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
    Boheme

    Boheme

    Taormina, ME

    Exclusive villa with private swimming pool in Taormina. Refined and prestigious, this splendid property is situated in close proximity to the Greek Theatre and to Corso Umberto, but also to a wealth of smart boutiques, restaurants and clubs that are...

    Pool

    $1074 to $1854/night

  2. HOUSE
    Gualtierottivilla

    Gualtierottivilla

    Pistoia, PT

    The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps relaxing in the private swimming pool, surrounded by beautiful modern sculptures...

    Pool Pets OK

    $832 to $1211/night

  3. HOUSE
    Agora

    Agora

    Agrigento, AG

    Exclusive villa with private swimming pool near Agrigento and the Valley of the Temples, majestic archaeological area listed as a World Heritage site. Ideal property for those seeking privacy, comfort and relaxation, this villa is set in a pleasant...

    Pool

    $813 to $1734/night

  4. HOUSE
    Panchevilla

    Panchevilla

    Pistoia, PT

    This villa was built in 1718 as a summer residence for the Bishop of Pistoia and Prato, as evidenced by a plaque in Latin seen in the living room. The villa is located in a green Apennine valley, less than 20km from Pistoia, well connected to...

    Pool Pets OK

    $495 to $1038/night

  5. HOUSE
    Indian Well Home #12946

    Indian Well Home #12946

    Naples, FL

    Discover the convenience and value of Lely Resort. Amenities include a clubhouse, restaurant, and proshop, community pool and spa, walking and biking trails and fishing. This Indian Wells home features a magnificent view of the golf course from the...

    Pool
  6. HOUSE
    Gualtierottivillino

    Gualtierottivillino

    Pistoia, PT

    The Villa is an enchanting destination in the heart of unspoiled nature, a place where time has stopped and it is easy to appreciate the charm and tranquility, perhaps relaxing in the private swimming pool, surrounded by beautiful modern sculptures...

    Pool Pets OK

    $442 to $1013/night

  7. HOUSE
    Tenuta Mariano

    Tenuta Mariano

    Noceto, PR

    On the road between Parma and Fidenza, there is the farm with villa that stretches over a vast area of woods and hills. For racehorse enthusiasts this place represents an important piece of the recent history of international horse racing: with its...

    Pool Pets OK

    $404 to $797/night

  8. 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
  9. 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

  10. HOUSE
    Residenza Caesar- Crassus M2

    Residenza Caesar- Crassus M2

    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

    $298 to $479/night

  11. HOUSE
    Residence Templari Uno 6P

    Residence Templari Uno 6P

    Montebello Vicentino, VI

    Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and ensures the privacy and tranquillity of guests. The apartment is...

    Pets OK

    $295 to $310/night

  12. 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

    $286 to $583/night

  13. HOUSE
    Casa Anna

    Casa Anna

    Cortona, AR

    This ancient rural farmhouse at the bottom of the lovely Cortona hill, amid an atmosphere rich in Etruscan history, is the result of a long and accurate restoration process designed to preserve the house original beauty. Due to its strategic...

    Pool Pets OK

    $279 to $457/night

  14. HOUSE
    Residenza Caesar- Teodoricus I19

    Residenza Caesar- Teodoricus I19

    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

    $278 to $493/night

  15. HOUSE
    Residenza Caesar- Teodoricus M13

    Residenza Caesar- Teodoricus M13

    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
  16. HOUSE
    Villa Fiorita Due

    Villa Fiorita Due

    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

    $273 to $291/night

  17. HOUSE
    Antigua Home #34084

    Antigua Home #34084

    Naples, FL

    Whether it’s watching the sunset from your private pool, hosting a game night in the family room or creating a meal for the family in the gourmet kitchen, relaxation is the name of the game in this stunning Marco Island vacation home. Elegance and...

    Pool

    $269 to $664/night

  18. HOUSE
    Residenza Caesar- Catullus M14

    Residenza Caesar- Catullus M14

    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

    $261 to $532/night

  19. HOUSE
    Residenza Caesar- Traianus I9

    Residenza Caesar- Traianus I9

    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

    $252 to $513/night

  20. HOUSE
    Villa Fiorita Tre

    Villa Fiorita Tre

    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

    $245 to $263/night

  21. 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

  22. HOUSE
    Residence Templari Uno 4P

    Residence Templari Uno 4P

    Montebello Vicentino, VI

    Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and ensures the privacy and tranquillity of guests. The apartment is...

    Pets OK

    $225 to $240/night

  23. HOUSE
    Residence Templari Cinque 4P

    Residence Templari Cinque 4P

    Montebello Vicentino, VI

    Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and ensures the privacy and tranquillity of guests. The apartment is...

    Pets OK

    $225 to $240/night

  24. HOUSE
    Falcons Glen Home #12950

    Falcons Glen Home #12950

    Naples, FL

    Golf Course CommunityTee off in your own backyard! This home has it all!!! The home is on the second hole ( par 5 ) of Flamingo 150 yards out from the green with an incredible wide view of the course. Take a long walk on the nature trail, or jump in...

    Pool

    $215 to $520/night

  25. HOUSE
    Sunbury Home #34752

    Sunbury Home #34752

    Naples, FL

    Wonderful 3 bedroom/ 2 bathroom home in a lovely neighborhood. Unwind in your very own private swimming pool or take a walk on the winding trails provided. The gated community of Briarwood is located close to Naples beaches, Fifth Ave South & the...

    Pool Pets OK

    $197 to $502/night

  26. HOUSE
    Residence Templari Cinque 2P

    Residence Templari Cinque 2P

    Montebello Vicentino, VI

    Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and ensures the privacy and tranquillity of guests. The apartment is...

    Pets OK

    $156 to $170/night

  27. HOUSE
    Residence Templari Uno 2P

    Residence Templari Uno 2P

    Montebello Vicentino, VI

    Historic building dating back to the 17th century, finely restored and offering guests all necessary comforts. The property benefits from large and well cared-for outdoor spaces and ensures the privacy and tranquillity of guests. The apartment is...

    Pets OK

    $156 to $170/night

  28. HOUSE
    Il Cerro

    Il Cerro

    Bardalone, PT

    This cosy house is a stone's throw from the famous San Marcello Pistoiese. The property is warmly and cosily furnished, and is equipped with all comforts you might need during your stay. Autumn is the most beautiful period in our opinion, because...

    Pets OK

    $137 to $175/night

  29. CONDOMINIUM
    La Peninsula Home #40385

    La Peninsula Home #40385

    Naples, FL

    Incredible views of the from this 3rd floor spacious 2 bedroom 2 1/2 bath condo! 2140 Sq Ft. Amenities include tennis courts on site, fitness center, heated pool and spa, docks for fishing. AmenitiesElevatorSightseeingBalconyFamilyOutdoor...

    Pool

    $126 to $256/night

  30. HOUSE
    Bahamas

    Bahamas

    Rosolina Mare, RO

    Semi detached house in Rosolina Mare, close to Venice and the beach. This accommodation boasts a 300 square meter garden and a great location, only 150m from the beach and the city centre. It's an optimal choice in Rosolina Mare: full privacy and...

    $125 to $310/night