Title: Book the Best HISTORIC Hotels in Captiva in 2025 | Expedia.ca [Captiva Travel Guide](https://expedia.ca/Captiva.dx86452)[Hotels in Captiva](https://expedia.ca/Captiva-Hotels.d86452.Travel-Guide-Hotels)[Vacation Rentals in Captiva](https://expedia.ca/Captiva-Vacation-Rentals.d86452.Travel-Guide-VacationRentals)[Captiva Car Rentals](https://expedia.ca/Car-Rentals-In-Captiva.d86452.Car-Rental-Guide)[Captiva Vacation Packages](https://expedia.ca/Captiva.d86452.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495916-captiva.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Captiva, FL from CA $260 ![](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 Historic Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Captiva Historic Hotels ![On the beach](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/c38f9706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/1e95e5b9.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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/e698526f.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 Captiva 7.6/10 Good (11) "Loved being right on the beach! Such a great little place!" CA $279 CA $707 total includes taxes & fees Oct 14 - Oct 15 [](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/72000000/71730000/71727200/71727170/1bc00bba.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) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/caf1a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/e83cf35d.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 Captiva 7.8/10 Good (9) "We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! " CA $321 CA $811 total includes taxes & fees Oct 14 - Oct 15 [](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/72000000/71730000/71727200/71727168/4444f205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/76301a60.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) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/0d9ba7be.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 Captiva 9.6/10 Exceptional (8) "Very nice stay. Loved the easy access to the beach and our unit was great." CA $420 CA $936 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/5a219c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/87baa5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/d12fa373.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/72000000/71730000/71727200/71727162/1e03dbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4 Captiva 8.6/10 Excellent (9) "Great spot. Amazing location" CA $419 CA $894 total includes taxes & fees Oct 14 - Oct 15 [](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/72000000/71650000/71646000/71645981/6508bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/6048a70b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/5382aa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71646000/71645981/21160ec8.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 Captiva 10/10 Exceptional (3) "The perfect beach getaway for our family" CA $531 CA $1,079 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Captiva-Hotels-Sweeping-Gulf-Front-Views-Steps-To-The-Sand.h71645981.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/34f8f1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/298fb138.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! Matlacha 9.4/10 Exceptional (48) "The atmosphere and art very local" CA $208 CA $260 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Matlacha-Hotels-Pet-Friendly-Family-Friendly-Waterfront-Vacation-Rental-Free-Boat-Dockage.h33565827.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/d1c97ffa.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) ![Interior](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/b8015c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/faf5f5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants! East End 9.6/10 Exceptional (46) "Great place " CA $223 CA $462 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sanibel-Hotels-Newly-Remodeled-Parrot-Nest-Toucan-Cottage-Walk-To-Beach.h37773558.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/w1242h995x0y223-01d8ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/d511210f.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/29000000/28880000/28879600/28879579/663202bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!! The “WATERSIDE” COTTAGE~With dockage Bokeelia 10/10 Exceptional (41) "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. " CA $266 CA $548 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/41a38c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/0882e166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/71b43ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/65457068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6. Fort Myers Beach 9.6/10 Exceptional (27) "It was a great place. Wish we had had more time there!" CA $335 CA $679 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-720-Ft-To-Beach.h41825542.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23620000/23612100/23612011/w1293h1002x3y6-18c3366a.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/24000000/23620000/23612100/23612011/7670100d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/24000000/23620000/23612100/23612011/2614e121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23620000/23612100/23612011/d8d0223c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 120 steps to beach! Safely on the beach side of the road! Englewood 9.8/10 Exceptional (186) "We wanted a local getaway and this home has an excellent location, was clean, and the owners were lovely. Highly recommend to any Floridians wanting to "escape" to the beach for a few days! " CA $448 CA $831 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Englewood-Hotels-120-Steps-To-Beach-Safely-On-The-Beach-Side-Of-The-Road.h23612011.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=2025-10-27&endDate=2025-10-28®ionId=86452&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Captiva Hotel Reviews ![South Seas Resort](//images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "The room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was such a memorable experience. Overall, it was an amazing trip for both kids and adults. Thank you!" [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![Tween Waters Island Resort & Spa](//images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg) ### Tween Waters Island Resort & Spa 10/10 Excellent "Stunning Beach View great Staff " [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Captiva? > The historical sites in Captiva are probably at the top of your sightseeing list. While you're here, you can visit the marina and beaches. ### What's the best hotel in Captiva to learn about local history? > Based on our travel expertise, [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) is a top resort on Expedia for those interested in history, and it features onsite laundry facilities and free WiFi. Captiva Chapel By the Sea is a short walk away. A couple of other options close to historic sites include [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) and [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). ### How many historical hotels are there in Captiva? > In Captiva, you'll find 917 hotels and other lodging options bookable on Expedia, including 3 designated as historic hotels or close to historic sites. ### What are the must-see historical places and other sights to visit in Captiva? > Captiva is notable for landmarks like Captiva Chapel By the Sea. Cultural venues include Barbara Sumwalt Useppa Island Historical Museum and Barbara Sumwalt Museum. Additionally, you'll find Key West Express in the area. ### What is a historic hotel like in Captiva? > Guests who choose historic hotels have a chance to stay in a place that's been officially recognized with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces or even pubs or old police stations. These types of hotels in Captiva typically preserve original qualities like traditional architecture and period features in their communal spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > These terms are similar. The term "historic hotel" is more common in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the architecture and building. Mainly a heritage hotel draws meaning from the cultural value that the place has and how it influenced the community. ### Do historic hotels in Captiva have modern facilities? > Yes. Every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Guests should expect the popular amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. In Captiva, booking a historic hotel doesn't mean you will stay in a place that's uncomfortable for guests or rundown. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cabin Rentals in Captiva Island](https://www.expedia.ca/Captiva-Island-Cabins.d553248635083900531-aaCabins.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Captiva Island](https://www.expedia.ca/Captiva-Island-Hotels-All-Inclusive-Hotel.0-0-d553248635083900531-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Captiva Island](https://www.expedia.ca/Captiva-Island-Hotels-Beach-Hotel.0-0-d553248635083900531-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Captiva Island](https://www.expedia.ca/Captiva-Island-Hotels-Boutique-Hotel.0-0-d553248635083900531-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Captiva Island](https://www.expedia.ca/Captiva-Island-Hotels-Business-Hotel.0-0-d553248635083900531-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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