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Search results showing properties in Key West, Florida, United States of America. September 5, 2023 through September 12, 2023

Google map showing 225 properties

Key West is popular!

Only 13% 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
Jun 6 - Jun 13
8.0 out of 10 Very Good (21 reviews)
We are sold out
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Photo gallery for Ultimate Key West Experience! Access to 2 Beaches, 3 Pools, Near Duval Street

Ernest Hemingway Home and Museum
Guesthouse · 3 min walk to South Beach

Ultimate Key West Experience! Access to 2 Beaches, 3 Pools, Near Duval Street

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
10 out of 10 Exceptional (1 review)
We are sold out
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Photo gallery for Perfect Location for Your Next Getaway! Amazing Room w/ King Bed, Outdoor Pool

Bedroom with a comfortable bed
Guesthouse · 4 min drive to the beach

Perfect Location for Your Next Getaway! Amazing Room w/ King Bed, Outdoor Pool

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
8.4 out of 10 Very Good (5 reviews)
We are sold out
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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
Jun 6 - Jun 13
9.0 out of 10 Wonderful (2 reviews)
We are sold out
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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
Jun 6 - Jun 13
5.6 out of 10 (4 reviews)
We are sold out
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Apartment · 5 min walk to Florida Keys Beaches

Classic King - at Curry Mansion with Heated Pool!

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
9.6 out of 10 Exceptional (4 reviews)
We are sold out
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Condo · 11 min walk to Florida Keys Beaches

Classic Key West condo w/ private parking, covered porches, & shared pool

Sleeps 6 · 2 bedrooms · 2+ bathrooms
Jun 6 - Jun 13
9.4 out of 10 Exceptional (26 reviews)
We are sold out
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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
Jun 6 - Jun 13
8.0 out of 10 Very Good (7 reviews)
We are sold out
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Guesthouse · 3 min walk to South Beach

Tropical Key West Getaway! Enjoy Island View from your Room, Swimming Pools!

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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Guesthouse · 4 min drive to the beach

Standard Two Queen Beds at The Gates Hotel Key West, Onsite Pool, Bike Rental!

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
10 out of 10 Exceptional (1 review)
We are sold out
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House · 3 min walk to South Beach

Superior King ADA Accommodation at Southernmost Beach Resort

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
10 out of 10 Exceptional (1 review)
We are sold out
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Apartment · 6 min walk to Florida Keys Beaches

Yellow Room at Grand Maloney by Brightwild

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
10 out of 10 Exceptional (2 reviews)
We are sold out
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Guesthouse · 3 min walk to South Beach

Paradise Getaway! Bike Rental, 3 POOLS, Bar, Short Walk to Southernmost Point!

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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House · 5 min walk to South Beach

Caribbean Cottage ~ Duval Street Key West

Sleeps 6 · 2 bedrooms · 2 bathrooms
Jun 6 - Jun 13
9.0 out of 10 Wonderful (44 reviews)
We are sold out
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Guesthouse · 3 min walk to South Beach

Great for Getaways on the Lush Island of Key West! 3 Poos, Nightlife, Beach Bar!

Sleeps 2 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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Guesthouse · 4 min drive to the beach

You Found it! Amazing Room w/ 2 Queen Beds, Outdoor Swimming Pool

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
8.8 out of 10 Excellent (3 reviews)
We are sold out
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Guesthouse · 4 min drive to the beach

Pool View Two Queen Beds at The Gates Hotel Key West, Swimming Pool!

Sleeps 4 · 1 bedroom · 1 bathroom
Jun 6 - Jun 13
We are sold out
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