBalconyFamilyOutdoor...

    Pool

    $126 to $230/night

  23. HOUSE
    Casa grande

    Casa grande

    Corvara, PE

    A breathtaking property in the middle of the mountains, nice views This mountain property is composed of two houses at 1016 m elevation. The location and altitude make the view breathtaking, with a view to two of the highest mountains of the...

    EUR131 to EUR181/night

  24. 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

  25. HOUSE
    Girasole

    Girasole

    Marina di Massa, MS

    Cozy appartment in Marina di Massa, just 500m from the sea and from the beach Apartment on the first and top floor of a lovely, peaceful building, with a very well-kept garden. As well as having a spacious lounge, it also has a furnished terrace...

    EUR93 to EUR254/night

  26. HOUSE
    Casa Anna

    Casa Anna

    Cortona, AR

    Farmhouse in Cortona with pool and jacuzzi in the lovely garden This ancient rural farmhouse at the bottom of the lovely Cortona hill, amid an atmosphere rich in Etruscan history, is the result of a long and accurate restoration process designed to...

    Pool

    EUR252 to EUR414/night

  27. HOUSE
    Fiore

    Fiore

    Numana, AN

    House with garden, sea view, free umbrella and chairs on the beach Holiday home Fiore is located in Numana on the Riviera del Conero about 1 km from the beach and the sea. The house sits on a hill overlooking the sea. Holiday home Fiore is a typical...

    EUR143 to EUR390/night

  28. 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

  29. VILLA
    Casa Su

    Casa Su

    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

    EUR187 to EUR332/night

  30. 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