Cypress Vacations from $511

Book a Hotel + Flight or Car together to unlock savings

The Latest Cypress vacation packages

Price found within the past 48 hours. Click for updated prices.
Studios at Fontainebleau Terrace
Dunn Inn 2 by Avantstay Walk to Beach, Pool Access, Sleeps 17!
Fin by Avantstay 9 BR Destin Oasis With Pool & Spa Walk to Beach
Beach Bike Cottage by Avantstay Walk to Beach, Resort Pool
30A Emerald Waters by Avantstay Pool + Bikes + Bonfires
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Cypress Hotel Deals

Residence Hub Inn & Suites

Residence Hub Inn & Suites

2.5 out of 5
4655 Highway 90, Marianna, FL
Fully refundableReserve now, pay when you stay
$46 nightly
The price is $52 total per night from Aug 28 to Aug 29
$52 total
Aug 28 - Aug 29
Total with taxes and fees
6.4/10 (1,002 reviews)
"Easy to find and check in. Nice pool."

Reviewed on Aug 24, 2025

Residence Hub Inn & Suites
Microtel Inn & Suites by Wyndham Marianna

Microtel Inn & Suites by Wyndham Marianna

2 out of 5
4959 Whitetail Dr, Marianna, FL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $67 total per night from Sep 15 to Sep 16
$67 total
Sep 15 - Sep 16
Total with taxes and fees
6.4/10 (1,002 reviews)
"Great place to stay"

Reviewed on Aug 22, 2025

Microtel Inn & Suites by Wyndham Marianna
Days Inn by Wyndham Marianna

Days Inn by Wyndham Marianna

2.5 out of 5
2185 Highway 71 South, Marianna, FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $61 total per night from Sep 3 to Sep 4
$61 total
Sep 3 - Sep 4
Total with taxes and fees
6.4/10 (636 reviews)
"Breakfast was good"

Reviewed on Aug 8, 2025

Days Inn by Wyndham Marianna
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.

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Frequently asked questions

How much does a Cypress vacation package cost?
Offering great value package deals from $511 on Expedia, you'll be thrilled with how little a vacation to Cypress costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cypress?
If you're hoping to score a cheap Cypress vacation package, consider visiting in November, December and January. You'll generally find better rates on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Cypress?
Usually, a handful of days is enough to explore the main attractions during your Cypress vacation. But if you want to have time to kick back or go on day trips, think about extending your itinerary.
How to find the best Cypress package deals?
Use Expedia's handy filters to find some of the best Cypress package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Cypress 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 usually best to lock in your vacation package well in advance.
Is it cheaper to book a Cypress vacation as a package?
You can enjoy significant savings on your next Cypress getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cypress?
If you're planning an impromptu Cypress vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Cypress vacation packages?
Your Cypress break should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.