
Search Holiday Homes in Florida Keys
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Florida Keys holiday homes

1. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
The price is £170
includes taxes & fees
2 Dec - 3 Dec

2. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (37 reviews)
The price is £210
includes taxes & fees
9 Nov - 10 Nov

3. 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 £310
includes taxes & fees
10 Nov - 11 Nov

4. 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 £387
includes taxes & fees
29 Nov - 30 Nov

5. Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Beachside Retreat w/ Pool, Boat Ramp Dock for RentKey Largo
9.6 out of 10, Exceptional, (54 reviews)
The price is £236
includes taxes & fees
5 Nov - 6 Nov

6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
The price is £335
includes taxes & fees
5 Nov - 6 Nov

7. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
The price is £234
includes taxes & fees
1 Dec - 2 Dec

8. 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 £316
includes taxes & fees
15 Nov - 16 Nov

9. 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 £317
includes taxes & fees
11 Nov - 12 Nov

10. 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 £351
includes taxes & fees
9 Nov - 10 Nov

11. Charming Home in Key Largo
Charming Home in Key LargoKey Largo
10.0 out of 10, Exceptional, (41 reviews)
The price is £290
includes taxes & fees
17 Nov - 18 Nov

12. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf CartCudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
The price is £348
includes taxes & fees
12 Nov - 13 Nov

13. 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 £360
includes taxes & fees
5 Nov - 6 Nov

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 £337
includes taxes & fees
9 Nov - 10 Nov

15. Canal-Front Retreat with Dock, Pool & Open Ocean Views
Canal-Front Retreat with Dock, Pool & Open Ocean ViewsCudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
The price is £362
includes taxes & fees
14 Nov - 15 Nov

16. 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, (5 reviews)
The price is £361
includes taxes & fees
12 Nov - 13 Nov

17. 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 £351
includes taxes & fees
9 Nov - 10 Nov

18. 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 £368
includes taxes & fees
13 Nov - 14 Nov

19. Sea Esta Suite | Located On Iconic Duval w/ Pool
Sea Esta Suite | Located On Iconic Duval w/ PoolOld Town Key West
9.8 out of 10, Exceptional, (58 reviews)
The price is £538
includes taxes & fees
10 Nov - 11 Nov

20. Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (24 reviews)
The price is £341
includes taxes & fees
19 Nov - 20 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
Houseboats
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Florida Keys Hotel Reviews

Lime Tree Bay Resort
10/10 Excellent
Find out more about Florida Keys
Florida Keys Holiday Homes information
Number of reviews | 621 |
|---|---|
Accommodation | 1013 Holiday Homes |
Lowest Price | £170 |
Highest Price | £538 |



































































