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Our top choices for Lower Sugarloaf Key holiday rentals

1. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
8.6 out of 10, Excellent, (380 reviews)
The price is NZ$396
includes taxes & fees
4 Dec - 5 Dec

2. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole MarinaStock Island
8.8 out of 10, Excellent, (202 reviews)
The price is NZ$515
includes taxes & fees
10 Nov - 11 Nov

3. 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$740
includes taxes & fees
13 Nov - 14 Nov

4. 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$770
includes taxes & fees
11 Nov - 12 Nov

5. 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$758
includes taxes & fees
11 Nov - 12 Nov

6. Canal Front home with easy Ocean access
Canal Front home with easy Ocean accessCudjoe Key
8.8 out of 10, Excellent, (191 reviews)
The price is NZ$652
includes taxes & fees
26 Nov - 27 Nov

7. 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$892
includes taxes & fees
21 Nov - 22 Nov

8. 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$841
includes taxes & fees
10 Nov - 11 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$820
includes taxes & fees
10 Nov - 11 Nov

10. Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (129 reviews)
The price is NZ$850
includes taxes & fees
14 Nov - 15 Nov

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 NZ$879
includes taxes & fees
18 Nov - 19 Nov

12. Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bathCudjoe Key
8.8 out of 10, Excellent, (110 reviews)
The price is NZ$946
includes taxes & fees
14 Nov - 15 Nov

13. Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!Old Town Key West
9.6 out of 10, Exceptional, (463 reviews)
The price is NZ$469
includes taxes & fees
2 Dec - 3 Dec

14. Spanish Queen @Venture Out, Cudjoe Key
Spanish Queen @Venture Out, Cudjoe KeyCudjoe Key
9.4 out of 10, Exceptional, (26 reviews)
The price is NZ$1,232
includes taxes & fees
22 Nov - 23 Nov

15. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key WestCudjoe Key
8.8 out of 10, Excellent, (239 reviews)
The price is NZ$872
includes taxes & fees
20 Nov - 21 Nov

16. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (38 reviews)
The price is NZ$562
includes taxes & fees
1 Dec - 2 Dec

17. 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 NZ$1,515
includes taxes & fees
6 Dec - 7 Dec

18. 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 NZ$1,740
includes taxes & fees
6 Dec - 7 Dec

19. Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!Old Town Key West
9.6 out of 10, Exceptional, (44 reviews)

20. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared PoolOld Town Key West
9.0 out of 10, Wonderful, (25 reviews)
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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Top Lower Sugarloaf Key Hotel Reviews

The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key WestStock Island























































































