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115 Properties in Cudjoe Key, Florida, United States of America. June 11, 2026 through June 12, 2026

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Photo gallery for Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

A two-story house with a balcony, a staircase, and a view of the beach.

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Entire home by Vrbo
Sleeps 6 · 3 bedrooms · 2 bathrooms
Cudjoe Key
Balcony, Outdoor pool, AC
8.6 out of 10
excellent
(104 reviews)
$325 nightly
The current price is $729 total
Total with taxes and fees
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Photo gallery for Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Entire home by Vrbo
Sleeps 6 · 2 bedrooms · 2 bathrooms
Cudjoe Key
Hot tub on site, Swimming pool, Balcony
9.8 out of 10
exceptional
(148 reviews)
$39 off
$354 nightly
The current price is $701 total
Total with taxes and fees
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Photo gallery for Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

A view from a balcony overlooking a beach with a clear sky and calm sea.

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Entire home by Vrbo
Sleeps 4 · 2 bedrooms · 2 bathrooms
Cudjoe Key
Hot tub on site, Swimming pool, Balcony
10 out of 10
exceptional
(9 reviews)
$47 off
$425 nightly
The current price is $790 total
Total with taxes and fees
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