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 Pepi

    Villa Pepi

    Rignano Sull'arno (fi), FI

    Set in breathtaking landscape just outside Florence with lovely garden and pool If you wish to spend some time in Tuscany in the best way possible and experience the feeling of belonging in this beautiful spot, no other guests around, historical...

    Pool

    EUR522 to EUR942/night

  2. ESTATE
    Bastia

    Bastia

    Bastia Mondovì, CN

    Apartment with large covered terrace, in small residence with swimming pool 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

    EUR225 to EUR288/night

  3. 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

  4. HOUSE
    Casa Cielo

    Casa Cielo

    Pescia (pt), PT

    Beautiful holiday home with private swimming pool and stunning rural view This beautifully restored holiday home occupies a rather large estate. The estate consists of two residences, two swimming pools, and a large garden with several terraces....

    Pool

    EUR227 to EUR412/night

  5. 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

  6. 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

  7. COTTAGE
    Farmhousecrick

    Farmhousecrick

    Monte Santa Maria Tiberina, PG

    Rustic farmhouse with fishing lake, beautiful view, peace, quiet and nature A fully restored rustic house while maintaining the typical architectural characteristics of old farmhouses in the Umbrian countryside. The house is surrounded by fields,...

    EUR83 to EUR145/night

  8. HOUSE
    Il Grottone

    Il Grottone

    Casoli, LU

    Quiet and fully equipped villa in the Apuan Alps, Tuscany A lovely rustic, and well furnished Italian villa in Tuscany, situated in the Apuane hills in the tiny hamlet of Luciana, about 2 km from the small village of Casoli, and 5 km from Camaiore...

    EUR131 to EUR175/night

  9. 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

  10. VILLA
    Villa Due Olive

    Villa Due Olive

    Vasciano, PG

    Villa with private pool, rural and modern decor, stunning views Villa Due Olive is a luxurious and comfortable villa with private pool in Vasciano, a small village near Todi. The landscape consists of rolling hills with fields, vineyards, olive...

    Pool

    EUR219 to EUR352/night

  11. 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

  12. 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

  13. HOUSE
    Angie

    Angie

    Rio - Sesta Godano, SP

    Apartment with warm, intimate style and stunning views near Cinque Terra A fully furnished apartment with warm and intimate style, with a beautiful view near the Cinque Terre, with a nice kitchen and cheerful, with a large terrace with easy to stand...

    EUR86 to EUR111/night

  14. ESTATE
    Niella

    Niella

    Bastia Mondovì, CN

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

    Pool

    EUR92 to EUR126/night

  15. 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

  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
    Villa Capo Passero

    Villa Capo Passero

    Portopalo Capo Passero, SR

    A dreamy house on top of a cliff at sea with private pool Villa Capo Passero is an exclusive cliff top villa with swimming pool located a few hundred metres from the beach and the small town centre of Portopalo di Capo Passero, Sicily's southernmost...

    Pool

    EUR505 to EUR733/night

  18. VILLA
    Villa Berillo

    Villa Berillo

    Lippiano, PG

    Rustic villa with private pool in the Apennines at 850 mt Villa Berillo is on the border of Tuscany and Umbria, about 850 meters above sea level among the chestnut trees in the Apennines. This villa is a rustic house with a lovely swimming pool at...

    Pool

    EUR223 to EUR317/night

  19. 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

  20. 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

  21. HOUSE
    Villa dei Fiori

    Villa dei Fiori

    Ragalna, CT

    Beautiful house with private pool and a lovely terrace with outdoor kitchen Villa dei Fiori is a beautiful dwelling with private pool in Ragalna, a characteristic village on the slopes of Mount Etna, Europe's highest and most active volcano,...

    Pool

    EUR450 to EUR773/night

  22. HOUSE
    Riccio

    Riccio

    San Vito lo Capo, TP

    Apartment just 80m from the sea and 400m from the center of San Vito lo Capo Typical house in San Vito lo Capo divided into two independent apartments. The convenient location of the house, a stone's throw from the beach and a few hundred meters...

    EUR134 to EUR390/night

  23. HOUSE
    Casa Pascoso

    Casa Pascoso

    Pascoso - Pescaglia, LU

    Tuscan house built on the hill of a small mountain village The holiday house is an 18th-century stone building (105 m2) and nestled on a hill, with three floors on one side and two on the other; therefore at the ground floor there is another room...

    EUR99 to EUR145/night

  24. 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

  25. VILLA
    Terranova

    Terranova

    Modica, RG

    luxury villa with private pool in Modica! For a relaxing holiday in Sicily Terranova is a luxury villa with pool located on the edge of Modica, ancient, charming, baroque town on the south-east of Sicily. Majestic and elegant, this splendid...

    Pool

    EUR606 to EUR1,071/night

  26. VILLA
    Casale Offida

    Casale Offida

    Offida, AP

    Villa with private swimming pool, near the Riviera delle Palme, hilly area Casale Offida is a villa with a private swimming pool a few km from the center of Offida and the famous Riviera delle Palme. This beautiful villa is located in the...

    Pool

    EUR437 to EUR652/night

  27. HOUSE
    Bella 2

    Bella 2

    Taormina, ME

    Exclusive residence with pool, breathtaking views on Taormina and on 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

    EUR233 to EUR628/night

  28. 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

  29. 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

  30. ESTATE
    Archi

    Archi

    Sovicille, SI

    Cozy cottage with garden and pool on grounds of beautiful castle near Siena. This lovely, romantic apartment is set in the grounds of a castle, at the foot of the Montagnola Senese. Guests may use the swimming pool in the garden of this beautiful...

    Pool

    EUR71 to EUR229/night