Santa Rosa Island Mountain Vacations

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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

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

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

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

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

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

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

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

The Island Resort at Fort Walton Beach

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)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

CA $1,094
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
8.2/10 Very good! (65 reviews)
Perfect location great staff and tons around to shop and dine

Reviewed on Jan 15, 2026

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Things to do

SeaQuest Daytime Dolphin Cruise in Destin

SeaQuest Daytime Dolphin Cruise in Destin

CA $38
per adult
100% of travellers recommend
SeaQuest Daytime Dolphin Cruise in Destin
Crab Island Explorer Catamaran Tours to Crab Island

Crab Island Explorer Catamaran Tours to Crab Island

CA $55
per adult
100% of travellers recommend
Crab Island Explorer Catamaran Tours to Crab Island
Destin Dolphin Watching and Sunset Cruise

Destin Dolphin Watching and Sunset Cruise

CA $38
per adult
96% of travellers recommend
Destin Dolphin Watching and Sunset Cruise
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.