Title: Windermere Island Vacation Home Rentals from CA $421: 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)

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# Windermere Island Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windermere Island vacation homes

![Property grounds](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/a1761a12.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)

![Exterior](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/aa1dcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/34a5e64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in governors harbour

[](https://www.expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.Hotel-Information)

10/10

Exceptional

(125)

"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 $268

CA $421 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](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)

![Interior](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w300h683x362y0-7650cd04.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)

![Exterior](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w302h683x361y0-369f0332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Governors harbour

[](https://www.expedia.ca/Governors-Harbour-Hotels-Sugar-Cakes-Tiny-House.h104435020.Hotel-Information)

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 $330

CA $497 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Governors-Harbour-Hotels-Sugar-Cakes-Tiny-House.h104435020.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.

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## Top Windermere Island Hotel Reviews

![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

"Great stay! The views were amazing. Barbi’s house has everything you would need for a great beach vacay. "

[](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Glass-House-On-Private-Deserted-Pink-Sand-Beach.h34190775.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

"This is our third time renting Sea Shanty. The home has everything we need, is comfortable and in a great location. Jethro is a great host!"

[](https://expedia.ca/Governors-Harbour-Hotels-Sea-Shanty-Ocean-View.h34139463.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

"The view was amazing. The host was very good with communication. We had everything we needed. "

[](https://expedia.ca/Governors-Harbour-Hotels-Oceanfront-Brand-New-Eleuthera-House.h37781847.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

"Stayed here twice so far. Love the location. Mr. & Mrs.Williams are so sweet and welcoming. "

[](https://expedia.ca/South-Palmetto-Point-Hotels-Monticello-Blue-Bahia.h40190679.Hotel-Information)

![Villa Allamanda](https://images.trvl-media.com/lodging/9000000/8790000/8788000/8787924/4ff4952e_y.jpg)

### Villa Allamanda

10/10 Excellent

"Lovely Island style property. "

[](https://expedia.ca/Governors-Harbour-Hotels-Villa-Allamanda.h8787924.Hotel-Information)

![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)

![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

"Great location. Kitchen fully stocked to cook. Pool was great. Views were perfect. "

[](https://expedia.ca/Governors-Harbour-Hotels-High-End-New-Home-Large-PRIVATE-Pool.h35664326.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)

## Find out more about Windermere Island

## Windermere Island Vacation Homes information

| Number of reviews | 125                |
| ----------------- | ------------------ |
| Accommodation     | 325 Vacation Homes |
| Lowest Price      | CA $421            |
| Highest Price     | CA $497            |

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