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Windermere Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windermere Island vacation rentals

A beach with a thatched roof structure, sandy beach, and clear blue ocean.

1. Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel
3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay"
United States
Warren DeWayne
$287 nightly
The price is $319
Nov 21 - Nov 22
Total with taxes and fees
Pineapple Fields Boutique Condo Hotel
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the beach.

2. Laughing Bird Suites

Laughing Bird Suites
3.5 star property
Governor's Harbour
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful location and very friendly staff. "
United States
Nicole
$279 nightly
The price is $307
Nov 18 - Nov 19
Total with taxes and fees
Laughing Bird Suites
A wooden deck with a table and chairs, overlooking a lush landscape and a body of water.

3. Villa Allamanda

Villa Allamanda
3.0 star property
Governor's Harbour
9.4 out of 10, Exceptional, (39 reviews)
"Great place to stay "
United States
Daniel
$278 nightly
The price is $302
Dec 1 - Dec 2
Total with taxes and fees
Villa Allamanda
A beach with clear turquoise water and a distant island.

4. "Most Convenient Location For Your Vacation"

"Most Convenient Location For Your Vacation"
Eleuthera
8.6 out of 10, Excellent, (7 reviews)
"Clean and cool"
United States
Steven C. F.
$237 nightly
The price is $237
Nov 14 - Nov 15
Total with taxes and fees
"Most Convenient Location For Your Vacation"
A cozy living room with a sofa, coffee table, and wooden chairs. A kitchen with a refrigerator and cabinets is visible in the background.

5. 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
$239 nightly
The price is $239
Nov 16 - Nov 17
Total with taxes and fees
Sunrise Cottage
A wide, white sandy beach with clear turquoise water and a clear blue sky.

6. 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.
$345 nightly
The price is $345
Nov 14 - Nov 15
Total with taxes and fees
Cottages on most stunning pink sand beach
A calm sea at sunset with boats and a shoreline.

7. 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.
$229 nightly
The price is $229
Dec 2 - Dec 3
Total with taxes and fees
Sugar Cakes Tiny house
A bedroom with a bed, white curtains, and a view of a beach and palm trees.

8. Mika's Resort - Penthouse

Mika's Resort - Penthouse
Governor's Harbour
10.0 out of 10, Exceptional, (1 review)
$485 nightly
The price is $541
Nov 14 - Nov 15
Total with taxes and fees
Mika's Resort - Penthouse
A beach with clear turquoise water and a distant island.

9. "We Make Your Stay In The Bahamas Both Comfortable and Affordable"

"We Make Your Stay In The Bahamas Both Comfortable and Affordable"
Governors Harbour
$248 nightly
The price is $248
Nov 14 - Nov 15
Total with taxes and fees
"We Make Your Stay In The Bahamas Both Comfortable and Affordable"
A beach with white sand and turquoise water, with a clear sky and scattered clouds.

10. 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, (149 reviews)
"A great stay as always! "
United States
Stephanie B.
$318 nightly
The price is $318
Nov 15 - Nov 16
Total with taxes and fees
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
A beach with clear turquoise water and a distant island.

11. "The Most Convenient Location To Vacation"

"The Most Convenient Location To Vacation"
Governor's Harbour
$253 nightly
The price is $253
Nov 14 - Nov 15
Total with taxes and fees
"The Most Convenient Location To Vacation"
A view through a glass door of a swimming pool surrounded by lush greenery.

12. 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
$487 nightly
The price is $532
Nov 21 - Nov 22
Total with taxes and fees
Ocean View & Private Pool's - An Ocean Breeze Puts the Mind at Ease
A beach with clear turquoise water, white sand, and a small shaded structure with seating.

13. Mika's Resort Casita #3

Mika's Resort Casita #3
Governor's Harbour
$323 nightly
The price is $357
Nov 14 - Nov 15
Total with taxes and fees
Mika's Resort Casita #3
A beach with clear turquoise water, white sand, and a small shaded structure with seating.

14. Mika's Resort Casita #2

Mika's Resort Casita #2
Governor's Harbour
$296 nightly
The price is $326
Nov 14 - Nov 15
Total with taxes and fees
Mika's Resort Casita #2
A beach with clear turquoise water, white sand, and a small shaded structure with seating.

15. Mika's Resort Casita #1

Mika's Resort Casita #1
Governor's Harbour
$391 nightly
The price is $434
Nov 14 - Nov 15
Total with taxes and fees
Mika's Resort Casita #1
A beach with clear turquoise water, white sand, and palm trees.

16. Brand-New Luxury Home with Private Pool Steps from Ten Bay Beach

Brand-New Luxury Home with Private Pool Steps from Ten Bay Beach
Ten Bay
$1,077 nightly
The price is $1,133
Nov 19 - Nov 20
Total with taxes and fees
Brand-New Luxury Home with Private Pool Steps from Ten Bay Beach
A beach with clear turquoise water, white sand, and a small shaded structure with seating.

17. Mika's Resort Casita #4

Mika's Resort Casita #4
Governor's Harbour
6.0 out of 10, (2 reviews)
"One night stay because of flights. Perfect location and place. Secluded beach and wonderful views. Great communication with staff. "
United Kingdom
Jill H.
$388 nightly
The price is $431
Nov 14 - Nov 15
Total with taxes and fees
Mika's Resort Casita #4
A spacious living area with wicker furniture, a large mirror, and a view of the outdoors.

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

The Pilot House - Private 4-Suite Estate, Sleeps 8
Rock Sound
$964 nightly
The price is $964
Nov 19 - Nov 20
Total with taxes and fees
The Pilot House - Private 4-Suite Estate, Sleeps 8
A resort with a pool, palm trees, and lounge chairs.

19. YellowBird Estate in Double Bay - Fully Staffed!

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.
$8,000 nightly
The price is $8,000
Nov 14 - Nov 15
Total with taxes and fees
YellowBird Estate in Double Bay - Fully Staffed!
A wooden pathway leading to a beach with clear blue water and palm trees.

20. Private Villa on most stunning pink sand beach

Private Villa on most stunning pink sand beach
North Palmetto Point
$1,628 nightly
The price is $1,748
Nov 15 - Nov 16
Total with taxes and fees
Private Villa on most stunning pink sand beach
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

High-End Caribbean-Front Home in Top location-Large Pool-Great Views-Generator!

High-End Caribbean-Front Home in Top location-Large Pool-Great Views-Generator!

10/10 Excellent
"If you're looking for peace and quiet, you'd be hard-pressed to do better than this. The house is totally secluded from any neighbors, blissfully quiet and has a fantastic view. Deborah, the owner was fantastic. Super responsive. As indicated in the listing, North Eleuthera does get power outages from the storms - we had more than a few while we were there - but the whole home generator worked beautifully - after Deborah told us how to turn it on, it automatically went on when the power went out and shut off when regular power was restored. Without the generator it would have been frustrating but we had no issues on that front. Deborah was super easy to get a hold of and quick to respond.The view is amazing and the house was very spacious and comfortable with fast, reliable internet. We were there in off-season so not a ton of restaurant options but there were a few good ones, and both grocery and liquor stores within a 10 minute drive.The only things the house needed were a little TLC which Deborah was coming down in November to take care of, and the entry into the water is a little spotty as it's very steep and the ladder rope broke. I know Deborah planned to fix that too. If you're older or less agile, probably safer to head to the many nearby public beaches that are mostly deserted making them feel private.Overall would definitely recommend."
Kerry S. 4-night trip
Posted 10 days ago
High-End Caribbean-Front Home in Top location-Large Pool-Great Views-Generator!

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Windermere Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $302 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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