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Our top choices for Stock Island vacation rentals

1. Key West Sailboat Getaway
Key West Sailboat GetawayStock Island
9.6 out of 10, Exceptional, (4 reviews)
$195 nightly
The price is $217
Nov 20 - Nov 21
Total with taxes and fees

2. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole MarinaStock Island
8.8 out of 10, Excellent, (202 reviews)
$300 nightly
The price is $338
Nov 15 - Nov 16
Total with taxes and fees

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean ViewsStock Island
7.8 out of 10, Good, (16 reviews)
$267 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees

4. Cozy Houseboat
Cozy HouseboatStock Island
10.0 out of 10, Exceptional, (1 review)
$409 nightly
The price is $457
Nov 15 - Nov 16
Total with taxes and fees

5. 2-bedroom boat in fabulous Key West with kayaks
2-bedroom boat in fabulous Key West with kayaksStock Island
2.0 out of 10, (1 review)
$196 nightly
The price is $219
Nov 15 - Nov 16
Total with taxes and fees

6. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to DowntownStock Island
10.0 out of 10, Exceptional, (7 reviews)
$387 nightly
The price is $432
Nov 23 - Nov 24
Total with taxes and fees

7. Counting Stars, sailboat. Resort and pool access
Counting Stars, sailboat. Resort and pool accessStock Island
9.0 out of 10, Wonderful, (4 reviews)
$367 nightly
The price is $383
Nov 15 - Nov 16
Total with taxes and fees

8. Sailboat Stay • Marina Pools • 15 Min Key West
Sailboat Stay • Marina Pools • 15 Min Key WestStock Island
$410 nightly
The price is $429
Nov 15 - Nov 16
Total with taxes and fees

9. Dolce Vita Yacht Stay
Dolce Vita Yacht StayStock Island
$461 nightly
The price is $482
Nov 14 - Nov 15
Total with taxes and fees

10. Slice of Paradise
Slice of ParadiseStock Island
10.0 out of 10, Exceptional, (5 reviews)
$500 nightly
The price is $558
Nov 17 - Nov 18
Total with taxes and fees

11. Grand Marina Suite - Poolside & Waterfront Condo
Grand Marina Suite - Poolside & Waterfront CondoStock Island
9.6 out of 10, Exceptional, (35 reviews)
$564 nightly
The price is $627
Nov 15 - Nov 16
Total with taxes and fees

12. Living the Dream Key West Style
Living the Dream Key West StyleStock Island
10.0 out of 10, Exceptional, (64 reviews)
$456 nightly
The price is $511
Nov 14 - Nov 15
Total with taxes and fees

13. Poolside Paradise
Poolside ParadiseStock Island
$525 nightly
The price is $587
Nov 16 - Nov 17
Total with taxes and fees

14. Spacious 3-bedroom townhome on Stock Island with resort style pool.
Spacious 3-bedroom townhome on Stock Island with resort style pool.Stock Island
10.0 out of 10, Exceptional, (9 reviews)
$532 nightly
The price is $593
Nov 23 - Nov 24
Total with taxes and fees

15. Waterfront & Heated Pool - Away Awai Floating Villa
Waterfront & Heated Pool - Away Awai Floating VillaStock Island
9.4 out of 10, Exceptional, (8 reviews)
$571 nightly
The price is $634
Nov 30 - Dec 1
Total with taxes and fees

16. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West
47ft Viking Yacht · 2 Pools · Perry Marina · Key WestStock Island
7.6 out of 10, Good, (43 reviews)
$414 nightly
The price is $464
Nov 14 - Nov 15
Total with taxes and fees

17. Gone Coastal
Gone CoastalStock Island
9.6 out of 10, Exceptional, (22 reviews)
$486 nightly
The price is $545
Dec 7 - Dec 8
Total with taxes and fees

18. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRSStock Island
9.6 out of 10, Exceptional, (140 reviews)
$547 nightly
The price is $607
Nov 19 - Nov 20
Total with taxes and fees

19. Waterfront & Heated Pool - Break Awai Floating Villa
Waterfront & Heated Pool - Break Awai Floating VillaStock Island
$571 nightly
The price is $634
Nov 16 - Nov 17
Total with taxes and fees

20. Docked in Paradise
Docked in ParadiseStock Island
9.2 out of 10, Wonderful, (9 reviews)
$551 nightly
The price is $614
Nov 21 - Nov 22
Total with taxes and fees
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 vacation rentals that suit your style

Houseboats

Cottages
Top Stock Island Hotel Reviews

Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyOld Town Key West










































































































































