Windermere Island Vacation Homes from ￥44,546

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Our top choices for Windermere Island vacation homes

A beachside patio with wooden tables and benches, a white umbrella with Corona branding, and a view of a sandy beach and turquoise waters.

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

governors harbour

Stephanie B.

￥45,224 total

includes taxes & fees

Oct 5 - Oct 6

A calm sea at sunset with boats and a shoreline.

2. Sugar Cakes Tiny house

Governors harbour

Brenique C.

￥44,546 total

includes taxes & fees

Oct 5 - Oct 6

A view through a glass door of a swimming pool surrounded by lush greenery.

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

Governor's Harbour

￥87,569 total

includes taxes & fees

Oct 6 - Oct 7

A kitchen with a built-in washing machine, a sink, and cabinets.

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

Ten Bay

￥167,265 total

includes taxes & fees

Oct 5 - Oct 6

A resort with a pool, palm trees, and lounge chairs.

5. YellowBird Estate in Double Bay - Fully Staffed!

North Palmetto Point

"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."

Thomas C.

￥1,114,216 total

includes taxes & fees

Oct 18 - Oct 19

A pool area with two lounge chairs, a wooden deck, and a view of the ocean and an island.

6. Searenity Eleuthera

Eleuthera

￥265,031 total

includes taxes & fees

Oct 5 - Oct 6

A spacious living area with wicker furniture, a large mirror, and a view of the outdoors.

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

Rock Sound

￥234,407 total

includes taxes & fees

Oct 5 - Oct 6

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Top Windermere Island Hotel Reviews

La Bougainvillea Hotel and Villas

10/10 Excellent

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Sky Beach Club

8/10 Good

"I thoroughly enjoyed my stay af the Beach Club, Bungalow 1. Mr. Rolle, manager, and Virginia, staff, were very professional and courteous and ensured all my needs were met. The road to bungalows however could use some renovation works - a rental car however is still fine for transportation back and forth. I highly recommend the Sky Beach Club and would most definitely stay there again."

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

10/10 Excellent

"What a very unique property. So very cool to be able to snorkel reefs right from your front yard. Water was a little rough the week we stayed, with poor visibility, but we did see a few tropical fish throughout the week. Jumping off the cliffs was also fun! Romell was very kind and accommodating- he graciously helped my husband and son out of a bind when they got stuck. The Jeep Liberty we rented from him was awesome…my son loved it so much he wants to get one for camping. The house was fine for our needs. I will say it is not quite as new as the pictures made it look, especially the kitchen and bedding, but certainly nothing I would leave a bad rating for, as who can complain about paradise. The views, the colors of the water, and the islanders we met are unforgettable. We have visited 6 of the out islands so far, and Eleuthera is now one of our favorites. We did spend much time up in Spanish Wells, as that is where we rented the boat - from research, fishing and snorkeling from Spanish Wells proved to be the best. A bit of a drive and a ferry each day to get there, but also very worth the effort. We hit many of the beaches both north and south of the rental- there are just too many to visit. Deborah was amazing at communicating, and provided so much information about places to visit and where to get essentials. This is a very special rental that I would have no problem recommending to future guests."

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

10/10 Excellent

"A cozy and comfortable home! We thoroughly enjoyed our stay. Jethro was very responsive, accommodating, and easy to communicate with throughout our visit. The home had everything we needed for a relaxing stay in Eleuthera, and we truly appreciated the hospitality. We would definitely recommend it to others and would happily stay again!"

Find out more about Windermere Island

Windermere Island Vacation Homes information

Number of reviews	157
Accommodation	271 Vacation Homes
Lowest Price	￥44,546
Highest Price	￥1,114,216

Room 1

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere Island vacation homes

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

2. Sugar Cakes Tiny house

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

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

5. YellowBird Estate in Double Bay - Fully Staffed!

6. Searenity Eleuthera

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

Find vacation rentals that suit your style

Top Windermere Island Hotel Reviews

La Bougainvillea Hotel and Villas

Hilton's Haven

Sky Beach Club

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

Private family beach bungalow - on a beautiful swimming beach

OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.

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

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

French Leave Resort, Autograph Collection

Find out more about Windermere Island

Windermere Island Vacation Homes information

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Search Vacation Homes in Windermere Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere Island vacation homes

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

2. Sugar Cakes Tiny house

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

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

5. YellowBird Estate in Double Bay - Fully Staffed!

6. Searenity Eleuthera

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

Find vacation rentals that suit your style

Top Windermere Island Hotel Reviews

La Bougainvillea Hotel and Villas

Find out more about Windermere Island

Windermere Island Vacation Homes information

Explore a world of travel with Expedia