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.

Search results

  1. HOUSE
    Villa Conte

    Villa Conte

    Ricadi, VV

    This beautiful villa is situated in Calabria, along one of the most charming coast-lines of the Tyrrhenian Sea, between Tropea and Capo Vaticano. The villa is surrounded by 3 hectares of Mediterranean trees, oranges, lemons, mandarins, citrons and...

    Pool

    $438 to $831/night

  2. HOUSE
    Gorgoville

    Gorgoville

    Ghizzano Peccioli, PI

    This beautiful villa with private pool lies on a century-old estate where, among others, grapes and grain are still being biologically grown. This stunning, hilly piece of land is a beautiful part of Tuscany overgrown with grain, vineyards, woods...

    Pool Pets OK

    $438 to $697/night

  3. HOUSE
    Villa Alessia

    Villa Alessia

    Senigallia, RN

    Villa Alessia is a charming villa with private swimming pool in the hills near Senigallia and only a few kilometers from the Adriatic coast. The villa is immersed in a large and fully fenced garden with impressive olive trees. There is a beautiful...

    Pool Pets OK

    $437 to $742/night

  4. HOUSE
    Villa Torre

    Villa Torre

    Pietranico, PE

    Near the tiny village Pietranico in Abruzzo is situated vacation home Torre. The oldest part of the house dates from 1709 and was rebuilt in 2014. The entire house has wifi and there is also an alarm system. The house is cozy, unique and cozy by the...

    Pool Pets OK

    $437 to $638/night

  5. HOUSE
    Casale Paterno

    Casale Paterno

    Chianni, PI

    Set in an extremely peaceful area at 30km from the town of Pisa, casale Paterno is located in an excellent position overlooking the green Tuscan landscape. The charming property recently restored, is a typical Tuscan mansion which matches...

    Pool Pets OK

    $437 to $732/night

  6. HOUSE
    Villa Cignano

    Villa Cignano

    Cortona, AR

    Villa Cignano is a former farmhouse in the Tuscan countryside between Cortona and Montepulciano. The villa is surrounded by sunflower fields and vineyards. The country-style villa consists of 2 apartments with a separate entrance and is therefore an...

    Pool Pets OK

    $435 to $556/night

  7. HOUSE
    Angels House

    Angels House

    Tabiano Castello, PR

    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 nice walk through the nature of about 15 minutes. The villa is...

    Pool Pets OK

    $435 to $765/night

  8. HOUSE
    Villa Petra

    Villa Petra

    Narni, TR

    Villa Petra is an old stone farmhouse, completely renovated while maintaining the typical style of the Umbrian farms. The villa is situated in the hills with a wide view of Narni and the surrounding countryside. Access to the villa is via a long...

    Pool

    $431 to $756/night

  9. HOUSE
    Trulli Fico India

    Trulli Fico India

    Ceglie Messapica, BR

    Luxury vacation home with a private pool in Puglia. It is a very well refined complex of trulli and lamie with a private 12x6 meter swimming pool set in the Ceglie Messapica countryside. This luxury private residence has been perfectly renovated...

    Pool Pets OK

    $427 to $806/night

  10. HOUSE
    Il Casolare di Valle

    Il Casolare di Valle

    Anghiari, AR

    Stay in a delightful holiday home at the Valle di Mezzo: a traditional stone farmhouse immersed in nature, where guests will enjoy a haven of peace and tranquillity. Meticulous recent reconstruction works have resulted in four apartments, all...

    Pool Pets OK

    $425 to $608/night

  11. HOUSE
    Villa Sangiovese

    Villa Sangiovese

    Trequanda, SI

    Villa Sangiovese is composed of two apartments on the first floor of a rustic house. The villa is on an estate in the beautiful and unspoilt Tuscan countryside south of Chianti, between the Crete Senesi and the Val d'Orcia. The ground floor of the...

    Pool Pets OK

    $424 to $749/night

  12. HOUSE
    Villa Sofia

    Villa Sofia

    Fermo, FM

    Villa Sofia is an attractive and spacious villa with swimming pool near Fermo, in the southern part of the Marche region. From the villa you can enjoy a beautiful view of the town of Fermo and the surrounding countryside. The location is very quiet...

    Pool Pets OK

    $423 to $792/night

  13. HOUSE
    Villa Magna

    Villa Magna

    Santa Maria Della Versa, PV

    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 for its culinary tradition. The place is ideal for those wishing...

    Pool Pets OK

    $422 to $679/night

  14. HOUSE
    Vignabuona

    Vignabuona

    Acquaseria, CO

    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 reached from the private parking above, closed by a gate, located on the main...

    Pets OK

    $420 to $634/night

  15. HOUSE
    Casale Gariga

    Casale Gariga

    Anghiari, AR

    Stay in a delightful holiday home at the Valle di Mezzo: a traditional stone farmhouse immersed in nature, where guests will enjoy a haven of peace and tranquillity. Meticulous recent reconstruction works have resulted in four apartments, all...

    Pool Pets OK

    $419 to $545/night

  16. HOUSE
    Villa Eugenia

    Villa Eugenia

    Vicchio, FI

    This old Medici villa of around 400 m2 has undergone recent renovation work and is furnished with care. The villa is located 35 km from Florence and is situated on a traditional Tuscan farm estate. Villa guests can make use of a private garden with...

    Pool

    $419 to $762/night

  17. HOUSE
    Villa Berta

    Villa Berta

    Cortona, AR

    Villa Berta with private pool is located at 350 meters altitude in the hills north of the Etruscan town of Cortona. The villa is surrounded by 800 olive trees of the homeowner. The villa has been carefully restored. The barn is an old stone with the...

    Pool

    $418 to $661/night

  18. HOUSE
    Villa Manganina

    Villa Manganina

    Salsomaggiore Terme, PR

    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. The villa is surrounded by a large beautiful garden and has a lovely patio and private...

    Pool Pets OK

    $417 to $712/night

  19. HOUSE
    Villa Nicola

    Villa Nicola

    Ricadi, VV

    This beautiful villa is located in Calabria on one of the most charming coasts of the Tyrrhenian Sea, between Tropea and Capo Vaticano. The villa consists of 2 apartments and is surrounded by 3 hectares of Mediterranean trees; orange, lemons and...

    Pool

    $415 to $686/night

  20. HOUSE
    Villa Laura

    Villa Laura

    Cortona, AR

    Villa Laura is the ideal place to spend an holiday in the spirit of the beauties of Tuscany. The Villa is situated in one of the hills that surround the Etruscan town of Cortona at a short distance from the town and yet in a secluded and quiet...

    Pool

    $415 to $605/night

  21. HOUSE
    Vanzetto

    Vanzetto

    Tredozio, FC

    This beautiful villa has two individual apartments, which can be hired as a whole, which makes this villa ideal for a family or group of friends who want to enjoy the peace in an apartment that is provided with every comfort. This villa is located...

    Pool Pets OK

    $414 to $739/night

  22. HOUSE
    Villa Vista

    Villa Vista

    Castiglion Fiorentino, AR

    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 breathtaking panoramic views over the valley. It is an ideal place for people...

    Pool

    $413 to $672/night

  23. HOUSE
    Villa Schiaccia

    Villa Schiaccia

    Civitella Paganico, GR

    Schiaccia is a former church in the year 1000 and is now a beautiful holiday home. At the front of church is a large space that is used for special activities such as a yoga course. The holiday home consists of two apartments that have an inner...

    Pool Pets OK

    $409 to $495/night

  24. HOUSE
    Villa Ruby

    Villa Ruby

    Lisciano Niccone, PG

    Among the beautiful plain of Lake Trasimeno and the luxuriant Umbrian hills stands Villa Ruby, an ideal destination for those looking to stay in a landscape of rare beauty, characterized by lush vegetation and a breathtaking view on the lake. The...

    Pool Pets OK

    $406 to $657/night

  25. HOUSE
    Tenuta Mariano

    Tenuta Mariano

    Noceto, PR

    On the road between Parma and Fidenza, there is the farm with villa that stretches over a vast area of woods and hills. For racehorse enthusiasts this place represents an important piece of the recent history of international horse racing: with its...

    Pool Pets OK

    $404 to $797/night

  26. HOUSE
    Villa Fulvio

    Villa Fulvio

    Pergola, PU

    Fulvio villa is located on a very quiet place with lots of privacy and is surrounded by beautiful countryside. The villa is decorated in a country style. A big advantage is that the villa is within walking distance of the center of Pergola. So you...

    Pool Pets OK

    $403 to $613/night

  27. HOUSE
    Villa La Palazzeta

    Villa La Palazzeta

    Ficulle, TR

    Villa La Palazzeta is a stone-built villa in an ideal location in the center of Italy, on the border of three regions of Umbria, Tuscany and Lazio. It is situated on a plot of six acres of land with olive trees and vineyards. In the spacious garden...

    Pool

    $401 to $531/night

  28. HOUSE
    Villa Gaio

    Villa Gaio

    Vicchio, FI

    This old Medici villa of around 800 m2 has undergone recent renovation work and is furnished with care. The villa is located 35 km from Florence and is situated on a traditional Tuscan farm estate. Villa guests can make use of a private garden with...

    Pool

    $401 to $569/night

  29. HOUSE
    Villa La Commenda Nove

    Villa La Commenda Nove

    Faenza, RA

    This spacious villa with swimming pool is surrounded by a beautiful garden and is located in the outskirts of Faenza in a quiet area. The villa is equipped with every comfort and has several common areas making this villa ideal for a large family...

    Pool Pets OK

    $400 to $576/night

  30. HOUSE
    Casa Dieci

    Casa Dieci

    Poppi, AR

    Casa Dieci consists of two luxurious holiday homes in a small borgo. You will therefore have access to two deluxe villas with heated swimming pool, air conditioning and Wi-fi in the Casentino Valley. Around the the picturesque, little square there...

    Pool

    $400 to $886/night