Protect Your Vacation Investment with Travel Protection
Designed for Greater Peace of Mind.
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Travel Protection CoverageProtect your investment from unexpected travel disruptions
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Family on hillside at sunset
Family on hillside at sunset
Family on hillside at sunset
Family on hillside at sunset
Featured Deals
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Sonesta Ocean Point Resort & Spa, Saint Maarten
Up to $250 OFF per booking. For travel through 08/31/27.
Explore South Korea
SAVE $300 at participating hotels on 4-night stays. For travel through 08/31/27.
Hyatt Vivid Punta Cana, Dominican Republic
Up to $250 OFF per booking. For travel through 08/31/27.
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Pool
Pool Fort Lauderdale Marriott Harbor Beach Resort & Spa
SAVE up to $100. For travel through 03/31/27.
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Property View
Property View Grand Wailea Maui, A Waldorf Astoria Resort
Reduced rates and FREE upgrade. For travel through 12/19/26.
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main Kimpton Hotel Theta, New York, Times Square
SAVE up to $100. For travel through 03/31/27.
Discover deals in every destination
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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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