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
    Asti Green Hermitage

    Asti Green Hermitage

    Asti, AT

    Portion of an ancient residence of the Dominican friars, renovated with great care, situated in the quiet countryside, but only 6 km from the center of the beautiful town of Asti. In the same building ther is a small Guest House with only 4...

    Pool

    $331 to $410/night

  2. HOUSE
    La Crocetta

    La Crocetta

    Sesta Godano, SP

    This property is one big villa divided into two apartments, so ideal if you come in two families! It is situated in a wide Ligurian valley, known as the Vallata di Vara. The area is renowned for its quaint medieval villages, castles and pilgrimage...

    Pets OK

    $331 to $454/night

  3. HOUSE
    Piccadilly Home #16636

    Piccadilly Home #16636

    Naples, FL

    Absolutely Gorgeous 4 bedroom home located in a serene community in the center of Naples. This home features 4 bedrooms & 2.5 baths. The Master bedroom and bath are on the first level while the other 3 guest rooms are upstairs with a shared bath. A...

    Pool
  4. HOUSE
    Tabecalla

    Tabecalla

    Bellamonte, TN

    This beautiful and rustic baita situated between the green of the fields and woods near the village of Bella Monte. The baita is surrounded by a beautiful landscape overlooking the most beautiful peaks of the Dolomites as the Pale di San Martino and...

    Pets OK

    $330 to $547/night

  5. HOUSE
    Villa il Forno

    Villa il Forno

    Cortona, AR

    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 which you can enjoy a breathtaking view of the Valdichiana. This wonderful...

    Pool Pets OK

    $329 to $454/night

  6. HOUSE
    Villa Stia

    Villa Stia

    Stia, AR

    Villa Stia is a beautiful stone villa in the Casentino region, with a private pool and a well-maintained garden of 9,000 square meters. The villa is on a hill and has a sunny position. When you look out over the valley you can enjoy a stunning wiew...

    Pool Pets OK

    $327 to $597/night

  7. HOUSE
    La Villa Bianca

    La Villa Bianca

    Castellammare del Golfo, TP

    La Villa Bianca is an elegant property with private swimmingpool located in the countryside of beautiful Castellammare del Golfo. This pittoresque town lays on 3 km. Your villa is surrounded by a big Sicilian garden with olive trees and typical...

    Pool

    $327 to $539/night

  8. HOUSE
    Il Frantoio

    Il Frantoio

    Massa Lubrense, NA

    Embracing the hills of the Mediterranean countryside, this traditional country style villa is surrounded by olive groves and perched high up on the hillside of the quaint village of Sant’Agata. Comfortably accommodating up to 7 people, the villa...

    Pool

    $326 to $1736/night

  9. HOUSE
    Villa Pierina

    Villa Pierina

    Cortona, AR

    Villa Pierina is a beautiful property near Cortona, whose view of the gentle slopes and monuments creates an unmistakable skyline, visible from the garden of the villa, creating a unique splendor for guests who will have the pleasure of spending...

    Pool Pets OK

    $326 to $723/night

  10. HOUSE
    Mandorlo

    Mandorlo

    Sinalunga, SI

    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 and a beautiful rural house with several apartments,...

    Pool

    $323 to $360/night

  11. HOUSE
    Cottage Sherryl

    Cottage Sherryl

    Cortona, AR

    Cottage Sherryl consists of 2 country houses each with a separate gateway with remote control. The walking distance between the two country houses is 100 meters and by car about 400 meters. The charming country houses are in a beautiful location in...

    Pool Pets OK

    $322 to $507/night

  12. HOUSE
    Brama Sole

    Brama Sole

    Borgo A Mozzano, LU

    This beautiful holiday house has been built in several steps, the oldest part dates from approximately 1650. Then there are parts built on, so that a 150 m2 home has been created, which has been fully renovated. The house is fully equipped and...

    Pool Pets OK

    $322 to $562/night

  13. HOUSE
    Roma Elegante

    Roma Elegante

    Roma, RM

    This spacious and elegant accommodation situated just a stone's throw from the Vatican is perfect for a memorable break in Rome. The light furniture, the high ceilings and wood floors make these smart surroundings in which to recharge your batteries...

    $321 to $356/night

  14. HOUSE
    Villa Monti

    Villa Monti

    Montescudo, RN

    This spacious villa is equipped with every convenience and comfort. For example, each bedroom has a walk-in closet and a private bathroom. From the covered terrace you can enjoy a magnificent view over the rolling hills and the sea. In the garage...

    Pets OK

    $320 to $569/night

  15. HOUSE
    Ambro Intero

    Ambro Intero

    Pieve di Ledro, TN

    This vacation home is located on the "Dos di Pur" at about 200 meters above Lake Ledro and with a wonderful view. The house consists of a total of 4 apartments: 2 on the ground floor (elevated) and two on the 1st floor (with balcony). The 4...

    $318 to $430/night

  16. HOUSE
    Maruggino

    Maruggino

    Maruggio, TA

    Maruggino is a gorgeous villa with a spectacular view on the Ionian sea (only 3km away) and the Calabrian mountains. The villa can fit 13 guests, ideally 8 adults and 5 children. All spacious bedrooms feature air-conditioning, an en suite bathroom...

    Pool Pets OK

    $318 to $857/night

  17. HOUSE
    Residenza Caesar- Cornelius I22

    Residenza Caesar- Cornelius I22

    Sirmione, BS

    Apartment in a modern residence with two swimming pools and private garage, a few meters from Lake Garda and 2 km from the historic center. Shops and restaurants are within 1 km. At 2 km you will find the "Rocca Scaligera", a fortress dating back to...

    Pool Pets OK

    $315 to $583/night

  18. HOUSE
    Montile

    Montile

    Ghizzano Peccioli, PI

    You will stay on a beautiful Tuscan estate. From your private garden you reach the loggia. The terracotta floors and beamed ceilings immediately draw your attention in the house, just like the large open fireplace with sitting area. You share the...

    Pool Pets OK

    $314 to $441/night

  19. HOUSE
    Villa Rigo

    Villa Rigo

    Celle sul Rigo, SI

    The villa consists of two apartments connected by an internal door. There is a spacious garden and a private pool. The villa is simply furnished and from the kitchen you can look out to the garden. There is a large covered terrace overlooking the...

    Pool

    $311 to $587/night

  20. HOUSE
    Villa Rosa

    Villa Rosa

    Mondavio, PU

    Villa Rosa sits in a wonderful location nearby the town centre of Mondavio. The villa offers stunning views across the typical Le Marche countryside with olive groves. The villa is situated in the hills and at only 20 km from the Adriatic Sea. The...

    Pool Pets OK

    $311 to $643/night

  21. HOUSE
    Villa Don Salvatore

    Villa Don Salvatore

    Santa Venerina, CT

    The kind owner Salvatore manages the holiday residence Don Salvatore. The house, situated near the Etna, has a lot of fancy details to satisfy the needs of customers, fully equipped kitchen, all the bedrooms are air-conditioned and each one offers...

    Pool

    $310 to $404/night

  22. HOUSE
    Diamante

    Diamante

    Tropea, VV

    Beautiful apartment located in a building of the famous town of Tropea, famous for its white and sandy beaches, ideal for a relaxing bath. The apartment is ideal for 4 people and is located just a 5 minutes walk from the sea.   The apartment has a...

    $310 to $518/night

  23. HOUSE
    Sparsa Girasole

    Sparsa Girasole

    Cortona, AR

    A beautifully cosy and snug detached holiday home with private swimming pool, finished with top quality materials. The house, constructed in 2016, is a perfect base with access to a range of motorways and an airport, ideal for exploring Tuscany and...

    Pool

    $310 to $595/night

  24. HOUSE
    Villa Dino

    Villa Dino

    Bettona, PG

    Villa Dino is a beautiful villa with private swimming pool in Umbria near Bettona in a hilly area. Bettona is one of the most picturesque villages of the region. From the villa you can enjoy a view over the valley, from Assisi to Perugia. It is a...

    Pool Pets OK

    $310 to $422/night

  25. HOUSE
    Villa Fiorita Uno

    Villa Fiorita Uno

    Romano d'Ezzelino, VI

    Villa Fiorita is an authentic 18th century Venetian villa located on the quiet village of Romano d’Ezzelino, just 10 km from the one of the most charming medieval towns in Veneto, Bassano del Grappa. This elegant and historical accommodation is...

    Pets OK

    $309 to $327/night

  26. HOUSE
    Village Albarella V4P

    Village Albarella V4P

    Albarella, RO

    The accommodation is spread throughout the island and is situated either in the Fiordi area, formed by the 50 hectare large Mare Vostrum and little inland harbours, or in the green area in the middle of the island. The apartments (IT-45010-01,...

    Pool Pets OK

    $309 to $667/night

  27. HOUSE
    Campolungo Grande

    Campolungo Grande

    Vicopisano, PI

    This warm and pleasant home is the beloved country place of our family, located on the slopes of the Pisan mountains. Set in complete tranquility surrounded by woods and olive trees. Access is by 2 km of unpaved road. The place is lovingly furnished...

    Pool Pets OK

    $309 to $626/night

  28. HOUSE
    Leonardo

    Leonardo

    Vinci - Florence, FI

    In the birthplace of Leonardo da Vinci, located a few kilometers from Florence, you will find this typical Tuscan stone farmhouse, whose origins date back to 1500. Restored by the owners with great care and maintaining the authenticity of the place,...

    Pool Pets OK

    $308 to $409/night

  29. HOUSE
    Villa Collina

    Villa Collina

    Radicofani - Siena, SI

    This spacious holiday home is divided into two spacious apartments, and has a very large garden, large swimming pool and a barbecue. The accommodation is highly suitable for two families going on holiday together whilst wishing to maintain some...

    Pool

    $307 to $531/night

  30. HOUSE
    Casa Alba

    Casa Alba

    Bastia Mondovì, CN

    Old Piedmont (built circa 1470) winery, lovingly restored and furnished with care - very well equipped apartment with modern living kitchen, tasteful living room, bedroom and bath. The entire holiday residence has two single detached houses (Casa...

    Pool Pets OK

    $307 to $373/night