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.
  1. VILLA
    Villa Castagni

    Villa Castagni

    Pesaro, PU

    Modern villa with sea view, 4 km from the beach, spacious garden Villa Castagni is a beautiful villa overlooking the Adriatic sea. The villa is close to Pesaro, a popular coastal town. The nearest beaches are about 4 km away and are perfect for a...

    EUR233 to EUR386/night

  2. VILLA
    Villa Quirico

    Villa Quirico

    Serra san Quirico, AN

    Villa with private pool, rural and charming, 30 minutes from the sea Villa Quirico is situated in the hills near Serra San Quirico, just 30 minutes from the Adriatic coast. The decor is cozy and rustic. The villa is a cozy and renovated farmhouse...

    Pool

    EUR324 to EUR596/night

  3. 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

    EUR93 to EUR157/night

  4. HOUSE
    Villa il Forno

    Villa il Forno

    Cortona, AR

    Beautiful villa with private swimming pool in the Tuscan hills near Cortona A few steps from the beautiful Etruscan town of Cortona, rises Villa il Forno, a beautiful stone building surrounded by ancient olive trees, set in a strategic position from...

    Pool

    EUR298 to EUR410/night

  5. VILLA
    Villa Nerium

    Villa Nerium

    Cortona, AR

    Rustic villa with private pool, lush gardens, breathtaking views Villa Nerium has a breathtaking view over the city of Cortona and the Valdichiana valley because of the particular location. The villa has been carefully restored and the uniqueness of...

    Pool

    EUR258 to EUR425/night

  6. VILLA
    Il Giglio 12

    Il Giglio 12

    Montefiascone, VT

    Villa with pool and jacuzzi in a panoramic position near Bolsena lake Villa il Giglio is situated on top of a green hill with a lovely view over Lake Bolsena and the valleys and surrounding hills of Tuscia, in Tuscany and Umbria, a short distance...

    Pool

    EUR358 to EUR648/night

  7. HOUSE
    Villa Patrizia

    Villa Patrizia

    Cortona, AR

    Characteristic villa with private pool near Cortona, beautiful surroundings Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Patrizia is the ideal place to spend a holiday...

    Pool

    EUR274 to EUR573/night

  8. HOUSE
    Villa America

    Villa America

    Castiglion Fiorentino, AR

    Hillside villa with swimming pool and stunning views in peaceful location Villa America is in a beautiful location on top of a hill, a few kilometers from the bustling cities of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse enjoys...

    Pool

    EUR463 to EUR665/night

  9. VILLA
    Villa Ruby

    Villa Ruby

    Lisciano Niccone, PG

    Villa with private swimming pool, in the hills near lake Trasimeno 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,...

    Pool

    EUR390 to EUR595/night

  10. HOUSE
    Mas delle Strie

    Mas delle Strie

    Dimaro, TN

    Chalet between meadow and forest in Folgarida in the Brenta Dolomites Baita in Folgarida, near the Brenta Dolomites. Is reached with easy dirt road 500m from the inhabited area. It is 10 km from Dimaro and 13 Km from Madonna di Campiglio. It's on...

    EUR151 to EUR216/night

  11. COTTAGE
    Laguna Jesolo Trilo B

    Laguna Jesolo Trilo B

    Jesolo, VE

    Sympathetic apartement in the lagoon of Venice Sympathetic apartement (ground floor) in a recently renovated holiday house with a total of 5 apartments, in the lagoon of Venice. The accommodation is furnished in a modern style (satellite-TV,...

    Pool

    EUR106 to EUR175/night

  12. 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

    EUR122 to EUR294/night

  13. VILLA
    Villa Sara

    Villa Sara

    Lucignano, AR

    Rural villa with heated pool, large terrace and beautiful views Villa Sara is a typical Tuscan farmhouse in the hills at 450 meters. The villa has been completely renovated and it is very cozy and rustic furnishings. There are terracotta tiles on...

    Pool

    EUR308 to EUR440/night

  14. HOUSE
    Villa Fano

    Villa Fano

    Isola di Fano, PU

    Farm with fenced private pool, rolling hills, 25 km from the sea Villa Fano is an agriturismo. The rustic house consists of three apartments and a large dining room. It is an ideal place for families but 3 are very fond of their privacy. The...

    Pool

    EUR321 to EUR590/night

  15. VILLA
    Villa Isa

    Villa Isa

    Montefelcino, PU

    Villa with a private swimming pool at a panoramic location with views of the sea This beautiful villa is located in the hills close to the beautiful beaches of the coastal towns of Fano and Pesaro. The villa is situated in the hills and offers a lot...

    Pool

    EUR266 to EUR559/night

  16. HOUSE
    Giacomo

    Giacomo

    Numana, AN

    House with garden, sea view, free parasol and sun loungers on the beach Holiday home Giacomo is located in Numana on the Riviera del Conero about 1 km from the beach and the sea. The house sits on a hill overlooking the sea. Holiday home Fiore is a...

    EUR103 to EUR346/night

  17. 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

    EUR457 to EUR716/night

  18. VILLA
    Villa Marcy

    Villa Marcy

    Marciano Della Chiana, AR

    Villa with private pool, beautiful view, in the Chiana Valley, wifi Villa Marcy is situated on a hill with olive trees in the heart of the Chiana Valley in Tuscany, near Marciano della Chiana, a medieval town. From the villa you have a panoramic...

    Pool

    EUR486 to EUR970/night

  19. 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

  20. HOUSE
    La Bougainville

    La Bougainville

    Lerici, SP

    A hammock to enjoy the ocean view and your own private access to the rocky beach La Bugainville is a small, independent house with garage, built on a private road and overlooking the magnificent Maralunga Bay. Guests are offered a glimpse of blue...

    EUR201 to EUR294/night

  21. COTTAGE
    Cottage

    Cottage

    Sinalunga, SI

    Estate with pool and tennis court in the Tuscan hills In the hills between San Gimignano and Torrita di Siena and close to Sinalunga is a special estate among olive trees, vineyards and cypress trees. The estate is situated a villa with private pool...

    Pool

    EUR165 to EUR199/night

  22. VILLA
    Villa Maremma

    Villa Maremma

    Grosseto, GR

    Beautiful villa with private pool, Jacuzzi and fitness equipment near the sea Villa Maremma is a beautiful villa in the Maremma region on a hill and is surrounded by beautiful vineyards. There is a beautiful 360 degree view of the sea to the green...

    Pool

    EUR473 to EUR1,099/night

  23. HOUSE
    Borgo Gallinaio Fico

    Borgo Gallinaio Fico

    Camaiore, LU

    Cozy and beautifully decorated house in the Tuscan hills with private pool This beautifully finished and atmospheric holiday home has been decorated with love. The house is located on a lovely and spaciously laid out domain of 3 ha. The grounds are...

    Pool

    EUR199 to EUR265/night

  24. HOUSE
    Borgo Leonardo Balilla

    Borgo Leonardo Balilla

    Lamporecchio (pt), PT

    Beautiful apartment with wifi on spacious estate at Vinci (10 km) 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...

    Pool

    EUR98 to EUR180/night

  25. HOUSE
    Villa Il Capriolo

    Villa Il Capriolo

    Asiago, VI

    A detached alpine villa in Asiago, with a large garden and easy slope access. This traditional alpine holiday home is spacious and comfortable and is situated in the tourist village of Asiago, in the Veneto Alpine foothills. "Il Capriolo" villa is...

    EUR117 to EUR242/night

  26. VILLA
    Villa Faggio

    Villa Faggio

    Amandola, FM

    Villa in le Marche with private swimming pool Villa Faggio is situated on an estate that has been family of the same awning since the 17th century. It consists of 150 hectares of land in the Monte Sibillini national park at an altitude of 700...

    Pool

    EUR148 to EUR362/night

  27. 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 EUR105/night

  28. HOUSE
    Casa Luna

    Casa Luna

    Pescia (pt), PT

    Stunning house with pool and stunning rural views This apartment is part of a spacious holiday home on an enormous property. The property consists of two homes, two swimming pools, and a large garden with several terraces. Both the home and garden...

    Pool

    EUR157 to EUR248/night

  29. COTTAGE
    Amarante

    Amarante

    Civitella Paganico, GR

    Apartment with pool, beautiful surroundings Amarillide located in a small hamlet in a unique and magical place among the cypress trees, lavender bushes, olive trees and rosemary. The interior is very cozy and rustic Tuscan. It is a blend of...

    Pool

    EUR100 to EUR125/night

  30. HOUSE
    Borgo Gallinaio Pozze

    Borgo Gallinaio Pozze

    Camaiore, LU

    Very impressive in the heart of the Tuscan hills with shared pool This beautifully finished and atmospheric holiday home has been decorated with love. The house is located on a lovely and spaciously laid out domain of 3 ha. The grounds are home to a...

    Pool

    EUR157 to EUR209/night