Oriole Beach Vacations from $395
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Your Oriole Beach Vacation
Say farewell to the stress of planning and hello to a Oriole Beach vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Downtown Pensacola, which is great for shopping, festivals and bars and pubs. Fill up your itinerary with tours of Tiger Point Golf and Country Club, Shoreline Park and Naval Live Oaks Nature Preserve, some of the things you simply have to see during your trip to Oriole Beach. Your Oriole Beach vacation is a few clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.
The Latest Oriole Beach vacation packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Gulf Shores
$395
per person
Nov 13 - Nov 16
found 6 hours ago
Roundtrip flight included
St. Louis (STL) to Pensacola (PNS)
9.4/10 Exceptional! (18 reviews)
Cancelled my reservation an hour before check in almost 2 weeks after I booked because of a criminal record I do NOT have that ruined my vacation and I’m still waiting on my refund!
Reviewed on Sep 9, 2026
Landing Furnished Apartments - Orange Beach
$670
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
8.6/10 Excellent! (17 reviews)
Overall, everything was very nice, and we enjoyed our stay. However, I do feel the arrival instructions could have been much more detailed. Clearer directions on how to locate the correct building, where to enter, and what to do once we arrived would have made the check-in process much smoother.
My biggest concern was the kitchen sink not draining properly. Considering the amount we paid for our stay, this was definitely disappointing and inconvenient. I contacted maintenance and submitted a service request, but unfortunately, no one came to resolve the issue during our stay. I feel that when guests are paying a premium price, maintenance concerns like this should be addressed in a timely manner.
Aside from those issues, we had a nice stay. With clearer arrival instructions and more prompt attention to maintenance requests, the overall experience would have been much better.
Reviewed on Sep 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Oriole Beach
View all tripsWhat to do in Oriole Beach
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
$39
per adult
98% of travellers recommend
Destin: Buccaneer Pirate Cruise
$60
per adult
94% of travellers recommend
Oriole Beach Hotel Deals
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
$229 nightly
$257 total
Sep 16 - Sep 17
Total with taxes and fees
9.6/10 Exceptional! (3,587 reviews)
"Great hotel, great location, great pool and staff."
Reviewed on Sep 12, 2026
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
$131 nightly
$147 total
Sep 13 - Sep 14
Total with taxes and fees
Paradise inn
21 Via De Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
$130 nightly
$146 total
Sep 16 - Sep 17
Total with taxes and fees
9/10 Wonderful! (280 reviews)
"Wonderful place to stay, could use something to put a suitcase on so it isn't on the floor or back and forth to the bed."
Reviewed on Sep 12, 2026
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 Oriole Beach Vacation Packages
Oriole Beach Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pensacola Intl. Airport (PNS) |
Top Sights | Gulf Breeze Zoo, Tiger Point Golf and Country Club and Naval Live Oaks Nature Preserve |
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Frequently asked questions
How much does an Oriole Beach vacation package cost?
Offering great value package deals from $395 on Expedia, you'll be thrilled with how little a vacation to Oriole Beach costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oriole Beach?
If you'd like to snag a cheap Oriole Beach vacation package, consider visiting in October, November and December. You'll generally find better prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Oriole Beach?
The ideal duration for your Oriole Beach vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to hit all the top sights and explore some hidden gems along the way.
How to find the best Oriole Beach package deals?
Begin your search for an Oriole Beach package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Oriole Beach package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oriole Beach escape off to a flying start.
Is it cheaper to book an Oriole Beach vacation as a package?
You can enjoy significant savings on your next Oriole Beach retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares 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 score a better deal.
When to book a vacation package to Oriole Beach?
If you have your Oriole Beach vacation dates locked in, book early to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Oriole Beach vacation packages?
Your Oriole Beach trip is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no 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.
