- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
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 £216
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 £203
includes taxes & fees
2 Dec - 3 Dec

3. Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Salvador's Seclusion | Cozy Studio Retreat w/ Heated PoolOld Town Key West
8.8 out of 10, Excellent, (58 reviews)
The price is £255
includes taxes & fees
11 Nov - 12 Nov

4. 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 £304
includes taxes & fees
20 Nov - 21 Nov

5. Waterfront Condo Dock Pool Downtown Near Duval
Waterfront Condo Dock Pool Downtown Near DuvalMeadows
9.6 out of 10, Exceptional, (30 reviews)
The price is £329
includes taxes & fees
29 Nov - 30 Nov

6. 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
9.6 out of 10, Exceptional, (18 reviews)
The price is £235
includes taxes & fees
1 Dec - 2 Dec

7. Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Ricky's Retreat - Truman @ Duval | Ideal Getaway!Old Town Key West
10.0 out of 10, Exceptional, (41 reviews)
The price is £278
includes taxes & fees
16 Nov - 17 Nov

8. 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)
The price is £249
includes taxes & fees
23 Nov - 24 Nov

9. 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 £259
includes taxes & fees
10 Nov - 11 Nov

10. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (38 reviews)
The price is £235
includes taxes & fees
3 Dec - 4 Dec

11. 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 £363
includes taxes & fees
11 Nov - 12 Nov

12. 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 £272
includes taxes & fees
16 Nov - 17 Nov

13. 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 £275
includes taxes & fees
1 Dec - 2 Dec

14. 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)
The price is £332
includes taxes & fees
10 Nov - 11 Nov

15. 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 £255
includes taxes & fees
15 Nov - 16 Nov

16. 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 £330
includes taxes & fees
15 Nov - 16 Nov

17. 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)

18. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
The price is £235
includes taxes & fees
1 Dec - 2 Dec

19. Duval Hideaway | Dog-Friendly w/ Shared Hot Tub
Duval Hideaway | Dog-Friendly w/ Shared Hot TubOld Town Key West
9.6 out of 10, Exceptional, (30 reviews)
The price is £363
includes taxes & fees
6 Dec - 7 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 £361
includes taxes & fees
10 Nov - 11 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.
Find holiday rentals that suit your style

Aparthotels

Apartments
Top Fleming Key Hotel Reviews

Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key WestOld Town Key West











































































































































