Title: Windermere Island Vacation Home Rentals from CA $425: Search Top Private Vacation Homes for Rent | Expedia.ca [Windermere Island Travel Guide](https://expedia.ca/Windermere-Island.dx3000431219)[Hotels in Windermere Island](https://expedia.ca/Windermere-Island-Hotels.d3000431219.Travel-Guide-Hotels)[Vacation Rentals in Windermere Island](https://expedia.ca/Windermere-Island-Vacation-Rentals.d3000431219.Travel-Guide-VacationRentals)[Flights to Windermere Island](https://expedia.ca/Cheap-Flights-To-Windermere-Island.d3000431219.Travel-Guide-Flights)[Windermere Island Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere-Island.d3000431219.Car-Rental-Guide)[Windermere Island Vacation Packages](https://expedia.ca/Windermere-Island.d3000431219.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Windermere 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 In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000431219&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 four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windermere Island Vacation Homes ![Beach](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/abc6a480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/e7e3e769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/6707e20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/24185130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. governors harbour 10/10 Exceptional (124) "This was our second time staying at Sea Shanty. The home is in a great location and has everything we need for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie B. CA $274 CA $425 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/3f5e0d1b_edited_f76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w301h683x362y0-b30970ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w303h683x360y0-c0ff9f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w300h683x362y0-7650cd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Cakes Tiny house Governors harbour 10/10 Exceptional (2) "Ms. Calae was amazing, she welcomed us into her place with welcoming hands. Snacks were left for us which was very generous of her. It was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenique C. CA $267 CA $431 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Governors-Harbour-Hotels-Sugar-Cakes-Tiny-House.h104435020.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/ddf2fc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/07a75e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/90ff5825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/8144003a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YellowBird, Yellowbird Estate in Double Bay Fully Staffed North Palmetto Point 10/10 Exceptional (7) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is extremely nice, well decorated, and very roomy. The staff at Yellowbird are fabulous. The meals cooked by AD were over the top as well as Haratio.Had a great time with my family and loved being there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas C. CA $9,126 CA $9,923 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Double-Bay-Hotels-YellowBird.h107494307.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=2025-12-11&endDate=2025-12-12®ionId=3000431219&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=AA_BF_PROMO_3000431219) ![](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%2FWindermere-Island-Private-Vacation-Homes.d3000431219-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Island-Private-Vacation-Homes.d3000431219-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windermere Island Hotel Reviews ![La Bougainvillea Hotel and Villas](https://images.trvl-media.com/lodging/17000000/16320000/16317900/16317859/a7c2d086_y.jpg) ### La Bougainvillea Hotel and Villas 10/10 Excellent "Love this place amazing rooms and staff " [](https://expedia.ca/North-Palmetto-Point-Hotels-La-Bougainvillea-Hotel-And-Villas.h16317859.Hotel-Information) ![Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. ](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/abc6a480_y.jpg) ### Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. 10/10 Excellent "Adorable cottage with everything we needed. " [](https://expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information) ![Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights](https://images.trvl-media.com/lodging/41000000/40200000/40190700/40190679/8d7c2cd7_y.jpg) ### Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights 10/10 Excellent "Property manager was very welcoming and host was very helpful with some technical assistance that I needed." [](https://expedia.ca/South-Palmetto-Point-Hotels-Monticello-Blue-Bahia.h40190679.Hotel-Information) ![Oceanfront- Brand new Eleuthera house](https://images.trvl-media.com/lodging/38000000/37790000/37781900/37781847/44c8b3f5_y.jpg) ### Oceanfront- Brand new Eleuthera house 10/10 Excellent "Everything was just amazing. Hostess did an amazing job of describing the house, location, amenities etc. we would definitely come back and stay again." [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Brand-New-Eleuthera-House.h37781847.Hotel-Information) ![Sky Beach Club](https://images.trvl-media.com/lodging/4000000/3550000/3542200/3542132/39c03119_y.jpg) ### Sky Beach Club 10/10 Excellent "This place was great, it was our first trip to eleuthera and i took a chance because you never know if reality will match up to the pictures but sky beach club exceeded expectations!! The beach out front is dreamy, the small resort is beautiful and the staff is as friendly and helpful as you could ever hope for! I can't wait to visit again!!" [](https://expedia.ca/Governors-Harbour-Hotels-Sky-Beach-Club.h3542132.Hotel-Information) ![High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator](https://images.trvl-media.com/lodging/36000000/35670000/35664400/35664326/e731bfdf_y.jpg) ### High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator 10/10 Excellent "We had a fantastic stay at Cupid’s Way! We loved the privacy of the property, the stunning views, and being able to jump right into the Caribbean just steps from the back door. The backup generator worked perfectly during the one evening when power was out for a few hours. Deborah, the host, and Romell, the caretaker, were both very responsive and helpful with any questions we had during our stay. We would definitely recommend booking this home if you’re planning a trip to Eleuthera!" [](https://expedia.ca/Governors-Harbour-Hotels-High-End-New-Home-Large-PRIVATE-Pool.h35664326.Hotel-Information) ![Villa Allamanda](https://images.trvl-media.com/lodging/9000000/8790000/8788000/8787924/4ff4952e_y.jpg) ### Villa Allamanda 10/10 Excellent "It was very cozy, Ill definatly book again!" [](https://expedia.ca/Governors-Harbour-Hotels-Villa-Allamanda.h8787924.Hotel-Information) ![Laughing Bird Suites](https://images.trvl-media.com/lodging/120000000/119140000/119135200/119135124/cd76722d_y.jpg) ### Laughing Bird Suites 10/10 Excellent "Everything was nice for me will definitely recommend and visit again " [](https://expedia.ca/Governors-Harbour-Hotels-Laughing-Bird-Suites.h119135124.Hotel-Information) ![Oceanfront Glass House on Private Deserted Pink Sand Beach](https://images.trvl-media.com/lodging/35000000/34200000/34190800/34190775/d4a00291_y.jpg) ### Oceanfront Glass House on Private Deserted Pink Sand Beach 10/10 Excellent "Love it" [](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Glass-House-On-Private-Deserted-Pink-Sand-Beach.h34190775.Hotel-Information) ## Find out more about Windermere Island ## Windermere Island Vacation Homes information | Number of reviews | 125 | | --- | --- | | Accommodation | 325 Vacation Homes | | Lowest Price | CA $425 | | Highest Price | CA $9,923 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Double Bay Hotels](https://www.expedia.ca/Double-Bay-Hotels.d553248634313011807.Travel-Guide-Hotels) - [Cottages in Governor's Harbour](https://www.expedia.ca/Governors-Harbour-Cottages.d1320-aaCottages.Travel-Guide-Accommodation) - [Luxury Hotels in Governor's Harbour](https://www.expedia.ca/Governors-Harbour-Hotels-Luxury-Hotel.0-0-d1320-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Governor's Harbour Hotels](https://www.expedia.ca/Governors-Harbour-Hotels.d1320.Travel-Guide-Hotels) - [North Palmetto Point Hotels](https://www.expedia.ca/North-Palmetto-Point-Hotels.d601128.Travel-Guide-Hotels) - [Savannah Sound Hotels](https://www.expedia.ca/Savannah-Sound-Hotels.d602508.Travel-Guide-Hotels) - [South Palmetto Point Hotels](https://www.expedia.ca/South-Palmetto-Point-Hotels.d6344079.Travel-Guide-Hotels) - [Flights to Double Bay](https://www.expedia.ca/Cheap-Flights-To-Double-Bay.d553248634313011807.Travel-Guide-Flights) - [Flights to Governor's Harbour](https://www.expedia.ca/Cheap-Flights-To-Governors-Harbour.d1320.Travel-Guide-Flights) - [Flights to North Palmetto Point](https://www.expedia.ca/Cheap-Flights-To-North-Palmetto-Point.d601128.Travel-Guide-Flights) - [Governor's Harbour Vacations](https://www.expedia.ca/Governors-Harbour.d1320.Destination-Travel-Guides) - [Visit Governor's Harbour](https://www.expedia.ca/Governors-Harbour.dx1320) - [Car rental Governor's Harbour](https://www.expedia.ca/Car-Rentals-In-Governors-Harbour.d1320.Car-Rental-Guide) - [Car rental North Palmetto Point](https://www.expedia.ca/Car-Rentals-In-North-Palmetto-Point.d601128.Car-Rental-Guide) - [Wiber Rental Cars in Cupids Cay](https://www.expedia.ca/WIber-Car-Rentals-In-Cupids-Cay.d553248635976194141-c1127.Car-Rental-Guide-Suppliers) - [Governor's Harbour Vacation Rentals](https://www.expedia.ca/Governors-Harbour-Vacation-Rentals.d1320.Travel-Guide-VacationRentals) - [Things to do in Governor's Harbour](https://www.expedia.ca/Things-To-Do-In-Governors-Harbour.d1320.Travel-Guide-Activities)