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.

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

  • Book by 11/03/24 for travel through 06/30/25
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • 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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  • The St. Regis Florence
    The St. Regis Florence
    Ognissanti 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.

    This historic hotel designed by Brunelleschi is a study of refined elegance set along the banks of the Arno River. It offers easy access to the Uffizi Gallery and the iconic Duomo.

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  • Sina Centurion Palace
    Sina Centurion Palace
    Dorsoduro 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.

    Nestled between the placid waters of the lagoon and the mysterious alleyways of Venice, this hotel is a fusion of 21st-century and Gothic design elements.

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  • The St. Regis Venice
    The St. Regis Venice
    St. Mark's Square 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.

    Luxurious and exclusive, this sophisticated retreat overlooks Venice's iconic Grand Canal in the heart of the city.

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  • Cipriani, A Belmond Hotel, Venice
    Cipriani, A Belmond Hotel, Venice
    Giudecca Island 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.

    Cipriani, A Belmond Hotel, Venice is the City of Canals’ glamorous cultural haven. The hotel gazes across the lagoon at St Mark’s Square, enjoying all the intimacy of its island perch.

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  • St. Regis Rome
    St. Regis Rome
    Opera Theathre 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.

    This luxurious hotel is set in the heart of Rome, within walking distance of the Spanish Steps, Trevi Fountain and Via Veneto.

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  • The Rome EDITION
    The Rome EDITION
    Opera Theathre 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.

    The Rome EDITION is just steps from some of Rome’s top attractions, such as the Trevi Fountain and Spanish Steps. It features 93 rooms and suites as well as two penthouses, each with a private terrace and commanding views of the Eternal City.

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  • Relais Santa Croce by Baglioni Hotels & Resorts
    Relais Santa Croce by Baglioni Hotels & Resorts
    Basilica of Santa Croce 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.

    Uncover the hidden gems of this historic district filled with art and tradition at this 18-century mansion.

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  • Baglioni Hotel Regina
    Baglioni Hotel Regina
    Via Veneto 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.

    Built in 1892, this magnificent hotel, once a former palace, was residence to Regina Margherita di Savoia, from 1900-1906. Boasting a triumph of classic styles and Italian Art Deco, enjoy a stay filled with comfort and history on your next Roman getaway.

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  • Baglioni Hotel Luna
    Baglioni Hotel Luna
    St. Mark's Square 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.

    Steeped in rich history and culture, this luxurious hotel is a short walk from the Piazza San Marco.

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  • Rivoli Boutique Hotel
    Rivoli Boutique Hotel
    Santa Maria Novella 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 boutique hotel is located in the heart of historic Florence near Piazza Santa Maria Novella and the Arno River.

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Exclusive Europe Hot Deals Up to $150 OFF per booking Offer: Valid on new bookings made 08/26/24 – 11/03/24 for travel 08/26/24 – 06/30/25 except where otherwise indicated. 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.]