Florida Vacations from $641

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Your Florida Vacation

Our Florida vacation packages offer endless opportunities to enjoy new sights, sounds and flavors. And with all of the travel arrangements worked out, you can breathe easy and enjoy your city break without a care in the world. Fill your free time with visits to LEGOLAND® New York, Warwick Valley Winery and Distillery and The Rock Sports Complex, some of the top attractions you should see during your trip to Florida. Your perfect Florida vacation is a couple of clicks away. Search flights, hotels and more on Expedia for a trip that's tailored just for you.

The Latest Florida vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn
Seven Beach Lane
Radio Hotel
Hotel Riu Plaza New York Times Square
Hotel Riu Plaza Manhattan Times Square
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Florida Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$119 nightly
The price is $141 total per night from May 31 to Jun 1
$141 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,021 reviews)
Staff was not very professional, guests were playing music in the hallways at 1am and yelling loudly from room to room. Room was decent, however pillows were very thin and small.

Reviewed on May 8, 2026

Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$123 nightly
The price is $151 total per night from May 12 to May 13
$151 total
May 12 - May 13
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
The lodge needs a lot of upgrades.

Reviewed on May 7, 2026

Overlook Lodge at Bear Mountain
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $130 total per night from May 13 to May 14
$130 total
May 13 - May 14
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Courtyard Marriott is a great place to stay! Roomy rooms, clean, quiet. The website lists a restaurant, but it is more like a deli-take out restaurant. Breakfast is à la carte.

Reviewed on Apr 30, 2026

Courtyard by Marriott Middletown Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Florida Vacation Packages

Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
2,900
Top Sights
Brotherhood Winery, Warwick Valley Winery and Distillery and Mount Peter Ski Area

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Frequently asked questions

How much does a Florida vacation package cost?
You can pick up a vacation package to this popular destination from $641 on Expedia. However, how much your vacation to Florida costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Florida?
November, December and January are great times to search for cheap Florida vacation packages. Traveling in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Florida?
With a well-organized itinerary, you can easily visit the top Florida sights in a few days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Florida vacation for longer.
How to find the best Florida package deals?
Use Expedia's filters to help you find some of the best Florida package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Florida package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Florida vacation as a package?
You can enjoy significant savings on your next Florida retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Florida?
If you've got your Florida travel dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Florida vacation packages?
Jet off on your dream getaway to Florida with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.