Search Vacation Homes in Cudjoe Key
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Our top choices for Cudjoe Key vacation homes
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
Davian k.
$547 nightly
The price is $609
Jan 10 - Jan 11, 2026
Total with taxes and fees
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
Ubaldo G.
$551 nightly
The price is $613
Jan 15 - Jan 16, 2026
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
$550 nightly
The price is $611
Jan 4 - Jan 5, 2026
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
$589 nightly
The price is $654
Jan 4 - Jan 5, 2026
Total with taxes and fees
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy InteriorsCudjoe Key
$605 nightly
The price is $672
Jan 4 - Jan 5, 2026
Total with taxes and fees
105 - Newly renovated house Oceanside and Pool
105 - Newly renovated house Oceanside and PoolCudjoe Key
$735 nightly
The price is $777
Jan 21 - Jan 22, 2026
Total with taxes and fees
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys EscapeCudjoe Key
8.0 out of 10, Very Good, (1)
"It was a short trip but we enjoyed our stay! "
Jennifer S.
$658 nightly
The price is $732
Jan 2 - Jan 3, 2026
Total with taxes and fees
Reel Island Retreat #273 at Venture Out in the Florida Keys
Reel Island Retreat #273 at Venture Out in the Florida KeysCudjoe Key
9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "
Lindsay C.
$641 nightly
The price is $712
Jan 4 - Jan 5, 2026
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 Cudjoe Key Hotel Reviews
Beachside Resort & Residences
10/10 Excellent
Find out more about Cudjoe Key
Cudjoe Key Vacation Homes information
Number of reviews | 631 |
|---|---|
Accommodation | 849 Vacation Homes |
Lowest Price | $511 |
Highest Price | $1,406 |
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