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.

USA Summer Savings - $150 OFF per booking

for vacations of 5 nights or more
  • Book by 07/27/25 for select travel through 09/30/25
  • 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.

    Close to the Gulf of Mexico and Pier 60, this hotel offers the comforts of home in 287 oversized rooms, including 256 suites, with amenities such as full kitchens, walk-out balconies, and sleeper sofas.

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  • Longboat Key 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.

    Escape to a blissful oasis filled with captivating views of the Gulf at The Resort at Longboat Key Club.

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  • 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.

    Set on ten beautiful acres of sandy beach overlooking the Gulf of Mexico, this upscale resort offers a relaxed family-friendly escape.

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  • 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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  • St. Petersburg 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.

    Unwind in spacious guest rooms and suites featuring expansive views, private balconies, and surprising pops of color that reflect the vibrancy of St. Pete Beach located just steps away.

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  • St. Petersburg 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.

    Since 1928, this monument to glamour and leisure has welcomed sun-seekers and some of America's most famous to the sugary St. Pete Beach.

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  • St. Petersburg 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.

    The iconic Beachcomber is the quintessential Florida hotel where sun and sand meet a variety of St. Pete Beach vacation amenities for guests to enjoy.

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  • Tampa, 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.

    Set in the heart of Tampa Bay this hotel offers gorgeous bay views and easy access to popular attractions.

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  • Clearwater Beach Our 4.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This resort and spa is located within Clearwater Beach, surrounded by water and beautiful beaches. Its modern luxe stay features amenities such as a fitness center, pool, business center, and 4 in-house dining options.

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  • St. Petersburg 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.

    Take a step into paradise and enjoy a relaxing getaway at the Hilton Garden Inn St. Pete Beach. Nestled along the soft white sands of St. Pete Beach, the hotel is just steps from the clear waters of the Gulf of Mexico.

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  • North Redington Beach 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.

    Centrally located between the beaches of St. Petersburg and Clearwater, this hotel offers convenient access to many nearby attractions.

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  • Clearwater Beach 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.

    Relax in home-inspired studios and suites with stunning views of Clearwater Bay, conveniently located across the street from Clearwater Beach.

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  • Anna Maria Island 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.

    Enjoy incredible views and relaxation at this charming oasis. Take a bike ride around the beautiful city or take a dip in the outdoor pool.

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  • Clearwater Beach 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.

    Enjoy a relaxing getaway at this charming yet stunning hotel. Have some fun in the sun and some relaxation at the beach or pool or enjoy the beautiful marina.

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  • Clearwater Beach 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.

    Experience comfort and value at this hotel offering spacious suites and modern amenities, conveniently located across the street from Clearwater Beach.

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  • Bayfront & Golden Gate 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.

    Located on the bay in central Sarasota, this resort offers a spa center and access to a nearby private beach and outdoor pool. All rooms feature private balconies.

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  • Downtown Sarasota 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.

    Magnolia Pointe, BW Signature Collection, features 86 stylish rooms and suites. The hotel is perfectly located near some of the top-rated beaches in America.

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  • Water Street Tampa 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.

    Experience a spacious accommodations and scenic views at this upscale hotel conveniently located just steps from the Tampa Riverwalk, Florida Aquarium, Amalie Arena, and Sparkman Wharf.

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  • St. Petersburg 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 in the heart of dynamic downtown St. Petersburg captures the magic of Florida's Golden Age and the resort's rich history through a fully renovated sophisticated and stylish lens.

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  • Clearwater Beach 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 hotel brings European sophistication and modern design to the island. It features fully-equipped rooms with elegant design and comfort for both leisure and business travelers.

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  • Downtown Sarasota 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 downtown Sarasota, this unique hotel features curated exhibitions, performances, and special guest appearances.

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  • Water Street Tampa Our 4.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Set amid the sophisticated energy of Tampa's Water Street neighborhood, this luxurious hotel focuses on the well-being of its guests with sleek, modern rooms, inspired dining and holistic wellness amenities.

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  • Water Street Tampa 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.

    The Tampa EDITION is Tampa Bay’s first 5-star hotel. It features 172 spacious rooms and suites with floor-to-ceiling windows and panoramic views.

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  • St. Petersburg 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.

    Beach House Suites by The Don CeSar is where the perfect beach vacation begins. This all-suite hotel is ideal for families, groups or those looking for extended-stay comfort.

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  • Rosemary District 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 stylish, contemporary hotel features convenient in-house services such as meeting/event spaces, business center, fitness center, outdoor pool, complimentary bike rentals for guests to ride through town, a wine bar serving tapas, and pets are welcome.

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  • Sarasota 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.

    Just steps from the white sands of Lido Beach, this hotel offers reliable comfort and value, enhanced by friendly, attentive service.

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  • Lakewood Ranch 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 hotel offers wellness-minded travelers with a modern sanctuary designed to promote much-needed rest, productive work environments and energy-boosting workouts.

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  • Universal Orlando Resort 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.

    Exclusive Theme Park Benefits. Relax and play in a setting inspired by classic Florida beach resorts from the 1950s and 60s, then unwind in vibrant, retro-styled rooms and suites with exclusive theme park benefits.

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  • Universal Orlando Resort 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.

    Exclusive Theme Park Benefits. Live like a rock star and savor the perks of rock ‘n’ roll royalty with impeccable accommodations, laid-back luxurious style and show-stopping service.

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  • Universal Orlando Resort 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.

    Exclusive Theme Park Benefits. Be swept away to a South Seas escape filled with tropical wonders, exotic food and carefree fun.

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  • Universal Orlando Resort 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.

    Exclusive Theme Park Benefits. Celebrate la dolce vita - the sweet life - at Universal Loews Portofino Bay Hotel.

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  • Universal Orlando Resort 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.

    Step into a sunlit sanctuary, where light and life abound. Rising above the waters of Celestial Park, Universal Helios Grand Hotel, a Loews Hotel, puts you at Universal Epic Universe.

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  • 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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  • 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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  • Universal Orlando Resort 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.

    Enjoy the convenience of staying in a Universal Orlando Resort™ hotel, great for families to enjoy their Universal vacation, with standard rooms and spacious two bedroom suites that sleep six.

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  • 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 hotel offers Disney's EXTRA MAGIC HOURS and is located directly across from Downtown Disney® in Lake Buena Vista.

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  • 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.

    With a convenient location near Disney Springs and other famous Orlando attractions, this hotel features one- and two-bedroom villas for a relaxing family vacation.

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  • Universal Orlando Resort 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.

    Exclusive Theme Park Benefits. Universal's Loews Sapphire Falls Resort brings Caribbean-inspired relaxation and tropical elegance to Universal Orlando.

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  • Universal Orlando Resort 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.

    Surrounded by world-famous theme parks such as Universal Orlando Resort, enjoy your family fun adventure at this Orlando resort. With exclusive theme park benefits included with your stay, let your vacation experience take off and touchdown at this family friendly resort.

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  • Universal Orlando Resort 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 resort is more than your launchpad into adventures at the parks of Universal Orlando; it’s also your landing zone for relaxation and recharging between the fun.

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EXCLUSIVE USA $150 OFF per Booking Offer: Valid on new bookings made 06/02/25 – 07/27/25 for select travel 06/02/25 – 09/30/25. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. 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.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]