Title: Book the Best HISTORIC Hotels in Captiva Island in 2026 | Expedia.ca [Captiva Island Travel Guide](https://expedia.ca/Captiva-Island.dx553248635083900531)[Hotels in Captiva Island](https://expedia.ca/Captiva-Island-Hotels.d553248635083900531.Travel-Guide-Hotels)[Vacation Rentals in Captiva Island](https://expedia.ca/Captiva-Island-Vacation-Rentals.d553248635083900531.Travel-Guide-VacationRentals)[Flights to Captiva Island](https://expedia.ca/Cheap-Flights-To-Captiva-Island.d553248635083900531.Travel-Guide-Flights)[Things to do in Captiva Island](https://expedia.ca/Things-To-Do-In-Captiva-Island.d553248635083900531.Travel-Guide-Activities)[Captiva Island Car Rentals](https://expedia.ca/Car-Rentals-In-Captiva-Island.d553248635083900531.Car-Rental-Guide)[Captiva Island Vacation Packages](https://expedia.ca/Captiva-Island.d553248635083900531.Destination-Travel-Guides) ![Sunset on Captiva Island, Florida #nature #beach #lifeatexpedia](https://images.trvl-media.com/place/86452/8d6f8b6b-1456-4929-a659-ac76eebbdb12.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ryan Mattix ![](https://images.trvl-media.com/place/86452/8d6f8b6b-1456-4929-a659-ac76eebbdb12.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Captiva Island Historic Hotels Tonight [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Captiva Island historic hotels ![On the beach](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/5b0ee898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e3f65523.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/72000000/71610000/71608400/71608332/dfd5ec9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/11ea3432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1 [](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information) Captiva 8.0/10 Very good (13 reviews) "Loved being right on the beach! Such a great little place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryant CA $374 CA $836 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Captiva-Hotels-Gulf-Views-No-Stairs-Directly-On-The-Beach-Jensens-On-The-Gulf-Cozy-Suite-1.h71608332.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/2d7baddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/ea0f5f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/7bf3e0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/e0fc1fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) Captiva 9.6/10 Exceptional (8 reviews) "Very nice stay. Loved the easy access to the beach and our unit was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan CA $726 CA $1,342 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/w3199h2135x1y0-8acd0253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/519049d9.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/72000000/71730000/71727200/71727162/c375cd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/50ef3053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4 [](https://www.expedia.ca/Captiva-Hotels-Sweeping-Gulf-Front-Views-In-The-Honeymoon-Suite.h71727162.Hotel-Information) Captiva 8.6/10 Excellent (9 reviews) "Great spot. Amazing location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon C. CA $544 CA $1,059 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Captiva-Hotels-Sweeping-Gulf-Front-Views-In-The-Honeymoon-Suite.h71727162.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/053b214c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/715aa257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/1d28d7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/57d430db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7 [](https://www.expedia.ca/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information) Captiva 8.0/10 Very good (10 reviews) "Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas H. CA $406 CA $918 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/b06fb908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/9f9bba0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/d9b09374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/w1218h820x12y0-f2c488e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3 [](https://www.expedia.ca/Captiva-Hotels-Sweeping-Gulf-Front-Views-Steps-To-The-Sand.h71645981.Hotel-Information) Captiva 8.4/10 Very good (5 reviews) "The perfect beach getaway for our family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $816 CA $1,458 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Captiva-Hotels-Sweeping-Gulf-Front-Views-Steps-To-The-Sand.h71645981.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/ffe22745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/34f8f1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/53827245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/46fe9de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage! [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) Matlacha 9.4/10 Exceptional (52 reviews) "The atmosphere and art very local" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $214 CA $270 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/25aec540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/186d8b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!! The “WATERSIDE” COTTAGE\~With dockage [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) Bokeelia 10/10 Exceptional (42 reviews) "My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron R. CA $275 CA $560 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/60f75399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/b8015c4d.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/38000000/37780000/37773600/37773558/1b9fcdf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/5e89da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants! [](https://www.expedia.ca/Sanibel-Hotels-Newly-Remodeled-Parrot-Nest-Toucan-Cottage-Walk-To-Beach.h37773558.Hotel-Information) East End 9.6/10 Exceptional (47 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $340 CA $617 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Sanibel-Hotels-Newly-Remodeled-Parrot-Nest-Toucan-Cottage-Walk-To-Beach.h37773558.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74130000/74124100/74124095/aabb25db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74130000/74124100/74124095/e06d4932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/75000000/74130000/74124100/74124095/w2044h1361x0y0-dad87139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/75000000/74130000/74124100/74124095/93e2d798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WINTER SALE - 1 BLOCK FROM THE BEACH - SLEEPS 8 - FREE WINE! [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-SUMMER-SALE-1-BLOCK-FROM-THE-BEACH-SLEEPS-8-FREE-WINE.h74124095.Hotel-Information) Mid Island 8.8/10 Excellent (25 reviews) "Very cute beachy themed accommodations, in a quiet neighborhood, steps to the beach with easy beach access! My family and I have been staying on Fort Myers Beach for the past 15 years, and I think we found our forever rental! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dena O. CA $347 CA $736 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-SUMMER-SALE-1-BLOCK-FROM-THE-BEACH-SLEEPS-8-FREE-WINE.h74124095.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/61000000/60040000/60035000/60034973/c2572bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60040000/60035000/60034973/0aff22a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/61000000/60040000/60035000/60034973/77cd9e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/61000000/60040000/60035000/60034973/4dba4f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Owners Featured on HGTV- Private Terrace - Private Beach Path - Mid Island Luxry [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Ready-Post-Storms-Owners-Featured-On-HGTV-Private-Terrace.h60034973.Hotel-Information) Mid Island 10/10 Exceptional (22 reviews) "Very nice stay in a clean and quiet unit with a " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron T. CA $474 CA $895 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Ready-Post-Storms-Owners-Featured-On-HGTV-Private-Terrace.h60034973.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=2026-02-11&endDate=2026-02-12®ionId=553248635083900531&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Captiva Island Hotel Reviews ![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg) ### Tween Waters Island Resort & Spa 10/10 Excellent "Everthing was perfect! I would definetly stay again. " [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk." 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