Monroe County oceanfront rentals

We found 4,400 oceanfront rentals — enter your dates for availability

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December 2025

1

January 2026

Explore Monroe County ocean view rentals

Exterior

Old Wooden Bridge Resort and Marina

Sleeps 6 · 2 bedrooms

Terrace/patio

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Sleeps 4 · 2 bedrooms · 2 bathrooms

Your own Tropical Oasis Dragonfly Lite

Premier Host

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Sleeps 4 · 2 bedrooms · 1 bathroom

Exterior View

Perfect Choice! With Stunning Views of the Island, Private Beach, Pet-Friendly

Sleeps 2 · 1 bedroom · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Ocean View Rentals in Monroe County

Holiday Rental options in Monroe County

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