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 Getaways
$150 OFF 5-night vacations; $100 OFF 3-4 night vacations

  • Book by 01/15/23 for travel through 05/31/23
Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • Acireale Our 3.5-St

    This comfortable hotel features a picturesque setting in the baroque town of Acireale and offers guests an ideal starting point for exploring the best of the island.

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  • Taormina Our 5-Star

    The Grand Hotel Timeo, A Belmond Hotel, Taormina is a Sicilian hideaway that fuels the imagination. Set in the heart of Taormina, it serves up views that have enchanted for more than a century.

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  • Rialto Bridge Our 4-Star

    Housed in a perfectly restored 19th-century building which preserves its original architecture, this new elegant hotel is located in the heart of Venice.

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  • Duomo Florence Our 4-Star

    This luxury hotel is set in the historic center of Florence, overlooking Brunelleschi's Cathedral.

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  • Roma Termini, Italy Our 3.5-St

    Housed in an 1870s palazzo in the venerated center of Rome, Hotel Canada offers the perfect blend of historic charm and modern amenities.

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  • Firenze S.M.N., Italy Our 4-Star

    The Rivoli Boutique Hotel, located in a restored 14th-century Franciscan monastery, is a place suspended in time, where the ancient and the modern meet.

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  • Via Veneto Our 4-Star

    This upscale hotel in the heart of Rome lets you experience the glorious history of the city amid stylish design and magnificent panoramic views.

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  • Via Veneto Our 4-Star

    Enjoy unparalleled service in elegant and peaceful surroundings in the heart of one of Rome's most beautiful neighborhoods.

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  • Taormina Our 5-Star

    Opening July 2021. Housed in a 14th-century convent overlooking the Ionian Sea, this luxury hotel delights with impeccable service and indulgent luxury.

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  • Rialto Bridge Our 4-Star

    Delight in the stunning vistas over the languid waters of the lagoon and relax in the lush garden and in the décor which recalls the elegance and opulence of the Belle Epoque.

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  • Firenze S.M.N., Italy Our 4.5-St

    This luxurious boutique hotel is set in a historic 19th-century palazzo in Florence’s city center.

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  • Opera Theathre Our 5-Star

    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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  • Napoli/Capodichino, Italy Our 4-Star

    At The Britannique Naples, Curio Collection by Hilton every stay is a unique experience and a sensory journey that continuously exceeds expectations. The hotel is renowned for its tailor-made hospitality and excellence.

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  • Opera Theathre Our 5-Star

    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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  • Ognissanti Our 5-Star

    This historic hotel, set along the bank of the Arno River, offers easy access to the Uffizi Gallery and the iconic Duomo.

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  • St. Mark's Square Our 5-Star

    Luxurious and exclusive, this hotel overlooks Venice's iconic Grand Canal.

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  • Ognissanti Our 4.5-St

    This upscale hotel combines contemporary accommodations with seven centuries of Florentine history.

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  • Via Veneto Our 4.5-St

    This exclusive hotel has played host to celebrities and heads of state, and features luxurious accommodations coupled with outstanding service.

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Exclusive Hot Deals up to $150 OFF per booking Offer: Valid on new bookings made by 01/15/23 for select travel through 05/31/23. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required for $100 OFF; minimum 5-night stay and roundtrip airfare required for $150 OFF. 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.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]