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Keewaydin Island family rentals

We found 9,908 family rentals — enter your dates for availability

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September 2025

October 2025

Find the best place to stay - Keewaydin Island

Premier Host

SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

Sleeps 6 · 2 bedrooms · 2 bathrooms

Premier Host

Waterfront Paradise with Private Dock & Pool - Naples/Marco Island Summer/Snow

Sleeps 6 · 3 bedrooms · 3 bathrooms

Dog-friendly single-level condo with furnished patio, rooftop, & washer/dryer

Sleeps 4 · 2 bedrooms · 2 bathrooms

Premier Host

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

Sleeps 8 · 5 bedrooms · 4 bathrooms

Premier Host

Hemingway House of Marco Island, Florida,Summer Special,20 percent off rates !

Sleeps 14 · 5 bedrooms · 5 bathrooms

Top rated rentals - Keewaydin Island

Premier Host

Girls trip

Great place to relax with private pool and few miles to the beach. Well stocked with all the beach items. My daughters and I enjoyed this home and will be back.

Susan T.

Stayed Nov 2024

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