Find hotels with pools in Meadows, Key West from $187
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Check availability on Meadows Hotels with a Pool
Our top choices for Meadows hotels with a pool

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OKMeadows
10.0 out of 10, Exceptional, (16)
$390 nightly
The price is $433
Dec 16 - Dec 17
Total with taxes and fees

Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Old Town "Eleuthera" • 2BR Waterfront Corner CondoMeadows
10.0 out of 10, Exceptional, (28)
$385 nightly
The price is $428
Dec 14 - Dec 15
Total with taxes and fees

The Caroline Suite | 1 bed, 1 bath condo w/shared pool
The Caroline Suite | 1 bed, 1 bath condo w/shared poolKey West Historic District
9.0 out of 10, Wonderful, (18)
$584 nightly
The price is $648
Dec 12 - Dec 13
Total with taxes and fees
$417 nightly
The price is $463
Dec 17 - Dec 18
Total with taxes and fees

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
"Dominica" Key West 2BR • Dock, Pool, Pet-FriendlyMeadows
10.0 out of 10, Exceptional, (2)
$945 nightly
The price is $1,052
Jan 9 - Jan 10, 2026
Total with taxes and fees

Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
Poolside Hide-Away @ Palm Gardens offered by Rent Key West VacationsKey West Historic District
$684 nightly
The price is $759
Jan 3 - Jan 4, 2026
Total with taxes and fees

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOLKey West Historic District
10.0 out of 10, Exceptional, (114)
$1,746 nightly
The price is $1,939
Jan 2 - Jan 3, 2026
Total with taxes and fees

The Elizabeth Suite | 1 bed, 1 bath w/shared pool
The Elizabeth Suite | 1 bed, 1 bath w/shared poolKey West Historic District
9.2 out of 10, Wonderful, (7)
$584 nightly
The price is $648
Dec 12 - Dec 13
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Meadows Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina
10/10 Excellent
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