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
    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

    EUR735 to EUR1,567/night

  2. COTTAGE
    Trulli Country Golf

    Trulli Country Golf

    Gioia del Colle, BA

    Golf course, swimming pool and jacuzzi ideal for stays with family and friends Wonderful complex made up by 11 rural ancient trulli with a big swimming pool (14x7 mt) and a Pitch & Putt nine-holes amateur golf course, fully illuminated also for the...

    Pool

    EUR643 to EUR1,037/night

  3. 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

    EUR630 to EUR1,719/night

  4. VILLA
    Villanovia

    Villanovia

    Volterra, PI

    Roomy and comfortable house with beautiful views and pool for refreshment Villanovia is a fully renovated country property, inside a natural park, with a 360° amazing panorama. It overlooks the cities of Volterra and Pomarance, the Metallic Hills...

    Pool

    EUR609 to EUR905/night

  5. 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

    EUR603 to EUR995/night

  6. 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

    EUR600 to EUR1,111/night

  7. 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

    EUR481 to EUR590/night

  8. VILLA
    Villa Passignano

    Villa Passignano

    Passignano sul Trasimeno, PG

    Luxurious villa with private pool and panoramic views over Lake Trasimeno Villa Passignano is located 350 meters high in the hills overlooking the Trasimeno lake. The luxury villa is set in a beautiful panoramic location and has a spacious terrace,...

    Pool

    EUR417 to EUR706/night

  9. 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

  10. HOUSE
    Santo Vento

    Santo Vento

    San Fratello, ME

    Organic farmhouse with private pool and Spa with view of the Aeolian Islands The family had the dream to revive their old houses from 1820. They built this farm at the foot of the mountain, an oasis of calm and relaxation. It is situated on the...

    Pool

    EUR368 to EUR504/night

  11. HOUSE
    Villa Rita

    Villa Rita

    Monopoli, BA

    Gated villa with private pool in the hills of Monopoli and Castellana Grotte It is a bright and spacious villa with a private pool of 10x5 meters. It is located in the countryside along the hills between Monopoli and Castellana Grotte only a short...

    Pool

    EUR329 to EUR456/night

  12. 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

    EUR326 to EUR514/night

  13. VILLA
    Villa Terra

    Villa Terra

    Cortona, AR

    Villa with private swimming pool, garden and nice views, nearby Cortona Villa Terra is a completely renovated villa with stunning views over the valley and the nearby town of Cortona. The villa is a former farm and is surrounded by a beautiful...

    Pool

    EUR303 to EUR600/night

  14. 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

    EUR260 to EUR508/night

  15. VILLA
    Villa Jacuzzi

    Villa Jacuzzi

    Cortona, AR

    Villa with spacious garden, swimming pool, jacuzzi and tennis court, near Cortona Cottage Golf is located near the Etruscan city of Cortona. The recently renovated holiday home and guesthouse are part of a large estate with a swimming pool, the...

    Pool

    EUR256 to EUR391/night

  16. HOUSE
    Paneolio

    Paneolio

    Pistoia, PT

    House in the Pistoia countryside with pool and garden, ideal for outdoor lunches Ground floor villa, immersed in a beautiful Tuscan olive grove. The house has a private pool at the full disposal of guests and offers an ideal setting for enjoying...

    Pool

    EUR239 to EUR334/night

  17. VILLA
    Casa Cesare Sei

    Casa Cesare Sei

    Miglianico, CH

    Villa on golf course and free unlimited golf Casa Cesare Sei is a luxury villa with a large garden on the golf course near the picturesque village of Miglianico. The area is hilly and there are vineyards of the renowned Montepulciano wines. The...

    Pool

    EUR210 to EUR259/night

  18. COTTAGE
    Casale Castiglione

    Casale Castiglione

    Castiglione di Garfagnana, LU

    Cozy house with private pool and breathtaking views of the Garfagnana area The farmhouse is entirely handmade in stone and dates back to the late 1700. The structure faces South so you have the sun all for yourselves from 07.00 in the morning. You...

    Pool

    EUR201 to EUR331/night

  19. 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

    EUR200 to EUR342/night

  20. HOUSE
    Bozzone Residenza Rossa

    Bozzone Residenza Rossa

    Braccagni, GR

    Attractive apartment for eight people on holiday with grass garden and swimming pool This cosy apartment is located in a beautiful area, shared with 15 other apartments. The comfortable apartment is decorated with unique details from all over the...

    Pool

    EUR167 to EUR496/night

  21. HOUSE
    Bozzone Residenza Gialla

    Bozzone Residenza Gialla

    Braccagni, GR

    Nicely furnished apartment for six people in Tuscan resort with pool This cosy apartment is located in a beautiful area, shared with 15 other apartments. The comfortable apartment is decorated with unique details from all over the world. Not only...

    Pool

    EUR148 to EUR428/night

  22. HOUSE
    Pieve

    Pieve

    Calenzano, FI

    Farmhouse in a lovely park near Florence with beautiful pool among olive trees This beautifull pearl of Tuscany is situated on a picturesque location in the Nature Park of Mount Morello. Behind the house you look out to a field full of cypresses...

    Pool

    EUR131 to EUR230/night

  23. 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

    EUR119 to EUR293/night

  24. COTTAGE
    Olivi Giallo

    Olivi Giallo

    San Quirico - Pescia, PT

    Authentic Tuscan country home situated between Pistoia and Lucca Authentic Tuscan country home situated between Pistoia and Lucca. This holiday home is the result of the skilful renovation of an old country property. The original characteristics and...

    Pool

    EUR91 to EUR138/night

  25. HOUSE
    Vista Gentile

    Vista Gentile

    Canova, SV

    Cosy apartment with terrace, in a residence with swimming pool and spa centre. Within a wonderful, recently constructed complex with swimming pool, wellness centre, fitness area and playground, in the immediate hinterland, only few kilometres away...

    Pool

    EUR82 to EUR131/night