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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. FARMHOUSE
    Acquaviva Intero

    Acquaviva Intero

    Montescudaio, PI

    Typical Tuscan farmhouse, surrounded by vineyards Typical Tuscan farmhouse with stone façade, surrounded by several hectares of vineyards belonging to the farmhouse, located in a peaceful and sunny area just 2 Km from the town of Montescudaio, an...

    Pool

    EUR417 to EUR1,210/night

  2. HOUSE
    Villa Scaligera Quattro

    Villa Scaligera Quattro

    Monteforte D'alpone, VR

    Sun-kissed holiday home close to Verona, with swimming pool, garden and Wi-Fi. Pets are welcome. "Villa scaligera" is a comfortable and spacious semidetached house with a beautyful pool (with Jacuzzi) and a well finished fenced garden. It's located...

    Pool

    EUR163 to EUR181/night

  3. CHALET
    Chalet Edelweiss One

    Chalet Edelweiss One

    Colmean, BL

    Authentic but modern chalet with SPA, in the wonderful Dolomites Authentic chalet completely renovated, with SPA, located in the wonderful Dolomites. This chalet is a very comfortable accommodation with shared SPA and garden. It was rebuilt on...

    EUR148 to EUR258/night

  4. FARMHOUSE
    Casa Mirolago

    Casa Mirolago

    Caprese Michelangelo, AR

    Apartment in old farmhouse with authentic atmosphere in property with swimming pool. You are staying at a beautiful estate. This spacious and authentic apartment is located on the second floor of an old farmhouse. You enter the spacious kitchen...

    Pool

    EUR180 to EUR239/night

  5. COTTAGE
    Buffardello del Colle

    Buffardello del Colle

    Vergemoli, LU

    Renovated agritourism complex north of the ancient historic city of Lucca This delightful, renovated agritourismo is north of the ancient, historic city of Lucca. The rustic complex nestles in hills 550 metres above sea level. It has been carefully...

    EUR85 to EUR118/night

  6. FARMHOUSE
    Villa Magna

    Villa Magna

    Santa Maria Della Versa, PR

    Detached villa with pool within a farm ground, in quiet hillside Completely renovated indipendent villa, located inside the grounds of a "wine resort" in a very quiet position, on the slopes of a hill in an area dotted with vineyards and well known...

    Pool

    EUR382 to EUR613/night

  7. HOUSE
    Casa Iris

    Casa Iris

    Radicofani, SI

    Holiday home with pool in the beautiful Val d'Orcia An ideal destination for your holiday is the holiday house Iris. The house is in a park with a total of 20 houses. The park has a nice and dominant position in the Val d'Orcia. The house has a...

    Pool

    EUR119 to EUR161/night

  8. VILLA
    Villa Trecastagni

    Villa Trecastagni

    Viagrande, CT

    Luxury detached villa, with modern furnishings and all the comforts This luxury detached villa is located in a quiet residential area and is beautifully furnished. The modern bathroom and full kitchen make the house complete with all the modern...

    Pool

    EUR356 to EUR862/night

  9. VILLA
    Salinella

    Salinella

    PACECO, TP

    Comfortable villa with private pool, nearby Trapani and only 450m from the sea! Salinella is a beautiful, comfortable villa with private swimming pool situated near Trapani, ancient town at the extreme western point of Sicily. The property is set on...

    Pool

    EUR565 to EUR668/night

  10. HOUSE
    Livia

    Livia

    Grosseto, GR

    Cozy apartment just 7 km from the beach and the clear blue sea This atmospheric apartment is part of a large holiday park. The park has large houses containing several apartments in each. The apartment is nicely finished and equipped with authentic...

    Pool

    EUR130 to EUR319/night

  11. VILLA
    Il Giglio 12

    Il Giglio 12

    Montefiascone, VT

    Villa with pool and jacuzzi in a panoramic position near Bolsena lake Villa il Giglio is situated on top of a green hill with a lovely view over Lake Bolsena and the valleys and surrounding hills of Tuscia, in Tuscany and Umbria, a short distance...

    Pool

    EUR358 to EUR648/night

  12. HOUSE
    Salvia

    Salvia

    Pietrafitta, PG

    Atmospheric and cozy country house, beautiful grounds and spacious garden If you looking for a holiday destination where you can eat, see the sights and combine it all with outdoor activities, then this country house is the right place for you. The...

    EUR71 to EUR96/night

  13. HOUSE
    Barano

    Barano

    Barano D'ischia, NA

    Holiday home on the lovely Isle of Ischia. On the green Isle of Ischia in the bay of Naples, there is a lovely holiday home close to the centre and typical square of the village of Piedimonte, a district of the town of Barano Ischia. The house is...

    Pool

    EUR110 to EUR241/night

  14. APARTMENT
    Crescenzio 1

    Crescenzio 1

    Roma, RM

    Elegant apartment in the heart of Rome, nearby the Vatican Apartment Crescenzio 1 is located in the prestigious Prati district, just a few meters from St. Peter's Square and the Vatican Museum. You can walk to main tourist attractions, such as...

    EUR251 to EUR267/night

  15. ESTATE
    Il Maniero

    Il Maniero

    Ortignano, AR

    Beautiful country, lovely views over the Tuscan countryside, private pool Il Maniero is a spacious apartment on the first floor of an eleventh-century mansion that once belonged to the duke of Poppi. The other part of the house is occupied by...

    Pool

    EUR206 to EUR280/night

  16. VILLA
    Total Nisa

    Total Nisa

    Montefiridolfi, FI

    Beautiful manor house overlooking the hills of Chianti Classico This villa, dating back to the first half of the 1900s is located in the Chianti hills, close to San Casciano in Val di Pesa. Set among lush greenery and nestled in the quiet Tuscan...

    Pool

    EUR269 to EUR385/night

  17. HOUSE
    Porto Letizia Tulipano

    Porto Letizia Tulipano

    Porlezza, CO

    Apartment close to the lake in residence with swimming pool On the northern most point of lake Lugano you'll find this beautiful holiday apartment on the ground floor. This home is located in a beautiful residence, where you'll also find a a...

    Pool

    EUR98 to EUR173/night

  18. HOUSE
    Casa Smeralda

    Casa Smeralda

    Telti, OT

    House with swimming pool, in 3 hectares of Mediterranean scrub and fruit trees. House located a few kilometers from Telti, a small Village close to Olbia which is far only 10 Km. The house is inside of a farm where there are other 4 apartments and...

    Pool

    EUR145 to EUR305/night

  19. VILLA
    Bahamas

    Bahamas

    Rosolina Mare, RO

    Semi-detached house, large garden, in Rosolina Mare, close to Venice Semi detached house in Rosolina Mare, close to Venice and the beach. This accommodation boasts a 300 square meter garden and a great location, only 150m from the beach and the...

    EUR123 to EUR280/night

  20. VILLA
    Mandorlo

    Mandorlo

    Sinalunga, SI

    Estate with pool and tennis court in the Tuscan hills In the hills between San Gimignano and Torrita di Siena and close to Sinalunga is a special estate among olive trees, vineyards and cypress trees. The estate is situated a villa with private pool...

    Pool

    EUR293 to EUR325/night

  21. COTTAGE
    Casa Artista

    Casa Artista

    Foiano Della Chiana, AR

    In a beautiful property with pool and views of the hills of the Val di Chiana Nestled in a verdant setting,Casa Artista is an incredibly peaceful property, surrounded by age-old plants and located in a protected area, offering visitors a pleasant...

    Pool

    EUR100 to EUR190/night

  22. COTTAGE
    Casa Poggiolo

    Casa Poggiolo

    Castiglion Fiorentino, AR

    Beautiful holiday home in the hills of Castiglione Fiorentino. This house consists of two beautiful homes in the hills of Castiglione Fiorentino. The cottage is built in the last century, renovated respecting the original style. Casa Poggiolo...

    Pool

    EUR129 to EUR184/night

  23. VILLA
    Villa Nerium

    Villa Nerium

    Cortona, AR

    Rustic villa with private pool, lush gardens, breathtaking views Villa Nerium has a breathtaking view over the city of Cortona and the Valdichiana valley because of the particular location. The villa has been carefully restored and the uniqueness of...

    Pool

    EUR253 to EUR425/night

  24. VILLA
    Villa Sara

    Villa Sara

    Fossombrone, PU

    Country Villa with private pool just a few miles from Fossombrone Located in a very quiet countryside area near the Adriatic Coast, we find Villa Sara, a delightful villa with private pool in the Marche, just a few minutes from Fossombrone. Villa...

    Pool

    EUR274 to EUR652/night

  25. COTTAGE
    Principessa

    Principessa

    Lucca, LU

    Country house, completely renovated with 80m2 terrace with views The picturesque village of San Gennaro lies on a gently sloping hillside just 15 km from Lucca and 30 km from Pisa and the well-known beaches of the Versilia. San Gennaro is immersed...

    EUR87 to EUR121/night

  26. ESTATE
    Cirico

    Cirico

    Carlentini, SR

    A detached country house, with a splendid view A detached country house, with a splendid view over Val di Catania, the volcano the Etna, the Lake of Lentini and the sea. The house is built on a 6000m2 property with olive and orange trees, 300m high...

    Pool

    EUR181 to EUR307/night

  27. HOUSE
    Asti Green Hermitage

    Asti Green Hermitage

    Asti, AT

    Portion of an old renovated charming house, in the countryside with heated pool Portion of an ancient residence of the Dominican friars, renovated with great care, situated in the quiet countryside, but only 6 km from the center of the beautiful...

    Pool

    EUR299 to EUR342/night

  28. VILLA
    Montelago Villa

    Montelago Villa

    Ternate, VA

    Detached villa in a residence just 100 meters from the small lake of Comabbio Exclusive villa of two floors, located in the same grounds of a modern and elegant residence, situated at the center of a hilly area rich in lakes: it is located 50 meters...

    EUR217 to EUR352/night

  29. HOUSE
    Iris

    Iris

    Marina di Castagneto, LI

    Beautiful apartment located in a wooded area near the beach This beautiful apartment is located in a sixties villa in a wooded area, just 300 meters from the beach of Marina Castagneto Carducci. There are four apartments in the villa. This bright,...

    EUR93 to EUR252/night

  30. APARTMENT
    Layla Due

    Layla Due

    Rosolina Mare, RO

    Sundrenched holiday house,250 m far from the beach in Rosolina Mare, near Venice Three room flat on ground floor in a multi family house, composed of living room-kitchen,bathroom (no shower cubicle), double bedroom, bedroom with bunk bed, ample...

    EUR61 to EUR134/night