Title: Santa Rosa Island Cottages | 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) # Search Santa Rosa Island Cottage Rentals - ![](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 prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Santa Rosa Island Cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113870000/113866700/113866673/e25e7095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113870000/113866700/113866673/e01ca65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113870000/113866700/113866673/c63c34bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113870000/113866700/113866673/475ac920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8 Mi to Beach: Home in Mary Esther Mary Esther CA $188 CA $642 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Mary-Esther-Hotels-8-Mi-To-Beach-Home-In-Mary-Esther.h113866673.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112450000/112442000/112441973/3cbd3a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112450000/112442000/112441973/98f85085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112450000/112442000/112441973/273f3c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/113000000/112450000/112442000/112441973/d32a2f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage in fabulous Pensacola just steps from the water with water view Southeast Pensacola 9.4/10 Exceptional (6) "Did not like all the “stepping” up and down.It was a great location for our purposes while visiting there. Thank you for having us as guests." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn C. CA $90 CA $193 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Pensacola-Hotels-Charming-Cottage-In-Fabulous-Pensacola-Just-Steps-From-The-Water-With-Water-View.h112441973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101230000/101220700/101220673/c328225c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101230000/101220700/101220673/3530affb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101230000/101220700/101220673/9a65847f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101230000/101220700/101220673/15683410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District Downtown Pensacola 10/10 Exceptional (32) "Great place in a great neighborhood! We enjoyed our stay here and would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marshall n. CA $98 CA $285 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-Gadsden-Hideaway-Historic-Downtown-Luxury-In-East-Hill-Preservation-District.h101220673.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73490000/73483800/73483774/6dc15ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/74000000/73490000/73483800/73483774/3063d230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73490000/73483800/73483774/21e478ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/74000000/73490000/73483800/73483774/047ead91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach Milton 9.4/10 Exceptional (25) "Had about a week in the property and enjoyed it very much. The horses are a nice touch and relaxing to watch and pet. Place is well decorated and comfortable. Good communication and the caretakers are right next door if you need anything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derrick D. CA $93 CA $277 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Milton-Hotels-ELET-Farm-Cottage.h73483774.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108540000/108530400/108530370/w1212h917x0y3-36ce6733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108540000/108530400/108530370/dcaa5fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108540000/108530400/108530370/6f457ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/109000000/108540000/108530400/108530370/5832b6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage in Pensacola Southeast Pensacola 9.4/10 Exceptional (14) "The hosts were very responsive and helpful. Everything you need. Felt safe and enjoyed it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $119 CA $233 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Pensacola-Hotels-Charming-Cottage-In-Pensacola.h108530370.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110690000/110684600/110684517/f1a8cad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/111000000/110690000/110684600/110684517/c2a3a0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110690000/110684600/110684517/d8b43547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110690000/110684600/110684517/4ecc3e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4. Northeast Pensacola 9.6/10 Exceptional (21) "We needed a place to stop & stay on our way to Disney World. The house was very clean and comfortable. Very cool bar/restaurant steps away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon C. CA $145 CA $291 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-Charming-2-Bedroom-Cottage-With-AC-And-WiFi-In-Pensacola.h110684517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116090000/116086900/116086855/ded8c09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116090000/116086900/116086855/2d42598f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116090000/116086900/116086855/3fa2d915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116090000/116086900/116086855/87b3834c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly Fall Destination Cottage, near NAS and Sander's beach. Pensacola 9.8/10 Exceptional (7) "Our stay was phenomenal! Very clean and the amenities were such a convenience. The hosts are spectacular and fast with communication. 10/10 I would love to stay again when visiting Pensacola. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bridget rothering CA $162 CA $344 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Pensacola-Hotels-Charming.h116086855.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76950000/76943200/76943195/422a8a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/77000000/76950000/76943200/76943195/a55f6184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76950000/76943200/76943195/40ae5340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76950000/76943200/76943195/a63cbfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup! South Pensacola 10/10 Exceptional (71) "We had a short, sweet visit! House was comfortable, quiet neighborhood and had everything we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trish S. CA $180 CA $519 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-New-Downtown-Sophistication-In-A-Park-Setting.h76943195.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73050000/73048200/73048148/19c606a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/74000000/73050000/73048200/73048148/d6661fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73050000/73048200/73048148/w1242h1661x0y276-714ad4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73050000/73048200/73048148/13d65065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly! Gulf Breeze 9.6/10 Exceptional (31) "Will Rent next year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy R. CA $83 CA $278 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Gulf-Breeze-Hotels-4th-Special-3-Nights-499-Clean-And-Very-Comfortable-Private-Pool-Close-To-Beach.h73048148.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95740000/95734400/95734358/52d9b11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95740000/95734400/95734358/608b4ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95740000/95734400/95734358/64e45a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/96000000/95740000/95734400/95734358/43a69e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dutch Getaway New Warrington 9.8/10 Exceptional (50) "We loved the house! All amenities were convenient, and the house was clean and inviting. Would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa B. CA $148 CA $320 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-The-Dutch-Getaway.h95734358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93230000/93225700/93225665/08ae8f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93230000/93225700/93225665/9b1c0b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93230000/93225700/93225665/3f305a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93230000/93225700/93225665/6efa32c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sum Beaches Paradise Cottage 6 Navarre 10/10 Exceptional (9) "Checked in to find a key lime pie waiting for us in the fridge! Cottage was perfect for our needs. Clean and comfortable. Loved having a full size washer and dryer. Easy to keep clean during our stay w dishwasher, broom, mop and vacuum for use. Loved having a porch to store our beach chairs and cooler when we returned from beach. The location is perfect and only a few minutes from beach. Restaurants and stores nearby as well. Thoroughly enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesley A. CA $139 CA $486 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Navarre-Hotels-Pet-Friendly.h93225665.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117940000/117931500/117931425/3a350c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117940000/117931500/117931425/cd206a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/118000000/117940000/117931500/117931425/e8ed9516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117940000/117931500/117931425/1a4e9122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Groovy Cottage in Downtown Pensacola, Pet Friendly South Pensacola 10/10 Exceptional (1) CA $110 CA $265 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Pensacola-Hotels-Groovy-Cottage-In-Downtown-Pensacola.h117931425.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99490000/99487000/99486922/7fd85a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99490000/99487000/99486922/c2585af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/100000000/99490000/99487000/99486922/13156317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99490000/99487000/99486922/8cd55225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute little cottage located 2 blocks from the heart of Downtown Pensacola. Downtown Pensacola 9.0/10 Wonderful (11) "My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline N. CA $95 CA $261 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Pensacola-Hotels-Cute-Little-Cottage-Located-2-Blocks-From-The-Heart-Of-Downtown-Pensacola.h99486922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105955600/105955559/84f0e574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105955600/105955559/eb16a83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/106000000/105960000/105955600/105955559/d59287b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105960000/105955600/105955559/f0254a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express. Elberta 10/10 Exceptional (13) "Easy route to The Wharf, nice and clean place.Beautiful antique furniture and the hosts were very friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah L. CA $183 CA $274 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Elberta-Hotels-Cozy-Cottage-20-Minutes-To-Beaches.h105955559.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473645/2bbfeef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473645/01f1d195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473645/9d7bd21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473645/ac0ee508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blake: Cottage in Historic Downtown Pensacola Seville Historic District 9.4/10 Exceptional (21) "Overall very good. Only issue was need for space heaters because temp was 31 degrees in the mornings. Heaters really dried out the air and hard to keep a consistent temperature inside. Plenty of a/c window units so assume much easier to cool the house when outside temps are 80. Location great. Amenities very good. Cost excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $67 CA $280 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pensacola-Hotels-The-Blake-Cottage-In-Historic-Downtown-Pensacola.h98473645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102470000/102462800/102462778/25b063d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/103000000/102470000/102462800/102462778/w1153h1568x0y0-07c0bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462800/102462778/w1190h896x4y4-94940754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102470000/102462800/102462778/cc0c69ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Getaway | 12 minutes to Beach Southeast Pensacola 9.4/10 Exceptional (8) "The cottage was exactly as advertised. Clean, updated and the bed was one of the most comfortable that we’ve slept on at a STR. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig S. CA $87 CA $329 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Pensacola-Hotels-Charming-Getaway-12-Minutes-To-Beach.h102462778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473642/9588532c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473642/49f99416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473642/6138b62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98480000/98473700/98473642/7f528ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jesse: Cottage in Historic Downtown Pensacola Seville Historic District 9.2/10 Wonderful (24) "Have stayed here for several years and will return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwayne H. CA $80 CA $296 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Pensacola-Hotels-The-Jesse-Cottage-In-Historic-Downtown-Pensacola.h98473642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120130000/120121500/120121470/76f7e172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120130000/120121500/120121470/6dafe524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120130000/120121500/120121470/83aa7a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120130000/120121500/120121470/f63b3864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin. Santa Rosa Beach 10/10 Exceptional (2) "Our stay was wonderful, super clean, close to everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina R. CA $197 CA $601 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Santa-Rosa-Beach-Hotels-Blue-Bay-Cottage-Charming-3-Bedroom-Cottage-In-Fabulous-Santa-Rosa-Beach.h120121470.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100870000/100862600/100862594/w560h683x232y0-07985dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100870000/100862600/100862594/w506h683x259y0-3ed43586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100870000/100862600/100862594/w903h683x60y0-d44e054b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100870000/100862600/100862594/w879h683x73y0-94e29df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown cottage 7 miles from beach Southeast Pensacola 9.6/10 Exceptional (7) "This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Badge L. CA $135 CA $278 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-Downtown-Cottage-7-Mi-From-Beach.h100862594.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119160000/119154400/119154321/w826h599x1y0-161e220c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119160000/119154400/119154321/3dc69aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119160000/119154400/119154321/w826h601x1y0-fd9291f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119160000/119154400/119154321/300bce1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach Pensacola CA $125 CA $248 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pensacola-Hotels-Perdido-Surf-Shack-A-Unique-Tiny-Home-Close-To-NAS.h119154321.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=2025-11-19&endDate=2025-11-20®ionId=6341180&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSanta-Rosa-Island-Cottages.d6341180-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSanta-Rosa-Island-Cottages.d6341180-aaCottages.Travel-Guide-Accommodation) ## Top Santa Rosa Island Hotel Reviews ![Hampton Inn Ft. Walton Beach](//images.trvl-media.com/lodging/1000000/480000/479200/479108/2c708377_y.jpg) ### Hampton Inn Ft. Walton Beach 10/10 Excellent "Great breakfast! " [](https://expedia.ca/Pensacola-Hotels-Hampton-Inn-Ft-Walton-Beach.h479108.Hotel-Information) ![Fairfield Inn & Suites by Marriott Pensacola Beach](//images.trvl-media.com/lodging/1000000/10000/3900/3814/06738b3d_y.jpg) ### Fairfield Inn & Suites by Marriott Pensacola Beach 10/10 Excellent "Beautiful View" [](https://expedia.ca/Pensacola-Beach-Hotels-Fairfield-Inn-Suites-By-Marriott-Pensacola-Beach.h3814.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 "Great" [](https://expedia.ca/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.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 "Ocean view with balcony is a must. " [](https://expedia.ca/Pensacola-Hotels-Wyndham-Garden-Fort-Walton-Beach-Destin.h10029.Hotel-Information) ![Hilton Pensacola Beach](//images.trvl-media.com/lodging/1000000/910000/907700/907688/25623f49_y.jpg) ### Hilton Pensacola Beach 10/10 Excellent "Christine S. At the front desk evening check in , she made our stay extra special " [](https://expedia.ca/Pensacola-Hotels-Hilton-Pensacola-Beach.h907688.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 "Loved everything, just not happy about having to pay for Parking , but I guess a lot of hotels do that now " [](https://expedia.ca/Fort-Walton-Beach-Hotels-The-Island-Resort-At-Fort-Walton-Beach.h8016.Hotel-Information) ![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 "Everyone was helpful and friendly. The breakfast was good and the beach access was wonderful. They had shovels and toys available to use from a donation box. They out door water spout to wash off the sand was very helpful." [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Express-Pensacola-Beach.h40611.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 "Clean room, excellent breakfast, friendly staff. We will definitely stay here again." [](https://expedia.ca/Pensacola-Hotels-Hampton-Inn-Pensacola-Beach.h24770.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 and will stay again in the future" [](https://expedia.ca/Pensacola-Hotels-Holiday-Inn-Resort-Fort-Walton-Beach.h6528819.Hotel-Information) ## Find out more about Santa Rosa Island ## Santa Rosa Island Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### Why book your cottage in Santa Rosa Island with Expedia? > Reserving a cottage in Santa Rosa Island is as simple as deciding on your travel dates and choosing an ideal place for a vacation in nature. From ritzy retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all traveler styles. As for epic deals? We've have them as well! ### How can I find cheap cottages in Santa Rosa Island? > Expedia can help you easily locate cheap cottages in Santa Rosa Island. 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