Stock Island Vacation Rentals

Check prices for these dates

Our top choices for Stock Island vacation rentals

1. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.6 out of 10, Exceptional, (4 reviews)
""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."
United States
Caroline W.
$195 nightly
The price is $217
Nov 19 - Nov 20
Total with taxes and fees
Key West Sailboat Getaway

2. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
$309 nightly
The price is $348
Nov 16 - Nov 17
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.0 out of 10, Very good, (15 reviews)
"6 of us stayed the weekend and it was great. The boat was clean and well stocked with many amenities. The hosts Glen and Abby were amazing. Anything we needed they were quick to oblige. They live on site so they are always there if needed. We are definitely returning next year."
United States
Darren
$267 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

4. Cozy Houseboat

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

5. 2-bedroom boat in fabulous Key West with kayaks

2-bedroom boat in fabulous Key West with kayaks
Stock Island
$196 nightly
The price is $219
Nov 15 - Nov 16
Total with taxes and fees
2-bedroom boat in fabulous Key West with kayaks

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 Downtown
Stock Island
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
$387 nightly
The price is $432
Nov 23 - Nov 24
Total with taxes and fees
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

7. Sailboat Stay • Marina Pools • 15 Min Key West

Sailboat Stay • Marina Pools • 15 Min Key West
Stock Island
$410 nightly
The price is $429
Nov 13 - Nov 14
Total with taxes and fees
Sailboat Stay • Marina Pools • 15 Min Key West

8. Dolce Vita Yacht Stay

Dolce Vita Yacht Stay
Stock Island
$483 nightly
The price is $504
Nov 13 - Nov 14
Total with taxes and fees
Dolce Vita Yacht Stay

9. Slice of Paradise

Slice of Paradise
Stock Island
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, what we expected, host responded promptly and accurately, pool was great."
United States
Cathy S.
$500 nightly
The price is $558
Nov 17 - Nov 18
Total with taxes and fees
Slice of Paradise

10. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
$564 nightly
The price is $627
Nov 15 - Nov 16
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

11. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (64 reviews)
"Great would definitely stay again "
United States
Zach C.
$474 nightly
The price is $529
Nov 13 - Nov 14
Total with taxes and fees
Living the Dream Key West Style

12. Poolside Paradise

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

13. 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)
"Perfect for our family trip to Key West. Great location and we enjoyed the pool and nearby restaurants. Easy check in and check out process and clear, timely communication with the owner. "
United States
Samantha P.
$532 nightly
The price is $593
Nov 23 - Nov 24
Total with taxes and fees
Spacious 3-bedroom townhome on Stock Island with resort style pool.

14. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.4 out of 10, Exceptional, (8 reviews)
"A unique location with all you need"
United States
Stefanie S.
$571 nightly
The price is $634
Nov 30 - Dec 1
Total with taxes and fees
Waterfront & Heated Pool - Away Awai Floating Villa

15. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (43 reviews)
"Great set up!!!"
United States
Benjamin
$414 nightly
The price is $464
Nov 14 - Nov 15
Total with taxes and fees
47ft Viking Yacht · 2 Pools · Perry Marina · Key West

16. Gone Coastal

Gone Coastal
Stock Island
9.6 out of 10, Exceptional, (22 reviews)
"Great place , clean and close to everything!"
United States
april
$486 nightly
The price is $545
Dec 7 - Dec 8
Total with taxes and fees
Gone Coastal

17. 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 CHAIRS
Stock Island
9.6 out of 10, Exceptional, (140 reviews)
"We had an awesome stay! We enjoyed being able to use the bikes and have covered parking, too. We would definitely stay here again!"
United States
Melanie K.
$563 nightly
The price is $624
Nov 19 - Nov 20
Total with taxes and fees
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

18. Waterfront & Heated Pool - Break Awai Floating Villa

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

19. Docked in Paradise

Docked in Paradise
Stock Island
9.2 out of 10, Wonderful, (9 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
$546 nightly
The price is $609
Nov 13 - Nov 14
Total with taxes and fees
Docked in Paradise
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

Top Stock Island Hotel Reviews

Explore a world of travel with Expedia