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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 $393
CA $479 total
includes taxes & fees
Jul 18 - Jul 19
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 $435 total
includes taxes & fees
Jul 8 - Jul 9
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 $319
CA $429 total
includes taxes & fees
Jun 29 - Jun 30
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 $612
CA $790 total
includes taxes & fees
Jul 2 - Jul 3
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 $277
CA $436 total
includes taxes & fees
Jul 24 - Jul 25
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 $255
CA $387 total
includes taxes & fees
Jun 27 - Jun 28
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 $184
CA $356 total
includes taxes & fees
Jun 30 - Jul 1
"Most Convenient Location For Your Vacation"

Mika's Resort Casita #2

Mika's Resort Casita #2
Governor's Harbour
The price is CA $299
CA $506 total
includes taxes & fees
Jul 27 - Jul 28
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 $376
CA $546 total
includes taxes & fees
Jun 27 - Jun 28
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 $434 total
includes taxes & fees
Jun 27 - Jun 28
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)
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 $451
CA $839 total
includes taxes & fees
Jul 14 - Jul 15
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 $290 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Nook Studio apartment in Perfect Getaway Tarpum Bay with AC, WiFi & kitchen

Searenity Eleuthera

Searenity Eleuthera
Eleuthera
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 $2,644
CA $3,599 total
includes taxes & fees
Jun 29 - Jun 30
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 $1,405
CA $1,886 total
includes taxes & fees
Jun 28 - Jun 29
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 $319
CA $533 total
includes taxes & fees
Jun 29 - Jun 30
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 $532
CA $802 total
includes taxes & fees
Jun 27 - Jun 28
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 $6,386
CA $8,163 total
includes taxes & fees
Jun 29 - Jun 30
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 $404
CA $638 total
includes taxes & fees
Jun 27 - Jun 28
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

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 Windermere 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. With all the amenities available in short-term rentals, that won’t be hard to do.