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

    $1,074 to $1,854/night

  2. 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 $1,734/night

  3. 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

    $802 to $1,211/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 $1,038/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 $1,013/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

    $377 to $739/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
    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

  11. 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

  12. 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

  13. 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

  14. 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 $312/night

  15. 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

  16. 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

    $201 to $310/night

  17. 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

  18. 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

    $179 to $240/night

  19. 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

    $159 to $240/night

  20. 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

    $130 to $170/night

  21. 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 $230/night

  22. 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

  23. 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

    $117 to $170/night

  24. HOUSE
    Leonardo

    Leonardo

    Gambassi Terme, FI

    This apartment is located in a beautiful villa with a shared swimming pool, with a garden where you can enjoy a good local wine and enjoy the sunset. There are 3 other apartments. They are all equipped with luxurious furnishings well been cared for...

    Pool

    $106 to $168/night

  25. HOUSE
    Casa Vicari

    Casa Vicari

    Cava D'aliga - Ragusa, RG

    Here you'll fully unwind! In this beautiful villa with sea view, near the sea, with covered terrace, large garden en close to the most wonderful sights of Sicily, you'll have a fantastic holiday. The villa with beautiful access gate is tastefully...

    $99 to $198/night

  26. HOUSE
    Residence Annunzio Bilo

    Residence Annunzio Bilo

    Riccione, RN

    This new residence is located opposite the beach, in a street that connects Rimini to Riccione. In this area there are nice restaurants and bars on the beach and a water park "Beach Village" (at approximately 500mt) that you can access for free....

    Pool Pets OK

    $98 to $324/night

  27. HOUSE
    Everhart Lane

    Everhart Lane

    Florence, AZ

    HEATED POOL! Rare Florence home find. 3 bedroom, 2 bath, 2 car garage house, located in the Oasis Sunrise subdivision, surrounded by the Oasis Golf Club. Step inside this charming contemporary home and enter a large open concept great room....

    Pool Pets OK

    $94 to $149/night

  28. HOUSE
    Pineta

    Pineta

    Milano Marittima, RA

    The residence has spacious two room apartments with every comfort; such as air conditioning and heating, a kitchenette with fridge and freezer, dishes, kitchen utensils, microwave, TV, WI-FI, safe, clothes horse, ironing board (iron on request) as...

    Pets OK

    $92 to $266/night

  29. HOUSE
    Casa Marinella Destra

    Casa Marinella Destra

    Saludecio, RN

    This spacious apartment on the first floor is within walking distance of the historic center of Saludecio. It consists of two spacious bedrooms, a kitchen and a beautiful new bathroom. On the ground floor there is a communal terrace, an ideal place...

    Pets OK

    $89 to $149/night

  30. HOUSE
    Michelangelo

    Michelangelo

    Gambassi Terme, FI

    This apartment is located in a beautiful villa with a shared swimming pool, with a garden where you can enjoy a good local wine and enjoy the sunset. There are 3 other apartments. They are all equipped with luxurious furnishings well been cared for...

    Pool

    $87 to $137/night