481 Properties in Florida Keys, United States of America. May 16, 2026 through May 17, 2026

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Everglades National Park

Southernmost Point

Mallory Square

John Pennekamp Coral Reef State Park

Duval Street

Sombrero Beach

Fort Zachary Taylor Historic State Park

Smathers Beach

Florida Keys National Marine Sanctuary

Clarence S. Higgs Memorial Beach Park

South Beach

Anne's Beach

Florida Keys Beaches

Baker's Cay Resort Beach

Biscayne National Park

Fiesta Key

Bahia Honda State Park

Calusa Beach

Vaca Key

Coco Plum Beach

Neighborhood

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Key West

Marathon

Big Pine Key

Key Largo

Tavernier

Islamorada

Key Colony Beach

Long Key

Cow Key

Layton

Summerland Key

Key West Historic District

Old Town Key West

Sunset Key

Conch Key

Downtown Key West

Truman Annex

Big Coppitt Key

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Geiger Key

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TravelStaytion

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AC Hotel by Marriott Bonvoy

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aloft

GoGlobalVacationRentals

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EVEN

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element

Marriott Hotels & Resorts

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Sonesta Hotel

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eviivo NORAM

Monopoly Management

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JW Marriott

Motel 6

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Trump Hotels

Ocean Properties Hotels Resorts & Affiliate

RIU Plaza

RC - EOS Hospitality, LLC

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W Hotels

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Radisson - by Choice Hotels

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MOXY

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HYATT house

Lennox Hotels

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Nobu Hotels

Arlo Hotels

Design Hotels

Morgans Hotel Group

Remington

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Vector Travel

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Great Ocean Condos and Homes

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B&B Hotels

Key West Inns

Nearby activities

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

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A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

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

VIP Access

Blue Flamingo Resort Key West

New Town

Pool
Hot tub

Fully refundable

Reserve now, pay later

8.48.4 out of 10

Very Goodvery good

2,574 reviews(2,574 reviews)

$314 nightly

The current price is $410 total

$410 total

Total with taxes and fees

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Ibis Bay Beach Resort

On the beach

Breakfast included
Pool

Fully refundable

8.28.2 out of 10

Very Goodvery good

2,303 reviews(2,303 reviews)

$148 off

$197 nightly

The current price is $238 total

$238 total

Total with taxes and fees

We have 8 left at this price

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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

Pool
Hot tub

Fully refundable

Reserve now, pay later

9.49.4 out of 10

Exceptionalexceptional

1,208 reviews(1,208 reviews)

$507 nightly

The current price is $615 total

$615 total

Total with taxes and fees

We have 2 left at this price

More information about Hyatt Vacation Club at Windward Pointe, Key West, opens in a new tab

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Photo gallery for Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

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