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485 Properties in Florida Keys, United States of America. June 29, 2026 through June 30, 2026

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Photo gallery for Beachfront Key West + Free Breakfast, Bar & Pool

A pool with lounge chairs and umbrellas, palm trees, and a clear sky.

Beachfront Key West + Free Breakfast, Bar & Pool

Entire property by Vrbo
1 min walk to South Beach
Swimming pool, Breakfast incl, Balcony
8.0 out of 10
very good
$25,509 nightly
The current price is $32,422 total
Total with taxes and fees
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Photo gallery for Duval Street Stay + Free Breakfast, Beach & Pool

A pool with lounge chairs and umbrellas, palm trees, and a clear sky.

Duval Street Stay + Free Breakfast, Beach & Pool

Entire property by Vrbo
1 min walk to South Beach
Swimming pool, Breakfast incl, Balcony
10 out of 10
exceptional
$25,197 nightly
The current price is $32,027 total
Total with taxes and fees
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Photo gallery for Knowles House/Free onsite parking/Close to Duval

A covered outdoor area with a pool, lounge chairs, and wicker furniture.

Knowles House/Free onsite parking/Close to Duval

Entire home by Vrbo
Sleeps 16 · 8 bedrooms · 8 bathrooms
12 min walk to Florida Keys Beaches
Private pool, Pet-friendly, Balcony
10 out of 10
exceptional
(12 reviews)
$4,585 nightly
The current price is $6,293 total
Total with taxes and fees
Lower than similar properties
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