Title: Windermere Island Vacation Home Rentals from CA $423: 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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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=3000431219&startDate=2026-05-15&endDate=2026-05-17&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)

![Exterior](https://images.trvl-media.com/lodging/35000000/34140000/34139500/34139463/aa1dcf9e.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. 

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

governors harbour

10/10

Exceptional

(128 reviews)

"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 $269

CA $423 total

includes taxes & fees

Jan 27 - Jan 28

[](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](https://images.trvl-media.com/lodging/105000000/104440000/104435100/104435020/w302h683x361y0-369f0332.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

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

Governors harbour

10/10

Exceptional

(2 reviews)

"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 $262

CA $423 total

includes taxes & fees

Jan 24 - Jan 25

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

![Property grounds](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/a0b2c567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107500000/107494400/107494307/3f7803c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### YellowBird, Yellowbird Estate in Double Bay Fully Staffed

[](https://www.expedia.ca/Double-Bay-Hotels-YellowBird.h107494307.Hotel-Information)

North Palmetto Point

10/10

Exceptional

(7 reviews)

"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 $8,960

CA $11,229 total

includes taxes & fees

Feb 1 - Feb 2

[](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=2026-02-06&endDate=2026-02-07&regionId=3000431219&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windermere+Island%2C+Central+Eleuthera%2C+Bahamas&regionId=3000431219&latLong=25.045574%2C-76.121849&adults=2&startDate=2026-04-23&d1=2026-04-23&endDate=2026-04-26&d2=2026-04-26&lodging=VACATION_HOME)

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## 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

"Yes. A spotless clean room!"

[](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

"Yes. LT was a delight "

[](https://expedia.ca/Governors-Harbour-Hotels-Sky-Beach-Club.h3542132.Hotel-Information)

![Laughing Bird Suites](https://images.trvl-media.com/lodging/120000000/119140000/119135200/119135124/cd76722d_y.jpg)

### Laughing Bird Suites

10/10 Excellent

"We enjoyed our stay in kookaburra studio apartment. The room was clean and we had all the amenities we needed. The beach chairs and cooler that were provided were a nice surprise. Small issue and they were right there to take care of it. Great location. Can easily travel from north to south end. We did not use the pool because we were exploring and on the beaches but it is there and maintained if you care to. Also, beautiful sunset right across the street. Would stay there again. "

[](https://expedia.ca/Governors-Harbour-Hotels-Laughing-Bird-Suites.h119135124.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

"House stocked with everything we needed. Great location on island as well as to governors harbor. Multiple turtle sightings from our cliff side ocean frontage. Kept all 8 of us happy and wishing for more island time. "

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

![Pineapple Fields Boutique Condo Hotel](https://images.trvl-media.com/lodging/106000000/105110000/105100600/105100573/69f85c73_y.jpg)

### Pineapple Fields Boutique Condo Hotel

10/10 Excellent

"Great location and a cozy space. We will be back!"

[](https://expedia.ca/Governors-Harbour-Hotels-Pineapple-Fields-Boutique-Condo-Hotel.h105100573.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

"Wonderful host! Very kind and welcoming! "

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

"Beautiful property , great location"

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

![Oceanfront Cottage Near Restaurant, Stores](https://images.trvl-media.com/lodging/34000000/33280000/33275400/33275374/f1d17494_y.jpg)

### Oceanfront Cottage Near Restaurant, Stores

10/10 Excellent

"This is a great cottage right on the water. Cleaning and well stocked. If we go back to Eleuthera, we will definitely stay here again! "

[](https://expedia.ca/Rock-Sound-Hotels-New-Oceanfront-Cottage-Near-Restaurant.h33275374.Hotel-Information)

![Secluded Private Pink-Sand Beach-Front Grand 3-Home Mediterranean Estate w/Pool](https://images.trvl-media.com/lodging/35000000/34330000/34329200/34329110/14a25821_y.jpg)

### Secluded Private Pink-Sand Beach-Front Grand 3-Home Mediterranean Estate w/Pool

10/10 Excellent

"Great place, amazing nature. Communication was very easy with the owners or Maria. "

[](https://expedia.ca/Double-Bay-Hotels-Secluded-Private-Pink-Sand-Beach-Front-Grand-3-Home-Mediterranean-Estate-WPool.h34329110.Hotel-Information)

## Find out more about Windermere Island

## Windermere Island Vacation Homes information

| Number of reviews | 127                |
| ----------------- | ------------------ |
| Accommodation     | 325 Vacation Homes |
| Lowest Price      | CA $423            |
| Highest Price     | CA $11,229         |

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