Key West Waterfront Rentals

Waterfront rentals face the water directly, whether that is open water, a bay or a canal.

We found 10 of the 196 Key West rental listings with real details in our directory whose own title mentions waterfront. Most are in Key West (7), Marathon (1), Big Pine Key (1).

Beach destinations are busiest in summer and around school breaks, so feature-specific homes can book up early.

3 of these also mention pool in the title, so see the Key West pool page too.

Quick facts

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10 Key West listings that mention waterfront

Order: listings with a photo and a direct booking site first, then A–Z. This is not a ranking, and no one pays to appear in this list.

Before you book

FAQ

How many waterfront rentals are listed in Key West?

As of October 19, 2026, BnB Search lists 10 Key West rentals whose listing title mentions waterfront, out of 196 Key West rental listings with details in our directory.

How did you choose these listings?

We include a listing only when its own public title mentions waterfront. We do not inspect homes, so confirm the feature and house rules with the owner or manager before you book.

Which Key West areas have the most waterfront rentals?

In our data: Key West (7), Marathon (1), Big Pine Key (1).

Can I book through BnB Search?

No. BnB Search is a free directory. Use the Visit site link to book directly with the owner or manager, or open the details page for the map and contact options.

Key West guides