Title: Book the Best Santa Rosa Island LUXURY Hotels - Upscale Hotels in Santa Rosa Island, FL | Expedia.ca [Santa Rosa Island Travel Guide](https://expedia.ca/Santa-Rosa-Island.dx6341180)[Hotels in Santa Rosa Island](https://expedia.ca/Santa-Rosa-Island-Hotels.d6341180.Travel-Guide-Hotels)[Vacation Rentals in Santa Rosa Island](https://expedia.ca/Santa-Rosa-Island-Vacation-Rentals.d6341180.Travel-Guide-VacationRentals)[Flights to Santa Rosa Island](https://expedia.ca/Cheap-Flights-To-Santa-Rosa-Island.d6341180.Travel-Guide-Flights)[Things to do in Santa Rosa Island](https://expedia.ca/Things-To-Do-In-Santa-Rosa-Island.d6341180.Travel-Guide-Activities)[Santa Rosa Island Car Rentals](https://expedia.ca/Car-Rentals-In-Santa-Rosa-Island.d6341180.Car-Rental-Guide)[Santa Rosa Island Vacation Packages](https://expedia.ca/Santa-Rosa-Island.d6341180.Destination-Travel-Guides) ![Okaloosa Island featuring general coastal views and views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/107000/107604-Okaloosa-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Santa Rosa Island, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Santa Rosa Island Luxury Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Santa Rosa Island Luxury Hotels ![Condo, 3 Bedrooms (Gulf Front, Beach Chairs Included) | Balcony](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/20f55a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms (Gulf Front, Beach Chairs Included) | Dining room](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/61d92754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Beach View, Beachfront (Beach Chairs Included) | Living area](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/91a2f0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/8cc3e95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Club Resort Residence and Spa Villa Primera 8.2/10 Very good (118) "Very well cleaned a very nice location within walking distance to many things. " [](https://www.expedia.ca/Pensacola-Hotels-Beach-Club-Resort-Residence-And-Spa.h6515462.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674671/e9811354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674671/95f70eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674671/16baefd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674671/29b59bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Coast Inn And Suites Fort Walton Beach 7.4/10 Good (1000) "No working phone in room. Didn't feel entirely safe. Staff very accommodating." [](https://www.expedia.ca/Pensacola-Hotels-Emerald-Coast-Inn-And-Suites.h1674671.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3900/3814/06738b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, beach bar](https://images.trvl-media.com/lodging/1000000/10000/3900/3814/066b56a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, beach towels, beach bar](https://images.trvl-media.com/lodging/1000000/10000/3900/3814/7a44bdd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3900/3814/a0888547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Pensacola Beach Pensacola Beach 9.4/10 Exceptional (1034) "Really nice hotel." CA $244 CA $277 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pensacola-Beach-Hotels-Fairfield-Inn-Suites-By-Marriott-Pensacola-Beach.h3814.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/26e1e8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch served](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/e79bd670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, swim-up bar, poolside bar, beach bar](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/18b77545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Island Resort at Fort Walton Beach Fort Walton Beach 8.4/10 Very good (2913) "Clean room and great location to beach and restaurants " CA $141 CA $208 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-The-Island-Resort-At-Fort-Walton-Beach.h8016.Hotel-Information) ![Indoor pool, 8 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Bedrooms 2.5 Bath Condo, Waterview](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/3f663a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/00fd7a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Bedrooms 2.5 Bath Condo, Waterview | Living area](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/08435674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portofino Island Resort Pensacola Beach 8.8/10 Excellent (468) "Beautiful view " [](https://www.expedia.ca/Pensacola-Hotels-Portofino-Island-Resort.h910026.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/faab91e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/33a4547c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/20c002a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/037b3e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surf & Sand Hotel Pensacola Beach 8.8/10 Excellent (2816) "Great place to stay " CA $117 CA $134 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Pensacola-Hotels-Surf-Sand-Hotel.h14499.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/120000/118500/118444/735345df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Gulf Front Balcony) | Living area](https://images.trvl-media.com/lodging/1000000/120000/118500/118444/d0755a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/118500/118444/705e90c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/120000/118500/118444/2e7b680c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beal House Fort Walton Beach, Tapestry Collection by Hilton Fort Walton Beach 8.8/10 Excellent (1002) "We had a great time staying at Beal House!" CA $201 CA $227 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-Beal-House-Fort-Walton-Beach.h118444.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/3512c628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Balcony (Bay Front)](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/c2ca33b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Balcony (Gulf Front)](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/9b32fa6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed, Balcony (Bay Front)](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/447a0d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pensacola Beach Resort Villa Sabine 9.4/10 Exceptional (2562) "One of our favorite places to stay " CA $237 CA $270 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/540000/537800/537766/214fc1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/540000/537800/537766/3faddd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/540000/537800/537766/ed782139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/540000/537800/537766/752d00f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Pensacola Beach by IHG Pensacola Beach 9.0/10 Wonderful (1022) "Great stay!" CA $223 CA $257 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Pensacola-Beach.h537766.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7450000/7441700/7441682/b5866799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7450000/7441700/7441682/3a64954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![(Butterfly Goddess) Docked Houseboat | Private kitchen](https://images.trvl-media.com/lodging/8000000/7450000/7441700/7441682/c42d5264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/8000000/7450000/7441700/7441682/10e7ecae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Houseboat Fort Walton Beach 8.4/10 Very good (243) "We had a great time and enjoyed staying on the houseboat! " [](https://www.expedia.ca/Pensacola-Hotels-Island-Houseboat.h7441682.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14®ionId=6341180&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Santa Rosa Island Hotel Reviews ![Holiday Inn Express Pensacola Beach by IHG](//images.trvl-media.com/lodging/1000000/50000/40700/40611/929ed2b0_y.jpg) ### Holiday Inn Express Pensacola Beach by IHG 10/10 Excellent "Great overall" [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Express-Pensacola-Beach.h40611.Hotel-Information) ![Hilton Pensacola Beach](//images.trvl-media.com/lodging/1000000/910000/907700/907688/25623f49_y.jpg) ### Hilton Pensacola Beach 10/10 Excellent "Beach view was excellent!" [](https://expedia.ca/Pensacola-Hotels-Hilton-Pensacola-Beach.h907688.Hotel-Information) ![Surf & Sand Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14499/faab91e9_y.jpg) ### Surf & Sand Hotel 10/10 Excellent "We needed a place to stay for one night in Pensacola. We chose this hotel and were not disappointed! We walked across the street to the beach and pier in the morning which was amazing! They have a nice pool and fire pit area at the hotel! Our room was clean and the ac worked very well! We enjoyed our stay and would stay again if we are ever back in Pensacola." [](https://expedia.ca/Pensacola-Hotels-Surf-Sand-Hotel.h14499.Hotel-Information) ![Holiday Inn Resort Pensacola Beach by IHG](//images.trvl-media.com/lodging/1000000/540000/537800/537766/214fc1d2_y.jpg) ### Holiday Inn Resort Pensacola Beach by IHG 10/10 Excellent "This hotel is great! Can't wait to go back " [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Pensacola-Beach.h537766.Hotel-Information) ![ The Pensacola Beach Resort](//images.trvl-media.com/lodging/1000000/20000/16600/16596/3512c628_y.jpg) ### The Pensacola Beach Resort 10/10 Excellent "The bed was firm but comfortable. Spacious. Quiet. Everything you’d want for a quick getaway. " [](https://expedia.ca/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.Hotel-Information) ![The Island Resort at Fort Walton Beach](//images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg) ### The Island Resort at Fort Walton Beach 10/10 Excellent "Nice place, clean and a great swim up bar " [](https://expedia.ca/Fort-Walton-Beach-Hotels-The-Island-Resort-At-Fort-Walton-Beach.h8016.Hotel-Information) ![Wyndham Garden Fort Walton Beach Destin](//images.trvl-media.com/lodging/1000000/20000/10100/10029/46cb556a_y.jpg) ### Wyndham Garden Fort Walton Beach Destin 10/10 Excellent "We were very impressed with everything the facility had to offer and the staff was very nice and professional. Our room was AWESOME and housekeeping was extra sweet! We will definite be back! Great location to the beach and very nice swimming pools that were spotless :)" [](https://expedia.ca/Pensacola-Hotels-Wyndham-Garden-Fort-Walton-Beach-Destin.h10029.Hotel-Information) ![Four Points by Sheraton Destin-Fort Walton Beach](//images.trvl-media.com/lodging/1000000/10000/1200/1146/w4000h2663x0y0-53a8829a_y.jpg) ### Four Points by Sheraton Destin-Fort Walton Beach 10/10 Excellent "we love going down there every year" [](https://expedia.ca/Pensacola-Hotels-Four-Points-By-Sheraton-Destin-Fort-Walton-Beach.h1146.Hotel-Information) ![Fairfield Inn & Suites by Marriott Pensacola Beach](//images.trvl-media.com/lodging/1000000/10000/3900/3814/w4000h2663x0y0-d9b49ba3_y.jpg) ### Fairfield Inn & Suites by Marriott Pensacola Beach 10/10 Excellent "Beautiful views. Helpful, friendly staff. Wonderful place to stay!" 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