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Our top choices for Cudjoe Key holiday rentals

1. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is NZ$706
includes taxes & fees
21 Nov - 22 Nov

2. 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
8.6 out of 10, Excellent, (4 reviews)
The price is NZ$772
includes taxes & fees
14 Nov - 15 Nov

3. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
The price is NZ$884
includes taxes & fees
21 Nov - 22 Nov

4. 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
10.0 out of 10, Exceptional, (1 review)
The price is NZ$742
includes taxes & fees
14 Nov - 15 Nov

5. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
The price is NZ$837
includes taxes & fees
20 Nov - 21 Nov

6. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
The price is NZ$747
includes taxes & fees
9 Nov - 10 Nov

7. Canal Front home with easy Ocean access
Canal Front home with easy Ocean accessCudjoe Key
8.8 out of 10, Excellent, (190 reviews)
The price is NZ$643
includes taxes & fees
26 Nov - 27 Nov

8. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys EscapeCudjoe Key
8.8 out of 10, Excellent, (3 reviews)
The price is NZ$843
includes taxes & fees
14 Nov - 15 Nov

9. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
The price is NZ$808
includes taxes & fees
10 Nov - 11 Nov

10. Canal-Front Retreat with Dock, Pool & Open Ocean Views
Canal-Front Retreat with Dock, Pool & Open Ocean ViewsCudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
The price is NZ$834
includes taxes & fees
14 Nov - 15 Nov

11. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.Cudjoe Key
The price is NZ$887
includes taxes & fees
13 Nov - 14 Nov

12. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key WestCudjoe Key
8.8 out of 10, Excellent, (11 reviews)
The price is NZ$829
includes taxes & fees
8 Nov - 9 Nov

13. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf CartCudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
The price is NZ$823
includes taxes & fees
14 Nov - 15 Nov

14. Sailfish Haven #390 - Ocean Views, 35' seawall
Sailfish Haven #390 - Ocean Views, 35' seawallCudjoe Key
9.0 out of 10, Wonderful, (8 reviews)
The price is NZ$875
includes taxes & fees
7 Nov - 8 Nov

15. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious ComfortCudjoe Key
9.6 out of 10, Exceptional, (5 reviews)
The price is NZ$833
includes taxes & fees
8 Nov - 9 Nov

16. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe KeyCudjoe Key
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$875
includes taxes & fees
9 Nov - 10 Nov

17. Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key WestCudjoe Key
The price is NZ$248
includes taxes & fees
7 Nov - 8 Nov

18. Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water
Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open WaterCudjoe Key
9.4 out of 10, Exceptional, (3 reviews)
The price is NZ$813
includes taxes & fees
8 Nov - 9 Nov

19. Canalfront Coastal Retreat w/Open Water Views & Fishing Dock
Canalfront Coastal Retreat w/Open Water Views & Fishing DockCudjoe Key
9.8 out of 10, Exceptional, (7 reviews)
The price is NZ$886
includes taxes & fees
20 Nov - 21 Nov

20. Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys ViewsCudjoe Key
9.6 out of 10, Exceptional, (18 reviews)
The price is NZ$943
includes taxes & fees
20 Nov - 21 Nov
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.
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