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
    Eleonora Bilo

    Eleonora Bilo

    Tropea, VV

    Magnificent historic property located in the center of Tropea. The apartment is located on the 2nd floor inside a famous ancient building. In this area there is no risk to get bored, there are plenty of things to do for the whole family. Sea and...

    $96 to $257/night

  2. HOUSE
    Aurora e Stella

    Aurora e Stella

    Tropea, VV

    Beautiful apartment located in the famous town of Tropea, famous for its white and sandy beaches, ideal for a relaxing bath. The two-room apartment is ideal for two people and is located at just a 4 minutes walk from the sea and the center of...

    $115 to $207/night

  3. HOUSE
    Gaia

    Gaia

    Tropea, VV

    Beautiful apartment located in the famous town of Tropea, famous for its white and sandy beaches, ideal for a relaxing bath. The two-room apartment is ideal for two people and is located at just a 4 minutes walk from the sea and the center of...

    $115 to $207/night

  4. HOUSE
    Oasi Maremma Village bilo

    Oasi Maremma Village bilo

    Scarlino, GR

    Oasi Maremma Village's accommodations are surrounded by beautiful greenery. The differences in elevation in the park allow you to overlook the gorgeous Tuscan landscape. The available homes are of different sizes, all of which attached and...

    Pool

    $160 to $334/night

  5. HOUSE
    Clara

    Clara

    Joppolo, VV

    This semi-detached villa with independent entrance is located 400 meters from the Promenade of Joppolo, characterized by a rocky beach, along the Tyrrhenian coast from which you can admire a spectacular view of the Strait of Messina. The villa has a...

    $154 to $256/night

  6. HOUSE
    Chalet 4 plus 1

    Chalet 4 plus 1

    Lido di Dante, RA

    The chalet is located in Lido di Dante, a seaside resort of the Adriatic coast about 6 Km from the city of Ravenna and 8 km from the amusement park of Mirabilandia. The chalet is surrounded by nature and nestled into the Foce del Bevano natural...

    Pool Pets OK

    $114 to $186/night

  7. HOUSE
    Carolina Tre

    Carolina Tre

    Rosolina Mare, RO

    Sun-drenched seaside holiday home close to Venice. This holiday home is located in the attractive tourist village of Rosolina Mare and 400m from the beach. The apartment is located on the first floor and is furnished in a simple yet functional way;...

    Pets OK

    $64 to $162/night

  8. HOUSE
    Villa delle Ginestre

    Villa delle Ginestre

    Montescudo, RN

    nullExtra CostsDeposit: € 200 (To be paid in advance, not on site, refunded 7 days after departure)Optional services on siteWifi: FreeCot: free (on request)High chair: free (on request)Cot + High chair: free (on request)Cleaning: Extra...

    Pool

    $233 to $445/night

  9. HOUSE
    Four Seasons

    Four Seasons

    Roma, RM

    What better than an apartment all to yourself to spend your holidays in the heart of the Italian capital? This holiday accommodation offers a very good level of comfort thanks to its 3 bedrooms, 2 bathrooms and large lounge. A small (but very...

    $244 to $956/night

  10. 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

  11. 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

  12. 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

  13. HOUSE
    Belvedere

    Belvedere

    Monte Santa Maria in Tiberina, PG

    Città di Castello This stunning 18th century farmhouse offers a truly magnificent view across the Tiber Valley! Little has changed in the past 200 years on the hill (550 m) of La Fattoria; crops are still grown and you'll still find sheep there....

    Pool Pets OK

    $83 to $157/night

  14. HOUSE
    Michael's House

    Michael's House

    LESA, NO

    Charming and cosy holiday house, only 300m from Lake Maggiore. Guests can easily reach the beach or simply stroll along the lake banks. The property is situated in the picturesque town of Lesa, whose centre is only 1 km away. This is the ideal...

    Pets OK

    $140 to $203/night

  15. HOUSE
    Podere Pisano bilo

    Podere Pisano bilo

    Sasso Pisano, PI

    This attractive apartment belongs to a beautiful old house with a total of 5 apartments. The house is well maintained and decorated with style, the characteristic details such as beamed ceilings and terracotta floors make this a pleasant place to...

    Pool Pets OK

    $151 to $170/night

  16. HOUSE
    Villa Rosacee

    Villa Rosacee

    Cortona, AR

    This villa is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees. These places evoke a charm with flavors of ancient times and represent the secret soul of the...

    Pool Pets OK

    $264 to $589/night

  17. HOUSE
    Zuppa del Duca

    Zuppa del Duca

    San Gimignano, SI

    Zuppa del Duca Apartment is in a beautiful farmhouse on top of a hill with an enchanting view. The estate is surrounded by organic vineyards and olive groves. The agritourism consists of four separate old cottages with modern comforts and...

    Pool Pets OK

    $200 to $416/night

  18. HOUSE
    Casa Guado Alto

    Casa Guado Alto

    Cardana di Besozzo - Lago Maggiore, VA

    Ground-floor, modern furnished apartment within a small unit of 10 flats in total, built in 2016. The property is located in a quiet area, only 600 metres away from the town of Cardana, where you can find shops and services. Other services are...

    $180 to $248/night

  19. HOUSE
    Trebbiano

    Trebbiano

    Figline E Incisa Valdarno, FI

    The lovely estate is at only 20 km. from Firenze, on a hill adornated by olives trees and cypresses. The view on the Arno valley and the hills around Firenze is really suggestive. The ancient tower, the apartments restored in respect of the...

    Pool Pets OK

    $88 to $124/night

  20. HOUSE
    Aria

    Aria

    Giannella, GR

    A residence with 30 apartments in Tombola di Gianneli: a narrow stretch of land with a view of the sea at the foot of Monte Argentario, where the beach extends for 7 km. The area has unique maritime pine trees and other vegetation, and is an ideal...

    $149 to $268/night

  21. HOUSE
    Ca' Serena- Terrazza

    Ca' Serena- Terrazza

    Ledro, TN

    Holiday apartment at approximately 50 meters from Lake Ledro. It is located in the area called Pur, just to the southeast of Pieve di Ledro. The apartment is furnished with care. The costs of gas will only be charged by use of the heating. Lake...

    Pets OK

    $112 to $146/night

  22. HOUSE
    In green painted green

    In green painted green

    Lago di Endine, BG

    Pretty apartment with covered, equipped balcony, situated in a refined residential complex composed of 60 flats. These are distributed in several typical two-storey houses. The residence is located in a very quiet hilly area, 600 m above sea level...

    Pool

    $122 to $134/night

  23. HOUSE
    Villa Ippocampo

    Villa Ippocampo

    Isola di Capo Rizzuto, KR

    For a nice holiday in Calabria you can stay in this detached villa directly by the sea with private access to a beautiful beach of red sand. The house consists of 3 large bedrooms, bathroom with shower and washing machine, living room with open...

    Pets OK

    $94 to $274/night

  24. HOUSE
    Giotto

    Giotto

    Dicomano (fi), FI

    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 holiday homes and apartments with magnificent views of the lower natural (fish)...

    Pool Pets OK

    $92 to $195/night

  25. HOUSE
    Podere Montone Lavanda

    Podere Montone Lavanda

    Montone - Umbertide (pg), PG

    Between the magnificent, sloping hills of northern Tiberdal you will find Podere de Montone. In and around the rural farm apartments and a detached cottage have been realized. Podere de Montone - Lavanda is an attractive, ground floor apartment. You...

    Pool Pets OK

    $77 to $137/night

  26. HOUSE
    Castello

    Castello

    Sarteano, SI

    Castello is a castle from 1465 on an estate in an idyllic part of Tuscany with elms, pines, vineyards and olive groves between the Val di Chiana and Val d'Orcia. The exterior of the castle is of red brick and limestone bar. The interior is...

    Pool Pets OK

    $808 to $914/night

  27. HOUSE
    Vasari

    Vasari

    Dicomano (fi), FI

    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 holiday homes and apartments with magnificent views of the lower natural (fish)...

    Pool Pets OK

    $98 to $183/night

  28. HOUSE
    Beato Angelico

    Beato Angelico

    Dicomano (fi), FI

    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 holiday homes and apartments with magnificent views of the lower natural (fish)...

    Pool Pets OK

    $120 to $232/night

  29. HOUSE
    Spiguno

    Spiguno

    Castiglione del Lago, PG

    Casale Pò di Ciuccio is situated in the foothills within a citadel and has the most beautiful views. There are 2 apartments, one of which is under our contract (1st floor), the appartment has an antique and tasteful interior. Own outside area with...

    Pool Pets OK

    $111 to $158/night

  30. HOUSE
    Cortigiana

    Cortigiana

    Pupaggi, PG

    Cortigiana is an apartment in a medieval, rural borgo where you will find a castle with well-preserved architecture. In the Middle Ages many fortresses were built in the area around Spoleto, such as this borgo and castle. The Cortigiana apartment...

    Pool Pets OK

    $51 to $107/night