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.
  1. COTTAGE
    Alette

    Alette

    Bellamonte, TN

    Apartment in a typical baita in the Dolomites with sauna and Turkish bath This beautiful and rustic baita situated between the green of the fields and woods near the village of Bella Monte. The baita is surrounded by a beautiful landscape...

    EUR229 to EUR453/night

  2. HOUSE
    Cipresso

    Cipresso

    Pelago, FI

    Nice Apartment with garden, swimming pool and SPA centre for a relaxing holiday! Elegant and cosy apartment with garden and covered loggia. Charming location, immersed in the greenery of the Chianti region, close to Pelago, only 20km from Florence...

    Pool

    EUR164 to EUR256/night

  3. COTTAGE
    Taba

    Taba

    Bellamonte, TN

    Apartment in a typical baita in the Dolomites with sauna and Turkish bath This beautiful and rustic baita situated between the green of the fields and woods near the village of Bella Monte. The baita is surrounded by a beautiful landscape...

    EUR195 to EUR349/night

  4. 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

    EUR636 to EUR840/night

  5. HOUSE
    Marchese

    Marchese

    Ciolino Resuttano, PA

    Comfortable holiday farm with playground, restaurant and swimming pool Between the hills of the Parco delle Madonie, in Sicily, is a country house from the eighteenth century. The attention to detail was restored and furnished as a holiday farm,...

    Pool

    EUR121 to EUR157/night

  6. VILLA
    Villa Michele

    Villa Michele

    Civitanova Marche, MC

    Villa with private swimming pool and garden close to the Adriatic Coast Villa Michele is an elegant and comfortable villa with a private swimming pool a few kilometers from the Adriatic Sea. The villa is in a quiet residential area and it is...

    Pool

    EUR280 to EUR499/night

  7. VILLA
    Gualtierotti

    Gualtierotti

    Pistoia, PT

    Exclusive villa in the countryside of Pistoia with private pool and jacuzzi The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps...

    Pool

    EUR424 to EUR925/night

  8. VILLA
    Gualtierottivilla

    Gualtierottivilla

    Pistoia, PT

    Exclusive villa in the countryside of Pistoia with private pool and jacuzzi The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps...

    Pool

    EUR760 to EUR1,106/night

  9. VILLA
    Pignabianca

    Pignabianca

    Marusa, TP

    Exclusive villa with private pool and wellness centre, only 3km from the sea! La Pigna Bianca is a beautiful villa with pool situated near Trapani, halfway between the nature reserve of the salt pans and the Stagnone lagoon. The property, which...

    Pool

    EUR329 to EUR519/night

  10. ESTATE
    Olivo

    Olivo

    Perugia, PG

    Typical stone farmhouse in the Umbrian countryside with pool with Jacuzzi This 5 apartment Agriturismo is nestled in the green hills of Umbria, surrounded by a magnificent natural setting, this old farmhouse offers to those who choose it, the option...

    Pool

    EUR112 to EUR171/night

  11. APARTMENT
    Vercana Quadrilocale

    Vercana Quadrilocale

    Vercana, CO

    Spacious family apartment with 2 bathrooms, communal pool and fantastic views of the lake Large apartment composed by living/dining room, 3 bedrooms and 2 bathrooms, in a complex built in 2013, with a total of 9 apartments, situated 1.5 km from the...

    Pool

    EUR243 to EUR565/night

  12. HOUSE
    Villa Mezzogiorno

    Villa Mezzogiorno

    Cortona, AR

    Magnificent villa, extremely panoramic position, sauna, jacuzzi and private pool Villa Mezzogiorno is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely...

    Pool

    EUR450 to EUR733/night

  13. APARTMENT
    Yachting Residence- Trilo Deluxe Superior

    Yachting Residence- Trilo Deluxe Superior

    Lavena Ponte Tresa, Lombardia

    Apartment in a newly built luxury residence, facing the lake, with swimming pool Prestigious residence, the result of the complete renovation, completed in 2017, of an old factory, overlooking Lake Lugano just a short distance from the center of...

    Pool

    EUR230 to EUR320/night

  14. COTTAGE
    Calle

    Calle

    Bellamonte, TN

    Apartment in a typical baita in the Dolomites with sauna and Turkish bath This beautiful and rustic baita situated between the green of the fields and woods near the village of Bella Monte. The baita is surrounded by a beautiful landscape...

    EUR220 to EUR366/night

  15. APARTMENT
    Yachting Residence- Bilo Deluxe

    Yachting Residence- Bilo Deluxe

    Lavena Ponte Tresa, Lombardia

    Apartment in a newly built luxury residence, facing the lake, with swimming pool Prestigious residence, the result of the complete renovation, completed in 2017, of an old factory, overlooking Lake Lugano just a short distance from the center of...

    Pool

    EUR193 to EUR301/night

  16. HOUSE
    Fior di melo

    Fior di melo

    Caldes, TN

    Accommodati with wellness center, in Val di Sole, only 1km away from the ski bus The Sottoilmelo Farmhouse Complex is in Val di Sole. It is surrounded by trees and enjoys splendid views of the valley and the River Noce. You can pursue a wide variety...

    Pool

    EUR97 to EUR203/night

  17. VILLA
    Villa Sangiovese

    Villa Sangiovese

    Trequanda, SI

    Rustic villa, spa with wine bath, 2 swimming pools and stunning views Villa Sangiovese is composed of two apartments on the first floor of a rustic house. The villa is on an estate in the beautiful and unspoilt Tuscan countryside south of Chianti,...

    Pool

    EUR386 to EUR683/night

  18. VILLA
    Salice

    Salice

    Trezzone, CO

    Apartment with a splendid view over Lake Come Villa Très Jolie is located 25 km. north of Menaggio and only half a kilometre above Lake Come with its sand and pebble beach. This old, typically Italian villa with three floors was recently renovated...

    EUR143/night

  19. APARTMENT
    Residence Annunzio Bilo

    Residence Annunzio Bilo

    Riccione, RN

    Residence with swimmingpool and spa, nearby the sea. This new residence is located opposite the beach, in a street that connects Rimini to Riccione. In this area there are nice restaurants and bars on the beach and a water park "Beach Village" (at...

    Pool

    EUR121 to EUR297/night

  20. HOUSE
    Villa Amagioia

    Villa Amagioia

    Varignana, BO

    Beautiful villa in the hills of Bologna, with large garden and swimming pool. This fine and astonishingly beautiful Villa, lies surrounded by five hectares of lush private garden, where peace and privacy are guaranteed. Among olive trees and...

    Pool

    EUR1,412 to EUR2,119/night

  21. HOUSE
    Corte Dorata

    Corte Dorata

    Scicli, RG

    Beautiful villa with pool near the very charming Baroque town of Scicli Corte Dorata is a beautiful country villa with swimming pool situated on the edge of Scicli, a charming baroque town and a UNESCO world heritage site. A wonderful rural...

    Pool

    EUR486 to EUR596/night

  22. COTTAGE
    Tabecalla

    Tabecalla

    Bellamonte, TN

    Typical baita in the Dolomites with sauna and Turkish bath This beautiful and rustic baita situated between the green of the fields and woods near the village of Bella Monte. The baita is surrounded by a beautiful landscape overlooking the most...

    EUR336 to EUR641/night

  23. APARTMENT
    Yachting Residence- Bilo Classic

    Yachting Residence- Bilo Classic

    Lavena Ponte Tresa, Lombardia

    Apartment in a newly built luxury residence, facing the lake, with swimming pool Prestigious residence, the result of the complete renovation, completed in 2017, of an old factory, overlooking Lake Lugano just a short distance from the center of...

    Pool

    EUR168 to EUR232/night

  24. HOUSE
    Le Ville negli Olivi

    Le Ville negli Olivi

    Tovo san Giacomo, SV

    Luxury vacation of wellness, sun and sea. Holiday houses with wellness centre 8 km from the sea in the hills above Finale Ligure. This beach town has managed to preserve a true Italian atmosphere. It is made up of three districts: Finale Marina,...

    Pool

    EUR201 to EUR345/night

  25. VILLA
    Panchevilla

    Panchevilla

    Pistoia, PT

    Exclusive villa surrounded by peaceful Pistoia, with private pool and spa! This villa was built in 1718 as a summer residence for the Bishop of Pistoia and Prato, as evidenced by a plaque in Latin seen in the living room. The villa is located in a...

    Pool

    EUR451 to EUR948/night

  26. VILLA
    Villa Collina

    Villa Collina

    Magione, PG

    Luxury villa with private swimming pool, sauna and emotional shower, near lake Villa Collina is a rustic villa and dependance with private swimming pool in the rolling hills with breathtaking views over Lake Trasimeno. The villa has a beautiful...

    Pool

    EUR609 to EUR1,005/night

  27. FARMHOUSE
    Echifaldo

    Echifaldo

    Ciolino Resuttano, PA

    Comfortable holiday farm, surrounded by the pleasures and smells of nature Between the hills of the Parco delle Madonie, in Sicily, is a country house from the eighteenth century. The attention to detail was restored and furnished as a holiday farm,...

    Pool

    EUR197 to EUR242/night