--- title: "Santa Rosa Island Luxury Vacations 2026 | Expedia" description: "Find incredible offers on Santa Rosa Island Luxury Vacations! Plan your next Luxury trip today with Expedia." canonical: "https://www.expedia.com/lp/theme-vacations/luxury-vacations/6341180/Santa-Rosa-Island" language: en-US market: US currency: USD prices_as_of: 2026-11-14T16:08:13Z --- # Santa Rosa Island Luxury Vacations ![A sandy beach path with wooden fences and tall grasses.](https://images.trvl-media.com/place/6341180/6dcf6f87-9561-461f-9e22-530d2348c079.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Luxury vacation packages in Santa Rosa Island Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A balcony with a view of a beach and ocean.](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/4d68c661.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A beach with rows of sun loungers and umbrellas, a clear blue sky, and calm ocean waters.](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/44da13ca.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 28 - Feb 1** ### [Beach Club Resort Residence and Spa + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-28/2027-02-01/?FromAirport=MSP&Destination=PNS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6515462&dealMarker=&paandie=true&cabinClass=e) Villa Primera 4 nights **8.2/10** \- Very good (124 reviews) "Yes it was awesome loved everything abt want to go back" Reviewed November 12, 2026 Roundtrip • Minneapolis (MSP) - Pensacola (PNS) MSP - PNS • 1 stop PNS - MSP • 1 stop [~~$865~~](https://www.expedia.com/) **$675** per traveler found 2 hours ago ## Discover the most popular places to visit in Santa Rosa Island ### Navarre Beach ![A pier extending over the beach at sunset.](https://images.trvl-media.com/place/183109/04f18afe-1c06-477c-b920-84bcd8179ee6.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.6/10 (1,114 reviews) Navarre Beach dazzles with pristine sugar-white sands and emerald waters along Florida's Gulf Coast. Explore the longest fishing pier in Florida or snorkel the Marine Sanctuary's underwater ecosystem. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=183109) ### Pensacola Beach Beaches ![A beach with white sand and tall grasses leading to the ocean.](https://images.trvl-media.com/place/553248635976496866/a255c370-298b-4281-9f40-b321174df16c.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.6/10 (2,160 reviews) Sink your toes into Pensacola Beach's legendary sugar-white sands along emerald Gulf waters. Explore the vibrant beachfront scene or find serenity in the adjacent Gulf Islands National Seashore preserves. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248635976496866) ### Okaloosa Island Beach ![A beach with waves, a pier, and a clear sky.](https://images.trvl-media.com/place/553248635976496855/f6cbb6a4-cebe-4f24-bee2-dc254b687eb1.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.4/10 (240 reviews) Okaloosa Island Beach captivates with powdery white sands and striking emerald waters along Florida's Gulf Coast. Enjoy premium seafood at the Boardwalk restaurants after a day of sunbathing and gentle waves. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248635976496855) ### Fort Pickens ![A large cannon on a circular platform with a brick wall and a bench in the foreground, set against a clear sky and distant buildings.](https://images.trvl-media.com/place/6065979/5cb0a06a-ea6d-46b1-89c5-51f82a04ccc6.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.2/10 (1,165 reviews) This Civil War-era fort showcases 19th-century military engineering through brick corridors and gun batteries. Explore its storied past while enjoying the surrounding Gulf Islands National Seashore. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=6065979) ### Pensacola Beach Boardwalk ![A beach with a pier, a water tower, and beachgoers.](https://images.trvl-media.com/place/3000430900/c013117a-4706-4a0d-956f-419f25d76a81.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 8.8/10 (928 reviews) This Gulf Coast hub combines waterfront dining with boutique shopping along a lively promenade. Enjoy fresh seafood at sunset or catch live music while overlooking Quietwater Beach's calm waters. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=6270751) ### Boardwalk on Okaloosa Island ![A pier with multiple concrete pillars extending into the turquoise ocean.](https://images.trvl-media.com/place/553248621560505609/928ca27f-2e99-4b01-bfc7-5993074c22f4.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.0/10 (1,643 reviews) This beachfront promenade combines Gulf access with upscale dining and shopping options. Enjoy fresh seafood at waterfront restaurants while watching the spectacular Wednesday night summer fireworks display. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248621560505609) ### Pensacola Beach Gulf Pier ![A pier extending into the ocean with waves crashing against it.](https://images.trvl-media.com/place/6065997/89cd64d7-ebfe-4b43-bda7-aad287c39f6b.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 9.0/10 (2,289 reviews) Extending 1,470 feet into the Gulf of Mexico, this pier offers exceptional fishing without a boat. Spot dolphins and rays while enjoying panoramic views of emerald waters and breathtaking sunsets. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=6065997) ### Opal Beach ![A coastal road with a beach and turquoise waters.](https://images.trvl-media.com/place/7369/c205fe4b-fb59-45ef-87ee-aafcced67116.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium) Rating: 8.8/10 (314 reviews) Pristine white sands and crystal-clear waters define this tranquil stretch of Gulf Islands National Seashore. Enjoy the peaceful atmosphere with convenient amenities like picnic shelters and outdoor showers. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&star=50®ionId=553248635983993727) ### What to do in Santa Rosa Island ![Destin Dolphin Watching and Sunset Cruise](https://mediaim.expedia.com/localexpert/51289600/51b782e4-eaaa-460f-ac66-0fae5ffd525e.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Destin Dolphin Watching and Sunset Cruise](https://www.expedia.com/things-to-do/a.a51289600.activity-details?rid=6341180) $27 per adult 96% of travelers recommend ![SeaQuest Daytime Dolphin Cruise in Destin](https://mediaim.expedia.com/localexpert/52272273/503bed10-259f-4f84-8a57-086df2e7f8e3.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [SeaQuest Daytime Dolphin Cruise in Destin](https://www.expedia.com/things-to-do/a.a52272273.activity-details?rid=6341180) $32 per adult 100% of travelers recommend ![Screaming Eagle Speedboat Thrill Ride in Destin](https://mediaim.expedia.com/localexpert/51814299/82189c36-ef6e-477a-8b92-c214a9551fed.jpg?impolicy=resizecrop&rw=1005&rh=565) #### [Screaming Eagle Speedboat Thrill Ride in Destin](https://www.expedia.com/things-to-do/a.a51814299.activity-details?rid=6341180) $45 per adult 0% of travelers recommend [See all activities in Santa Rosa Island](https://www.expedia.com/things-to-do/search?rid=6341180) ## Top Luxury Santa Rosa Island Hotels ### [Beal House Fort Walton Beach, Tapestry Collection by Hilton](https://www.expedia.com/Fort-Walton-Beach-Hotels-Beal-House-Fort-Walton-Beach.h118444.Hotel-Information) ![A beach with a row of blue umbrellas and beach chairs.](https://images.trvl-media.com/lodging/1000000/120000/118500/118444/40c075d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 380 Santa Rosa Blvd, Fort Walton Beach, FL, 32548, US - Location: 7.4 mi from Santa Rosa Island - Star rating: 4/5 - Guest rating: 9/10 (Wonderful, 1002 reviews) - Price: $90 nightly, $101 total, Dec 13 - Dec 14, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels - Review: "The stay was wonderful! Hotel was clean and staff was friendly. Breakfast at the hotel restaurant Remedy was very convenient. One thing I’d recommend is looking at the menu ahead of time if you choose to add breakfast to your package. I have an egg yolk allergy and the menu is limited so I asked for egg whites. They hesitated to even say yes they could do it every morning and up-charged me for it every time. As a former Chef, I didn’t appreciate that! It is not hard to separate an egg. They made... ### [SpringHill Suites by Marriott Navarre Oceanfront](https://www.expedia.com/Pensacola-Hotels-SpringHill-Suites-By-Marriott-Navarre-Beach.h16181532.Hotel-Information) ![A swimming pool with a wavy design, surrounded by lounge chairs and a railing, adjacent to a beach.](https://images.trvl-media.com/lodging/17000000/16190000/16181600/16181532/2c4094d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 8375 Gulf Blvd, Navarre, FL, 32566, US - Location: 8.7 mi from Santa Rosa Island - Star rating: 4/5 - Guest rating: 8.6/10 (Excellent, 1062 reviews) - Price: $131 nightly, $147 total, Nov 29 - Nov 30, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels - Review: Beach view was fantastic! Breakfast was great so many items to choose from. The staff was wonderful and eager to help. 10 out of 10! ### [Wavecrest Lodge](https://www.expedia.com/Pensacola-Hotels-Fairfield-Inn-Suites-Fort-Walton-Beach-West-Destin.h8094830.Hotel-Information) ![A beach with footprints and a clear sky.](https://images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/41ce4dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 540 Santa Rosa Blvd, Fort Walton Beach, FL, 32548, US - Location: 6.7 mi from Santa Rosa Island - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1004 reviews) - Price: $94 nightly, $107 total, Dec 15 - Dec 16, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels ### [Hilton Garden Inn Ft. Walton Beach](https://www.expedia.com/Pensacola-Hotels-Hilton-Garden-Inn-Fort-Walton-Beach.h17495112.Hotel-Information) ![A pool area with lounge chairs and umbrellas, overlooking a beach and ocean.](https://images.trvl-media.com/lodging/18000000/17500000/17495200/17495112/a707b3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1297 Miracle Strip PKWY SE, Fort Walton Beach, FL, 32548, US - Location: 7.8 mi from Santa Rosa Island - Star rating: 3/5 - Guest rating: 8.8/10 (Excellent, 1047 reviews) - Price: $118 nightly, $132 total, Nov 21 - Nov 22, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels - Review: This hotel is. Few years old but immaculate. The staff is on top of their game and amazing. The restaurant was perfect and so good. It is right on the beach and central to everything. 10/10 ### [Holiday Inn Resort Fort Walton Beach by IHG](https://www.expedia.com/Pensacola-Hotels-Holiday-Inn-Resort-Fort-Walton-Beach.h6528819.Hotel-Information) ![A resort pool area with palm trees, a beach view, and a clear blue sky.](https://images.trvl-media.com/lodging/7000000/6530000/6528900/6528819/ec3cc1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1299 Miracle Strip Parkway SE, Fort Walton Beach, FL, 32548, US - Location: 7.9 mi from Santa Rosa Island - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1002 reviews) - Price: $103 nightly, $116 total, Nov 23 - Nov 24, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels - Review: This was a perfect place to stay and you can't beat the price for the view and location. The pool and hot tub were great and the beach access was exactly where you'd want to be. Perfect for a family with kids. ### [Four Points by Sheraton Destin-Fort Walton Beach](https://www.expedia.com/Pensacola-Hotels-Four-Points-By-Sheraton-Destin-Fort-Walton-Beach.h1146.Hotel-Information) ![A hotel room with a large bed, a chair, a table, and a view of the beach and ocean through a sliding glass door.](https://images.trvl-media.com/lodging/1000000/10000/1200/1146/w4000h2663x0y0-04faf5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1325 Miracle Strip Pkwy SE, Fort Walton Beach, FL, 32548, US - Location: 8 mi from Santa Rosa Island - Star rating: 3/5 - Guest rating: 8.6/10 (Excellent, 592 reviews) - Price: $125 nightly, $142 total, Nov 19 - Nov 20, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels - Review: Clean room ,staff super, Beach one of the best, ### [Sundrift Inn](https://www.expedia.com/Pensacola-Hotels-Courtyard-Fort-Walton-Beach-West-Destin.h11547148.Hotel-Information) ![A beach with clear skies, a sandy shore, and a few beach umbrellas.](https://images.trvl-media.com/lodging/12000000/11550000/11547200/11547148/752b5994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 414 Santa Rosa Boulevard, Fort Walton Beach, FL, 32548, US - Location: 7.2 mi from Santa Rosa Island - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 910 reviews) - Price: $104 nightly, $118 total, Nov 24 - Nov 25, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels ### [Hampton Inn Ft. Walton Beach](https://www.expedia.com/Pensacola-Hotels-Hampton-Inn-Ft-Walton-Beach.h479108.Hotel-Information) ![A wooden boardwalk leading to a beach with clear blue water and white sand.](https://images.trvl-media.com/lodging/1000000/480000/479200/479108/2c708377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1112 Santa Rosa Blvd, Fort Walton Beach, FL, 32548, US - Location: 7.7 mi from Santa Rosa Island - Star rating: 2.5/5 - Guest rating: 8.4/10 (Very good, 1000 reviews) - Price: $118 nightly, $134 total, Nov 21 - Nov 22, Total with taxes and fees, for Top Luxury Santa Rosa Island Hotels 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. [See all properties in Santa Rosa Island](https://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=6341180&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## All you need to know about luxury vacations in Santa Rosa Island ### What can I expect from a luxury Santa Rosa Island vacation? Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Santa Rosa Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. ### How can I find all-inclusive luxury vacation packages in Santa Rosa Island? By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. ### Can I book a cheap Santa Rosa Island luxury vacation? Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $675\. Prices and availability are subject to change. Additional terms may apply. ### How can I book a luxury family vacation in Santa Rosa Island? Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. ### Can I book a package in Santa Rosa Island with a luxury vacation home? A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. ### How can I find the best luxury vacation deals in Santa Rosa Island? Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. ### Can I book a luxury holiday in Santa Rosa Island with free cancellation and/or flexible dates? Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. ### Why should I book my luxury trip to Santa Rosa Island with Expedia? A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [Oceanfront Hotels in Panama City Beach](https://www.expedia.com/Panama-City-Beach-Hotels-Oceanfront-Hotels.0-0-d8021-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Panama City Beach Hotels](https://www.expedia.com/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels) - [Fort Walton Beach Hotels](https://www.expedia.com/Fort-Walton-Beach-Hotels.d3732.Travel-Guide-Hotels) - [All-Inclusive Resorts in Destin](https://www.expedia.com/Destin-Hotels-All-Inclusive-Hotel.0-0-d6906-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Condo Rentals in Fort Walton Beach](https://www.expedia.com/Fort-Walton-Beach-Condos.d3732-aaCondos.Travel-Guide-Accommodation) - 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