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
End of Summer Savings
Up to 40% OFF, FREE Nights, Resort Credits, Room Upgrades & more
  • Book by 9/26/21 for travel through 3/31/22
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Casa Marina, A Waldorf Astoria Resort
    Casa Marina, 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 reserved exclusively for hotel guests.

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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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  • 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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  • 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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  • 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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  • Baker's Cay Resort Key Largo, Curio Collection by Hilton
    Baker's Cay Resort Key Largo, Curio Collection by Hilton
    Key Largo 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.

    Offering a prime location that’s just the right amount of being-away-from-it-all, this beach resort offers unparalleled views of Florida Bay.

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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.

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  • Hilton Garden Inn Key West, The Keys Collection
    Hilton Garden Inn Key West, The Keys Collection
    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 all-new Hilton hotel sits at the entrance of Key West and is just minutes away from Duval Street and Mallory Square.

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  • Marriott Miami Biscayne Bay
    Marriott Miami Biscayne Bay
    Downtown Miami 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 at the intersection of downtown and the Miami Arts District, this resort offers gorgeous waterfront views.

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  • Kimpton Winslow's Bungalows
    Kimpton Winslow's Bungalows
    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.

    Four blocks from Duval Street, this playful oasis boasts three pools, an outdoor bar and enchantment at every turn.

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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.

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  • JW Marriott Orlando Bonnet Creek Resort & Spa
    JW Marriott Orlando Bonnet Creek Resort & Spa
    Bonnet Creek 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.

    Opening May 2020. This new luxury hotel located within minutes of Disney World theme parks is thoughtfully designed to bring people together with its inviting social spaces and amenities.

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  • Hampton Inn Key Largo
    Hampton Inn Key Largo
    Key Largo Our 2.5-Star classification designates those properties offering comfortable accommodations with standard amenities. Guests can expect dependable services in a clean and comfortable environment. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This resort is a lush tropical paradise perfect for enjoying sunsets and visiting the best attractions the Florida Keys have to offer.

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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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  • Kimpton Goodland Fort Lauderdale Beach
    Kimpton Goodland Fort Lauderdale Beach
    East Ft Lauderdale Beach, FL 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.

    Savor peaceful moments or shake up the party at this boutique hotel just blocks from the beach.

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USA End of Summer SAVINGS Offers: Valid on new bookings made 8/2/21 - 9/26/21 for select travel 8/2/21 - 3/31/22. 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. 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.]