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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
    La Vigna

    La Vigna

    Guasticce, LI

    This atmospheric holiday home is located in a fully renovated old 'casa colonica' in the midst of nature on a beautiful estate. You enter the house via a staircase on the side of the farmhouse. During the restoration the typically Tuscan atmosphere...

    Pool

    $142 to $186/night

  2. HOUSE
    Ciliegia

    Ciliegia

    Valfabbrica, PG

    This quaint apartment is situated in an old farmhouse on an estate located between Umbria and the Marches. The town of Assisi is just 14 kilometers away. There are five apartments in the farmhouse. You enter this cozy apartment from the terrace...

    Pool Pets OK

    $110 to $191/night

  3. HOUSE
    Casa Fata

    Casa Fata

    Pontassieve, FI

    In the middle of the estate, surrounded by olive trees, stands an old farmhouse. This farmhouse was restored and split into two houses and your holiday home is one of them. You enter the house through the spacious kitchen. The cosy fireplace and...

    Pool Pets OK

    $164 to $312/night

  4. HOUSE
    La Cantina

    La Cantina

    Sellano, PG

    In the eastern part of Umbria, not far from the border with Marche and on the edge of Monti Sibillini Natural Park lies the estate with a castle and a few old farmhouses. The strategically located castle served in the Middle Ages as a defence for...

    Pool Pets OK
  5. HOUSE
    Casa Verde

    Casa Verde

    Torgiano, PG

    This holiday home is located in an old farmhouse on a country estate with a swimming pool, just a few kilometers from both Perugia and Assisi. The holiday home is tastefully furnished and fully equipped. The fireplace in the living room provides a...

    Pool

    $250 to $250/night

  6. HOUSE
    Capanna

    Capanna

    Radicondoli, SI

    This estate is located in the valley of the Cecina, 45 kilometres west of Siena in the rolling hills of the Colline Metallifere. And on the estate, where the owners still produce some wine and olive oil, you will find this beautiful detached holiday...

    Pool

    $286 to $337/night

  7. HOUSE
    Il Granaio

    Il Granaio

    Guasticce, LI

    This apartment is situated in an old farm house on an estate with a swimming pool, located between Pisa and Livorno. The farmhouse is fully renovated, yet it maintains maintaining its old-fashioned charm. From the garden, a robust outdoor...

    Pool Pets OK

    $149 to $203/night

  8. HOUSE
    Oliveta

    Oliveta

    Guasticce, LI

    This beautiful apartment is part of an old farmer's house, on a country estate with a swimming pool situated between Pisa and Livorno. The farm house is fully restored, preserving its old-fashioned charm. The garden in front of the house has a...

    Pool Pets OK

    $144 to $200/night

  9. HOUSE
    San Pietro

    San Pietro

    Chiusi, SI

    This characteristic detached holiday home for a maximum of 6 people is situated on a beautiful estate and is the perfect accommodation if you like peace and quiet, separated from the other houses. A stone staircase leads you up to the loggia with...

    Pool Pets OK

    $163 to $180/night

  10. HOUSE
    Casa Ginepro

    Casa Ginepro

    Castiglione D'orcia, SI

    This lovely apartment, situated on a country estate, is located on the ground floor and accommodates up to 4 persons. The typical building elements such as raw partial stone walls, terracotta floors and sturdy wood beams in combination with the...

    Pool Pets OK

    $103 to $175/night

  11. HOUSE
    Sant'Anna

    Sant'Anna

    Sinalunga, SI

    This home is surrounded by old farmhouses. On the ground floor are the former stables and on the first floor the living areas. The courtyard is now partly a vegetable garden for the workers who still are working on the estate and also live in this...

    Pool

    $184 to $184/night

  12. HOUSE
    Vinsanto

    Vinsanto

    Radicondoli, SI

    This estate is located in the valley of the Cecina, 45 kilometres west of Siena in the rolling hills of the Colline Metallifere. And on this estate, where they make wine, and press the olives into oil themselves, you will find this beautiful...

    Pool

    $109 to $133/night

  13. HOUSE
    Granaio

    Granaio

    Radicondoli, SI

    This estate is located in the valley of the Cecina, 45 kilometres west of Siena in the rolling hills of the Colline Metallifere. It is on this estate, where they make their own wine and press their own olive oil, where you will find this cozy...

    Pool

    $133 to $172/night

  14. HOUSE
    Bianchello

    Bianchello

    Apecchio, PU

    This rural agriturismo with pool and jacuzzi is 880 meters above sea level in the Apennines near the Monte Nerone and Catria. There are a total of 6 apartments with rustic and country-style décor. From the living kitchen of Bianchello apartment you...

    Pool Pets OK
  15. HOUSE
    La Stalla

    La Stalla

    Valfabbrica, PG

    This nice agriturismo consists of a detached stone house, La Stalla, and a nicely renovated yellow house with Vecchia Dimora on the ground floor and the owner's apartment on the first floor. Both houses boast a rustic interior design with an open...

    Pool
  16. HOUSE
    Salice

    Salice

    Monte del Lago, PG

    This lovely agriturismo is just 300 metres from the shore of Lake Trasimeno in Monte del Lago. You will find pristine natural beauty in this lovely valley. You can enjoy absolute relaxation here in comfortable and well-furnished apartments outfitted...

    Pool

    $101 to $160/night

  17. HOUSE
    Scotty Cozzile

    Scotty Cozzile

    Massa e Cozzile, PT

    This elegant and modern property can perfectly accommodate up to 5 guests. It is located nearby the well-known thermal centre of Montecatini, in the province of Pistoia. This bright and contemporary furnished house is equipped with all comforts you...

    $110 to $180/night

  18. HOUSE
    Villa Collina

    Villa Collina

    Magione, PG

    Villa Collina is a rustic villa and dependance with private swimming pool in the rolling hills with breathtaking views over Lake Trasimeno. The villa has a beautiful location and offers peace and relaxation. It is a perfect place for a pleasant...

    Pool Pets OK

    $648 to $859/night

  19. HOUSE
    Borgo Sanvico Capanna

    Borgo Sanvico Capanna

    Corciano, PG

    This apartment (on the ground floor and first floor) is part of a beautiful setting, featuring an old dovecote and two old, stone farmhouses. The 6 apartments enriching this area have been beautifully restored. Take a dip in the shared pool, or...

    Pool

    $122 to $203/night

  20. HOUSE
    Mimberghe

    Mimberghe

    San Benedetto Belbo, CN

    Renovated farmstead consisting of two apartments, situated on an isolated hilly area, 650 m above sea level and 1 km away from San Benedetto Belbo. The accommodation is particularly suitable for those who wish to spend their holidays "away from...

    $131 to $131/night

  21. HOUSE
    Borgo Sanvico Torre

    Borgo Sanvico Torre

    Corciano, PG

    This flat (ground, first and second floor) used to be a dovecote until it was transformed into a romantic little tower with a wonderful view. Just like the other five flats on the grounds, this flat has been beautifully renovated. Take a dip in the...

    Pool

    $129 to $216/night

  22. HOUSE
    Cassia

    Cassia

    Montefiascone, VT

    This lovely and spacious villa is situated in a quiet location with a fantastic view of Lake Bolsena. The villa has two storeys as well as a large garden and terraces where you can enjoy a lovely view of Lake Bolsena and the islands. There is a...

    $135 to $170/night

  23. HOUSE
    Augusto

    Augusto

    Passignano sul Trasimeno, PG

    This authentic agriturismo is a few kilometers away from Lake Trasimeno in a beautiful environment surrounded by countryside. Apartment Giulio Cesare is one of eight apartments and is very cheerful and cozy. The apartment has a spacious private...

    Pool Pets OK
  24. HOUSE
    Clara

    Clara

    Monterotondo Marittimo, PI

    Nestled in the green hills of Tuscany, just 20 minutes from the sea we find this lovely stone cottage. The cottage dates back to 1800 and it has been renovated with the highest architectural standards of the territory and divided into 6 apartments,...

    Pool Pets OK
  25. HOUSE
    Villa San Ippolito

    Villa San Ippolito

    Sant'ippolito, PU

    Villa San Ippolito is a rustic stone villa with heated swimming pool in the hills at 240 metres altitude, nearby the Adriatic sea. The villa is set in 20,000 m2 grounds and surrounded by hundreds of olive trees and cherry trees. The villa is...

    Pool Pets OK

    $290 to $463/night

  26. HOUSE
    Sattamini

    Sattamini

    Saliceto, CN

    ...

    Pool

    $606 to $736/night

  27. HOUSE
    Suite Adriatica 42p

    Suite Adriatica 42p

    Lido delle Nazioni, FE

    This pleasant holiday home is situated in a comfortable holiday park in the nature reserve Delta Po Park, at just 700 m from the vast beach. Your holiday home is pleasantly furnished and fully equipped, including air conditioning. You'll have a...

    Pool

    $117 to $117/night

  28. HOUSE
    Ginestra

    Ginestra

    Trevi, PG

    This agriturismo is located on a green hill, close to Trevi, with a pool and stunning views over the valley. It is a nice agriturismo with good opportunities to visit the interesting surroundings. In total there are four apartments in the...

    Pool
  29. HOUSE
    Smeraldo Trilo

    Smeraldo Trilo

    Baja Sardinia Olbia Tempio, OT

    Apartment built in 2012, brand new, quiet, spacious and elegantly furnished with quality furniture at a short distance from the sea and surrounded verde.Affacciato on a large garden with swimming pool with waterfalls and scented hills of the...

    Pool
  30. HOUSE
    Tito

    Tito

    Passignano sul Trasimeno, PG

    This authentic agriturismo is a few kilometers away from Lake Trasimeno in a beautiful environment surrounded by countryside. Apartment Giulio Cesare is one of eight apartments and is very cheerful and cozy. The apartment has a spacious private...

    Pool Pets OK

    $102 to $134/night