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.

Road Trip Savings from Coast to Coast
FREE 3-day midsize Hertz car rental at ALL hotels and resorts
in the Continental U.S.

Book by 7/19/2020 for travel through 3/31/2021
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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.

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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.

    Discover the magnificence of native Florida at this resort set amid a wildlife preserve bordering the Gulf of Mexico.

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

    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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  • Kimpton Ella's Cottages
    Kimpton Ella's Cottages
    Key West, Florida Our 3-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.

    An intimate retreat in the center of Old Town Key West, blending cottage charm with historic character.

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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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  • Holiday Inn Key Largo
    Holiday Inn Key Largo
    Key Largo Our 3-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.

    This property invites you to soak up the tropics and experience all of the endless activities the Florida Keys has to offer. With a heated pool, restaurants and bars, and fitness center on property, the fun never has to end.

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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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  • Kimpton Fitch Lodge
    Kimpton Fitch Lodge
    Key West Our 3-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.

    This collection of historic conch homes is ideal for couples and explorers of land and sea.

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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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  • 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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  • Holiday Inn Miami Beach-Oceanfront
    Holiday Inn Miami Beach-Oceanfront
    Miami Beach, Florida Our 3-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.

    With a prime beachfront location, this vibrant hotel blends 1950s style with contemporary South Beach flair.

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  • Holiday Inn Resort Orlando Lake Buena Vista
    Holiday Inn Resort Orlando Lake Buena Vista
    Lake Buena Vista 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-friendly hotel is located just steps along a tree-lined walk from Disney Springs®

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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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US Cities - Winter SAVINGS offers: Valid on new bookings made 01/13/2020 - 02/23/2020 for select travel 01/13/2020 - 09/28/2020. 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. EXCLUSIVE 3-Day Mid-Size Hertz Car Rental offer: Valid on new bookings made 01/13/2020 - 02/23/2020 for select travel 01/13/2020 - 09/28/2020. Roundtrip airfare and minimum 3-night stay at any hotel or resort in Pleasant Holidays' Florida portfolio required. FREE mid-size Hertz car rental valid for a maximum of 3 days. Age restrictions may apply for car rental.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]