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Our top choices for Fleming Key holiday rentals

1. 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$630
includes taxes & fees
10 Nov - 11 Nov

2. 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$454
includes taxes & fees
18 Nov - 19 Nov

3. 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)
The price is NZ$729
includes taxes & fees
16 Nov - 17 Nov

4. Leo's Lodge | Newly Updated!
Leo's Lodge | Newly Updated!Old Town Key West
9.0 out of 10, Wonderful, (40 reviews)
The price is NZ$579
includes taxes & fees
8 Nov - 9 Nov

5. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!Old Town Key West
9.8 out of 10, Exceptional, (17 reviews)
The price is NZ$574
includes taxes & fees
1 Dec - 2 Dec

6. Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Ricky's Retreat - Truman @ Duval | Ideal Getaway!Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
The price is NZ$681
includes taxes & fees
16 Nov - 17 Nov

7. Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key WestOld Town Key West
9.8 out of 10, Exceptional, (27 reviews)
The price is NZ$623
includes taxes & fees
17 Nov - 18 Nov

8. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!Old Town Key West
9.6 out of 10, Exceptional, (115 reviews)
The price is NZ$632
includes taxes & fees
1 Dec - 2 Dec

9. Duval Delight | Recently Remodeled Condo on Duval!
Duval Delight | Recently Remodeled Condo on Duval!Old Town Key West
9.8 out of 10, Exceptional, (81 reviews)
The price is NZ$836
includes taxes & fees
17 Nov - 18 Nov

10. Waterfront Dock Pool Key West Near Duval
Waterfront Dock Pool Key West Near DuvalMeadows
10.0 out of 10, Exceptional, (41 reviews)
The price is NZ$747
includes taxes & fees
8 Nov - 9 Nov

11. Underwater Cabana at Custom House Inn | On Duval!
Underwater Cabana at Custom House Inn | On Duval!Key West Historic District
9.8 out of 10, Exceptional, (27 reviews)

12. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!Old Town Key West
9.8 out of 10, Exceptional, (139 reviews)
The price is NZ$659
includes taxes & fees
10 Nov - 11 Nov

13. Chagall's Corner | Newly Remodeled!
Chagall's Corner | Newly Remodeled!Old Town Key West
9.0 out of 10, Wonderful, (47 reviews)
The price is NZ$579
includes taxes & fees
15 Nov - 16 Nov

14. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (37 reviews)
The price is NZ$538
includes taxes & fees
29 Nov - 30 Nov

15. The Grand Cayman | Beautifully Remodeled Key West!
The Grand Cayman | Beautifully Remodeled Key West!Key West
9.8 out of 10, Exceptional, (22 reviews)
The price is NZ$844
includes taxes & fees
21 Nov - 22 Nov

16. Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!Key West Historic District
9.6 out of 10, Exceptional, (37 reviews)

17. Road's End | Prime Old Town Location! Updated Home w/ Pool
Road's End | Prime Old Town Location! Updated Home w/ PoolOld Town Key West
9.6 out of 10, Exceptional, (28 reviews)
The price is NZ$751
includes taxes & fees
15 Nov - 16 Nov

18. Studio Blu - Historic Key West Studio + Bikes
Studio Blu - Historic Key West Studio + BikesOld Town Key West
10.0 out of 10, Exceptional, (123 reviews)
The price is NZ$712
includes taxes & fees
18 Nov - 19 Nov

19. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
The price is NZ$554
includes taxes & fees
1 Dec - 2 Dec

20. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!Key West
10.0 out of 10, Exceptional, (35 reviews)
The price is NZ$841
includes taxes & fees
9 Nov - 10 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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Top Fleming Key Hotel Reviews

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


























































































