A sunset over a coastal landscape with a small island surrounded by water.

Stock Island Vacation Rentals

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Our top choices for Stock Island vacation rentals

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $117
CA $364 total
includes taxes & fees
Aug 30 - Aug 31
Aqua Lodges at Hurricane Hole Marina

2. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is CA $373
CA $770 total
includes taxes & fees
Sep 14 - Sep 15
Grand Marina Suite by Brightwild Waterfront

3. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is CA $288
CA $447 total
includes taxes & fees
Sep 29 - Sep 30
Island View 1BR Residence With Balcony

4. Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is CA $1,375
CA $1,825 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Mallory Marina and Resort Condo

5. Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is CA $1,147
CA $1,847 total
includes taxes & fees
Sep 27 - Sep 28
Contra House Key West

6. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $720
CA $1,357 total
includes taxes & fees
Sep 9 - Sep 10
Atlantic View Luxury Villa with Pool

7. Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is CA $290
CA $449 total
includes taxes & fees
Aug 30 - Aug 31
Resort View 1BR Suite

8. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious. Great view from room!"
United States
Jacqueline
The price is CA $361
CA $527 total
includes taxes & fees
Aug 30 - Aug 31
Ocean Front 1BR Suite With Direct Beach Access

9. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is CA $316
CA $475 total
includes taxes & fees
Sep 23 - Sep 24
Ocean Front One Bedroom Residence

10. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is CA $293
CA $452 total
includes taxes & fees
Aug 30 - Aug 31
Resort View 1BR Suite With Direct Pool Access

11. Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1 review)
"The roosters crowing early morning was irritating "
United States
Catherine
The price is CA $384
CA $724 total
includes taxes & fees
Aug 30 - Aug 31
Two Bedroom Residence With Balcony

12. Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is CA $526
CA $1,134 total
includes taxes & fees
Aug 30 - Aug 31
Resort View 3BR Residence

13. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is CA $1,021
CA $2,109 total
includes taxes & fees
Sep 22 - Sep 23
Capmar House by Brightwild Huge Home Pool

14. Floralee House in Key West

Floralee House in Key West
2.0 star property
Raccoon Key
The price is CA $1,419
CA $2,905 total
includes taxes & fees
Sep 23 - Sep 24
Floralee House in Key West

15. Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is CA $469
CA $528 total
includes taxes & fees
Sep 23 - Sep 24
Ocean Front 2BR Residence

16. Resort View 2BR Residence

Resort View 2BR Residence
2.0 star property
Key West
The price is CA $403
CA $746 total
includes taxes & fees
Aug 30 - Aug 31
Resort View 2BR Residence

17. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is CA $314
CA $747 total
includes taxes & fees
Aug 31 - Sep 1
The Grenada Suite Pool View Private Balcony

18. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is CA $1,967
CA $3,614 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Luxury Home - Tidelands House

19. Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
The price is CA $1,320
CA $2,794 total
includes taxes & fees
Sep 23 - Sep 24
Palmgale House in Key West

20. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
2.0 star property
Raccoon Key
The price is CA $1,306
CA $2,778 total
includes taxes & fees
Sep 23 - Sep 24
New Altair House by Brightwild Pool Pets
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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Top Stock Island Hotel Reviews

Find out more about Stock Island

Everything you need to know about Stock Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stock Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stock Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stock Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stock Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stock Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stock Island vacation rentals we have selected for you start as low as CA $311 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stock Island rentals

At Expedia, we put the best Stock Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stock Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stock Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stock Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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