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North Eleuthera
Gregory Town Vacation Rentals
Pineapples, surf, and the Glass Window Bridge
2 rentals available · open map search
Home to Surfer's Beach and the dramatic Glass Window Bridge where the deep Atlantic meets the bright Bight of Eleuthera.
2 rentals
Open in map search →Gregory Town
Pineapple House
4.7(6)
House · 500 ft to beach
Sleeps 6 3 bd 2 ba
From
View home →$240/ night
About Gregory Town vacation rentals
Browsing Gregory Town vacation rentals on Eleuthera Vacation means booking directly with the owners and managers who know the area best. Every home here is on Eleuthera, with transparent nightly, weekly, and monthly rates, real availability calendars, and no traveler booking fees.
Use the filters to narrow by bedrooms, beachfront access, private pools, boat docks, and more, then send your questions straight to the host. Pair your stay with our Eleuthera Island Guide to plan beaches, dining, and getting around.