Title: Keewaydin Island Vacation Rentals from CA $185: Short-Term Rentals for 2025 | Expedia.ca [Keewaydin Island Travel Guide](https://expedia.ca/Keewaydin-Island.dx6337231)[Hotels in Keewaydin Island](https://expedia.ca/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[Flights to Keewaydin Island](https://expedia.ca/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[Keewaydin Island Car Rentals](https://expedia.ca/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide)[Keewaydin Island Vacation Packages](https://expedia.ca/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) # Keewaydin Island Vacation Rentals - ![](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 prices for these dates Tonight [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=6337231&startDate=2025-11-24&endDate=2025-11-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 25 - Nov 26](https://www.expedia.ca/Hotel-Search?regionId=6337231&startDate=2025-11-25&endDate=2025-11-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6337231&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6337231&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Keewaydin Island ![Property entrance](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/d32fc7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio | Dining room](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/e4991134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elevator](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/2813bdbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio | Private kitchen](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/350bc60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wiggins Pass Chalet Naples 9.6/10 Exceptional (238) "Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamisha CA $167 CA $185 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Naples-Hotels-Wiggins-Pass-Chalet.h58115199.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7.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) ![Condo, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/0f83ead6_edited_a0c3.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) ### Bellasera Resort Old Naples 9.6/10 Exceptional (2225) "Beautiful property and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reinaldo CA $555 CA $679 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Naples-Hotels-Bellasera-Resort.h4760.Hotel-Information) ![Villa, 2 Bedrooms, Balcony (View) | Living area](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/0da14ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/786b890a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/57d54c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/1000000/30000/25100/25055/d2b07185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Crystal Shores South End 9.2/10 Wonderful (225) "Beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rose CA $790 CA $877 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Naples-Hotels-Marriotts-Crystal-Shores.h25055.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/1000000/910000/908600/908559/72d33382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/908600/908559/cdfed409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/908600/908559/d45851cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/908600/908559/dcfc8405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GreenLinks Golf Villas at Lely Resort Naples 9.4/10 Exceptional (535) "It was an awesome stay. Quiet, calm and relaxing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guillermo CA $231 CA $398 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Naples-Hotels-GreenLinks-Golf-Villas-At-Lely-Resort.h908559.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610500/99610441/5473f8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610500/99610441/d7870396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610500/99610441/7f3250c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99620000/99610500/99610441/8b430440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marco Island Home w/ Heated Pool + Screened Lanai! South End 10/10 Exceptional (5) "Amazing stay!" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Ricardo CA $343 CA $843 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Marco-Island-Hotels-Marco-Island-Home-W-Heated-Pool-Screened-Lanai.h99610441.Hotel-Information) ![House, Accessible, Private Bathroom (1902 Della Dr) | Lobby](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/0010e309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr) | Lobby](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/7b27b512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr)](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/f4c9d8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr) | Shared kitchen](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/97e5fae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1902 Della Dr Rural Estates CA $482 CA $817 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Naples-Hotels-1902-Della-Dr.h114839050.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111810000/111801900/111801892/79614c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111810000/111801900/111801892/28435f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111810000/111801900/111801892/cafb78b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111810000/111801900/111801892/92e0dbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Pool, Patio & Peace: Marco Island Getaway Tigertail Beach 9.0/10 Wonderful (2) "Spacious, clean property. Manager responded very promptly to a minor issue with the door lock. Attached pool was a great benefit with children! Description is a bit misleading- Tigertail beach parking lot entrance is close, but the beach itself is a long distance away - not walkable from the house. The body of water shown in the picture is a canal not suitable for swimming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cesar CA $651 CA $1,303 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Marco-Island-Hotels-Private-Pool.h111801892.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=2025-12-08&endDate=2025-12-09®ionId=6337231&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=VR_BF_PROMO_6337231) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKeewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKeewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals) ## Top Keewaydin Island Hotel Reviews ![Hilton Naples](https://images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg) ### Hilton Naples 10/10 Excellent "The hotel was clean and very attractive. " [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "THE STAFF AND ROOMS WERE GREAT. THE LOCATION IS CLOSE TO EVERYTHING AND ENJOYED THE FOOD AND DRINKS AT THE BAR EXCELLENT CHOICE OF BOURBONS" [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Best Western Naples Inn & Suites](https://images.trvl-media.com/lodging/1000000/30000/27200/27153/050047b8_y.jpg) ### Best Western Naples Inn & Suites 10/10 Excellent "Yes" [](https://expedia.ca/Naples-Hotels-Best-Western-Naples-Inn-Suites.h27153.Hotel-Information) ![Compass by Margaritaville Hotel Naples](https://images.trvl-media.com/lodging/1000000/550000/543700/543614/16d35331_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "Serving area was always kept in order and clean. Chef was always on top of the hot dishes making sure the area was clean and always took care of the covers for the guests, which I have never seen. Fantastic job!" [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "Was clean, love the amenities " [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.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 "Nice and comfy room with everything you need. Room was clean. Stayed only one night and did not have to explore the hotel." [](https://expedia.ca/Naples-Hotels-The-Perry-Hotel-Naples.h102386398.Hotel-Information) ![Hampton Inn Naples Central](https://images.trvl-media.com/lodging/1000000/30000/26500/26474/37900b17_y.jpg) ### Hampton Inn Naples Central 10/10 Excellent "Staff was very welcoming. " [](https://expedia.ca/Naples-Hotels-Hampton-Inn-Naples-Central.h26474.Hotel-Information) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg) ### Inn on Fifth 10/10 Excellent "Great staff, location, Room and entire facility was clean and well maintained " [](https://expedia.ca/Naples-Hotels-The-Inn-On-Fifth.h84910.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 place for friends and family. Direct pool and beach options for friends and family" [](https://expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information) ## Find out more about Keewaydin Island You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Keewaydin Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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