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.

SAVE $100 per booking on Hilton Vacations in the continental U.S. and Canada

Vacations of 5 nights or more at any combination of Hilton Hotels & Resorts qualify.
  • Book by 06/01/25 for select travel through 12/15/25
  • 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.

    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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  • 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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  • 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 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, soaring above the Walt Disney World® Resort, raises the bar for exceptional quality and service.

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  • 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 all-suite family resort offers amenities for a perfect vacation in Orlando and is less than a mile from Walt Disney World® Resort.

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  • 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.

    This oasis of contemporary luxury commands a stunning location bordering the Walt Disney World® Resort.

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  • Airport 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 airport hotel is located near Orlando theme parks and offers a free airport shuttle. Its rooms and suites are teeming with amenities.

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  • Bonnet Creek 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.

    Magical experiences await at this official Walt Disney World® hotel offering Disney's Extra Magic Hours benefit and shuttle service to theme parks and Disney Springs®.

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  • Universal Studios, Orlando 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 entrance to Universal Orlando, this hotel features upgraded rooms with a wealth of amenities.

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  • Grand Cypress 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.

    Inspired by nature, fashioned for adventure. Conrad Orlando sits on the 1,100-acre Evermore Orlando Resort, at the border of Walt Disney World® Resort.

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  • Fort Lauderdale 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.

    Located on Fort Lauderdale’s North Beach and just a short walk to popular attractions, this resort offers guests a host of amenities and modern, spacious suite modern accommodations.

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  • Hollywood Beach, Florida 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 high-rise resort on Hollywood Beach offers a refreshing getaway with endless opportunities to relax and unwind.

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  • Fort Lauderdale 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 hotel exudes fresh, contemporary style, with vibrant colors that complement the natural beauty of its surroundings.

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  • East Ft Lauderdale Beach, FL 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 oceanfront hotel is directly across from Fort Lauderdale Beach and just a five-minute walk to downtown Las Olas, where you will find restaurants, cultural attractions, and more.

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  • Fort Lauderdale 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.

    This magnificent new all-suite resort on Fort Lauderdale's exclusive North Beach redefines elegant hospitality, and is a sanctuary for discerning travelers.

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  • Hollywood 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.

    This upscale resort on the Intracoastal Waterway overlooking the Atlantic Ocean offers spacious and comfortable accommodations.

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  • Miami, 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.

    Conveniently located half a mile from the airport, Embassy Suites by Hilton Miami International Airport offers all-suite accommodations and thoughtful amenities designed to accommodate families, groups, and extended-stay guests.

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  • Miami, 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 hotel is perfect for cruise stopovers, has a resort-style feel, and is situated on the shores of a natural lagoon.

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  • South 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.

    Located in the elegant 'Sofi' enclave of South Beach, this beachfront hotel features modern accommodations and exceptional amenities.

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  • Miami 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.

    Escape to this beachfront hotel with direct access to the Atlantic Ocean and Intracoastal Waterway views, located on famed Collins Avenue and four miles to South Beach.

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  • 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.

    Looking out over Biscayne Bay, this modern hotel features rooms with floor-to-ceiling windows and awe-inspiring views.

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  • South 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.

    Located just a block from Miami Beach, this hotel is set in an attractive historic building and offers picturesque views of South Beach.

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  • South Beach, Florida 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 Art Deco escape one block from South Beach features rooms and suites overflowing with amenities.

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  • Singer Island 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 tranquil vacation basking in the fresh sea breeze on a four-mile stretch of private beach.

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  • Downtown Delray 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.

    With a prime location in the Pineapple Grove Arts District, The Ray Hotel Delray Beach, Curio Collection by Hilton is the ideal south Florida getaway.

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  • 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 south edge of the island, this landmark resort overlooks more than a 1,100-foot stretch of the largest private beach in Key West, exclusively reserved for hotel guests.

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  • 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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  • Key West 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 resort is close to Key West's most popular attractions including museums, the beach, marinas, golf courses and much more.

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  • 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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  • 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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  • 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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  • 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.

    This full-service destination resort is located on 10.5 oceanfront acres of Marco Island's pristine white-sand beach overlooking the Gulf of Mexico.

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  • Naples 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 the tropical charm of Naples, Florida, this newly renovated hotel offers close proximity to beautiful beaches.

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  • Naples 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 all-suite hotel boasts a riverfront location in the beautiful paradise of Naples, Florida.

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  • St. Augustine, 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.

    This St. Augustine hotel is conveniently located near the beach and the downtown historic district.

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  • St. Augustine, 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.

    Featuring beautiful views of the bay, this historic boutique style hotel is close to many museums, attractions and shops in St. Augustine.

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  • St. Augustine, 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.

    Situated in the beautiful historic district of St. Augustine, this hotel is close to significant landmarks including Castillo de San Marcos, the Fountain of Youth and Fort Matanzas.

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  • Cape Canaveral, FL 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.

    Comfort, value and style come together at this all-suite hotel, conveniently situated just one mile from Port Canaveral and a 20-minute drive from the Kennedy Space Center.

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  • Boca Raton 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 between the sparkling Intracoastal Waterway and the Atlantic Ocean this AAA 4 diamond resort offers modern guest rooms and spacious suites with private balconies and chic nautical décor.

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EXCLUSIVE $100 OFF Hilton Hotels & Resorts Offer: Valid new bookings made 04/21/2025 – 06/01/2025 for select travel 04/21/2025 – 12/15/2025. Not valid for travel to Hawaii. Minimum 5-night accommodations at a participating Hilton property and roundtrip airfare required. A total of 5 nights or more at any combination of Hilton hotels qualifies. 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.]