Palm Trees, Orlando Florida

Florida Vacation Packages

 
There’s no mistaking why this is called the Sunshine State. Its subtropical and tropical climate offers plenty of warm days year round, perfect for exploring the many attractions of one of America’s favorite playgrounds. Enjoy hundreds of miles of whitesand beaches, the warm waters of the Gulf of Mexico, and a generous share of Orlando's world-famous amusement parks enticing kids of all ages to come and play. The Sunshine State offers family-friendly vacation fun year-round. Bordered by open water on almost every side, there's a beach destination to suit any taste, from the quiet stretches of the southwestern coast to the sizzling nightlife of Miami. Of course, Florida is also home to some of the world's most famous theme parks, and a visit to Orlando guarantees a good time, with rides, shows and colorful characters everywhere you turn. Book your Florida Vacation Package today.
 

The BEST Winter Travel Deals
Up to 50% off, free nights, food and beverage credits and more

  • Book by 12/22/19 for travel through 4/27/20
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Sheraton Vistana Resort Villas Lake Buena Vista/Orlando
    Sheraton Vistana Resort Villas Lake Buena Vista/Orlando
    Universal Studios, Orlando Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This family-oriented resort is nestled in a lush tropical setting, just minutes from Walt Disney World® Theme Parks.
    • One Bedroom Villa

    3 nights with flight from $422+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • Walt Disney World Dolphin
    Walt Disney World Dolphin
    Disney 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 landmark hotel's tropical landscaping and tranquil waterways offer a magical retreat.

    • Run of House
    • Reduced rates

    3 nights with flight from $545+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 03/16/20 - 03/19/20
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  • Walt Disney World Swan
    Walt Disney World Swan
    Disney 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.

    The perfect gateway to Central Florida's theme parks, this resort offers magical surroundings and luxurious amenities.

    • Run of House
    • Reduced rates

    3 nights with flight from $567+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 03/16/20 - 03/19/20
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  • The Westin Cape Coral Resort at Marina Village
    The Westin Cape Coral Resort at Marina Village
    Ft Myers, Florida 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 beautiful resort offers breathtaking views of the Gulf of Mexico, Caloosahatchee River and Tarpon Point Marina.
    • Three Bedroom Suite Marina View Pool Access

    3 nights with flight from $756+

    Boston, MA (BOS) departures, valid for travel 03/02/20 - 03/05/20
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  • Eden Roc Miami Beach
    Eden Roc Miami Beach
    Miami Beach, Florida 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 impressive resort overlooking lively Miami Beach welcomes guests with a gracious, contemporary spirit.
    • Legendary Deluxe King Bay View

    3 nights with flight from $812+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • W Fort Lauderdale
    W Fort Lauderdale
    Ft Lauderdale, Florida 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.

    South Florida's hottest locale, this beachfront resort is the hidden playground of the stars.

    • Wonderful King

    3 nights with flight from $840+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • The Confidante - By Hyatt
    The Confidante - By Hyatt
    Miami Beach, Florida 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.

    Featuring gorgeous ocean views and a beach-chic setting, this Miami hotel is the ideal place to explore Little Havana, Wynwood, and the Design District.
    • King

    3 nights with flight from $954+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • Casa Marina, A Waldorf Astoria Resort
    Casa Marina, A Waldorf Astoria Resort
    Key West 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.

    Nestled along the southern edge of Key West, this resort overlooks more than 1,100 feet of beach reserved exclusively for hotel guests.
    • King Guest

    3 nights with flight from $1054+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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  • Fort Lauderdale Marriott Harbor Beach Resort & Spa
    Fort Lauderdale Marriott Harbor Beach Resort & Spa
    Ft Lauderdale, Florida Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This upscale retreat, set on 16 waterfront acres, is the perfect setting for a seaside getaway.

    • King Balcony
    • Daily breakfast included

    3 nights with flight from $1112+

    Newark, New Jersey (EWR) departures, valid for travel 03/02/20 - 03/05/20
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US Cities - Best Winter Travel Deals: Valid on new bookings made 11/11/19 - 12/22/19 for select travel 11/11/19 - 04/27/20. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply.
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.]