Florida Deals
$100 OFF stays of 5 nights or more
$75 OFF 4-night stays
$50 OFF 2- and 3-night stays
Book by 6/10/18 for travel through 10/31/18
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Florida Vacation Packages

 from $405

Melia Orlando Suite Hotel at Celebration

Melia Orlando Suite Hotel at Celebration  

One-Bedroom Suite. Exclusive $50 OFF per booking. Kids 12 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $405

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Universal's Cabana Bay Beach Resort

 

Standard Queen. Exclusive $50 OFF per booking. Kids 17 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $429

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The Confidante Miami Beach

The Confidante Miami Beach  

Queen/Queen. Exclusive $50 OFF per booking. Kids 18 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $475

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Sheraton Suites Key West

Sheraton Suites Key West  

King Suite. Exclusive $50 OFF per booking. FREE parking. Kids 17 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $535

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Casa Marina, A Waldorf Astoria Resort

 

Guest. Exclusive $50 OFF per booking. Kids 17 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $565

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Eden Roc Resort Miami Beach

 

Legendary Deluxe King Bed. Exclusive $50 OFF per booking. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $659

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Walt Disney World Dolphin, Orlando

 

Run of House. Exclusive $50 OFF per booking. Kids 17 andyounger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $669

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Walt Disney World Swan, Orlando

Walt Disney World Swan  

Run of House. Exclusive $50 OFF per booking. Kids 17 andyounger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $669

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Loews Royal Pacific Resort at Universal Orlando®

Loews Royal Pacific Resort at Universal Orlando  

Standard Queen. Exclusive $50 OFF per booking. Kids 17 and younger stay FREE. Stays of 5 nights or longer receive exclusive $100 OFF per booking.

 

3 nights with air from $695

  Book Now

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Rates are based on roundtrip air travel to/from Chicago (ORD) for Miami, Orlando and Key West, and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 10/20/18 for Walt Disney World Swan, 09/24/18 for The Confidante Miami Beach, Sheraton Suites Key West and Casa Marina - A Waldorf Astoria Resort and 10/22/18 for all other properties.
US Cities and Canada - EXCLUSIVE up to $100 OFF per booking Offer: Valid on new bookings made 4/16 - 6/10/18 for travel 4/16 - 10/31/18. Minimum 2-night hotel accommodations at participating hotel and roundtrip air required. Savings is $50 off stays of 2-3 nights, $75 off stays of 4 nights and $100 off stays of 5 nights or longer. Savings is per booking and taken at time of booking. Certain restrictions apply.
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.]