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. 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

    EUR1,717 to EUR2,287/night

  2. VILLA
    Moon

    Moon

    Fontane Bianche, SR

    Exclusive villa with private swimming pool that enjoys a splendid seafront view Exclusive villa with private swimming pool that enjoys a splendid seafront position in Fontane Bianche, a popular seaside resort south of Syracuse. Surrounded by a well...

    Pool

    EUR1,181 to EUR1,967/night

  3. VILLA
    Boheme

    Boheme

    Taormina, ME

    Villa with sea view and private pool very near to the center of Taormina Exclusive villa with private swimming pool in Taormina. Refined and prestigious, this splendid property is situated in close proximity to the Greek Theatre and to Corso...

    Pool

    EUR980 to EUR1,693/night

  4. VILLA
    Cuoricino

    Cuoricino

    Siracusa, SR

    Villa with private swimming pool and large equipped terrace for dining al fresco Beautiful villa with private swimming pool situated on the Maddalena peninsula, just a little bit south of Syracuse. The villa is the ideal property for those seeking a...

    Pool

    EUR904 to EUR1,681/night

  5. 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

    EUR742 to EUR1,583/night

  6. VILLA
    Morena

    Morena

    Marsala, TP

    Detached villa just steps from one of the most beautiful beaches of Marsala Beautiful, Mediterranean style villa situated just a just a stone's throw away from one of the most popular sandy beaches south of Marsala, an ancient small town located 30...

    EUR675/night

  7. COTTAGE
    Trulli Tra Pietre

    Trulli Tra Pietre

    Ceglie Messapica, BR

    The terrace is ideal for outside dining, the great pool is surrounded by lawn It is a large complex of luxury Trulli (more than 200m²) with a stunning natural rock carved pool. All the rooms of the villa are equipped with individually controlled...

    Pool

    EUR654 to EUR1,054/night

  8. 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 EUR1,736/night

  9. VILLA
    Villa Agello

    Villa Agello

    Agello, PG

    Beautiful villa with private pool Rustic Villa Agello, near the Trasimeno Lake, is situated at the border between Tuscan and Umbria, the two Italian regions mostly visited. The villa is a beautiful independent stone house with rectangular shape and...

    Pool

    EUR603 to EUR944/night

  10. VILLA
    Profumoriente

    Profumoriente

    Siracusa, SR

    Lovely luxury villa with private pool just a few km from the center of Syracuse Splendid villa with private swimming pool situated only a few kilometres away from the charming historic centre of Syracuse and from the sea. The excellent location of...

    Pool

    EUR589 to EUR959/night

  11. VILLA
    La Villa

    La Villa

    Cisternino, BR

    Old farmhouse, private pool and Trullis for a typical 'vacanza Pugliese' Feel the sheer pulse where an ancient rural farmhouse, sea, and olive trees collide. Built to help the local peasants with the harvest. Having changed very little in the past...

    Pool

    EUR574 to EUR704/night

  12. VILLA
    Dragovilla

    Dragovilla

    Donnalucata, RG

    Luxurious villa with pool and wellness area in Donnalucata, 1.4km from the sea! Dragovilla is a luxury villa with swimming pool and wellness area in Donnalucata, a popular seaside resort on the south-east of Sicily. Framed by typical dry-stone...

    Pool

    EUR499 to EUR782/night

  13. VILLA
    Sanciro

    Sanciro

    Salemi, TP

    Elegant villa with swimming pool and garden, in a quiet area close by Salemi San Ciro is an elegant dwelling with swimming pool set in a quiet, sunny location close to Salemi, characteristic small town in the province of Trapani. The villa is...

    Pool

    EUR495 to EUR739/night

  14. VILLA
    Spiga

    Spiga

    Noto, SR

    Ancient countryside residence with pool, in the heart of the Baroque Sicily. This old country estate with private pool is located at the heart of baroque Sicily, between the towns of Noto and Palazzolo Acreide (both listed as UNESCO cultural...

    Pool

    EUR431 to EUR651/night

  15. 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

    EUR410 to EUR788/night

  16. VILLA
    Baia Riccio

    Baia Riccio

    Augusta, SR

    Gorgeous villa with whirlpool bath and breathless view, only 100m from the sea! Baia del Riccio is a beautiful villa with outdoor Jacuzzi, in a splendid sea front location, halfway between Catania and Syracuse. Set in a quiet residential complex,...

    EUR390 to EUR518/night

  17. HOUSE
    Vignabuona

    Vignabuona

    Acquaseria, CO

    Independent villa overlooking the lake, with terrace, garden and beautiful view Detached villa in a unique position, directly on the lake with pebble beach, on the most famous coast, from the tourist point of view, of Lake Como, The villa can be...

    EUR383 to EUR579/night

  18. VILLA
    Cicero

    Cicero

    Patti, ME

    Detached villa in an excellent location, only 200 meters from the sea! Beautiful farmhouse situated just a stone's throw away from a wide sandy beach in the vicinity of Patti, an ancient small town on the northern coast of Sicily, 60 km on the...

    EUR378 to EUR444/night

  19. VILLA
    Lauras

    Lauras

    Marsala, TP

    Wonderful villa with swimming pool nearby Marsala, just 5km from the sea! Lauras is a beautiful property with pool situated on the edge of Marsala, ancient town at the extreme western point of Sicily. Recently built, this splendid villa features...

    Pool

    EUR370 to EUR706/night

  20. ESTATE
    Villa Carina

    Villa Carina

    Serra san Quirico, AN

    Villa Carina is a converted farmhouse set in about a hectare of gardens, orchard and woods. Villa Carina is a converted farmhouse set in about a hectare of gardens, orchard and woods. The villa has been fully restored, and looks out over a beautiful...

    Pool

    EUR358 to EUR674/night

  21. 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

  22. HOUSE
    Bella Uno

    Bella Uno

    Taormina, ME

    Exclusive residence with swimming pool, lovely views of Taormina and the sea The four luxurious apartments Isola Bella are situated in a splendid panoramic position, halfway between Taormina's historic centre and the sea. Set in a new, exclusive...

    Pool

    EUR320 to EUR858/night

  23. VILLA
    Villa Pergola

    Villa Pergola

    Pergola, PU

    Very stylish villas with all luxury, close to 3 parks This very stylish villa is outfitted with all kinds of luxuries, such as the massage shower, a modern kitchen, and a pool with an outdoor shower. Besides all the luxury, the house also has a very...

    Pool

    EUR319 to EUR483/night

  24. HOUSE
    Brama Sole

    Brama Sole

    Borgo A Mozzano, LU

    Beautiful holiday house, from approximately 1650, in medieval village near Lucca This beautiful holiday house has been built in several steps, the oldest part dates from approximately 1650. Then there are parts built on, so that a 150 m2 home has...

    Pool

    EUR297 to EUR514/night

  25. HOUSE
    Teclina

    Teclina

    Acireale, CT

    Villa with jacuzzi in the garden and private access to the sea Small villa by the sea in Santa Tecla, a characteristic village on the east coast of Sicily, just a few kilometres away from Acireale. The property enjoys a splendid seafront position...

    EUR287 to EUR505/night

  26. ESTATE
    Carrù

    Carrù

    Bastia Mondovì, CN

    Apartment with large terrace, in small residence with swimming pool, in the green Old Piedmont (built circa 1470) winery, lovingly restored and furnished with care - very well equipped apartment with modern living kitchen, tasteful living room,...

    Pool

    EUR281 to EUR340/night

  27. ESTATE
    Mondovì

    Mondovì

    Bastia Mondovì, CN

    House with large terrace, in a small complex with pool, surrounded by greenery Old Piedmont (built circa 1470) winery, lovingly restored and furnished with care - very well equipped apartment with modern living kitchen, tasteful living room, bedroom...

    Pool

    EUR281 to EUR340/night

  28. HOUSE
    Casa Pizziddu

    Casa Pizziddu

    Acireale, CT

    Attractive sunny and cosy holiday home at the beautiful, clear, Sicilian Sea This attractive, sunny holiday home is beside the clear, azure Sicilian Sea. The spacious terrace (100m2) is perfect for enjoying delightful evenings. You can admire...

    EUR267/night

  29. VILLA
    Villa Tortelli

    Villa Tortelli

    San Romano di Garfagnana, LU

    Holiday villa with private pool, Jacuzzi, large garden in the Tuscan hills With this luxury villa, you can start relaxing immediately! Take a refreshing dip in your own swimming pool with Jacuzzi and outdoor shower. Afterwards you can have a stroll...

    Pool

    EUR262 to EUR513/night

  30. VILLA
    Villa Laurentia

    Villa Laurentia

    Magliano Sabina, TR

    Attractive and spacious independent villa with private swimming pool Attractive and spacious independent villa with private swimming pool, located in the Lazio region, on the Umbria border. The villa is on a hill which enjoys delightful views of the...

    Pool

    EUR246 to EUR434/night