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
    Sassetta 5

    Sassetta 5

    Sassetta, LI

    Beautiful apartment in the hills near Sassetta available private beach This beautiful apartment for four people is in a sixties villa and is part of two apartments located in the hills of Sassetta 500 meters, 12 kilometers from the beach and a...

    EUR67 to EUR106/night

  2. HOUSE
    Girasole

    Girasole

    San Giovanni Valdarno, AR

    Beautiful kept apartment on large property amidst the beautiful Chianti This nice and neatly kept apartment is on a large estate. In total there are 4 apartments divided over 2 buildings. You and the other residents have access to a spacious garden...

    Pool

    EUR95 to EUR158/night

  3. APARTMENT
    Residenza Alvisio

    Residenza Alvisio

    Rimini, RN

    Residence in Rivabella di Rimini, only 50 meters from the beach. The residence is located directly in front of a private beach in the Rivabella area of Rimini and 20 meters from the bus stop to the center of Rimini, the train station and to the...

    EUR69 to EUR156/night

  4. 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...

    EUR130 to EUR158/night

  5. HOUSE
    Gardenia

    Gardenia

    Sassetta, LI

    Spacious apartment in the Tuscan hills, 12 km from the private beach This spacious apartment with shared pool is situated in a sixties villa in a hilly area near Sassetta, at an altitude of 500 meters. There is also another apartment in the villa....

    Pool

    EUR123 to EUR297/night

  6. VILLA
    Villa Grace

    Villa Grace

    Cortona, AR

    4-person villa with private swimming pool, spacious garden and terrace Villa Grace is located in the heart of the Val di Chiana, near Cortona. It is a detached house with private garden and private pool. The house is ideal for two couples or a...

    Pool

    EUR151 to EUR325/night

  7. FARMHOUSE
    Casa Bruciata

    Casa Bruciata

    Rufina, FI

    Spacious holiday home on the estate for eight people near the beautiful Florence. You are staying on the estate of Petrognano in Tuscany. One wing of this 15th century villa has been completely restored; the owner has turned it into a splendid...

    Pool

    EUR167 to EUR254/night

  8. 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

    EUR241 to EUR338/night

  9. HOUSE
    Partitoio Ovile

    Partitoio Ovile

    San Marcello Pistoiese, PT

    Surrounded by nature but still within walking distance of the village Surrounded by meadows and about 100 hectares of forest of oaks and chestnut trees, the old farmhouse offers the opportunity to take beautiful walks and really be away from the...

    Pool

    EUR90 to EUR115/night

  10. HOUSE
    Villa La Commenda Nove

    Villa La Commenda Nove

    Faenza, RA

    Spacious villa with swimming pool surrounded by a beautiful park, in quiet area. 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...

    Pool

    EUR365 to EUR526/night

  11. VILLA
    Villa Sole

    Villa Sole

    Anghiari, AR

    A villa in the Tiber valley with a private swimming pool. Villa Sole is surrounded by the beautiful landscape of the Tiber Valley. It has a private swimming pool. The spacious villa nestles between the Rivers Tiber and Arno. It is simply full of...

    Pool

    EUR262 to EUR515/night

  12. HOUSE
    Betta

    Betta

    Sarteano, SI

    Rustic house on the estate with a castle, swimming pool, garden, private terrace Betta is a rustic house near a castle from 1465 and other houses on a farm in an idyllic part of Tuscany with elms, pines, vineyards and olive groves between the Val di...

    Pool

    EUR251 to EUR366/night

  13. FARMHOUSE
    Casa La Fioraia

    Casa La Fioraia

    Carmignano, PO

    Home with large windows and original shutters on estate with pool and garden. This beautiful property is located in a wine region. Stay in one of the country houses which are located in a wing of the manoir. The house was originally built as a...

    Pool

    EUR123 to EUR177/night

  14. HOUSE
    Castagneto 5

    Castagneto 5

    Castagneto Carducci, LI

    Apartment situated directly on the private beach of Marina di Castagneto Carducci This beautiful apartment is located in a modern four-storey building, right on the beach of Marina di Castagneto Carducci. You reach this tastefully decorated...

    EUR125 to EUR297/night

  15. HOUSE
    San Francesco Uno

    San Francesco Uno

    Orciatico, PI

    Stunning apartment on the estate from the 13th century, of a noble family This beautiful apartment is, together with 4 others, part of a charming agriturismo. The estate has been owned by the noble Paoletti Gualandi family since the 13th century,...

    Pool

    EUR89 to EUR128/night

  16. HOUSE
    Casa Mezzavia

    Casa Mezzavia

    Abbadia San Salvatore, SI

    Holiday home with private swimming pool, barbecue, bread and pizza oven and magnificent view Get to know this cute vacation home, situated in the Maremma. This relatively unknown area of Tuscany offers loads of opportunities for an active and...

    Pool

    EUR142 to EUR327/night

  17. 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 "Villa scaligera" is a comfortable and spacious semidetached house with a beautyful pool (with Jacuzzi) and a well finished fenced garden. It's located in a small town in...

    Pool

    EUR154 to EUR169/night

  18. APARTMENT
    Le Plejadi Quadri

    Le Plejadi Quadri

    Cavalese, TN

    New apartment with views of the mountains, 800m from the ski slopes Brand new apartments, in a quiet and sunny location with a beautiful view of the Lagorai mountains. The residence is located 1,5km from the centre of Cavalese, in the location...

    EUR130 to EUR378/night

  19. APARTMENT
    Le Plejadi Bilo 4 sr

    Le Plejadi Bilo 4 sr

    Cavalese, TN

    New apartment with views of the mountains, 800m from the ski slopes Brand new apartments, in a quiet and sunny location with a beautiful view of the Lagorai mountains. The residence is located 1,5km from the centre of Cavalese, in the location...

    EUR78 to EUR269/night

  20. HOUSE
    Pozzo

    Pozzo

    Cortona, AR

    Luxurious, cozy apartment with pool near Cortona in Tuscany versatile The cosy and stylish décor in this complex will make you feel at home straight away. And you have a private terrace with a lounge area. Besides the community pool, there's a...

    Pool

    EUR100 to EUR131/night

  21. HOUSE
    Aia

    Aia

    Pelago (fi), FI

    Authentic apartment in vineyard with swimming pool and views over wooded Tuscany Two cozy farmhouses have been completely transformed into five apartments. It is a wonderfully quiet holiday destination now, where the atmosphere of oldfashioned farm...

    Pool

    EUR110 to EUR148/night

  22. VILLA
    Villa Rosmarino

    Villa Rosmarino

    Cortona, AR

    4-person villa with private swimming pool and garden in lovely surroundings near Cortona Villa Rosmarino is a beautiful stone house in the Tuscan countryside, only 8 km from Cortona. The house can accommodate 4 persons and has a private pool and...

    Pool

    EUR187 to EUR408/night

  23. APARTMENT
    Carlotta Trilo 7 Due

    Carlotta Trilo 7 Due

    Rosolina Mare, RO

    Sun-drenched seaside holiday home close to Venice. Sun-drenched seaside holiday home close to Venice. This holiday home, divided into several apartments, is located in "Piazza San Giorgio" of attractive tourist village of Rosolina Mare and just 200m...

    EUR64 to EUR70/night

  24. HOUSE
    Monica di Ledro

    Monica di Ledro

    Pieve di Ledro, TN

    At 600 metres from Lake Ledro This holiday house is located in a quiet residential area, 600m from Lake Ledro. The town center of Pieve offers all the main services and shops. Nice garden shared with the other guests and reserved parking spaces....

    EUR65/night

  25. HOUSE
    La Cumbre

    La Cumbre

    Lucca, LU

    Charming and comfortable villa near Lucca with private pool Since three generations the family owns this charming 18th century farm house on the hills of the medieval city of Lucca, just beside an 11th century small white stoned facade church. The...

    Pool

    EUR462 to EUR723/night

  26. 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 EUR254/night

  27. VILLA
    La Collina Grande Superiore

    La Collina Grande Superiore

    Tredozio, FC

    Villa with swimming pool and panoramic view of the green hills This spacious apartment is located in beautiful villa La Collinaccia on the first floor, ideal for a family or group of friends who want to enjoy the peace in an apartment that is...

    Pool

    EUR256 to EUR401/night

  28. HOUSE
    Al Colle Basso

    Al Colle Basso

    Civitella in val di Chiana, AR

    Visit Arezzo, Cortona and Siena and then jump in the private pool at home! Typical stone farmhouse recently restored in the Tuscan countryside. Quiet and rural strategic position to easily reach the most beautiful treasures of Tuscany insured by...

    Pool

    EUR100 to EUR142/night

  29. HOUSE
    Castagno della Civetta

    Castagno della Civetta

    Foiano Della Chiana, AR

    Attractive apartment on large property with lake and Roman building This warm and cozy apartment is located on a large estate with two fully restored houses, along with five other apartments. The apartment is tastefully furnished and finished with...

    Pool

    EUR145 to EUR217/night

  30. FARMHOUSE
    Orchidea

    Orchidea

    Castiglion Fiorentino, AR

    Farmhouse with garden, private terrace, panoramic swimming pool, organic wine This cozy and beautiful agriturismo is in Castiglione Fiorentino in the rolling hills with forests, vineyards and olive trees. There are a total of three apartments...

    Pool

    EUR104 to EUR137/night