House vacation rentals in Windermere Island
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Top-rated house rentals in Windermere Island
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windermere Island house rentals
House rentals with a pool
Home in Governor's Harbour
4.81 out of 5 average rating, 21 reviewsMind at Ease - Ocean View & Private Pool
Mar 11 – 18
Home in Governor's Harbour
5.0 out of 5 average rating, 3 reviewsCupidsWay-New Home-Pool-Snorkel-Cliff Jump-Kayaks+
Apr 15 – 22
Home in Governors Harbour
4.91 out of 5 average rating, 32 reviewsGated compound w/ hot tub and pool. Walk to beach.
Sep 14 – 21
Home in Rock Sound
4.67 out of 5 average rating, 3 reviews"Tara" Estates
Oct 4 – 11
Home in Governor's Harbour
5.0 out of 5 average rating, 4 reviewsHistoric Home Directly on Windermere Beach w/Club,
Jan 25 – Feb 1
Home in Governor's Harbour
4.89 out of 5 average rating, 63 reviewsBeautiful Hibiscus House
Sep 21 – 28
Home in North Palmetto Point
5.0 out of 5 average rating, 6 reviewsTrade Winds
Mar 13 – 20
Home in Governor's Harbour
5.0 out of 5 average rating, 3 reviewsBlueTides - Ocean Front 3 BR/2 BA Pool Home
Jul 20 – 27
Weekly house rentals
Home in Gregory Town
5.0 out of 5 average rating, 64 reviewsSlowtide Eleuthera - NEW home right on Caribbean!
Jun 28 – Jul 5
Home in Governor’s Harbour
4.92 out of 5 average rating, 24 reviewsWelcome to Outer Reef, a slice of heaven on Earth.
Oct 24 – 31
Home in Current
4.87 out of 5 average rating, 15 reviews*BRAND NEW* & Waterfront 2bd/2bath~Lanai
Mar 26 – Apr 2
Home in Current
5.0 out of 5 average rating, 11 reviewsLeisure Beach Ocean Retreat
Jun 26 – Jul 3
Home in Spanish Wells
5.0 out of 5 average rating, 20 reviewsLuxury Cottage GEAUX FISH Spanish Wells
Apr 25 – May 2
Home in North Palmetto Point
4.75 out of 5 average rating, 24 reviewsHighlander Breeze Cottage 1
Oct 11 – 18
Home in North Palmetto Point
4.78 out of 5 average rating, 50 reviewsReal, Working Lighthouse with Secluded Beach
Sep 7 – 14
Home in Rainbow Bay
4.74 out of 5 average rating, 50 reviewsIsland Time, Eleuthera: Ocean-front beach house
Oct 13 – 20
Private house rentals
Home in Eleuthera
4.77 out of 5 average rating, 39 reviewsRainbow Bay House w/ Reliable Internet (Starlink)
Jan 3 – 10
Home in Russell Island
5.0 out of 5 average rating, 50 reviewsAmazing views!!! Tippy's Cottage by the Sea
Mar 20 – 27
Home in Current
4.9 out of 5 average rating, 80 reviewsMarshall Haus on North Beach
May 15 – 22
Home in South Palmetto Point
4.82 out of 5 average rating, 17 reviewsSecluded Oceanfront House
May 9 – 16
Home in Rainbow Bay
4.86 out of 5 average rating, 37 reviewsModern Beach Cottage with Oceanview in Rainbow Bay
Feb 8 – 15
Home in Gregory Town
4.96 out of 5 average rating, 136 reviewsTurquoise Oasis (close to the cove resort)
Apr 17 – 24
Home in North Palmetto Point
5.0 out of 5 average rating, 7 reviewsSteps from the turquoise water!
Sep 1 – 8
Home in Tarpum Bay
4.94 out of 5 average rating, 52 reviews"Baha Mara" on the Beach (NEW)
Jul 16 – 23
Destinations to explore
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