487 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

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Fort Zachary Taylor Historic State Park

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Florida Keys National Marine Sanctuary

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Key West

Marathon

Big Pine Key

Key Largo

Tavernier

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Cow Key

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eviivo NORAM

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Key West Inns

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

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A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

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

Outdoor pool

•

Restaurant

•

Beach

Outdoor pool, Restaurant, Beach

Fully refundable

9.49.4 out of 10

Exceptionalexceptional

1,246 reviews(1,246 reviews)

$28 off

$178 nightly

The current price is $245 total

$245 total

Total with taxes and fees

We have 3 left at this price

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

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

VIP Access

Blue Flamingo Resort Key West

New Town

2 outdoor pools

•

American restaurant

•

Poolside bar

2 outdoor pools, American restaurant, Poolside bar

Fully refundable

Reserve now, pay later

8.68.6 out of 10

Excellentexcellent

2,651 reviews(2,651 reviews)

$116 nightly

The current price is $187 total

$187 total

Total with taxes and fees

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A pool area with blue lounge chairs, a hot tub, and a covered seating area.

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

Ibis Bay Beach Resort

On the beach

Outdoor pool

•

Poolside bar

•

Restaurant

Outdoor pool, Poolside bar, Restaurant

Fully refundable

8.28.2 out of 10

Very Goodvery good

2,361 reviews(2,361 reviews)

$81 off

$107 nightly

The current price is $137 total

$137 total

Total with taxes and fees

More information about Ibis Bay Beach Resort, opens in a new tab

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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

Photo gallery for Ibis Bay Beach Resort

Ibis Bay Beach Resort