Italy

Italy Vacation Packages

 
From the ancient Roman Colosseum to the Renaissance art of Florence, the sparkling Amalfi coastline and romantic Venice Canals, Italy and its people have long celebrated la dolce vita, the sweet life. What could be sweeter than a romantic honeymoon or special holiday spent with loved ones amid the historic cities, extraordinary countryside and scenic lake districts of this beautiful country.

Europe
$150 OFF stays of 7 nights or longer; $100 OFF stays of 5-6 nights

  • Book by 03/23/25 for travel through 09/30/25
 
  • Tenuta di Artimino, member of Melia Collection
    Tenuta di Artimino, member of Melia Collection
    Artimino Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    A corner of heaven in the noble heart of Tuscany. Discover the historic Medici estate with stunning views over vineyards and olive groves, just a short distance from Florence

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  • FH55 Hotel Calzaiuoli
    FH55 Hotel Calzaiuoli
    Piazza della Signoria Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This comfortable and stylish hotel, with a convenient location, allows guests to easily explore the city and relax upon their return. The hotel caters to their needs with high-quality décor, breathtaking views of the city, and an in-house breakfast buffet.

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  • COMO Castello Del Nero, Tuscany
    COMO Castello Del Nero, Tuscany
    Tavernelle Val di Pesa Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    COMO Castello Del Nero is hidden among the rolling hills of Tuscany. It features 50 rooms and suites, each designed by Paola Navone to reflect an airy, pared-back aesthetic and Michelin-starred dining.

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  • Grand Hotel Plaza Roma
    Grand Hotel Plaza Roma
    Via del Corso Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This prestigious hotel is located in a historic palace near the famed Spanish Steps and features two panoramic terraces and individually designed rooms and suites.

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Europe Up to $150 OFF per booking Offer: Valid on new bookings made 01/13/25 - 03/23/25 for travel 01/13/25 – 09/30/25 unless otherwise stated. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required for $100 savings; minimum 7-night stay and roundtrip airfare is required for $150 savings. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]