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. VILLA
    Casa de Poi

    Casa de Poi

    Salsomaggiore Terme, PR

    Magnificent old country house with garden and private pool, with Wifi This beautiful villa has a fantastic view on the countryside of the Emilian Apennines and the castle of Tabiano that you can reach in a few minutes by car or otherwise on foot, a...

    Pool

    EUR425 to EUR962/night

  2. HOUSE
    Montebello Bilo B

    Montebello Bilo B

    Bolano, SP

    A small and charming residence nestled in the hills surrounding La Spezia A small and charming residence nestled in the hills surrounding La Spezia. This residence is made up of 5 holiday homes, created within 3 houses. Fully immersed in nature,...

    Pool

    EUR96 to EUR144/night

  3. HOUSE
    Serena

    Serena

    Marina di Massa, MS

    Cozy appartment in Marina di Massa, just 1,5 km from the sea This comfortable, modern appartment is situated in the centre of Marina di Massa, a typical tourist resort. The spacious apartment (120 m) is situated on the 1st floor. The property has a...

    EUR129 to EUR156/night

  4. FARMHOUSE
    Gli Olivi

    Gli Olivi

    Cortona, AR

    Farmhouse with private terrace, garden and pool, overlooking the town of Cortona A characteristic agritourism 3 km away from the special Etruscan city of Cortona. Near the town, yet surrounded by countryside in the Chiana valley, among olive groves...

    Pool

    EUR134 to EUR301/night

  5. HOUSE
    Cicas

    Cicas

    Menfi, AG

    New villa at 300m from the sea with very big garden and a barbecue Comfortable villa situated in Lido Fiori di Menfi, just a stone's throw away from one of the most beautiful beaches of southern Sicily, that extends between the towns of Selinunte...

    EUR180 to EUR407/night

  6. 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

    EUR583 to EUR950/night

  7. HOUSE
    Rosa Tea

    Rosa Tea

    Montaione, FI

    Apartment in beautiful farmhouse with pool in the heart of Tuscany Ground floor apartment in a converted farmhouse in the beautiful Tuscan countryside, renovated and furnished with care and very comfortable. Surrounded by greenery and quiet of a...

    Pool

    EUR135 to EUR191/night

  8. 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

  9. HOUSE
    La casa di Marta

    La casa di Marta

    Taormina Messina, ME

    House with charm close to stunning Taormina This typical Sicilian house is located on the beautiful east coast of Sicily. The house is fully equipped. The decor is simple and classic, and has a warm atmosphere thanks to the used colors. For those...

    EUR104 to EUR156/night

  10. HOUSE
    Iris

    Iris

    Montaione, FI

    Apartment in beautiful farmhouse with pool in the heart of Tuscany Ground floor apartment in a converted farmhouse in the beautiful Tuscan countryside, renovated and furnished with care and very comfortable. Surrounded by greenery and quiet of a...

    Pool

    EUR135 to EUR191/night

  11. ESTATE
    Casa Visietto

    Casa Visietto

    Todi, PG

    Robust old farmhouse for 4 persons amidst the Umbrian hills This characteristic furnished apartment for four people is situated in an old farmhouse. In front of the farmhouse, in the middle of the Umbrian hills, you have a private lawn with...

    Pool

    EUR108 to EUR186/night

  12. HOUSE
    Residence Lu Nibareddu 8

    Residence Lu Nibareddu 8

    San Teodoro, OT

    Villa with sea view in a nice resort with facilities not far from sea and beach The accommodation at Residence Lu Nibareddu is available in eight varieties; four different types and in these types the choice of "standard" or "sea view". There are...

    Pool

    EUR145 to EUR417/night

  13. HOUSE
    Uno

    Uno

    Nardò, LE

    Apartment near the sea, beautiful pool, in the Salento region This beautiful complex of six apartments located on a hill and very close to the sea. You have breathtaking views over the coast of the Salento region. Apartment Uno is tastefully...

    Pool

    EUR116 to EUR310/night

  14. HOUSE
    Leccio

    Leccio

    Montemagno di Camaiore, LU

    Apartment located in a stately home Near Camaiore, at approximately 20 minutes by car from the coast of Tuscany, this apartment is located in a stately home (first floor). The apartment is part of a monumental building. This apartment is also...

    EUR169 to EUR241/night

  15. APARTMENT
    Pomponio Leto

    Pomponio Leto

    Roma, RM

    Elegant flat in the centre of Rome. Elegant and stylish apartment in the heart of Rome, situated very central (not even 500m from the S. Pietro square), on the 2nd floor of a historic building. The apartment is equipped with among other things,...

    EUR174 to EUR178/night

  16. 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

  17. FARMHOUSE
    Casa Olivo

    Casa Olivo

    Caprese Michelangelo, AR

    Dwelling in renovated barn near the birthplace of Michelangelo. This property is situated on the top floor of a restored barn, but because the house is on a hill, you still enter from the ground floor. The roof is supported by thick wooden beams....

    Pool

    EUR89 to EUR102/night

  18. VILLA
    Casa Casciano

    Casa Casciano

    San Casciano dei Bagni, SI

    Rustic cottage for 4 people, private pool, just 100 meters from village Casa Casciano is a rustic cottage for 4 people with private pool 100 meters from Celle sul Rigo. The house is located in the countryside with stunning views over the rolling...

    Pool

    EUR197 to EUR334/night

  19. APARTMENT
    Adamo ed Eva Resort- Trilocale

    Adamo ed Eva Resort- Trilocale

    Marcelli Numana, AN

    Nice apartment 500m from the beach, near the picturesque village of Numana This modern holiday home is set in a large holiday park. There are 250 apartments in the park of which 80 are available for hire. The park offers various shared facilities...

    Pool

    EUR89 to EUR344/night

  20. VILLA
    Villa Lilliana Appartamento A

    Villa Lilliana Appartamento A

    Joppolo, VV

    Apartment with terrace with sea view, only 600 meter from the sea. From the terrace you have a view over the sea and on the strait of Messina. In this area there is no need to get bored, there are pastimes for the whole family. Sea and beach for...

    EUR82 to EUR171/night

  21. HOUSE
    La Sibilla

    La Sibilla

    Monte san Martino, MC

    Apartment with stunning views of the Sibillini mountains , surrounded by nature , with wifi and pool In the heart of Monti Sibillini you can find this country house with four comfortable apartments where you can enjoy the nature and relax. The...

    Pool

    EUR83 to EUR123/night

  22. ESTATE
    Borgo Due

    Borgo Due

    Sant'angelo in Vado, PU

    Borgo with mini pool in the Apennines, unspoiled nature, beautiful views This hamlet with 5 apartments and a small swimming pool / jacuzzi is located in the middle of unspoiled nature and in a quiet area in the middle of the Apennines. The scenery...

    Pool

    EUR65 to EUR98/night

  23. COTTAGE
    Civita

    Civita

    Colonnella, TE

    A unique location surrounded by hills and near the sea. This beautiful country house is located at 300 m altitude in the hills and in the Val Vibrata. You have a panoramic view. The house consists of a villa and an annexe with a total of 8...

    Pool

    EUR210 to EUR346/night

  24. HOUSE
    Casale Liana

    Casale Liana

    Castiglione di Garfagnana, LU

    A nice rural house surrounded by hills and fields Casa Liana is a beautiful rural house, surrounded by the fields and hills of Tuscany. The apartment is on the ground floor. It has a spacious garden with plenty of privacy. The owner has carefully...

    EUR264 to EUR412/night

  25. COTTAGE
    Twice Nice

    Twice Nice

    Colonella, TE

    Apartment with pool, between sea and mountains, restaurant, wifi This beautiful country house is located at 300 m altitude in the hills and in the Val Vibrata. You have a panoramic view. The house consists of a villa and an annexe with a total of 8...

    Pool

    EUR85 to EUR156/night

  26. COTTAGE
    Leone

    Leone

    Asciano, SI

    Panoramic views of the hills of Siena from home and private pool The cottage Leone is located in the Crete Senesi at only 10km from Siena and 15km from Asciano. The cottage is situated on one of the most picturesque hills and most photographed of...

    Pool

    EUR230 to EUR264/night

  27. VILLA
    Villa Caracciole

    Villa Caracciole

    Fossombrone, PU

    Villa with private pool, stunning views, near sea Villa Caracciole is a cozy and carefully restored villa located in the Metauro valley near Fossombrone. The villa is situated in a panoramic position with a beautiful view over the valley with hills,...

    Pool

    EUR260 to EUR492/night

  28. HOUSE
    Casa Mare Due

    Casa Mare Due

    Orbetello, GR

    Cozy apartment with sea views, close to nature and beautiful beach The design of this charming apartment is typically Tuscan, with terracotta floors and wooden beamed ceilings. Together with 3 other apartments the apartment is part of a large house....

    EUR151 to EUR293/night

  29. HOUSE
    Leonardo

    Leonardo

    Mura, FI

    Well kept property with garden with lovely panorama. Leonardo is in a quiet environment in the hills in a restored building divided into separate units. It is close to famous cultural centres like Florence, Siena and Pisa, that can all easily be...

    EUR90 to EUR136/night

  30. HOUSE
    Marangone

    Marangone

    Giannella, GR

    Apartment in a particular area by the sea A residence with 30 apartments in Tombola di Gianneli: a narrow strip of land with sea views at the foot of Monte Argentario. The beach is 7 km long. There are special maritime pine trees and shrubs and is...

    EUR193 to EUR414/night