Windemere Island Rentals

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76 Houses

(1) Excellent 

27

Elegant and Historic Villa Directly on Windermere Beach w/ Pool

Eleuthera / Windemere Island

Windemere Island house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$701

Responds fast!
avg. 32 minutes

Price per night from

$701

12

Dolhpin House

Eleuthera / Windemere Island

Windemere Island villa

3 9 4 nights min

  • 3 bedrooms
  • sleeps 9
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$951

Responds fast!
avg. 3 hours 57 minutes

Price per night from

$951

13

Exotic Beachfront Villa With Pool SUP, Fish, Kayak

Eleuthera / Windemere Island

Windemere Island house

4 10 4 nights min

  • 4 bedrooms
  • sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,500

Price per night from

$1,500

28

Beach House with Pool and Tennis on Private Windermere Island

Eleuthera / Windemere Island

Windemere Island house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$501

Responds fast!
avg. 32 minutes

Price per night from

$501

(20) Excellent 

38

Windermere Island, Beachfront Luxury & Boating, Bonefishing, Kayak from our Dock

Eleuthera / Windemere Island

Windemere Island villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Beatiful Spot” We stayed over the U.S. Thanksgiving week and everything was perfect. First and foremost the owners were wonderful to work with and helped us in so many ways to have a great vacation. They assisted with our car rental and diving reser
…see more

Price per night from

$901

Price per night from

$901

(7) Very Good 

24

Touch of Class: A Beachfront Home in the Warm Calm Caribbean

Eleuthera / Windemere Island

Windemere Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly
“Pleasantly surprised” I didn't expect this house or the bay to be as nice given the price. We liked the view and amenities. The downstairs shower with one way glass looking out on to the bay was lovely. We thoroughly enjoyed our stay here. I would sa
…see more

Price per night from

$366

Responds fast!
avg. 32 minutes

Price per night from

$366

Great rentals within 20 miles that match your search

Distance approx 6.77 km from Windemere Island

(74) Excellent 

24

The Pink Sand Cottage "RIGHT ON THE BEACH" Wi Fi

Eleuthera / North Palmetto Point

North Palmetto Point cottage

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
“Week in paradise” First time to the island and the vacation was great especially with the accommodations at the Pink Sand Cottage. Perfect for the two of us and loved the views from inside and outside the house of nothing but beach and water. I'm
…see more

Price per night from

$396

Price per night from

$396

Distance approx 15.17 km from Windemere Island

(4) Excellent 

35

Bahamas, Eleuthera: Sand Dollar Cottage

Eleuthera / Governor's Harbour

Governor's Harbour cottage

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.001 mi
  • Private garden

Price per night from

$110

Responds fast!
avg. 30 minutes

Price per night from

$110

Distance approx 7.61 km from Windemere Island

(8) Excellent 

25

Down By the Seaside - Eleuthera

Eleuthera / Tarpum Bay

Tarpum Bay house

6 10 2 nights min

  • 6 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 2 hours 43 minutes

Price per night from

$200

Distance approx 8 km from Windemere Island

(19) Excellent 

39

Gorgeous Bahamian Villa: Point O' Vue

Out Islands / Eleuthera

Eleuthera house

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“4th stay at Point o' Vue” We returned on Saturday from yet another wonderful and relaxing visit to Eleuthera. This was our 4th time down and we just feel at home on the island and at POV. Tessa was wonderful and keeps the house ship shape and tidy.
…see more

Price per night from

$400

Price per night from

$400

Distance approx 7.56 km from Windemere Island

(11) Excellent 

20

Conch'd Out : On the Water, Great Beach, Privacy

Eleuthera / North Palmetto Point

North Palmetto Point house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Eleuthera Excellence” We were looking for an exceptional rental home on the water in the Caribbean, and we found it. Everything about Conch'd Out was delightful - the location, the space, the unique entertainment module (we all loved this, but especi
…see more

Price per night from

$251

Responds fast!
avg. 1 hour 15 minutes

Price per night from

$251

Distance approx 4.73 km from Windemere Island

(43) Excellent 

38

Parlay At Sunset - A Bahamian Beach House

Eleuthera / Tarpum Bay

Tarpum Bay house

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“A true bliss from the usual vacation - highly recommended.” My wife and I recently visited Eleuthera for 10 days, along with another couple who were having a private destination wedding while we were there (beautiful wedding destination). The four of
…see more

Price per night from

$251

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$251

Distance approx 9.7 km from Windemere Island

12

Oceanview, Private Pool, Short Walk To Pink Sand Beach, Newly constructed

Eleuthera / Governor's Harbour

Governor's Harbour house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$267

Price per night from

$267

Distance approx 11.92 km from Windemere Island

(10) Very Good 

11

Experience the REAL Bahamas

Eleuthera / Tarpum Bay

Tarpum Bay cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly

Price per night from

$151

Price per night from

$151

Distance approx 12.24 km from Windemere Island

28

Unicorn Cay

Eleuthera / Governor's Harbour

Governor's Harbour villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$929

Price per night from

$929

Distance approx 12.2 km from Windemere Island

24

Hilltop Home near Town and Beach w/Ocean Views, Heated Pool, Golf Cart

Eleuthera / Governor's Harbour

Governor's Harbour house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$495

Responds fast!
avg. 32 minutes

Price per night from

$495

Distance approx 12.07 km from Windemere Island

16

"Genuine Creole Hospitality" - III

Eleuthera / Governor's Harbour

Governor's Harbour apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 1 mi
  • Air conditioning

Price per night from

$115

Price per night from

$115

Distance approx 11.98 km from Windemere Island

27

**Brand New** Upstairs 2 Bedroom Apartment Suite

Eleuthera / Governor's Harbour

Governor's Harbour apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$280

Price per night from

$280

Distance approx 16.83 km from Windemere Island

(16) Excellent 

20

Caribbean Blue - Romantic Seclusion on the Sea

Eleuthera / Governor's Harbour

Governor's Harbour house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Child Friendly
“Private getaway” Great views of sunrises, Cupid's Cay and sunsets. The house is furnished with everything to entertain, cook and relax. Only a few minutes from Governor's Hbr. and it's amenities. Can't wait to go back!
…see more

Price per night from

$200

Price per night from

$200

Distance approx 3.26 km from Windemere Island

3

Charming Tropical Setting! Eleuthera, Bahamas!

Eleuthera / Governor's Harbour

Governor's Harbour house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Ask about pets

Price per night from

$296

Price per night from

$296

Distance approx 2.52 km from Windemere Island

23

Luxury house on laid back Eleuthera

Eleuthera / South Palmetto Point

South Palmetto Point house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child Friendly

Price per night from

$500

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$500

Distance approx 6.55 km from Windemere Island

(27) Excellent 

23

Two Dunes - Secluded beach at your door

Eleuthera / North Palmetto Point

North Palmetto Point house

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
“Beauty, peace and serenity!” We had an unforgettable time at Two Dunes! Its a comfortable, very clean house, and Rachel and Will have thought of everything. To say its well appointed is an understatement-its as if you have your own piece of the beaut
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Price per night from

$301

Price per night from

$301

Distance approx 12.22 km from Windemere Island

(3) Very Good 

40

Buccaneer Hill

Out Islands / Eleuthera

Eleuthera villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Ask about children
  • Ask about pets
“Perfect home for 3 family vacation” We brought three families with 5 children to relax, enjoy the beach and get in some long bike rides. We found the Buccaneer Hill house to be the perfect location, layout and style for our trip. Everyone had numero
…see more

Price per night from

$2,002

Responds fast!
avg. 28 minutes

Price per night from

$2,002

Distance approx 10.54 km from Windemere Island

(1) Very Good 

26

THE BAILIWICK HOUSE/GOVERNOR'S HARBOUR/ELEUTHERA

Eleuthera / Governor's Harbour

Governor's Harbour house

5 11 1 night min

  • 5 bedrooms
  • sleeps 11
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$576

Responds fast!
avg. 2 hours 14 minutes

Price per night from

$576

Distance approx 10.81 km from Windemere Island

23

Beachfront Estate w/ Pool & 12 Private Acres on Prestigious Banks Rd

Eleuthera / Governor's Harbour

Governor's Harbour house

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$565

Responds fast!
avg. 32 minutes

Price per night from

$565

Distance approx 4.35 km from Windemere Island

(1) Excellent 

31

Super unique Ten Bay Beach waterfront cottage

Eleuthera / South Palmetto Point

South Palmetto Point cottage

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$175

Price per night from

$175

Distance approx 7.59 km from Windemere Island

46

5 bedroom House for a tropical family get-a-way

Eleuthera / South Palmetto Point

South Palmetto Point apartment

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly

Price per night from

$343

Price per night from

$343

Distance approx 9.27 km from Windemere Island

(1) Excellent 

34

MONTICELLO - DESERT ROSE - CHARMING BEACH FRONT COTTAGE

Eleuthera / Governor's Harbour

Governor's Harbour cottage

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0 mi
  • Child Friendly
  • Air conditioning

Price per night from

$260

Price per night from

$260

Distance approx 12.08 km from Windemere Island

8

Tranquil Garden View Suite in Governor's Harbour

Eleuthera / Governor's Harbour

Governor's Harbour house

2 1 night min

  • sleeps 2
  • 1 night min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$191

Price per night from

$191

Distance approx 1.21 km from Windemere Island Show on Map

13

Oceanfront "Water's Edge" Home

Eleuthera / South Palmetto Point

South Palmetto Point house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$226

Price per night from

$226

Distance approx 9.3 km from Windemere Island

29

MONTICELLO - GARDEN OF LIGHT, SECLUDED OCEANFRONT VILLA - 5% OFF JAN - DEC 2019

Eleuthera / Governor's Harbour

Governor's Harbour villa

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$250

Price per night from

$250

Distance approx 18.84 km from Windemere Island

37

Horizon House

Eleuthera / Governor's Harbour

Governor's Harbour house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$311

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$311

Distance approx 8.7 km from Windemere Island

6

The Duck Inn Villa Cottages

Eleuthera / South Palmetto Point

South Palmetto Point cottage

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$190

Price per night from

$190

Distance approx 6.39 km from Windemere Island

(40) Excellent 

20

Heron Hill : Beachfront Villa with swimming pool

Eleuthera / North Palmetto Point

North Palmetto Point house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“A special piece of Heaven on Earth!” This was our second year staying at the spectacular Heron Hill! My husband and I spent our honeymoon last year at Heron Hill and we returned this year. The house is very spacious with every amenity that you can pos
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Price per night from

$1,151

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$1,151

Distance approx 7.35 km from Windemere Island

(5) Excellent 

25

Seashell Seaside Villas

Eleuthera / South Palmetto Point

South Palmetto Point villa

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$196

Price per night from

$196

Distance approx 6.98 km from Windemere Island

(2) Excellent 

38

Beach front property with amazing sunsets

Eleuthera / Tarpum Bay

Tarpum Bay house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$201

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$201

Distance approx 13.74 km from Windemere Island

13

Shania View Unit 2 Opening Special Book Soon!

Eleuthera / Governor's Harbour

Governor's Harbour condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$144

Price per night from

$144

Distance approx 13.75 km from Windemere Island

(1)  

12

Shania View Unit 3 Opening Special Book Soon!

Eleuthera / Governor's Harbour

Governor's Harbour condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$144

Price per night from

$144