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Windermere Island Vacation Rentals

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Our top choices for Windermere Island vacation rentals

Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel
3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (14 reviews)
"Great place to stay"
United States
Warren DeWayne
The price is CA $396
CA $483 total
includes taxes & fees
Jul 2 - Jul 3
Pineapple Fields Boutique Condo Hotel

Laughing Bird Suites

Laughing Bird Suites
4.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful location and very friendly staff. "
United States
Nicole
The price is CA $313
CA $436 total
includes taxes & fees
Jul 26 - Jul 27
Laughing Bird Suites

Villa Allamanda

Villa Allamanda
3.0 star property
Governor's Harbour
9.6 out of 10, Exceptional, (37 reviews)
"Great small property and nice rooms and the owner is very nice and accommodating!!!! "
United States
Gillian
The price is CA $320
CA $430 total
includes taxes & fees
Jun 26 - Jun 27
Villa Allamanda

Mika's Resort

Mika's Resort
3.5 star property
Governor's Harbour
9.0 out of 10, Wonderful, (28 reviews)
"Very great location and the facilities are very nice. Location is exceptional. Some very minor challenges but overall very good trip."
United States
Anonymous traveller
The price is CA $613
CA $791 total
includes taxes & fees
Jul 11 - Jul 12
Mika's Resort

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
governors harbour
10.0 out of 10, Exceptional, (142 reviews)
"Everything was wonderful!"
United States
Donna K.
The price is CA $278
CA $436 total
includes taxes & fees
Jul 3 - Jul 4
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Sunrise Cottage

Sunrise Cottage
Savannah Sound
10.0 out of 10, Exceptional, (2 reviews)
"Rooms were clean and neat. Host was very helpful"
United States
james
The price is CA $256
CA $388 total
includes taxes & fees
Jun 26 - Jun 27
Sunrise Cottage

"Most Convenient Location For Your Vacation"

"Most Convenient Location For Your Vacation"
Eleuthera
8.6 out of 10, Excellent, (7 reviews)
"Wes and Sanka are wonderful hosts! Beyond helpful and very generous. Our space was comfortable and had everything we needed. Location is ideal...pretty much the center of the island. Grocery, gas, good coffee and nice restaurants are all walkable. Bonus...cute kitty greeted us every morning on the porch for coffee!! Would definitely visit again."
United States
Jennifer R.
The price is CA $185
CA $357 total
includes taxes & fees
Jun 26 - Jun 27
"Most Convenient Location For Your Vacation"

Mika's Resort Casita #2

Mika's Resort Casita #2
Governor's Harbour
The price is CA $303
CA $512 total
includes taxes & fees
Jul 22 - Jul 23
Mika's Resort Casita #2

Cottages on most stunning pink sand beach

Cottages on most stunning pink sand beach
North Palmetto Point
10.0 out of 10, Exceptional, (1 review)
"Alex’s both ages are super modern and clean. They are a few steps from one of the prettiest beaches on Eleuthera. Alex was a wonderful host and the property is all newly-appointed. Highly recommend!"
United States
Noreen K.
The price is CA $377
CA $550 total
includes taxes & fees
Jun 26 - Jun 27
Cottages on most stunning pink sand beach

Sugar Cakes Tiny house

Sugar Cakes Tiny house
Governors harbour
10.0 out of 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
Brenique C.
The price is CA $270
CA $436 total
includes taxes & fees
Jun 26 - Jun 27
Sugar Cakes Tiny house

Modern Caribbean-front Home in Top Location-Private Pool-Snorkel-Cave-Kayak-SUP!

Modern Caribbean-front Home in Top Location-Private Pool-Snorkel-Cave-Kayak-SUP!
Governor's Harbour
10.0 out of 10, Exceptional, (48 reviews)
"Magical stay from start to finish, sunsets on the deck were unforgettable, and swimming in that crystal-clear Caribbean blue water felt like having the entire island to yourself. Truly a quintessential Caribbean experience. Deborah and her team are absolutely world-class. Highly recommend!"
Canada
Silas W.
Modern Caribbean-front Home in Top Location-Private Pool-Snorkel-Cave-Kayak-SUP!

Ocean View & Private Pool's - An Ocean Breeze Puts the Mind at Ease

Ocean View & Private Pool's - An Ocean Breeze Puts the Mind at Ease
Governor's Harbour
The price is CA $466
CA $858 total
includes taxes & fees
Jul 6 - Jul 7
Ocean View & Private Pool's - An Ocean Breeze Puts the Mind at Ease

Cozy Nook Studio apartment in Perfect Getaway Tarpum Bay with AC, WiFi & kitchen

Cozy Nook Studio apartment in Perfect Getaway Tarpum Bay with AC, WiFi & kitchen
Tarpum Bay
8.0 out of 10, Very good, (1 review)
"Thoughtfully and tastefully furnished and nicely maintained. I had a nice night's sleep."
United States
IAN S.
The price is CA $192
CA $291 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Nook Studio apartment in Perfect Getaway Tarpum Bay with AC, WiFi & kitchen

Searenity Eleuthera

Searenity Eleuthera
Eleuthera
The price is CA $1,663
CA $2,369 total
includes taxes & fees
Jul 6 - Jul 7
Searenity Eleuthera

Private Villa on most stunning pink sand beach

Private Villa on most stunning pink sand beach
North Palmetto Point
The price is CA $2,648
CA $3,593 total
includes taxes & fees
Jul 12 - Jul 13
Private Villa on most stunning pink sand beach

The Pilot House - Private 4-Suite Estate, Sleeps 8

The Pilot House - Private 4-Suite Estate, Sleeps 8
Rock Sound
The price is CA $1,407
CA $1,917 total
includes taxes & fees
Jul 6 - Jul 7
The Pilot House - Private 4-Suite Estate, Sleeps 8

Mika's Resort Casita #3

Mika's Resort Casita #3
Governor's Harbour
The price is CA $320
CA $530 total
includes taxes & fees
Jul 1 - Jul 2
Mika's Resort Casita #3

Mika's Resort - Penthouse

Mika's Resort - Penthouse
Governor's Harbour
10.0 out of 10, Exceptional, (1 review)
The price is CA $533
CA $808 total
includes taxes & fees
Jun 26 - Jun 27
Mika's Resort - Penthouse

YellowBird, Yellowbird Estate in Double Bay Fully Staffed

YellowBird, Yellowbird Estate in Double Bay Fully Staffed
North Palmetto Point
10.0 out of 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
Thomas C.
The price is CA $6,395
CA $8,175 total
includes taxes & fees
Jun 28 - Jun 29
YellowBird, Yellowbird Estate in Double Bay Fully Staffed

Mika's Resort Casita #1

Mika's Resort Casita #1
Governor's Harbour
The price is CA $405
CA $643 total
includes taxes & fees
Jun 26 - Jun 27
Mika's Resort Casita #1
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

Find out more about Windermere Island

Everything you need to know about Windermere Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windermere Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windermere Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windermere Island vacation rentals we have selected for you start as low as CA $430 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windermere Island rentals

At Expedia, we put the best Windermere Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windermere Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.