Find Hotels with a Pool in Cudjoe Key, FL
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Our top choices for Cudjoe Key hotels with a pool

Canal front lot only. No house or RV. You need to bring your RV.
Canal front lot only. No house or RV. You need to bring your RV.Cudjoe Key
The price is ¥23,240
¥29,265 total
includes taxes & fees
Jan 30 - Jan 31, 2026

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key WestCudjoe Key
8.2 out of 10, Very Good, (54)
The price is ¥35,093
¥66,989 total
includes taxes & fees
Jan 3 - Jan 4, 2026

Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!Cudjoe Key
8.6 out of 10, Excellent, (154)
The price is ¥27,295
¥48,234 total
includes taxes & fees
Jan 7 - Jan 8, 2026

Charming cottages, dockage, pool, just minutes to Key West
Charming cottages, dockage, pool, just minutes to Key WestCudjoe Key
8.6 out of 10, Excellent, (121)
The price is ¥31,276
¥59,503 total
includes taxes & fees
Jan 12 - Jan 13, 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!Cudjoe Key
8.6 out of 10, Excellent, (164)
The price is ¥35,093
¥59,034 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The price is ¥39,095
¥74,301 total
includes taxes & fees
Jan 10 - Jan 11, 2026

SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (101)
The price is ¥46,635
¥97,442 total
includes taxes & fees
Jan 17 - Jan 18, 2026

10.0 out of 10, Exceptional, (1)
The price is ¥87,964
¥160,535 total
includes taxes & fees
Jan 16 - Jan 17, 2026
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 Cudjoe Key Hotel Reviews

Ibis Bay Beach Resort
10/10 Excellent
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