
Santa Rosa Island Adventure Vacations
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Flight and Adventure 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
Price was CA $1,792, price is now CA $1,329 per person
CA $1,329
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
Spacious, clean room. Good location and beautiful beach!
Reviewed on Feb 25, 2026

Beach Club Resort Residence and Spa
Villa Primera
Price was CA $2,674, price is now CA $2,087 per person
CA $2,087
per person
Apr 8 - Apr 15
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Pensacola (PNS)
8.2/10 Very Good! (118 reviews)
Amazing location, beautiful property and exception amenities. The only thing I’d change is that the bed was listed as being a king, but definitely more like a full.
Reviewed on Jul 18, 2024

Portofino Island Resort
Price was CA $2,813, price is now CA $2,285 per person
CA $2,285
per person
May 2 - May 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.8/10 Excellent! (470 reviews)
The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back.
Reviewed on Jul 29, 2025

The Pensacola Beach Resort
Villa Sabine
Price was CA $2,527, price is now CA $2,207 per person
CA $2,207
per person
May 2 - May 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.4/10 Exceptional! (2,609 reviews)
Helpful, kind staff, clean room, wonderful experience at the windrose restaurant as well
Reviewed on Feb 26, 2026
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View all trips4 Night Adventure holidays in Santa Rosa Island
Price found within the past 48 hours. Click for updated prices.

The Pensacola Beach Resort
Villa Sabine
Price was CA $2,018, price is now CA $1,674 per person
CA $1,674
per person
May 8 - May 11
found 23 hours ago
Roundtrip flight included
Winnipeg (YWG) to Pensacola (PNS)
9.4/10 Exceptional! (2,609 reviews)
Helpful, kind staff, clean room, wonderful experience at the windrose restaurant as well
Reviewed on Feb 26, 2026

Portofino Island Resort
Price was CA $2,254, price is now CA $1,812 per person
CA $1,812
per person
May 8 - May 11
found 23 hours ago
Roundtrip flight included
Winnipeg (YWG) to Pensacola (PNS)
8.8/10 Excellent! (470 reviews)
The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back.
Reviewed on Jul 29, 2025

Emerald Isle
Villa Primera
Price was CA $2,174, price is now CA $1,790 per person
CA $1,790
per person
May 8 - May 11
found 23 hours ago
Roundtrip flight included
Winnipeg (YWG) to Pensacola (PNS)
8.6/10 Excellent! (83 reviews)
The beach view was awesome. Never went in pool. Weather was not great. Cold wet and windy but condo was beautiful and well appointed making staying in doors quite pleasant
Reviewed on Nov 4, 2025
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See all available trips from Columbus to Santa Rosa Island
View all tripsAdventure Hotels in Santa Rosa Island

The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.4/10 Very Good! (2,993 reviews)
Spacious, clean room. Good location and beautiful beach!
Reviewed on Feb 25, 2026

Portofino Island Resort
10 Portofino Drive Pensacola Beach FL
Book a stay at this beach aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our ...
8.8/10 Excellent! (472 reviews)
Clean rooms!
Reviewed on Dec 27, 2025

The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
9.6/10 Exceptional! (2,819 reviews)
Helpful, kind staff, clean room, wonderful experience at the windrose restaurant as well
Reviewed on Feb 26, 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.
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