Windermere Island Vacation Rentals

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Vacation Rentals in Windermere Island

Laughing Bird Suites

4.0 star property
Governor's Harbour
10.0 out of 10, Exceptional, (2)
"Everything was nice for me will definitely recommend and visit again "
United States
Lashawnte A
$274 nightly
The price is $302
Nov 24 - Nov 25
Total with taxes and fees
Laughing Bird Suites

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

governors harbour
10.0 out of 10, Exceptional, (123)
"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
Stephanie B.
$303 nightly
The price is $303
Nov 28 - Nov 29
Total with taxes and fees
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights

Eeuthera
10.0 out of 10, Exceptional, (75)
"Wonderful property and host. The location on the water is fabulous with outside places to read and relax and seek shade.Close to grocery shop and Governors Harbor and easy drive to Rainbow Bay Can't wait to return!!"
United States
Elaine P.
Blue Bahia, Majestic View Villa,Ten Bay, Tiki Huts & Generator,10% Off 7+nights

Villa Allamanda

3.0 star property
Governor's Harbour
9.6 out of 10, Exceptional, (29)
"It was very cozy, Ill definatly book again!"
United States
Durontee
$262 nightly
The price is $287
Nov 25 - Nov 26
Total with taxes and fees
Villa Allamanda

Pineapple Fields Boutique Condo Hotel

3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (8)
"Great place to stay"
United States
Warren DeWayne
Pineapple Fields Boutique Condo Hotel

Oceanfront Glass House on Private Deserted Pink Sand Beach

Governors Harbour
9.8 out of 10, Exceptional, (104)
"bonefish barbie is an incredible house by the beach. "
United States
florencia b.
Oceanfront Glass House on Private Deserted Pink Sand Beach

Oceanfront- Brand new Eleuthera house

Governor's Harbour
9.8 out of 10, Exceptional, (76)
"we loved everything, the house was great!"
United States
silvia m.
Oceanfront- Brand new Eleuthera house

High-End Caribbean Home in Top location with Large Pool-Great Views & Generator

Eleuthera
9.8 out of 10, Exceptional, (75)
"we absolutely loved our time at Cupid's Way! much-needed getaway. we will definitely be back!"
United States
David S.
High-End Caribbean Home in Top location with Large Pool-Great Views & Generator

BEACHFRONT HOME AND POOL, 4BR/4 BATHROOMS

North Palmetto Point
9.8 out of 10, Exceptional, (81)
"This home was absolutely amazing! Easiest check in and so beautifully appointed! "
United States
Susie A.
BEACHFRONT HOME AND POOL, 4BR/4 BATHROOMS

New Luxury Beachfront Bungalows w/Heated Pool, Pink-Sand Beach

2.0 star property
Governors Harbour
10.0 out of 10, Exceptional, (9)
"Breathtaking property and views. Best beaches I’ve ever been in. Pink sand beaches. You won’t go wrong staying her. Very secluded. "
United States
Charles C.
New Luxury Beachfront Bungalows w/Heated Pool, Pink-Sand Beach

Luxury in the Out Islands, 1st Class for the Selective Vacationer

South Palmetto Point
10.0 out of 10, Exceptional, (83)
"This was our second time staying at Laguna and the best trip to Eleuthera. The house is truly amazing."
United States
Russell H.
Luxury in the Out Islands, 1st Class for the Selective Vacationer

Mika's Resort

3.5 star property
Governor's Harbour
9.4 out of 10, Exceptional, (26)
"Very great location and the facilities are very nice. Location is exceptional. Some very minor challenges but overall very good trip."
United States
Anonymous traveler
$506 nightly
The price is $557
Nov 24 - Nov 25
Total with taxes and fees
Mika's Resort

Garden of Light,Charming Oceanfront Villa,Tiki Huts& Generator,10% off 7+ nights

Governors Harbor
9.6 out of 10, Exceptional, (71)
"Quiet, secluded and spacious. Comfortable beds. The proximity to, privacy and the amount of beach front can't be beat. One word of advice -- get a bigger set of wheels. You'll still make it in a sedan, but you would feel much better driving the stretch of the road between the house and the main road in an SUV."
United States
Eugene G.
Garden of Light,Charming Oceanfront Villa,Tiki Huts& Generator,10% off 7+ nights

Romantic Cottage directly on private Double Bay Beach, Bahamas, "Senza Nome"

Double Bay
9.8 out of 10, Exceptional, (126)
"Beautiful beachfront cottage with kayak and snorkeling gear"
United States
Lisa D.
Romantic Cottage directly on private Double Bay Beach, Bahamas, "Senza Nome"

Oceanfront Deck, Kayak, SUP, Snorkel Mask, AC, Free Wi-Fi, Grill, Great Location

Governor's Harbour
9.8 out of 10, Exceptional, (18)
"We absolutely loved staying here! Comfortable bed, stocked kitchen, and very useful space. We were sad to leave!"
United States
Elena B.
Oceanfront Deck, Kayak, SUP, Snorkel Mask, AC, Free Wi-Fi, Grill, Great Location

Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.

Governors Harbour
10.0 out of 10, Exceptional, (125)
"Check in was easy. The host Jethro was very responsive & helpful. He also offered us a late checkout which was nice as our flight didn't leave until late afternoon. "
United States
Craig T.
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.

7 bedroom Ocean Front in Double Bay Eleuthera with NOT heated pool

North Palmetto Point
10.0 out of 10, Exceptional, (7)
"There was something for everyone at Sungate. Our group consisted of 2 families with 7 kids ranging from 5 - 13 yrs old. Beautiful double bay beach to walk on. Beautiful sunrise from the master and living or porch/deck. Great coral to snorkel around. Everyone loved hanging out in and by the pool. Moms found books inside to read. Played games and watched movies at night. Great kitchen to cook in. Made some wonderful memories at Sungate. Thank you Marco!"
United States
Collin S.
7 bedroom Ocean Front in Double Bay Eleuthera with NOT heated pool

Beautiful Modern Caribbean-Front Home in Great location w/ Private Heated Pool!

Governor's Harbour
10.0 out of 10, Exceptional, (39)
"We had a wonderful stay at Paradise Point. The house was very clean and was perfect for our needs. My grandsons always love the pool and the snorkeling in front of the house was nice also! This was our second stay here and hope to return. "
United States
Janice B.
Beautiful Modern Caribbean-Front Home in Great location w/ Private Heated Pool!

Brand New Designer Home on Banks Road, Steps from Beach, Walk to La Bougainvillea

Governor's Harbour
Brand New Designer Home on Banks Road, Steps from Beach, Walk to La Bougainvillea

Stunning New Secluded Beachfront House w/Heated Pool, Spectacular Views

Governors Harbour
9.8 out of 10, Exceptional, (71)
"This was our first trip to Eleuthera and we had an awesome time especially staying at this property! We felt like we were on the island by ourselves with our own private beach the majority of the time. The house was beautiful and the location was great centrally located. We had everything we needed and more. "
United States
Michelle H.
Stunning New Secluded Beachfront House w/Heated Pool, Spectacular Views
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, 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 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.