Windermere Island Vacation Homes

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Windermere Island holiday homes

A beach with white sand and turquoise water, with a clear sky and scattered clouds.

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

governors harbour

Michael V.

HK$2,491 total

includes taxes & fees

6 Nov - 7 Nov

A calm sea at sunset with boats and a shoreline.

2. Sugar Cakes Tiny house

Governors harbour

Brenique C.

HK$2,084 total

includes taxes & fees

8 Nov - 9 Nov

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

HK$4,218 total

includes taxes & fees

4 Nov - 5 Nov

A beach with clear turquoise water, white sand, and palm trees.

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

Ten Bay

HK$8,328 total

includes taxes & fees

4 Nov - 5 Nov

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.

HK$62,618 total

includes taxes & fees

4 Nov - 5 Nov

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

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

Rock Sound

HK$11,069 total

includes taxes & fees

4 Nov - 5 Nov

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

7. Searenity Eleuthera

Eleuthera

HK$12,520 total

includes taxes & fees

4 Nov - 5 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Windermere Island Hotel Reviews

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

10/10 Excellent

"Everything we expected and more!"

BEACHFRONT HOME AND POOL, 4BR/4 BATHROOMS

10/10 Excellent

"Amazing view , beach all to ourselves. We didn’t realize Sept 5 was beginning of low season so almost all restaurants closed. Grocery store open. If you want a totally relaxing week , it is perfect. Pool is being renovated next month but was cool and refreshing. Had an awesome day with Cpt bubba and fishbone tours!! Everyone was so nice and kind, house was perfect for our group of 4. Prepared to relax and unplug !!!!We will be back. !!"

High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP

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."

Find out more about Windermere Island