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141 Properties in Key West, Florida, United States of America. January 19, 2026 through January 26, 2026

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Florida Keys Beaches

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141 properties

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6 outdoor pools, free cabanas, pool umbrellas

VIP Access

Oceans Edge Key West Resort, Hotel & Marina

Stock Island • Guests like the convenient location

Pool

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,771 reviews(1,771 reviews)

$1,032 off

$421 nightly

The current price is $3,757 total

$3,757 total

Total with taxes and fees

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2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

VIP Access

Blue Flamingo Resort Key West

New Town

Pool
Hot tub

Fully refundable

Reserve now, pay later

8.08.0 out of 10

Very Goodvery good

1,833 reviews(1,833 reviews)

$397 nightly

The current price is $3,524 total

$3,524 total

Total with taxes and fees

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Southwinds Motel

Uptown - Upper Duval • Guests like the walkable area

Breakfast included
Pool

8.88.8 out of 10

Excellentexcellent

1,267 reviews(1,267 reviews)

We have 1 left at

$325 nightly

The current price is $2,793 total

$2,793 total

Total with taxes and fees

More information about Southwinds Motel, opens in a new tab

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