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Our top choices for Cudjoe Key vacation rentals

1. 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 CA $355
CA $765 total
includes taxes & fees
Dec 2 - Dec 3

2. 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 CA $270
CA $681 total
includes taxes & fees
Nov 15 - Nov 16

3. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & PoolCudjoe Key
9.8 out of 10, Exceptional, (149 reviews)
The price is CA $539
CA $1,007 total
includes taxes & fees
Nov 15 - Nov 16

4. Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bathCudjoe Key
8.8 out of 10, Excellent, (110 reviews)

5. 105 - Newly renovated house Oceanside and Pool
105 - Newly renovated house Oceanside and PoolCudjoe Key
The price is CA $459
CA $1,144 total
includes taxes & fees
Nov 15 - Nov 16

6. Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning ViewsCudjoe Key
9.8 out of 10, Exceptional, (25 reviews)
The price is CA $580
CA $1,143 total
includes taxes & fees
Nov 15 - Nov 16

7. 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 CA $202
CA $599 total
includes taxes & fees
Nov 16 - Nov 17

8. Post Card Point #319 - Ocean Views!
Post Card Point #319 - Ocean Views!Cudjoe Key
10.0 out of 10, Exceptional, (56 reviews)
The price is CA $526
CA $1,078 total
includes taxes & fees
Nov 15 - Nov 16

9. Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-FriendlyCudjoe Key
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $640
CA $1,129 total
includes taxes & fees
Nov 15 - Nov 16

10. Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise
Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's ParadiseCudjoe Key
9.6 out of 10, Exceptional, (53 reviews)
The price is CA $532
CA $999 total
includes taxes & fees
Nov 15 - Nov 16

11. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!Cudjoe Key
8.0 out of 10, Very good, (21 reviews)
The price is CA $353
CA $704 total
includes taxes & fees
Nov 15 - Nov 16

12. 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 CA $160
CA $549 total
includes taxes & fees
Nov 20 - Nov 21

13. 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 CA $270
CA $681 total
includes taxes & fees
Nov 15 - Nov 16

14. 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 CA $256
CA $664 total
includes taxes & fees
Nov 15 - Nov 16

15. 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 CA $222
CA $623 total
includes taxes & fees
Nov 15 - Nov 16

16. 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 CA $303
CA $722 total
includes taxes & fees
Nov 15 - Nov 16

17. 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 CA $270
CA $681 total
includes taxes & fees
Nov 15 - Nov 16

18. Open Water Views | 32' Boat, King Beds, Fish Cleaning Station, Waterfront Escape
Open Water Views | 32' Boat, King Beds, Fish Cleaning Station, Waterfront EscapeCudjoe Key
8.8 out of 10, Excellent, (3 reviews)
The price is CA $404
CA $844 total
includes taxes & fees
Nov 15 - Nov 16

19. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with PoolSummerland Key
7.4 out of 10, Good, (3 reviews)
The price is CA $738
CA $1,392 total
includes taxes & fees
Nov 15 - Nov 16

20. 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, (6 reviews)
The price is CA $290
CA $705 total
includes taxes & fees
Nov 16 - Nov 17
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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