Santa Rosa Island Cheap Vacations

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Top Cheap vacation packages in Santa Rosa Island

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

Okaloosa Island
$594
per person
Nov 23 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Pensacola (PNS)
8.2/10 Very Good! (3,603 reviews)
I booked a room at The Island Resort in Fort Walton Beach from Thursday through Sunday for my son’s 8th birthday. We planned to drive overnight and arrive Friday morning, so I paid for Thursday night to have access to our room when we arrived instead of waiting until the 4 p.m. check-in. A week before the trip, I called the hotel to confirm that arriving Friday morning would be okay. I was told there would be no issue. The person I spoke with also told me about the resort wristbands, and we were excited for our stay. When we arrived Friday morning, we were told our room had been given away because we were considered a no-show. I was so upset. I spoke with the assistant manager, who asked who I had talked to on the phone. I usually get a name, but this time I relied on the hotel staff’s assurance. Apparently, there was no note on our reservation about the call. The assistant manager told us to contact Expedia so they could call the hotel and arrange a refund. I appreciated her help with that, but we were now in Fort Walton Beach without a room. Trying to find another hotel at the last minute was overwhelming, especially when this trip was supposed to be a celebration for my son.

Reviewed on Sep 23, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$820
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
9.6/10 Exceptional! (3,541 reviews)
Great place to Relax and Enjoy. Salty Rose is a Hidden Gem for Food and Drinks.

Reviewed on Sep 23, 2026

Portofino Island Resort

Portofino Island Resort

$1,091
per person
Nov 23 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Pensacola (PNS)
8.8/10 Excellent! (497 reviews)
Hilton Pensacola Beach

Hilton Pensacola Beach

$823
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
8.4/10 Very Good! (1,003 reviews)
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island
$626
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Pensacola (PNS)
9/10 Wonderful! (1,000 reviews)
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3 Night Cheap vacations in Santa Rosa Island

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

Okaloosa Island
$640
per person
Oct 23 - Oct 26
found 1 hour ago
Roundtrip non-stop flight included
Columbus (CMH) to Pensacola (PNS)
8.2/10 Very Good! (3,603 reviews)
I booked a room at The Island Resort in Fort Walton Beach from Thursday through Sunday for my son’s 8th birthday. We planned to drive overnight and arrive Friday morning, so I paid for Thursday night to have access to our room when we arrived instead of waiting until the 4 p.m. check-in. A week before the trip, I called the hotel to confirm that arriving Friday morning would be okay. I was told there would be no issue. The person I spoke with also told me about the resort wristbands, and we were excited for our stay. When we arrived Friday morning, we were told our room had been given away because we were considered a no-show. I was so upset. I spoke with the assistant manager, who asked who I had talked to on the phone. I usually get a name, but this time I relied on the hotel staff’s assurance. Apparently, there was no note on our reservation about the call. The assistant manager told us to contact Expedia so they could call the hotel and arrange a refund. I appreciated her help with that, but we were now in Fort Walton Beach without a room. Trying to find another hotel at the last minute was overwhelming, especially when this trip was supposed to be a celebration for my son.

Reviewed on Sep 23, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$820
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Pensacola (PNS)
9.6/10 Exceptional! (3,541 reviews)
Great place to Relax and Enjoy. Salty Rose is a Hidden Gem for Food and Drinks.

Reviewed on Sep 23, 2026

Portofino Island Resort

Portofino Island Resort

$1,091
per person
Nov 23 - Nov 26
found 19 hours ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Pensacola (PNS)
8.8/10 Excellent! (497 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips

4 Night Cheap vacations in Santa Rosa Island

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

Okaloosa Island
$670
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
8.2/10 Very Good! (3,603 reviews)
I booked a room at The Island Resort in Fort Walton Beach from Thursday through Sunday for my son’s 8th birthday. We planned to drive overnight and arrive Friday morning, so I paid for Thursday night to have access to our room when we arrived instead of waiting until the 4 p.m. check-in. A week before the trip, I called the hotel to confirm that arriving Friday morning would be okay. I was told there would be no issue. The person I spoke with also told me about the resort wristbands, and we were excited for our stay. When we arrived Friday morning, we were told our room had been given away because we were considered a no-show. I was so upset. I spoke with the assistant manager, who asked who I had talked to on the phone. I usually get a name, but this time I relied on the hotel staff’s assurance. Apparently, there was no note on our reservation about the call. The assistant manager told us to contact Expedia so they could call the hotel and arrange a refund. I appreciated her help with that, but we were now in Fort Walton Beach without a room. Trying to find another hotel at the last minute was overwhelming, especially when this trip was supposed to be a celebration for my son.

Reviewed on Sep 23, 2026

 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$721
per person
Oct 24 - Oct 28
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
9.6/10 Exceptional! (3,541 reviews)
Great place to Relax and Enjoy. Salty Rose is a Hidden Gem for Food and Drinks.

Reviewed on Sep 23, 2026

Portofino Island Resort

Portofino Island Resort

$1,422
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
8.8/10 Excellent! (497 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips

Find amazing cheap vacations in Santa Rosa Island

How can I find budget-friendly Santa Rosa Island vacation packages on Expedia?

Playing around with the easy-to-use search wizard is one of the best ways to find affordable Santa Rosa Island vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Santa Rosa Island getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible last-minute specials for travel in low season.

How to find cheap last-minute Santa Rosa Island travel deals?

On Expedia's last-minute travel deals page, you'll encounter a plethora of special offers for late vacations to Santa Rosa Island. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Santa Rosa Island vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location.

When is the best time to visit Santa Rosa Island on a budget?

For some of the cheapest vacation packages to Santa Rosa Island from $594, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Santa Rosa Island. Best of all, vacation payment plans mean you can spread the cost of your trip over 3, 6, or 12 months.

Can I cancel my Santa Rosa Island vacation package booking?

Yes, many of Expedia's cheap Santa Rosa Island getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Santa Rosa Island.

Why should I book my Santa Rosa Island vacation with Expedia?

A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Santa Rosa Island vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip.

How to find cheap Santa Rosa Island vacation packages on Expedia?

When searching for budget vacations to Santa Rosa Island, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Santa Rosa Island vacation is by joining One Key. Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join.

Why should I book a package to Santa Rosa Island?

You'll often snag package savings on your Santa Rosa Island vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Santa Rosa Island vacation packages often let you pay a small upfront deposit to confirm.

How to plan a cheap vacation to Santa Rosa Island?

Settling on your dates is usually the first step to planning an affordable Santa Rosa Island getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a last-minute travel deal for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Santa Rosa Island vacation package deals. Hop over to Expedia's vacation planning page for more tips for your dream vacation.

Top Cheap Santa Rosa Island Hotels

Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL
  • 24 min drive from Navarre Beach
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the breakfast and the pool ...
Surf & Sand Hotel
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
  • 24 min drive from Navarre Beach
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (3,689 reviews)
"I booked a room at The Island Resort in Fort Walton Beach from Thursday through Sunday for my son’s 8th birthday. We planned to drive overnight and arrive Friday morning, so I paid for Thursday night to have access to our room when we arrived instead of waiting until the 4 p.m. check-in. A week before ..."

Reviewed on Sep 23, 2026

The Island Resort at Fort Walton Beach
See all 6,255 properties in Santa Rosa Island
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.

Things to do

Destin Dolphin Watching and Sunset Cruise

Destin Dolphin Watching and Sunset Cruise

$27
per adult
96% of travellers recommend
Destin Dolphin Watching and Sunset Cruise
Daytime Dolphin Cruise in Destin

SeaQuest Daytime Dolphin Cruise in Destin

$32
per adult
100% of travellers recommend
SeaQuest Daytime Dolphin Cruise in Destin
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$39
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
See all activities in Santa Rosa Island

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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.