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.

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  1. 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

  2. VILLA
    Casa Cielo

    Casa Cielo

    Fabriano, AN

    Beautiful house with private swimming pool, spacious garden and beautiful surroundings Casa Cielo lies near the city of Fabriano, a city rich in history and culture. It is a beautiful rustic house of stone and part is painted lavender blue and...

    Pool

    EUR180 to EUR306/night

  3. VILLA
    Villa Tuoro

    Villa Tuoro

    Tuoro sul Trasimeno, PG

    Villa with pool and garden, beautiful view over Lake Trasimeno Villa Tuoro is 700 meters high on the border between Tuscany and Umbria. The villa is set in the hills and has beautiful views over Trasimeno lake. It is a pristine place just minutes...

    Pool

    EUR416 to EUR981/night

  4. VILLA
    Villa Allegra

    Villa Allegra

    Allerona, TR

    Luxury villa with private pool and beautiful decor and trendy portico This luxury villa is located near the little village Allerona on the border of Tuscany and Umbria, and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. It is an...

    Pool

    EUR430 to EUR683/night

  5. VILLA
    Fontana Tutto

    Fontana Tutto

    Monteverdi Marittimo, PI

    Luxury air conditioned villa with private pool on large grounds with terrace You are bound to enjoy yourself in this pleasant, spacious villa situated up in the hills by Monteverdi Marittimo. Enjoy the enclosed private swimming pool with outdoor...

    Pool

    EUR307 to EUR375/night

  6. VILLA
    Fontana Sei

    Fontana Sei

    Monteverdi Marittimo, PI

    Luxury air conditioned villa with private pool on large grounds with terrace You are bound to enjoy yourself in this pleasant, spacious villa situated up in the hills by Monteverdi Marittimo. Enjoy the enclosed private swimming pool with outdoor...

    Pool

    EUR164 to EUR210/night

  7. VILLA
    Fontana Otto

    Fontana Otto

    Monteverdi Marittimo, PI

    Luxury air conditioned villa with private pool on large grounds with terrace You are bound to enjoy yourself in this pleasant, spacious villa situated up in the hills by Monteverdi Marittimo. Enjoy the enclosed private swimming pool with outdoor...

    Pool

    EUR225 to EUR269/night

  8. HOUSE
    Villa Maria Teresa

    Villa Maria Teresa

    Petacciato, CB

    Wonderful villa with private swimming pool, near the sea The villa is located in one of the most beautiful areas of central-southern Italy, in the heart of the colorful hills of Molise, close to the sea, to the beautiful Tremiti Islands, and behind...

    Pool

    EUR144 to EUR181/night

  9. VILLA
    Villa Luminosa

    Villa Luminosa

    Cortona, AR

    Villa at 300-m altitude, with private swimming pool and views of Cortona Villa Luminosa is a beautiful villa in the hills near Cortona. The villa enjoys a picturesque location and is surrounded by olive groves and vineyards, typical of the Tuscan...

    Pool

    EUR391 to EUR678/night

  10. 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...

    EUR266/night

  11. FARMHOUSE
    Rondine

    Rondine

    Poggibonsi, SI

    Enjoy the Tuscan landscape in a farmhouse with pool and wifi The small hamlet of Gavignano is in a quiet area. It is surrounded by a beautiful, hilly, unspoilt landscape. It is the ideal place to enjoy a relaxing holiday. The area is made for...

    Pool

    EUR96 to EUR119/night

  12. VILLA
    Villa Teverina

    Villa Teverina

    Sermugnano, VT

    Country house with panoramic views, private pool A large 1800s panoramic stone farmhouse restored with original materials. The private swimming pool, 2.5 km away, the gazebo for outdoor lunches and dinners, the immense living room with fireplace,...

    Pool

    EUR189 to EUR505/night

  13. VILLA
    Villa Cella

    Villa Cella

    Monte san Savino, AR

    Villa con piscina nel cuore della campagna Toscana a Monte San Savino Villa Cella lies in the Chiana valley and has a private pool and jacuzzi. The house sits on a hill about 1.5 km from the center of Monte San Savino. You have a beautiful panorama...

    Pool

    EUR213 to EUR356/night

  14. VILLA
    Villa Savino

    Villa Savino

    Monte san Savino, AR

    Villa con piscina nel cuore della campagna Toscana a Monte San Savino Saviano villa is located in the Chiana Valley, known for its hilly landscape and traditional villages. Arezzo is easily accessible and is about 20 kilometers away. The villa is on...

    Pool

    EUR252 to EUR641/night

  15. 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

  16. 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

    EUR648 to EUR1,045/night

  17. COTTAGE
    Trullo Fiore di Mare

    Trullo Fiore di Mare

    Trani, BT

    Right on a limestone cliff by the sea with private access to the blue sea Trullo Fiore di Mare is an enchanting historic holiday home with a private access to the beach. Exquisite holiday home Trullo with direct access to the sea. Trullo Fiore di...

    EUR274 to EUR748/night

  18. VILLA
    Villa Mary

    Villa Mary

    Cortona, AR

    Villa with private pool, 3 km from Cortona in the Tuscan hills A few kilometers from the ancient Etruscan town of Cortona, in a flat and easily accessible location, Villa Mary is the perfect location for those who want to spend a holiday in Tuscany...

    Pool

    EUR312 to EUR498/night

  19. 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

  20. HOUSE
    Delfino

    Delfino

    San Vito lo Capo, TP

    Apartment just 80m from the sea and 400m from the center of San Vito lo Capo Characteristic house in San Vito lo Capo divided into two comfortable independent apartments. Being just a few steps from the beach and a few hundred metres from the centre...

    EUR144 to EUR397/night

  21. HOUSE
    Noto Marina

    Noto Marina

    Lido di Noto, SR

    Pleasant, isolated cottage This pleasant, isolated cottage which catches the full sun is in Sicily, less than 300 metres from the beach (one of the most beautiful on the island). It has a terrace and a private garden in which typical Sicilian lemon...

    EUR103 to EUR277/night

  22. VILLA
    Casa Rame

    Casa Rame

    Fabriano, AN

    Beautiful house with swimming pool, large garden and beautiful lush surroundings Casa Rame lies close the city Fabriano, a city with a rich history and culture. Casa Rame is a beautiful house that is painted orange with grey shutters and has a...

    Pool

    EUR261 to EUR475/night

  23. 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

  24. FARMHOUSE
    Salvo

    Salvo

    Cagli, PU

    Farmhouse with a magnificent panorama, swimming pool, 3 km from Cagli This agriturismo with 4 apartments is situated on a hill near the town of Cagli, a little higher than the town itself. The area is surrounded by woods, hills and the magnificent...

    Pool

    EUR109 to EUR139/night

  25. COTTAGE
    Trullo dell'Ulivo

    Trullo dell'Ulivo

    Alberobello, BA

    an authentic trullo in Alberobello. The authentic Trullo dell'Ulivlo is located near the oldest part of Alberobello, Aia Piccola, which in an oasis of peace. A trullo is a house built of stones with a spherical shaped roof. This typical construction...

    EUR152 to EUR209/night

  26. VILLA
    Casa Oro

    Casa Oro

    Fabriano, AN

    Beautiful house with swimming pool, large garden and beautiful lush surroundings Casa Oro lies close the city Fabriano, a city with a rich history and culture. Casa Oro is a beautiful house that is painted orange with grey shutters and has a...

    Pool

    EUR135 to EUR241/night

  27. VILLA
    Monte Amiata

    Monte Amiata

    Selva Santa Fiora, GR

    A beautiful villa in the Maremma area. Villa Monte Amiata is a 150 year old farmhouse. It is in the heart of the Maremma area in southern Tuscany. This beautiful, hilly region has a rich artistic heritage. The villa has been carefully renovated....

    Pool

    EUR657 to EUR856/night

  28. 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

    EUR448 to EUR938/night

  29. HOUSE
    Casa Torresina- Panorama

    Casa Torresina- Panorama

    Torresina, CN

    Panoramic accommodation in a authentic farmhouse completely renovated Authentic farmhouse, 150 years old, completely renovated. Transformed into a cozy holiday home. The restoration has respected the authentic features of the building. Comfort,...

    Pool

    EUR121 to EUR201/night

  30. VILLA
    Casa Cristallo

    Casa Cristallo

    Fabriano, AN

    Beautiful house with swimming pool, spacious gardens and beautiful lush surroundings Casa Cristallo lies close the city Fabriano, a city with a rich history and culture. Casa Cristallo is a beautiful house that is painted orange with grey shutters...

    Pool

    EUR137 to EUR260/night