Search results showing properties in Key West, Florida, United States of America. September 30, 2023 through October 3, 2023

Google map showing 325 properties

Key West is popular!

Only 15% of properties are available on our site for your dates.

Photo gallery for Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,

For those who enjoy the pool over the beach, come relax poolside.

Guesthouse · 4 min drive to the beach

Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

8.08.0 out of 10

Very Goodvery good

21 reviews(21 reviews)

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Photo gallery for HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!

Enjoy coffee just outside your room

Premier Host

Condo · 13 min walk to Florida Keys Beaches

HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

9.49.4 out of 10

Exceptionalexceptional

98 reviews(98 reviews)

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Photo gallery for SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!

Your retreat awaits

Premier Host

Condo · 10 min walk to Florida Keys Beaches

SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

9.89.8 out of 10

Exceptionalexceptional

51 reviews(51 reviews)

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Apartment · 3 min walk to Florida Keys Beaches

Coral Cove | Bahama Village Studio w/ Pool & Grill

Sleeps 2 · 1+ bathroom

May 21 - May 24

9.09.0 out of 10

Wonderfulwonderful

26 reviews(26 reviews)

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Guesthouse · 3 min walk to South Beach

Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

7.87.8 out of 10

Goodgood

6 reviews(6 reviews)

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Guesthouse · 4 min drive to the beach

Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

5.65.6 out of 10

4 reviews(4 reviews)

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Apartment · 8 min walk to Florida Keys Beaches

Traveler's Palm by Brightwild |Recently Updated!

Sleeps 6 · 1 bedroom · 1 bathroom

May 21 - May 24

8.68.6 out of 10

Excellentexcellent

9 reviews(9 reviews)

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Guesthouse · 3 min walk to South Beach

Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!

Sleeps 4 · 1 bedroom · 1 bathroom

May 21 - May 24

8.08.0 out of 10

Very Goodvery good

7 reviews(7 reviews)

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Guesthouse · 3 min walk to South Beach

Experience Florida Like Never Before! Oceanfront Pool, Nightlife, Beach Bar!

Sleeps 2 · 1 bedroom · 1 bathroom

May 21 - May 24

8.08.0 out of 10

Very Goodvery good

1 review(1 review)

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Apartment · 3 min walk to Florida Keys Beaches

Andy's Attic by Brightwild | Budget-Friendly!

Sleeps 2 · 1 bathroom

May 21 - May 24

7.67.6 out of 10

Goodgood

14 reviews(14 reviews)

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