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)
"Great area. Quiet and comfortable "
nancy c.
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)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
Richard S.
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)
"Jennifer was very nice and accommodating."
Randy G.
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)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
Andrea S.
The price is ￥35,093
￥59,034 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Waterfront Home
Waterfront HomeCudjoe Key
8.6 out of 10, Excellent, (175)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
Georgiana V.
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)
"Great location. "
Davian k.
The price is ￥46,635
￥97,442 total
includes taxes & fees
Jan 17 - Jan 18, 2026
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Preetam
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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