Title: Best Condo Resort Rentals in Keewaydin Island, FL from $746 | Expedia.com [Keewaydin Island Travel Guide](https://expedia.com/Keewaydin-Island.dx6337231)[Hotels in Keewaydin Island](https://expedia.com/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[Vacation Rentals in Keewaydin Island](https://expedia.com/Keewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals)[Flights to Keewaydin Island](https://expedia.com/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[Car Rentals in Keewaydin Island](https://expedia.com/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide)[Keewaydin Island Vacation Packages](https://expedia.com/Keewaydin-Island.d6337231.Destination-Travel-Guides) ![Keewaydin Island beach aerial](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Keewaydin Island condo resorts ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/0dfad72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/c509def8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/014de562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/7fb9d82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bellasera Resort [](https://www.expedia.com/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) Old Naples 9.6/10 Exceptional (2,240 reviews) "We love everything about this property and stay here whenever we're in Naples." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah $672 nightly $746 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ![Villa, 2 Bedrooms, Balcony | Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/0dd189dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Balcony | Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/618b7049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/w3984h2667x0y0-9e3321ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Balcony | Living area | 55-inch flat-screen TV with cable channels, foosball, table tennis](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/0da14ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Crystal Shores [](https://www.expedia.com/Naples-Hotels-Marriotts-Crystal-Shores.h25055.Hotel-Information) South End 9.2/10 Wonderful (225 reviews) "Beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rose $1,119 nightly $1,242 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Naples-Hotels-Marriotts-Crystal-Shores.h25055.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.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22®ionId=6337231&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE) Villas [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America®ionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKeewaydin-Island-Condominium-Resort.d6337231-aaCondominiumResort.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKeewaydin-Island-Condominium-Resort.d6337231-aaCondominiumResort.Travel-Guide-Accommodation) ## Top Keewaydin Island Hotel Reviews ![Bayfront Inn Fifth Avenue](https://images.trvl-media.com/lodging/1000000/30000/22800/22721/5ac7bae4_y.jpg) ### Bayfront Inn Fifth Avenue 10/10 Excellent "A wonderful stay, great location! The staff is very kind and friendly. Thank you!!" [](https://expedia.com/Naples-Hotels-Bayfront-Inn-Fifth-Avenue.h22721.Hotel-Information) ![Baymont by Wyndham Bonita Springs Naples North](https://images.trvl-media.com/lodging/1000000/20000/19100/19063/907bbde1_y.jpg) ### Baymont by Wyndham Bonita Springs Naples North 10/10 Excellent "Clean and modern room" [](https://expedia.com/Naples-Hotels-Baymont-By-Wyndham-Bonita-Springs-Naples-North.h19063.Hotel-Information) ![Great Wolf Lodge Naples](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/8165046f_y.jpg) ### Great Wolf Lodge Naples 10/10 Excellent "Everything was awesome!! Wish we could have stayed a few more days!!" [](https://expedia.com/Naples-Hotels-Great-Wolf-Lodge-Naples.h112014521.Hotel-Information) ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg) ### The Perry Hotel Naples 10/10 Excellent "yes everything was amazing!" [](https://expedia.com/Naples-Hotels-The-Perry-Hotel-Naples.h102386398.Hotel-Information) ![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg) ### The Ritz-Carlton, Naples 10/10 Excellent "Best hotel in " [](https://expedia.com/Naples-Hotels-The-Ritz-Carlton.h10494.Hotel-Information) ![JW Marriott Marco Island Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/14400/14344/ea6d3d5e_y.jpg) ### JW Marriott Marco Island Beach Resort 10/10 Excellent "Beautiful resort with exceptional service all around " [](https://expedia.com/Naples-Hotels-JW-Marriott-Marco-Island-Beach-Resort.h14344.Hotel-Information) ![Marco Beach Ocean Suites](https://images.trvl-media.com/lodging/93000000/92930000/92927500/92927422/eeea5841_y.jpg) ### Marco Beach Ocean Suites 10/10 Excellent "Real nice hotel, friendly and helpful staff" [](https://expedia.com/Marco-Island-Hotels-Marco-Beach-Ocean-Resort.h92927422.Hotel-Information) ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg) ### Hilton Marco Island Beach Resort and Spa 10/10 Excellent "Great stay. " [](https://expedia.com/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information) ![Trianon Bonita Bay](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82_y.jpg) ### Trianon Bonita Bay 10/10 Excellent "Yes " [](https://expedia.com/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information) ## Find out more about Keewaydin Island ## Keewaydin Island Condo Resorts information | Number of reviews | 2,462 | | ----------------- | --------------- | | Accommodation | 2 Condo Resorts | | Lowest Price | $746 | | Highest Price | $1,242 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Naples Hotels ](https://www.expedia.com/Naples-Hotels.d602724.Travel-Guide-Hotels) - [Oceanfront Hotels in Naples ](https://www.expedia.com/Naples-Hotels-Oceanfront-Hotels.0-0-d602724-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels near Naples Botanical Garden ](https://www.expedia.com/Naples-Botanical-Garden-Hotels.0-l6177501-0.Travel-Guide-Filter-Hotels) - 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