Oriole Beach Vacations from $604

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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.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $794, price is now $604 per person
$604
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
8.4/10 Very Good! (2,771 reviews)
Have been staying here for a few years now and we love it. Very family friendly and safe

Reviewed on Aug 28, 2025

LUXURY Penthouse Style Condo 2

LUXURY Penthouse Style Condo 2

4 out of 5
Save 100% on your flight
Price was $2,344, price is now $1,645 per person
$1,645
per person
Nov 3 - Nov 7
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
8/10 Very Good! (2 reviews)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,867, price is now $1,355 per person
$1,355
per person
Nov 18 - Nov 22
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
9.4/10 Exceptional! (17 reviews)
Clean, quiet and absolutely beautiful inside and out! Staff was super friendly! Would definitely stay there again!

Reviewed on Mar 11, 2025

The Original Romar House B&B Inn

The Original Romar House B&B Inn

4 out of 5
Price was $843, price is now $648 per person
$648
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
9.8/10 Exceptional! (17 reviews)
Your host is Lillia and she is just a gem of a person and makes sure your stay is top notch

Reviewed on Aug 17, 2025

Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Price was $913, price is now $706 per person
$706
per person
Nov 18 - Nov 22
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
8.6/10 Excellent! (78 reviews)
We enjoyed our stay here so much we booked a condo again for next summer.

Reviewed on Aug 8, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Oriole Beach

A few gators at the Gulf Breeze Zoo.

Gulf Breeze Zoo

Meet the animals who call Gulf Breeze Zoo home during your travels in Gulf Breeze. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Gulf Breeze Zoo
sunrise on the beach in Alabama. #trovember

Naval Live Oaks Nature Preserve

Explore the great outdoors at Naval Live Oaks Nature Preserve, a lovely green space in Gulf Breeze. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

Naval Live Oaks Nature Preserve

Gulf Breeze Shopping Center

You can search for that perfect souvenir at Gulf Breeze Shopping Center during your visit to Gulf Breeze. Stroll along the seaside or experience the great live music in this family-friendly area.

Gulf Breeze Shopping Center

What to do in Oriole Beach

Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

$45
per adult
100% of travellers recommend
Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
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
See all activities in Oriole Beach

Oriole Beach Hotel Deals

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $130 total per night from Sep 7 to Sep 8
$130 total
Sep 7 - Sep 8
Total with taxes and fees
Surf & Sand Hotel
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $238 total per night from Sep 28 to Sep 29
$238 total
Sep 28 - Sep 29
Total with taxes and fees
9.4/10 Exceptional! (2,447 reviews)
Awesome!!
"Amazing! Everything was so clean!!"

Reviewed on Aug 24, 2025

The Pensacola Beach Resort
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2.5 out of 5
2 Via De Luna Drive, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $154 total per night from Sep 4 to Sep 5
$154 total
Sep 4 - Sep 5
Total with taxes and fees
8.2/10 Very Good! (2,120 reviews)
"Everything's really great except that the pool area is pretty dated...looks like a road side motel from around 1984"

Reviewed on Aug 23, 2025

Hampton Inn Pensacola Beach
See all 4,969 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.

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Frequently asked questions

How much does an Oriole Beach vacation package cost?
Offering great value package deals from $604 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.