32 Properties in Key West, Florida, United States of America. May 15, 2026 through May 17, 2026

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Chart Room Daily Hangout HeadquartersFlorida Keys Beaches Sep 3-4

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Ernest Hemingway Home and Museum

Southernmost Point

Mallory Square

Key West Shipwreck Museum

Key West Butterfly and Nature Conservatory

Duval Street

Fort Zachary Taylor Historic State Park

Florida Keys Eco - Discovery Center

Smathers Beach

Dry Tortugas National Park

Florida Keys National Marine Sanctuary

Clarence S. Higgs Memorial Beach Park

South Beach

Florida Keys Beaches

Oldest House Museum and Garden

Truman Beach

Boca Chica Nude Beach

Key West Tropical Forest and Botanical Garden

Sails To Rails Museum at Flagler Station

Fort Jefferson

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Key West

Key West Historic District

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Sunset Key

Downtown Key West

Truman Annex

Big Coppitt Key

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Geiger Key

Bahama Village

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InnRoad

Autograph Collection Hotels & Resorts

Ocean Properties Hotels Resorts & Affiliate

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eviivo NORAM

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RC - EOS Hospitality, LLC

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32 properties

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30th Anniversary Sale: Members save up to 30%

For a limited time, save on select hotels & vacation rentals. Book by October 7.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A hotel with a large pool, multiple balconies, and palm trees.

VIP Access

Blue Flamingo Resort Key West

New Town

Pool
Hot tub

Reserve now, pay later

8.68.6 out of 10

Excellentexcellent

2,652 reviews(2,652 reviews)

Sale $52 off

$131 nightly

The current price is $407 total

$407 total

Total with taxes and fees

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A modern dining area with a glass table, four chairs, and a ceiling fan.

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

Beachside Resort & Residences

Key West

Pool
Hot tub

8.68.6 out of 10

Excellentexcellent

2,486 reviews(2,486 reviews)

$175 nightly

The current price is $539 total

$539 total

Total with taxes and fees

We have 4 left at this price

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A modern living room with a sofa, a wooden chair, a coffee table, a floor lamp, and a TV.

A dining table with plates of food, a drink, and a view of a pool and palm trees.

Margaritaville Beach House Key West

Key West

Pool
Hot tub
Airport shuttle included

Reserve now, pay later

8.88.8 out of 10

Excellentexcellent

1,801 reviews(1,801 reviews)

$254 nightly

The current price is $699 total

$699 total

Total with taxes and fees

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30th Anniversary Sale: Members save up to 30%

Photo gallery for Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Photo gallery for Beachside Resort & Residences

Beachside Resort & Residences

Photo gallery for Margaritaville Beach House Key West

Margaritaville Beach House Key West