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Our top choices for Key West holiday rentals

1. 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, (464 reviews)
The price is €241
includes taxes & fees
2 Dec - 3 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 €310
includes taxes & fees
16 Nov - 17 Nov

3. 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 €345
includes taxes & fees
16 Nov - 17 Nov

4. 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 €307
includes taxes & fees
15 Nov - 16 Nov

5. 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, (45 reviews)
The price is €372
includes taxes & fees
16 Nov - 17 Nov

6. 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 €327
includes taxes & fees
24 Nov - 25 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 €331
includes taxes & fees
16 Nov - 17 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 €338
includes taxes & fees
1 Dec - 2 Dec

9. SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
The price is €303
includes taxes & fees
1 Dec - 2 Dec

10. 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 €400
includes taxes & fees
15 Nov - 16 Nov

11. 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 €309
includes taxes & fees
22 Nov - 23 Nov

12. 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 €439
includes taxes & fees
15 Nov - 16 Nov

13. 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, (28 reviews)
The price is €398
includes taxes & fees
24 Nov - 25 Nov

14. 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 €301
includes taxes & fees
23 Nov - 24 Nov

15. Sea Esta Suite | Located On Iconic Duval w/ Pool
Sea Esta Suite | Located On Iconic Duval w/ PoolOld Town Key West
9.6 out of 10, Exceptional, (59 reviews)
The price is €653
includes taxes & fees
16 Nov - 17 Nov

16. 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 €440
includes taxes & fees
6 Dec - 7 Dec

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)
The price is €434
includes taxes & fees
15 Nov - 16 Nov

18. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (38 reviews)
The price is €281
includes taxes & fees
1 Dec - 2 Dec

19. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
The price is €281
includes taxes & fees
1 Dec - 2 Dec

20. Prime Downtown Key West Spot - The Cozy Little Cottage!
Prime Downtown Key West Spot - The Cozy Little Cottage!Old Town Key West
9.6 out of 10, Exceptional, (52 reviews)
The price is €305
includes taxes & fees
2 Dec - 3 Dec
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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Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyOld Town Key West










































































