Mountain Vacations in Santa Rosa Island 2026

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Flight and Mountain 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 $1,079

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pensacola (PNS)

8.2/10 Very good! (3,603 reviews)

The Pensacola Beach Resort

Villa Sabine

CA $1,307

per person

Nov 15 - Nov 21

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Pensacola (PNS)

9.6/10 Exceptional! (3,541 reviews)

Sandestin Golf and Beach Resort

CA $1,138

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Walton Beach (VPS)

7.8/10 Good! (4,205 reviews)

Senddestin resort was big and beautiful you did not have to drive if you didn't want to. They had transportation. Also, you could rent golf cart or bikes to ride.

Reviewed on Sep 28, 2026

Landing Apartments - Northwest Pensacola

Northwest Pensacola

CA $1,128

per person

Nov 15 - Nov 21

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Pensacola (PNS)

9/10 Wonderful! (32 reviews)

Everything was great and as pictured and described.

Reviewed on Sep 28, 2026

The Henderson Beach Resort & Spa

Crystal Beach

CA $1,436

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Walton Beach (VPS)

9.2/10 Wonderful! (1,001 reviews)

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5* Mountain holidays in Santa Rosa Island

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

The Henderson Beach Resort & Spa

Crystal Beach

CA $1,436

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Walton Beach (VPS)

9.2/10 Wonderful! (1,001 reviews)

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4 Night Mountain holidays in Santa Rosa Island

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

Bay Club of Sandestin

CA $994

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Walton Beach (VPS)

9/10 Wonderful! (183 reviews)

We had a good stay overall. The property is on the bay side, so there is no direct beach access, but the free shuttle to the beach across the road was convenient. Driving to the beach is also an option. One thing to note is that a golf cart is not included with the package, so plan accordingly. The property itself is a bit dated, including some of the appliances, but it is very well maintained and comfortable for a short family trip. We enjoyed the pool and the proximity to the beaches and nearby attractions. Overall, it was a pleasant and practical stay for the price.

Reviewed on Sep 12, 2026