
Search Vacation 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 vacation 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 ¥28,477
¥36,494 total
includes taxes & fees
Nov 18 - Nov 19

2. 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 ¥22,465
¥66,102 total
includes taxes & fees
Nov 13 - Nov 14

3. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (38 reviews)
The price is ¥29,319
¥49,525 total
includes taxes & fees
Dec 1 - Dec 2

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 ¥24,710
¥68,786 total
includes taxes & fees
Nov 11 - Nov 12

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 ¥23,614
¥68,305 total
includes taxes & fees
Nov 11 - Nov 12

6. 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 ¥31,538
¥78,012 total
includes taxes & fees
Nov 21 - Nov 22

7. 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 ¥23,511
¥66,816 total
includes taxes & fees
Nov 15 - Nov 16

8. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
The price is ¥29,319
¥49,525 total
includes taxes & fees
Dec 1 - Dec 2

9. 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 ¥14,586
¥45,450 total
includes taxes & fees
Nov 10 - Nov 11

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 ¥30,666
¥75,963 total
includes taxes & fees
Nov 14 - Nov 15

11. 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 ¥29,953
































