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.
United States & Canada
EXCLUSIVE Up to $100 OFF per booking
  • $100 OFF on stays of 5 nights or longer
  • $75 OFF on stays of 4 nights
  • $50 OFF on stays of 2-3 nights
  • Book by 1/2/22 for travel through 6/30/22
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Hawks Cay Resort
    Hawks Cay Resort
    Duck Key, 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.

    Located between Miami and Key West on picturesque Duck Key, this resort offers the perfect union of solitude and convenience with well-appointed guest rooms and suites creating a laid–back tropical setting.

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  • Casa Marina Key West, A Waldorf Astoria Resort
    Casa Marina Key West, A Waldorf Astoria Resort
    Key West 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.

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

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  • JW Marriott Marco Island Beach Resort
    JW Marriott Marco Island Beach Resort
    Marco Island, 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.

    Situated on three miles of pristine beachfront property this resort offers an exhilarating retreat from the ordinary.

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  • Naples Grande Beach Resort
    Naples Grande Beach Resort
    Naples 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.

    Experience refined luxury at this beachfront hotel and golf resort where spacious accommodations, a full service spa, and multiple dining options create a memorable stay.

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  • South Seas Island Resort
    South Seas Island Resort
    Captiva 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 resort was originally a key lime plantation 100 years ago, this hotel offers spacious guest rooms, suites, and villas to make yourself feel at home amid a 330-acre wildlife preserve.

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  • The Reach Key West - Curio Collection by Hilton
    The Reach Key West - Curio Collection by Hilton
    Key West 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.

    Set on the island's only natural-sand beach, this intimate boutique-style resort in Key West offers gorgeous ocean views and plenty of outdoor activities.

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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.

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  • The Ritz-Carlton, Naples
    The Ritz-Carlton, Naples
    Vanderbilt Beach 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.

    From celebratory sunsets, Ritz Kids® programs, world-class golf, luxury spa experiences and Club Level amenities, this is more than a beachfront hotel. It is an unforgettable family vacation in the making.

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  • Hyatt Centric Key West Resort and Spa
    Hyatt Centric Key West Resort and Spa
    Key West 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 waterfront resort offers incomparable luxury and is just minutes away from Old Town Key West.

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  • LaPlaya Beach & Golf Resort
    LaPlaya Beach & Golf Resort
    Vanderbilt Beach 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.

    Discover the breathtaking beauty of the Gulf beaches or enjoy a round of golf at this resort's scenic Robert Cupp course.

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  • Pink Shell Beach Resort & Marina
    Pink Shell Beach Resort & Marina
    Ft. Myers 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.

    Situated on a sugar-white beach overlooking the Gulf of Mexico, this resort is the ideal choice for guests seeking adventure, relaxation and fun.

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  • The Confidante Miami Beach, part of Hyatt
    The Confidante Miami Beach, part of 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.

    The Confidante Miami Beach is a nostalgic and playful celebration of its retro-glam roots, ideally located between the hustle of South Beach and the bustle of Miami’s hip art districts. The oceanfront oasis offers a kaleidoscope of experiences.

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  • Ocean Key Resort
    Ocean Key Resort
    Key West, 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.

    Located in the heart of the historic Old Town Key West, adjacent to Mallory Square, this luxury Key West resort and spa blends chic, modern style with history and culture.

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  • Best Western Plus Beach Resort
    Best Western Plus Beach Resort
    Ft. Myers Beach, 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.

    Discover a relaxing beachside retreat with comfortable and stylish guest rooms and suites at the north end of Estero Island.

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  • Sheraton Sand Key Resort
    Sheraton Sand Key Resort
    Clearwater Beach 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 tranquil resort is located on one of America's top rated beaches.

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EXCLUSIVE Hot Deals Up to $100 OFF per booking Offer: Valid on new bookings made 9/27/21 – 1/2/22 for select 9/27/21 – 6/30/22. Minimum 2-night hotel accommodations at participating hotel and roundtrip air required. Savings is $50 off stays of 2–3 nights, $75 off stays of 4 nights and $100 off stays of 5 nights or longer. Savings is per booking, taken at time of booking and reflected in rates shown. Certain restrictions apply. 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.]