Cheap Vacations in Santa Rosa Island 2026

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Flight and Cheap hotel deals in Santa Rosa Island

Price found within the past 48 hours. Click for updated prices.

The Island Resort at Fort Walton Beach

Okaloosa Island

CA $1,209

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

8.2/10 Very good! (3,449 reviews)

The Pensacola Beach Resort

Villa Sabine

CA $1,642

per person

Sep 13 - Sep 18

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Pensacola (PNS)

9.6/10 Exceptional! (3,446 reviews)

Hilton Pensacola Beach

CA $1,768

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

8.2/10 Very good! (1,008 reviews)

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island

CA $1,233

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

9/10 Wonderful! (1,007 reviews)

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3 Night Cheap holidays in Santa Rosa Island

Price found within the past 48 hours. Click for updated prices.

The Island Resort at Fort Walton Beach

Okaloosa Island

CA $1,209

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

8.2/10 Very good! (3,449 reviews)

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island

CA $1,233

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

9/10 Wonderful! (1,007 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Santa Rosa Island

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4 Night Cheap holidays in Santa Rosa Island

Price found within the past 48 hours. Click for updated prices.

The Island Resort at Fort Walton Beach

Okaloosa Island

CA $920

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Pensacola (PNS)

8.2/10 Very good! (3,449 reviews)

The Pensacola Beach Resort

Villa Sabine

CA $1,648

per person

Sep 14 - Sep 18

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Pensacola (PNS)

9.6/10 Exceptional! (3,446 reviews)

Surf & Sand Hotel

CA $1,484

per person

Sep 14 - Sep 18

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Pensacola (PNS)

8.8/10 Excellent! (3,241 reviews)

Customer service was excellent

Reviewed on Aug 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Santa Rosa Island

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Cheap Hotels in Santa Rosa Island

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 ...

8.8/10 Excellent! (3,260 reviews)

"Customer service was excellent"

Reviewed on Aug 8, 2026

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 ...

See all 6,237 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.