Windermere Island Vacation Rentals

Vacation Rentals in Windermere Island

Spectacular views of the world famous Windermere beach
9.6 out of 10, Exceptional, (43)
"The Best!"
The price is $300
$686 total
includes taxes & fees
Jun 25 - Jun 26
Spectacular views of the world famous Windermere beach
Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis
9.6 out of 10, Exceptional, (45)
"Perfect location, beautiful beach, excellent food nearby at the club and super-helpful staff. The house isn't new or shiny, if that's what you're looking for, but it worked well for us. We had a great week and can't wait to go again. Thank you to everyone there!"
Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis
AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club
9.8 out of 10, Exceptional, (18)
"Wonderful house and location. Loved every minute of our stay ."
AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club
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Oceanfront Glass House on Private Deserted Pink Sand Beach
10.0 out of 10, Exceptional, (76)
"I have been going to Eleuthera for over 20 years. Every home is different and being on a remote island has its challenges for property owners. This home sits on a great beach with plenty of privacy. It was very clean and the check in process was super easy. Some items are worn, but everything works. The bed in the blue bedroom sways and is super soft (the only negative). Awesome view and nice location."
Oceanfront Glass House on Private Deserted Pink Sand Beach
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
10.0 out of 10, Exceptional, (104)
"This place is perfect for exploring beaches and also having a pool. Located in the middle of the island its convenient to go either North or South. Jethro is hands down the best home owner we have ever rented from. Immediate response in person if needed. Even though right on Banks Rd the privacy is perfect! Looking forward to returning to this beautiful island and will definitely return to Tradewinds!"
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
Conch'd Out Beach House: Semi-private beach. Relaxing Getaway. Adults Only.
10.0 out of 10, Exceptional, (69)
"Privacy, beauty, setting and every possible convenience in a vacation rental on one of the out islands. Top appliances, comfortable furniture, spectacular setting on a near private beach of miles. And to make things best, a wonderful local manager—responsive, knowledgeable,etc. Could not have been more pleased! Compliments to the owners for their thoughtful furnishing and accommodations. A minor point would be the need to replace the beach chairs, but the many patio chairs and tables and lounges...
Conch'd Out Beach House: Semi-private beach. Relaxing Getaway. Adults Only.
Mika's Resort
3.5 star property
9.6 out of 10, Exceptional, (21)
"Amazing place for couples and honeymooners! It’s very clean and private. The beach 30 seconds away is simply breathtaking. We stayed for 2 nights and it was magical.We strongly recommend this place !"
The price is $431
$557 total
includes taxes & fees
Jun 1 - Jun 2
Mika's Resort
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
10.0 out of 10, Exceptional, (92)
"We enjoyed our 10-day stay. The sweet house was everything we expected—Clean, well designed and organized, and close to Governor’s Harbor as well as points north and south. The weather was hotter than we expected, but AC worked well. I especially enjoyed daily “workouts in the small and very clean pool. Jethro, who lives nearby, was particularly helpful with suggestions for restaurants and activities. Highly recommend."
The price is $195
$309 total
includes taxes & fees
Jun 15 - Jun 16
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.
10.0 out of 10, Exceptional, (46)
"We returned to paradise at Ocean Waves rental in Governor’s Harbor, Eleuthera and loved our stay with a magnificent view of the ocean!"
OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.
New Beach House, Breathtaking Views, Walk to Restaurant/Pool Bar
10.0 out of 10, Exceptional, (11)
"Well located on the center of the island, 8 min walk to a quiet beach. Super clean apartment, friendly owner. We appreciated the beach chairs we could take along with us. The only disappointment is that we thought from the listing the large balcony facing the ocean would be private and adjacent to our unit, but it is the owner's balcony which we could access. No direct ocean view from our apartment."
New Beach House, Breathtaking Views, Walk to Restaurant/Pool Bar
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks + SUP!
9.8 out of 10, Exceptional, (54)
"This is a fantastic house in a fantastic location on a fantastic natural island. The house sleeps 8 very comfortably and provides every modern convenience. A refreshing pool is two steps from the back balcony door and diving and snorkeling are a mere 10 yards further in your private back yard with stairwell down to the water. Everyone loved jumping off the ledge into the crystal blue water. Beautiful views from every window in home. Great local restaurants just 3 miles down the road in lovely...
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks + SUP!
Beachfront Cottage with Spectacular Ocean Views TOP RATED
10.0 out of 10, Exceptional, (65)
"Having seen the images and read the reviews we knew we were going somewhere nice but none of that does this place justice. It is super clean inside the cottage with everything we needed for our almost 2 weeks stay and we had the whole beach/bay to ourselves! The view is truly amazing and the water is shallow very far out so it was great for walking in and swimming (with water shoes for the rocky shore). Screened in porch is great! The owners of the property that live right next door are so...
Beachfront Cottage with Spectacular Ocean Views TOP RATED
New Home w/Heated Pool on Prestigious Banks Rd Short Walk to Tippy's & Beach
9.8 out of 10, Exceptional, (34)
"The house was immaculately kept and had a lovely decor. We loved the stunning beach. There were plenty of beach towels which we appreciated."
New Home w/Heated Pool on Prestigious Banks Rd Short Walk to Tippy's & Beach
New Oceanfront Cottage Near Restaurant, Stores. VERY FAST INTERNET
9.8 out of 10, Exceptional, (82)
"The cottage was perfect for my husband, myself and my parents. It’s well appointed and a close drive from Rock sound airport. Easy access to the grocery store. Thank you! Athalyn"
New Oceanfront Cottage Near Restaurant, Stores. VERY FAST INTERNET
Oceanfront- Brand new Eleuthera house
10.0 out of 10, Exceptional, (56)
"Barbis homes are always very clean and come with all the amenities. I will definitely be back!"
Oceanfront- Brand new Eleuthera house
Monticello-Blue Bahia Villa, Majestic View,Tiki Huts & Generator, Ten Bay,10%Off
10.0 out of 10, Exceptional, (58)
"Beautiful home on the gorgeous Ten Bay beach. Everything was as described and conveniently located. We will definitely be back!"
Monticello-Blue Bahia Villa, Majestic View,Tiki Huts & Generator, Ten Bay,10%Off
Beachfront Estate wHeated Pool Directly on Pink-Sand Double Bay Beach
9.6 out of 10, Exceptional, (26)
"Beautiful property with beautiful ocean front views. The beach was rocky but delightful at low tide. The pool was an added bonus. The kitchen was equipped and the bedrooms were roomy and nice. We will definitely stay there again"
Beachfront Estate wHeated Pool Directly on Pink-Sand Double Bay Beach
WV1 Stunning Contemporary Beach Villa w/ Private Pool, 50-Mile Ocean Views
7.6 out of 10, Good, (10)
"The location of this home on the island was ideal. Super close to Governor's harbor where we made frequent trips to town for shopping and restaurants. Pascals right down the hill with the swim up bar was a perfect compliment to this home. The bedrooms were comfortable and it was a perfect layout for two families. The towels were nice and soft and so were the beds and linens. The living room furniture wasn't the most comfortable but we spent most of our time out by the pool. The kitchen is...
WV1 Stunning Contemporary Beach Villa w/ Private Pool, 50-Mile Ocean Views
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach
10.0 out of 10, Exceptional, (26)
"We stayed for 5 days at Ocean Sounds cottage. Theresa was a wonderful host and made sure we had everything we needed. The cottage was very clean and sized perfectly for one or two people. The neighborhood is lovely and the beach just a short drive away."
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach
Welcome to Paradise!
10.0 out of 10, Exceptional, (119)
"Beautifully appointed house with lovely pool and deck area. The screened porch is such a a bonus. And all of this sits above a gorgeous beach!"
Welcome to Paradise!
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See all available properties in Windermere Island
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.

Windermere Island Vacation Rental Travel Info

Other types of properties in Windermere Island you may be interested in

Spectacular views of the world famous Windermere beach
9.6 out of 10, Exceptional, (43)
"The Best!"
The price is $300
$686 total
includes taxes & fees
Jun 25 - Jun 26
Spectacular views of the world famous Windermere beach
French Leave Resort, Autograph Collection
4.0 star property
9.6 out of 10, Exceptional, (25)
"My stay at French Leave was amazing, despite the hiccups encountered on property. There were outages that affected several villas and I was moved to another villa, after encountering some problems. There were issues with wifi and cable issues that stemmes from the service providers. These were my only issues as I sometimes like staying inside and relaxing. The beach at the property is gorgeous and the resort gives you a golf cart upon checking in for getting around. The food at the restaurant on...
The price is $599
$742 total
includes taxes & fees
Jul 1 - Jul 2
French Leave Resort, Autograph Collection
Sky Beach Club
4.0 star property
8.2 out of 10, Very Good, (59)
"The road leading to the property was treacherous to traverse in an SUV. So once we were up, we didn’t want to leave. We had to wait until after 3 to check into our room even though there was only my husband and I and one other guest staying in the cottages. The room was a lovely room with ocean views. Pasquale’s restaurant is rarely open. No ice on premises and internet was out as well as electricity a few hours a day. The beach is beautiful but has so much trash along the dune lines but from...
Sky Beach Club
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.

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 $195 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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