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Our top choices for Cudjoe Key holiday homes

Holiday Home in Cudjoe Key
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS9.4 out of 10, Exceptional, (101)
The price is HK$2,324
HK$4,740 total
includes taxes & fees
10 Jan - 11 Jan 2026

Holiday Home in Cudjoe Key
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!9.8 out of 10, Exceptional, (82)
The price is HK$2,324
HK$4,857 total
includes taxes & fees
18 Jan - 19 Jan 2026

Holiday Home in Cudjoe Key
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessThe price is HK$1,633
HK$4,744 total
includes taxes & fees
4 Jan - 5 Jan 2026

Holiday Home in Cudjoe Key
Cudjoe Cottages, swimming pool, just 20 miles from Key West8.8 out of 10, Excellent, (148)
The price is HK$2,915
HK$5,627 total
includes taxes & fees
2 Jan - 3 Jan 2026

Holiday Home in Cudjoe Key
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestThe price is HK$1,984
HK$5,271 total
includes taxes & fees
4 Jan - 5 Jan 2026

Holiday Home in Cudjoe Key
105 - Newly renovated house Oceanside and PoolThe price is HK$2,775
HK$6,060 total
includes taxes & fees
21 Jan - 22 Jan 2026

Holiday Home in Cudjoe Key
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy InteriorsThe price is HK$2,040
HK$5,186 total
includes taxes & fees
10 Jan - 11 Jan 2026

Holiday Home in Cutthroat Harbor Estates
Just 20 miles from Key West! Oceanfront, dockage, swimming pool8.4 out of 10, Very good, (119)
The price is HK$2,527
HK$5,144 total
includes taxes & fees
2 Jan - 3 Jan 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

Havana Cabana at Key West
10/10 Excellent
Find out more about Cudjoe Key
Cudjoe Key Vacation Homes information
Number of reviews | 665 |
|---|---|
Accommodation | 849 Vacation Homes |
Lowest Price | HK$4,740 |
Highest Price | HK$7,934 |
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