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The Ritz-Carlton, Sarasota
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USA - $150 OFF per booking

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Bayfront & Golden Gate

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Walt Disney World Swan
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USA - $150 OFF per booking

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Disney

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Conrad Orlando
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USA - $150 OFF per booking

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Grand Cypress

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Main
Main
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Sonesta Fort Lauderdale Beach
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USA - $150 OFF per booking

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Fort Lauderdale Beach

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Exterior
Exterior
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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W Fort Lauderdale
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USA - $150 OFF per booking

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Ft Lauderdale, Florida

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Ocean Key Resort
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$100 Resort Credit at the Ocean Key Resort

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Key West, Florida

Book from 07/20/26 to 07/31/26, travel from 07/20/26 to 04/30/27

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    $100 resort credit per booking

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Resort
Resort
3-night minimum stay required. Restrictions may apply. Resort credit is not redeemable for cash, non-transferable and must be used during the length of stay. This entire offer is based on availability and can be modified or closed out at any time.
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The Westin Cape Coral Resort at Marina Village
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USA - $150 OFF per booking

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Ft Myers, Florida

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
Smathers Beach
Smathers Beach

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You will be transferred to our traditional site.

We are currently working on enhancements to this part of our website. A new version will be available soon. Don’t worry – switching over will not interrupt your booking.

Welcome to the all-new Pleasant Holidays booking experience !

You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don’t worry – switching over will not interrupt your booking.

We've updated your online experience to make sure you can get your dream vacation. Since our makeover is still in progress, you may experience shifts from our traditional booking experience to our new one.

Are you a travel agent ? We are also working on a new digital experience specifically for travel professionals and we can’t wait for you to see it. Until then, please continue to use the traditional experience here: Pleasantagent.com.

You are a travel agent? Go to Pleasantagent.com. and enjoy the optimized experience for travel professionals.

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Call 1-800-742-9244
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