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.
 

FREE 3-Day Midsize Hertz Car Rental
at ALL Arizona, California & Florida Hotels and Resorts!

  • Minimum 3-night vacation packages
  • Book by 6/9/19 for travel through 10/28/19
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Universal's Cabana Bay Beach Resort
    Universal's Cabana Bay Beach Resort
    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.

    Exclusive Theme Park Benefits. Enjoy vibrant, retro style with rooms and suites with stellar recreation from a cool lazy river and pools to bowling and more.
    • Standard - Two Queens
    • Exclusive FREE 3-Day Mid-Size Car Rental
    • Exclusive Theme Park Benefits
    • Ask about 3 days FREE when you buy 2 days on select promo tickets
    • Purchase by 6/12/2019; Blockout dates: 7/1/2019 - 7/31/2019 Restrictions apply
    • Cabana Bay Beach Resort TM & (c) 2019 UCF Hotel Venture II, All rights reserved
    • TM & (c) 2019 Universal Studios

    3 nights with flight from $446+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 08/19/19
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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.

    • King
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $552+

    Houston, Texas (IAH) departures, valid for travel 07/22/19 - 07/25/19
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  • Hyatt Regency Grand Cypress
    Hyatt Regency Grand Cypress
    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 award-winning resort offers an outstanding array of amenities to create an unforgettable vacation for the entire family.
    • Lake View
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $575+

    Denver, Colorado (DEN) departures, valid for travel 07/22/19 - 07/25/19
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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.

    • Run of House
    • FREE 3-Day Mid-Size Hertz Car Rental
    • Exclusive guaranteed room upgrade PLUS Kids 9 & younger eat FREE at Garden Grove and Fresh Restaurants
    • Reduced rates

    3 nights with flight from $616+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 07/22/19
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  • The Confidante - By Hyatt
    The Confidante - By 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.

    Featuring gorgeous ocean views and a beach-chic setting, this Miami hotel is the ideal place to explore Little Havana, Wynwood, and the Design District.
    • ADA King Tub
    • FREE 3-Day Mid-Size Hertz Car Rental
    • 3rd night FREE

    3 nights with flight from $622+

    Dallas-Fort Worth, Texas (DFW) departures, valid for travel 07/22/19 - 07/25/19
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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.

    • One Bedroom Villa
    • FREE 3-Day Mid-Size Hertz Car Rental
    • Reduced rates

    3 nights with flight from $639+

    Newark, New Jersey (EWR) departures, valid for travel 07/22/19 - 07/25/19
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  • Marriott Miami Biscayne Bay
    Marriott Miami Biscayne Bay
    Downtown Miami 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 at the intersection of downtown and the Miami Arts District, this resort offers gorgeous waterfront views.
    • King Guest
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $644+

    Dallas-Fort Worth, Texas (DFW) departures, valid for travel 07/22/19 - 07/25/19
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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.

    • Run of House
    • FREE 3-Day Mid-Size Hertz Car Rental
    • Exclusive guaranteed room upgrade PLUS Kids 9 & younger eat FREE at Garden Grove and Fresh Restaurants
    • Reduced rates

    3 nights with flight from $661+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 07/22/19
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  • Fort Lauderdale Marriott Pompano Beach Resort & Spa
    Fort Lauderdale Marriott Pompano Beach Resort & Spa
    Pompano 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.

    Memories of a vacation with a wide range of watersports and beach activities await at this award-winning hotel featuring accommodations with private balcony ocean views.
    • Resort View
    • FREE 3-Day Mid-Size Hertz Car Rental
    • Reduced rates

    3 nights with flight from $662+

    Dallas-Fort Worth, Texas (DFW) departures, valid for travel 07/22/19 - 07/25/19
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  • Hyatt Regency Coconut Point
    Hyatt Regency Coconut Point
    Bonita Springs, 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 eco-friendly resort is set on 26 acres overlooking breathtaking Estero Bay Aquatic Preserve.

    • ADA King Tub
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $677+

    Newark, New Jersey (EWR) departures, valid for travel 07/22/19 - 07/25/19
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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.
    • ADA King Shower
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $800+

    Dallas-Fort Worth, Texas (DFW) departures, valid for travel 07/22/19 - 07/25/19
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  • Universal's Loews Portofino Bay Hotel
    Universal's Loews Portofino Bay Hotel
    Universal Studios, Orlando 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.
    • Garden View King
    • Exclusive FREE 3-Day Mid-Size Car Rental
    • Exclusive Theme Park Benefits
    • Ask about 3 days FREE when you buy 2 days on select promo tickets
    • Purchase by 6/12/2019; Blockout dates: 7/1/2019 - 7/31/2019 Restrictions apply
    • Portofino Bay Hotel TM & (c) 2019 UCF Hotel Venture, All rights reserved
    • TM & (c) 2019 Universal Studios

    3 nights with flight from $812+

    Chicago O'Hare, Illinois (ORD) departures, valid for travel 08/19/19
    See Details
  • 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.
    • Guest
    • FREE 3-Day Mid-Size Hertz Car Rental

    3 nights with flight from $890+

    Dallas-Fort Worth, Texas (DFW) departures, valid for travel 07/22/19 - 07/25/19
    See Details
US Cities and Canada - EXCLUSIVE 3-Day Mid-Size Hertz Car Rental Offer: Valid on new bookings made 4/15 - 6/9/19 for travel 4/15 - 10/28/19. Roundtrip airfare and minimum 3-night stay at any hotels or resorts in Pleasant Holidays' Arizona, California or Florida portfolio. FREE mid-size Hertz car rental valid for a maximum of 3 days. Age restrictions may apply for car rental.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]