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
    Castagneto 7

    Castagneto 7

    Castagneto Carducci, LI

    Magnificent apartment located 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 EUR312/night

  2. HOUSE
    Sassetta 2

    Sassetta 2

    Sassetta, LI

    Detached house with pool 12 km from the private beach This beautiful detached holiday home with shared pool is situated in a hilly area near Sassetta, at an altitude of 500 meters. The holiday home is tastefully decorated and fully equipped. In...

    Pool

    EUR176 to EUR369/night

  3. HOUSE
    Castagneto 4

    Castagneto 4

    Castagneto Carducci, LI

    Nice apartment in a wooded area 300 meters from the private beach This lovely apartment is situated in a sixties villa in a wooded area, just 300 meters from the beach of Marina Castagneto Carducci. The apartment is on the ground floor and is...

    EUR87 to EUR236/night

  4. HOUSE
    Agriturismo Foiano Tabaccaia

    Agriturismo Foiano Tabaccaia

    Castiglion Fiorentino, AR

    Nice and cozy apartment in a natural environment near the Chianti Valley This pleasant apartment is part of a beautiful agriturismo with a total of 8 apartments and 1 detached house. The apartment has authentic and cosy furnishings. Together with...

    Pool

    EUR112 to EUR204/night

  5. HOUSE
    Appartamento Giaggiolo

    Appartamento Giaggiolo

    Stabbia, FI

    Perfectly rural location, apartment with swimming pool. This apartment is part of a farmhouse in the heart of Tuscany. It is a family business in a strategic location for visiting Tuscany's most important cities without having to sacrifice a...

    Pool

    EUR76 to EUR203/night

  6. HOUSE
    Corbezzolo

    Corbezzolo

    San Giovanni Valdarno, AR

    Beautiful maintained apartment on large estate in the middle of the beautiful Chianti region 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...

    Pool

    EUR125 to EUR233/night

  7. HOUSE
    Podere San Donato Due

    Podere San Donato Due

    San Donato in Fronzano (fi), FI

    Attractive apartment on estate with vineyards and olive grove, near Florence This cozy apartment is part of a large 18 acre estate. This property houses a number of restored buildings that are home to a total of 6 apartments. The apartment is...

    Pool

    EUR98 to EUR144/night

  8. HOUSE
    Sassetta 3

    Sassetta 3

    Sassetta, LI

    Nice apartment in the Tuscan hills, 12 km from the private beach This beautiful apartment with shared pool is situated in a sixties villa in a hilly area near Sassetta, at an altitude of 500 meters. There are three apartments in the villa. This...

    Pool

    EUR82 to EUR175/night

  9. FARMHOUSE
    Vasari

    Vasari

    Dicomano (fi), FI

    Attractive apartment in vineyard with swimming pool and views over Tuscany This complex, which still produces its own wine and olive oil, is a perfect base for exploring the Tuscany region. On top of a hill is a group of 7 beautifully restored...

    Pool

    EUR90 to EUR232/night

  10. COTTAGE
    Casa Lisa

    Casa Lisa

    Dicomano, FI

    Beautiful detached villa north of Florence Beautiful detached house north of Florence. These three small houses are located in the Tuscan countryside. The former farmhouse has been completely renovated. They are situated in a quiet area and are...

    Pool

    EUR97 to EUR199/night

  11. HOUSE
    Maison

    Maison

    Castelnuovo dei Sabbioni, AR

    Holiday home with shared swimming pool in the green hills of Chianti This charming house is part of a former farm house that produced wine, olive oil, fruit and vegetables. The complex consists of four free standing houses and two apartments. From...

    Pool

    EUR103 to EUR180/night

  12. HOUSE
    San Godenzo Sagrestia 2

    San Godenzo Sagrestia 2

    San Godenzo, FI

    Apartment in the historic medieval village of Serignana with pool and garden In the historic medieval borough of Serignana, placed at the edge of the Casentino National Park, you can find beautiful apartments perfectly suitable for your holidays in...

    Pool

    EUR92 to EUR204/night

  13. VILLA
    Avane

    Avane

    Pian di Sco' (arezzo), AR

    Luxury villa with pool and lots of privacy near Florence and Arezzo This luxury villa at 560 meters hight, with a fantastic view is situated at the edge of the Chianti and at the foot of the Apennines, the ideal point of departure for enjoyable...

    Pool

    EUR440 to EUR864/night

  14. FARMHOUSE
    Brunelleschi

    Brunelleschi

    Dicomano (fi), FI

    Attractive apartment in vineyard with swimming pool and views over Tuscany This complex, which still produces its own wine and olive oil, is a perfect base for exploring the Tuscany region. On top of a hill is a group of 7 beautifully restored...

    Pool

    EUR83 to EUR176/night

  15. COTTAGE
    Casale Castiglione

    Casale Castiglione

    Castiglione di Garfagnana, LU

    Cozy house with private pool and breathtaking views of the Garfagnana area The farmhouse is entirely handmade in stone and dates back to the late 1700. The structure faces South so you have the sun all for yourselves from 07.00 in the morning. You...

    Pool

    EUR219 to EUR334/night

  16. FARMHOUSE
    Glici

    Glici

    Loro Ciuffenna, AR

    Detached villa for 6-pers. with outdoor swimming pool This holiday house lies in the middle of the hills of the Valdarno Arentino at 600 metres altitude and offers her habitants a breath taking view at the Tuscan valleys. Villa Clemacine is situated...

    Pool

    EUR90 to EUR123/night

  17. HOUSE
    Alberi La pergola

    Alberi La pergola

    Montaione, FI

    Apartment with a lovely terrace at the heart of Tuscany for all artcities Apartments in a small village in the municipality of Montaione, where you will enjoy the peace and tranquillity of a relaxing holiday. It lies in the heart of Tuscany, near...

    Pool

    EUR104 to EUR155/night

  18. COTTAGE
    Il Pratale Secondo

    Il Pratale Secondo

    Tavarnelle val di Pesa, FI

    Restored farmhouse with two pools and a BBQ for pleasant summer evenings This old rural property, renovated in a traditional Tuscan style and split into apartments, is surrounded by a large garden, featuring garden furniture. The two swimming pool...

    Pool

    EUR163 to EUR280/night

  19. HOUSE
    Gaville Quattro

    Gaville Quattro

    Figline Valdarno, FI

    Attractive apartment in typical Tuscan style This elegant residence situated in Figline Valdarno is the place of your dreams to relax in. Its also an ideal starting point for visiting Tuscanys towns and regions. The residence counts 8 two-level...

    Pool

    EUR125 to EUR200/night

  20. FARMHOUSE
    Fienile

    Fienile

    Castelnuovo Berardenga, SI

    Agriturismo with pool, beautiful view, near Siena, Crete Senesi This beautiful agriturismo is situated in a panoramic landscape, the Crete Senesi, close to Castelnuovo Berardenga in the middle of 120 hectares of wheat fields. The agriturismo is an...

    Pool

    EUR61 to EUR151/night

  21. HOUSE
    Sassetta 1

    Sassetta 1

    Sassetta, LI

    Beautiful apartment in the Tuscan hills, 12 km from the private beach This beautiful apartment with shared pool is situated in a sixties villa in a hilly area near Sassetta, at 500 meters altitude. There are three apartments in the villa. You...

    Pool

    EUR98 to EUR278/night

  22. VILLA
    Villa San Luigi

    Villa San Luigi

    Terricciola, PI

    A beautiful Tuscan farmhouse and a large swimming pool and relaxing A beautiful Tuscan farmhouse and a large swimming pool and relaxing near oak and cypress trees, lush vineyards and olive groves. Ideal for a large family or group of friends can...

    Pool

    EUR729 to EUR1,248/night

  23. CHALET
    Mas Del Toni Quadri

    Mas Del Toni Quadri

    Rabbi, TN

    Panoramic and peaceful situated house against a hill Peacefully set against a panoramic hill in the val di Rabbi, close to the cosy Piazzola. This house, which used to be a cow barn, has recently been restored in an environmentally friendly way....

    EUR99 to EUR155/night

  24. HOUSE
    Borgo Leonardo Donatello

    Borgo Leonardo Donatello

    Lamporecchio (pt), PT

    Magnificent apartment on large estate This smart and cheerfully furnished apartment is located on a large estate spread over two buildings, along with a few other apartments. These old buildings have been renovated completely, but characteristic...

    Pool

    EUR149 to EUR303/night

  25. HOUSE
    Albinellingrande

    Albinellingrande

    Cutigliano, PT

    Rustically decorated, stylish property. The house is located about 2 km from the historic center of Cutigliano in a quiet and scenic environmment. The new construction since 2004 has attention to detail, both inside and outside, its architecture...

    EUR95 to EUR142/night

  26. HOUSE
    Casa Stella

    Casa Stella

    Pescia (pt), PT

    Nice house with pool and stunning rural views This house is part of a spacious holiday home on an enormous property. The property has a swimming pool and a large garden. Both the home and garden provide outstanding views of the breathtaking...

    Pool

    EUR119 to EUR221/night

  27. VILLA
    Villa Terra

    Villa Terra

    Cortona, AR

    Villa with private swimming pool, garden and nice views, nearby Cortona Villa Terra is a completely renovated villa with stunning views over the valley and the nearby town of Cortona. The villa is a former farm and is surrounded by a beautiful...

    Pool

    EUR305 to EUR606/night

  28. HOUSE
    Beato Angelico

    Beato Angelico

    Dicomano (fi), FI

    Detached, cozy cottage in vineyard with swimming pool and views over Tuscany This complex, which still produces its own wine and olive oil, is a perfect base for exploring the Tuscany region. On top of a hill is a group of 7 beautifully restored...

    Pool

    EUR110 to EUR248/night

  29. VILLA
    Villa Stefano

    Villa Stefano

    Idro (bs), BS

    Idyllic cottage right next to the beautiful Lake Idro, with spacious garden Important: pool availability 2019: from 18.05 to 22.06 and from 07.09 to 21.09. Within only 20 m from the Idro lake, you will find this lovely comfortable "Villetta" (small...

    Pool

    EUR104 to EUR242/night

  30. COTTAGE
    Ticino Riviera Due Piccolo

    Ticino Riviera Due Piccolo

    Castelletto Sopra Ticino, NO

    Nearby the Ticino River and the Lake Maggiore. Holiday accommodation just a few meters from the Ticino River, near Lake Maggiore. This holiday house is located in a former farmhouse, renovated respecting the original structure. The decor is modern...

    EUR61 to EUR86/night