Title: Keewaydin Island Beach Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Keewaydin Island Beach Vacations ## Book a Beach Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Beach vacation packages in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/4d2de0aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock $596 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.4/10 Exceptional! (50 reviews) Everything was as described! The 1 problem we had was the hardwood floors were not very clean, but we adjusted to it, I could have complained about it but we didn’t. Reviewed on Mar 5, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples Save 100% on your flight $692 per person May 25 - May 30 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 2026 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End Save 100% on your flight $883 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 2026 ![Landing Apartments Fort Myers near Olympia Pointe](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241745/45a08837_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Fort Myers near Olympia Pointe $613 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8/10 Very Good! (5 reviews) The pool was beautiful. The water was ice cold. We were there for 3 weeks in February Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/a653a1be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón $1,283 per person May 17 - May 21 found 13 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW) 9.4/10 Exceptional! (620 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/f4e5c65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island $1,642 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.6/10 Excellent! (2,603 reviews) Great rooms, nice decor, very clean, clean property bathrooms, great views and pools. Reviewed on Mar 9, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/ce10cbd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands Save 100% on your flight $4,423 per person Apr 23 - Apr 28 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.8/10 Excellent! (3 reviews) Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End $597 per person May 12 - May 15 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples $788 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach vacations in Keewaydin Island Price found within the past 48 hours. Click for updated prices. ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Fishermen’s Village- 2 Bedroom Suites Punta Gorda Isles Save 100% on your flight $678 per person Apr 15 - Apr 19 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Fort Myers (RSW) 9.8/10 Exceptional! (1,114 reviews) Unit was extremely nice, great layout and very updated! Reviewed on Mar 8, 2026 ![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Marco Island Beach Resort and Spa South End Save 100% on your flight $883 per person May 5 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9/10 Wonderful! (1,714 reviews) Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great. Also there’s a store on the Hilton a yogurt is like $7.00\. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!! Reviewed on Mar 9, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples Save 100% on your flight $869 per person May 21 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.6/10 Exceptional! (664 reviews) This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Keewaydin Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Keewaydin Island beach vacation #### How do I book the best Keewaydin Island beach vacation packages? Life’s a beach when you dive into our brilliant Keewaydin Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. #### How can I find cheap beach vacations in Keewaydin Island? A rental steps from the shore creates an amazingly affordable Keewaydin Island beach vacation. Seaside sojourns during low season start from $596\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Keewaydin Island beach holiday? For a bustling beach break, book in . For a less crowded coast, is the time to turn up. #### How can I book the best family beach vacations in Keewaydin Island? With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. #### How do I find a Keewaydin Island beachfront vacation? Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. #### Can I book a package including a Keewaydin Island vacation beach house rental? Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. #### Can I find Keewaydin Island beach vacation deals? Sort your search results by deals to delight in amazing Keewaydin Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. #### Can I book a Keewaydin Island beach trip with free cancellation and/or flexible dates? Just like the Keewaydin Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. #### Why should I book my Keewaydin Island beach vacation with Expedia? Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Keewaydin Island. 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](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)[ Car Rentals in Keewaydin Island ](https://expedia.com/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide)[ Keewaydin Island Vacations ](https://expedia.com/Keewaydin-Island.d6337231.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app