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 # Find Historic Hotels in Captiva Island, FL from CA $256 - ![](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 [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635083900531&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Captiva Island 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) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71608400/71608332/11ea3432.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) ![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 7.8/10 Good (12) "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 $275 CA $706 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/2c626382.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 8.0/10 Very good (10) "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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $316 CA $804 total includes taxes & fees Dec 11 - Dec 12 [](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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan CA $415 CA $927 total includes taxes & fees Dec 9 - Dec 10 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727162/f58f4464.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) ### Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4 Captiva 8.6/10 Excellent (9) "Great spot. Amazing location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon C. CA $413 CA $887 total includes taxes & fees Dec 9 - Dec 10 [](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) ![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) ![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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $415 CA $927 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565900/33565827/53827245.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) ![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 (49) "The atmosphere and art very local" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $205 CA $256 total includes taxes & fees Dec 9 - Dec 10 [](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) ![Beach nearby](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/faf5f5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37780000/37773600/37773558/b418b448.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) ### Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants! East End 9.6/10 Exceptional (46) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $220 CA $459 total includes taxes & fees Dec 15 - Dec 16 [](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) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.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) ![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron R. CA $263 CA $541 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32650000/32643000/32642938/633f7eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32650000/32643000/32642938/ab2d7dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32650000/32643000/32642938/ec4532b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32643000/32642938/9f86fa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach. Mid Island 10/10 Exceptional (101) "Was a great family vacation! Short walk to the beach and had all the chairs and cart available to use, pool was awesome for the kids!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chase H. CA $344 CA $763 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Gorgeous-Blue-Lagoon-An-Oasis-Just-2-Min-Walk-From-The-Beach.h32642938.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/42000000/41830000/41825600/41825542/a89df415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 (29) "It was a great place. Wish we had had more time there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred M. CA $345 CA $687 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-720-Ft-To-Beach.h41825542.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=2025-12-22&endDate=2025-12-23®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 "The staff was very corteous. The amenities were closeby and exactly what was needed for our stay. The restaurants served good food and delicious drinks." [](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 "The beach villa we rented was very clean and had a beautiful view. The lounge chairs, umbrellas and towels that were provided was a great feature." 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