256 Properties in Key West, Florida, United States of America. August 14, 2024 through August 15, 2024

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Southernmost Half Marathon & 10K Run Key WestFlorida Keys Beaches Oct 11-12

Popular locations

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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

Old Town Key West

Sunset Key

Downtown Key West

Truman Annex

Big Coppitt Key

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Geiger Key

Bahama Village

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Uptown - Upper Duval

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White Street Gallery District

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White St. Gallery

Northside Resort

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TravelStaytion

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Autograph Collection Hotels & Resorts

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Ocean Properties Hotels Resorts & Affiliate

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Fairfield Inn and Suites

Doubletree

eviivo NORAM

RC - EOS Hospitality, LLC

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Enjoy the season with activities like ice skating, snowmobiling, or sledding.

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256 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 marina with boats docked, a beach resort building, and palm trees.

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

Ibis Bay Beach Resort

Northside Resort

Bar and lounge

Restaurant

Outdoor pool

Bar and lounge, Restaurant, Outdoor pool

8.28.2 out of 10

Very Goodvery good

2,400 reviews(2,400 reviews)

$255 nightly

The current price is $319 total

$319 total

Total with taxes and fees

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A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

Key West

Restaurant

Outdoor pool

Hot tub on site

Restaurant, Outdoor pool, Hot tub on site

Fully refundable

9.49.4 out of 10

Exceptionalexceptional

1,303 reviews(1,303 reviews)

$42 off

$306 nightly

The current price is $390 total

$390 total

Total with taxes and fees

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A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

VIP Access

Blue Flamingo Resort Key West

New Town

2 outdoor pools

American restaurant

Bar and lounge

2 outdoor pools, American restaurant, Bar and lounge

Fully refundable

Reserve now, pay later

8.68.6 out of 10

Excellentexcellent

2,712 reviews(2,712 reviews)

Sale $25 off

$127 nightly

The current price is $199 total

$199 total

Total with taxes and fees

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30th Anniversary Sale: Members save up to 30%

Photo gallery for Ibis Bay Beach Resort

Ibis Bay Beach Resort

Photo gallery for Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Photo gallery for Blue Flamingo Resort Key West

Blue Flamingo Resort Key West