Oriole Beach Vacations from $313

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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.
Sundrift Inn

Sundrift Inn

Okaloosa Island
$313
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Pensacola (PNS)
9/10 Wonderful! (857 reviews)
Wavecrest Lodge

Wavecrest Lodge

Okaloosa Island
Save 100% on your flight
$380
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Pensacola (PNS)
9.2/10 Wonderful! (1,027 reviews)
Hotel Margot

Hotel Margot

Downtown Pensacola
$836
per person
Dec 20 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
9/10 Wonderful! (2 reviews)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Okaloosa Island
$330
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Pensacola (PNS)
8.2/10 Very Good! (3,724 reviews)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

$708
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
2/10 (1 review)
We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.

Reviewed on May 24, 2026

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What to do in Oriole Beach

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

$39
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$60
per adult
94% of travellers recommend
Destin: Buccaneer Pirate Cruise
Pensacola: Blue Angels Practice Cruise with Dolphin Watching

Pensacola: Blue Angels Practice Cruise with Dolphin Watching

$65
per adult
Pensacola: Blue Angels Practice Cruise with Dolphin Watching
See all activities in Oriole Beach

Oriole Beach Hotel Deals

 The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL
$102 nightly
$114 total
Nov 18 - Nov 19
Total with taxes and fees
8.8/10 Excellent! (3,271 reviews)
"Had a good stay."

Reviewed on Oct 19, 2026

Surf & Sand Hotel
Paradise inn

Paradise inn

21 Via De Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
$78 nightly
$87 total
Nov 9 - Nov 10
Total with taxes and fees
Paradise inn
See all 5,121 properties in Oriole Beach
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 $313 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.