Title: Book the Best Hotels with POOL 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 Hotels with a Pool in Captiva, FL from CA $316 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Hotels with a Pool Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=86452&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=86452&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=86452&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Captiva Hotels with a Pool ![Property grounds](https://images.trvl-media.com/lodging/71000000/70140000/70130900/70130892/b2975801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/71000000/70140000/70130900/70130892/90-16e43d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70140000/70130900/70130892/a4581cf5.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/71000000/70140000/70130900/70130892/84707b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL North Captiva 9.8/10 Exceptional (30) "Very relaxing and laid back." CA $117 CA $1,322 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Fort-Myers-Hotels-Farmhouse-Steps-From-Gulf-Beaches-Golf-Cart-Pools-Hot-Tub-Kayak-Bikes-Tennis.h70130892.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/70000000/69630000/69628000/69627959/e9d3b720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/70000000/69630000/69628000/69627959/af4602a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69630000/69628000/69627959/a6b9bc24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/70000000/69630000/69628000/69627959/w1529h1021x1y0-077c607f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated South Seas Villa with Pool Captiva 9.0/10 Wonderful (9) "Nice condo in a beautiful part of Captiva Island." CA $135 CA $527 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Newly-Renovated-South-Seas-Villa-With-Pool.h69627959.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/38000000/37820000/37812100/37812057/e5860172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/38000000/37820000/37812100/37812057/d29aecdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/38000000/37820000/37812100/37812057/194154fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37820000/37812100/37812057/3ee614a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Harborview Villa in South Seas Captiva 9.0/10 Wonderful (26) "Nice accommodations! " CA $181 CA $630 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Stunning-Harborview-Villa-In-South-Seas-W-Bikes.h37812057.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84550000/84541400/84541396/e69b94a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84550000/84541400/84541396/2de3d39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84550000/84541400/84541396/f4231772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/85000000/84550000/84541400/84541396/8bb8fabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated South Seas Villa with Great Amenities Captiva 8.0/10 Very good (5) "The condo was very clean and updated. Very close to the beach. I would recommend this VRBO and would stay there again." CA $135 CA $527 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Updated-Tennis-Villa-In-South-Seas.h84541396.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/60000000/59020000/59017800/59017796/269f7cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59020000/59017800/59017796/db29a74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/60000000/59020000/59017800/59017796/2d057b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59020000/59017800/59017796/57365c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous South Seas Residence, Sleeps 5 Captiva 9.0/10 Wonderful (16) "The condo was clean with very comfortable beds and couches. We had everything we needed and the beach wagon and umbrella and chairs were really nice. Communication with the manager was flawless. We will definitely be back. The views off the screened porch were priceless. We loved watching the birds and iguanas and all the boats coming and going. " CA $181 CA $630 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Serene-Corner-Unit-At-South-Seas.h59017796.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/102000000/101180000/101179200/101179179/724de65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101180000/101179200/101179179/ef0a306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101180000/101179200/101179179/ce6a0167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101180000/101179200/101179179/5045854c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Newly Renovated Marina View Condo Captiva 9.4/10 Exceptional (3) "Our family of 3 (our babe is almost 2) enjoyed four nights at this condo. We enjoyed the easy access to our boat (booked through South Seas Marina) and the view from the condo was fantastic. The pool was conveniently located next to our building and we grilled out every night. 10/10 experience. We’ll definitely be back to book this very condo! " CA $181 CA $630 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Gorgeous-Newly-Renovated-Marina-Front-Condo.h101179179.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688636/211c694d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688636/e097cfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688636/d53d48d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688636/08f69962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern South Seas Villa with Great Amenities Captiva 7.8/10 Good (10) "Property was perfect for an extended weekend getaway. Great location near a beautiful beach." CA $135 CA $527 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Gorgeous-Tennis-Villa-At-South-Seas-Resort.h83688636.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/24a52d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/b4d8e8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, fishing](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/560da633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tween Waters Island Resort & Spa Captiva 8.6/10 Excellent (1002) "Stunning Beach View great Staff " CA $239 CA $316 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688634/5f6290cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688634/a3bda4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688634/d73a826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83690000/83688700/83688634/523e7dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6 Captiva 9.4/10 Exceptional (12) "Condo was clean, comfortable and in a great location. We walked to restaurants, beach and pool. Very relaxing!" CA $227 CA $686 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Stunning-Bayside-Villa-W-Enclosed-Lanai.h83688634.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84550000/84544000/84543923/bfb2d2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84550000/84544000/84543923/16052794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84550000/84544000/84543923/19fb2cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84550000/84544000/84543923/7622604f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Side Tortuga Sunset Pool, Cart & Starlink – Limited-Time Year-End Savings! North Captiva 10/10 Exceptional (5) "Home and Island were beautiful, Children and grandchildren loved the house, pool, beaches and watching the planes land." CA $415 CA $1,461 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Captiva-Hotels-Island-Beach-Home-Includes-Club-Membership.h84543923.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=2025-10-21&endDate=2025-10-22®ionId=86452&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Captiva Hotel Reviews ![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) ![South Seas Resort](//images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "The property was very quiet, which it was great for me and my family, we needed it! We were able to celebrate my child's 14th birthday with what he likes the most, the beach and the pool and of course, food!" [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ## Frequently asked questions ### What's it like visiting Captiva? > If relaxing by the pool is your idea of a great vacation, you may want to check out relaxing Captiva, which has 30 places to stay with pools. During your visit, you can explore attractions like Key West Express, and then unwind poolside at one of the accommodations in Captiva that travelers like for their pools. ### What are some hotels with pools in Captiva? > [Tween Waters Island Resort & Spa](https://www.expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information): Features 2 outdoor pools, a children's pool, and a private beach. [North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED](https://www.expedia.ca/Captiva-Hotels-North-Captiva-Point-House-BoatWater-Taxi-Only-NEWLY-RENOVATED.h34328542.Hotel-Information) : Provides 3 outdoor pools, a children's pool, and a private beach. [South Seas Resort](https://www.expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information): Features complimentary wireless internet access, a communal pool, and kitchens. [South Seas Marina Villa 704 - Gulf & Marina Views](https://www.expedia.ca/Captiva-Hotels-South-Seas-Marina-Villa-704-Gulf-Marina-Views.h104931729.Hotel-Information): Offers complimentary wireless internet access, a communal pool, and kitchens. [South Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!](https://www.expedia.ca/Captiva-Hotels-South-Seas-Beach-Villa-2217-Your-Island-Escape-With-Stunning-Gulf-Views.h111609615.Hotel-Information): Features complimentary wireless internet access, a communal pool, and kitchens. ### How many pool hotels are there in Captiva? > Expedia's 30 hotels in Captiva give you a great choice for your poolside getaway. ### What is there to see and do in Captiva? > Explore places like Key West Express while you're in the area. Make a point to visit attractions like Captiva Beach and Alison Hagerup Beach Park. Visitors to Captiva speak highly of the natural attractions, including the beautiful beaches. ### When is the best time to book a hotel with a pool in Captiva? > You may want to think about an accommodation that has an outdoor pool if you'll be visiting Captiva in the driest months of February, December, or March when the average rainfall is 1 inches. Lodging that has a pool indoors may be what you want if you are visiting during the rainiest months of August, June, and September when the average rainfall is 7 inches. ## 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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