Title: Book the Best Hotels with POOL in Santa Rosa Island in 2025 | 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 Hotels with a Pool in Santa Rosa Island, FL ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 Hotels with a Pool Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Santa Rosa Island Hotels with a Pool ![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 (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) ![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) ### The Pensacola Beach Resort Villa Sabine 9.4/10 Exceptional (2547) "One of our favorite places to stay " CA $237 CA $276 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.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) ![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) ![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) ### The Island Resort at Fort Walton Beach Okaloosa Island 8.4/10 Very good (2874) "We always stay at The Island can’t wait to go back " CA $139 CA $206 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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40700/40611/b8fcdc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/50000/40700/40611/5bc2f8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Balcony](https://images.trvl-media.com/lodging/1000000/50000/40700/40611/929ed2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/50000/40700/40611/f656c6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Pensacola Beach by IHG Villa Sabine 9.6/10 Exceptional (1099) "We have stayed here several times and we love it , Breakfast staff is the best !! " CA $194 CA $222 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pensacola-Hotels-Holiday-Inn-Express-Pensacola-Beach.h40611.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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/e32781d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surf & Sand Hotel Pensacola Beach 8.8/10 Excellent (2820) "Great place to stay " [](https://www.expedia.ca/Pensacola-Hotels-Surf-Sand-Hotel.h14499.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/138dd770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/2b97c064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/dabfce38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/25f768aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Fort Walton Beach-West Destin Okaloosa Island 9.2/10 Wonderful (1002) "Good place to stay." CA $135 CA $153 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Pensacola-Hotels-Fairfield-Inn-Suites-Fort-Walton-Beach-West-Destin.h8094830.Hotel-Information) ![One King Bed, Gulf View With Balcony, Non-Smoking | Living area](https://images.trvl-media.com/lodging/1000000/30000/24800/24770/6b25e26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24800/24770/53ede0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/24800/24770/9a74c97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Bed, Accessible, Gulf View With Balcony, Non-Smoking | Living area](https://images.trvl-media.com/lodging/1000000/30000/24800/24770/0561421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Pensacola Beach Plaza Primera 8.4/10 Very good (2190) "Great stay and close to everything!!! " CA $177 CA $201 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pensacola-Hotels-Hampton-Inn-Pensacola-Beach.h24770.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) ![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) ![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) ### Holiday Inn Resort Pensacola Beach by IHG Pensacola Beach 9.0/10 Wonderful (1009) "Great stay!" CA $188 CA $214 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Pensacola-Beach.h537766.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/0e3a2504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds (Penthouse)](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/70af92c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed (Bahama, Partial View)](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/9d521a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds (Gulf View)](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/4d946bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Fort Walton Beach Destin Okaloosa Island 8.0/10 Very good (1985) "Excellent place to stay and look forward to returning!!!" CA $133 CA $150 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pensacola-Hotels-Wyndham-Garden-Fort-Walton-Beach-Destin.h10029.Hotel-Information) ![Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/910000/907700/907688/7f6d9e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/910000/907700/907688/6c6650e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Fusion cuisine](https://images.trvl-media.com/lodging/1000000/910000/907700/907688/adca2b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/910000/907700/907688/3eed9c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Pensacola Beach Pensacola Beach 8.2/10 Very good (1007) "Enjoyed the pool bar." CA $177 CA $201 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pensacola-Hotels-Hilton-Pensacola-Beach.h907688.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/889800/889779/1a87fb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/890000/889800/889779/89504f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/889800/889779/ab6776e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/890000/889800/889779/faf42085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Pensacola Beach Plaza Primera 9.2/10 Wonderful (1004) "Great place to stay!" CA $232 CA $264 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pensacola-Hotels-SpringHill-Suites-Pensacola-Beach.h889779.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=2025-10-23&endDate=2025-10-24®ionId=6341180&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Santa Rosa Island Hotel Reviews ![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 "Great view of gulf and both pools" [](https://expedia.ca/Pensacola-Hotels-Wyndham-Garden-Fort-Walton-Beach-Destin.h10029.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 "We just loved the lazy river/pool area. It was so nice being able to walk straight from the hotel onto the beach. " [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Pensacola-Beach.h537766.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 "We always stay at The Island can’t wait to go back " [](https://expedia.ca/Fort-Walton-Beach-Hotels-The-Island-Resort-At-Fort-Walton-Beach.h8016.Hotel-Information) ![Holiday Inn Resort Fort Walton Beach by IHG](//images.trvl-media.com/lodging/7000000/6530000/6528900/6528819/ec3cc1d0_y.jpg) ### Holiday Inn Resort Fort Walton Beach by IHG 10/10 Excellent "Love this hotel " [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Fort-Walton-Beach.h6528819.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 hotel had great beach views and was clean " [](https://expedia.ca/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.Hotel-Information) ![Surf & Sand Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14499/faab91e9_y.jpg) ### Surf & Sand Hotel 10/10 Excellent "Na" [](https://expedia.ca/Pensacola-Hotels-Surf-Sand-Hotel.h14499.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 "Clean room. " [](https://expedia.ca/Pensacola-Beach-Hotels-Fairfield-Inn-Suites-By-Marriott-Pensacola-Beach.h3814.Hotel-Information) ![Hampton Inn Pensacola Beach](//images.trvl-media.com/lodging/1000000/30000/24800/24770/e16914ac_y.jpg) ### Hampton Inn Pensacola Beach 10/10 Excellent "Beautiful room, the hotel was clean, staff was friendly. " [](https://expedia.ca/Pensacola-Hotels-Hampton-Inn-Pensacola-Beach.h24770.Hotel-Information) ![Fairfield Inn & Suites Fort Walton Beach-West Destin](//images.trvl-media.com/lodging/9000000/8100000/8094900/8094830/138dd770_y.jpg) ### Fairfield Inn & Suites Fort Walton Beach-West Destin 10/10 Excellent "Beach view" [](https://expedia.ca/Pensacola-Hotels-Fairfield-Inn-Suites-Fort-Walton-Beach-West-Destin.h8094830.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Mary Esther](https://www.expedia.ca/3Star-Mary-Esther-Hotels.s30-0-d130507.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Cinco Bayou](https://www.expedia.ca/Cinco-Bayou-Cabins.d553248634998723477-aaCabins.Travel-Guide-Accommodation) - [Cinco Bayou Hotels](https://www.expedia.ca/Cinco-Bayou-Hotels.d553248634998723477.Travel-Guide-Hotels) - [Hotels & Resorts for Couples in Destin](https://www.expedia.ca/Destin-Hotels-Couples-Resorts-Hotels.0-0-d6906-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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