Windermere Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Vacation Rentals in Windermere Island

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

governors harbour
10.0 out of 10, Exceptional, (122)
"We had a wonderful and relaxing week at this lovely accommodation . Terrific host. Everything we hoped for."
United States
Paddy G.
$309 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

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 16 - Nov 17
Total with taxes and fees
Laughing Bird Suites

Pineapple Fields Boutique Condo Hotel

3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (8)
"The premises are impeccably kept and the staff are very hospitable and helpful. A great restaurant is across the road along with an amazing beach. It’s a perfect place to stay looking forward to my next visit. "
United States
Patrice
Pineapple Fields Boutique Condo Hotel

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 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

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

Eeuthera
10.0 out of 10, Exceptional, (74)
"This was our first time on the island and this was the perfect location for my family. It is central to everything in the island and that beach…….it was perfection. My kids spent hours snorkeling all around Ten Bay. The house had everything we needed and the views were to die for. We will be back!!!!!!"
United States
Emily A.
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
Villa Allamanda

Oceanfront- Brand new Eleuthera house

Governor's Harbour
9.8 out of 10, Exceptional, (75)
"we loved everything, the house was great!"
United States
silvia m.
Oceanfront- Brand new Eleuthera house

High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator

Eleuthera
9.8 out of 10, Exceptional, (75)
"Wonderful stay. Especially Romell. He was wonderful!"
United States
Christina M.
High-End Caribbean Home-Top location-Large Private Pool-Great Views + Generator

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

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

South Palmetto Point
10.0 out of 10, Exceptional, (83)
"This place is heaven. Owners are responsive, property and location are great. Have already booked another trip!"
Canada
Barb R.
Luxury in the Out Islands, 1st Class for the Selective Vacationer

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

Governors Harbor
9.6 out of 10, Exceptional, (71)
"Beautiful property with private beach and everything you need."
United States
Patrick L.
Garden of Light,Charming Oceanfront Villa,Tiki Huts& Generator,10% off 7+ nights

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

Governors Harbour
10.0 out of 10, Exceptional, (124)
"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.

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 16 - Nov 17
Total with taxes and fees
Mika's Resort

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

North Palmetto Point
10.0 out of 10, Exceptional, (7)
"Wonderful house with a gorgeous beachfront location. Excellent, quiet and very relaxing part of the island. Very nice pool and outdoor areas with pleasant seating. Lots of space and bedrooms and bathrooms. Very nicely appointed house with good furniture and decore, and a well stockwd kitchen. Downstairs has great array of fun games for all ages: pool table, table tennis, air hockey, ski ball, arcade game, darts and so on. Host Marco was very easy to work with and very helpful and readily...
United States
Ronan O.
7 bedroom Ocean Front in Double Bay Eleuthera with NOT heated pool

Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach

Governor's Harbour
9.8 out of 10, Exceptional, (29)
"Theresa & Andre were excellent host. Very helpful with suggestions to eating & places to see. Went above & beyond getting Mass times for us & printing airline tickets out for us. What a wonderful evening we spent with them & getting to know them & their family. Dinner prepared by Theresa was excellent. "
United States
Douglas G.
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach

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

Governor's Harbour
9.8 out of 10, Exceptional, (18)
"Very easy to work with"
United States
John M.
Oceanfront Deck, Kayak, SUP, Snorkel Mask, AC, Free Wi-Fi, Grill, Great Location

Brand New 10-BR Beachfront Compound w/Pool on Bank

Governors Harbour
10.0 out of 10, Exceptional, (2)
"I'm not even sure where to start. The house was perfect for our group of 14 and could have accommodated more. The main house has 4 large master bedrooms with their own bathrooms. Their are two casitas in addition that are each 2 bedrooms with their own bathrooms- so 8 total bedrooms and 9 bathrooms between the main house and the casitas. We could have expanded to the carriage house, but didn't need it. The two full kitchens were awesome and well appointed. The three dining tables were...
United States
Steve H.
Brand New 10-BR Beachfront Compound w/Pool on Bank

Oceanfront Home on Caribbean w/ Sunset View, Boat Ramp, Kayaks, Pool!

Savannah Sound
9.4 out of 10, Exceptional, (45)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Savannah Sunset was perfect for our family of 5 plus my mom. The screened in porch was where I spent most of my time as it had amazing views (and sunsets) and a nice breeze. The pool was great to have. It was too windy to swim out front every...
United States
Anna D.
Oceanfront Home on Caribbean w/ Sunset View, Boat Ramp, Kayaks, Pool!

New Oceanfront Home with Dock, Kayaks, Private Pool

Governors Harbour
9.0 out of 10, Wonderful, (40)
"Our family decided to skip the holidays and stay at Coral Point. We generally enjoyed the property very much. If you plan on cooking, I would suggest inquiring on basics to see if it can be stocked ( cooking sheets, mixing bowls). The beds were all comfortable with nice and clean linens. The house was clean, and free of personalized items that can weigh down a rental. The views are outstanding - with stunning sunsets. The highlight is the dock with access to the Caribbean Sea. We used the...
United States
anna g.
New Oceanfront Home with Dock, Kayaks, Private Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $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.