Stock Island vacation rentals with pools

We found 6 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Stock Island vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Stock Island rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes on Stock Island with refreshing pools, sun-splashed decks, and poolside seating.

Explore All Vacation Rentals With Pools

Recent guest reviews

Townhouse

We spent the month of October at The Egret House, hosted by Vacasa, and it was an exceptional experience. Located in the serene Key West Golf Club on Stock Island, this townhouse offers a perfect blend of comfort and tranquility—an ideal escape from the bustle of Duval Street. The home is thoughtfully equipped for extended stays, featuring shaded parking, access to one of the most luxurious pools in Key West, a well-maintained fitness center, and a golf course just steps away. It’s clear that the property was designed with long-term guests in mind. Although we encountered a few minor maintenance issues during our stay, Vacasa’s property management team was responsive and resolved them quickly. One suggestion for future guests: clearer instructions for obtaining a parking permit from the HOA office would be helpful. Additionally, please note that the grill requires manual ignition, so bringing a lighter is a smart move. Overall, if you're planning a longer visit to Key West and value peace, amenities, and easy access to the island’s energy when you want it, do yourself a favor and book The Egret House. We will definitely be back!
Stephen S. | Nov 2025

House

This exceeded our expectations in every way. The location was beautiful and convenient. The beds were comfy. Everything worked. The golf cart was a lifesaver - I won't vacation without one in the future. All of the host recommendations were amazing. We will ABSOLUTELY be back.
Kaciana C. | Oct 2025

House

We always have a great time here. This is our 3rd time to come down and will be back next year for our 4th time. We enjoy the great accommodations , the beds are very comfortable. Plenty of room for everyone to enjoy their time here. There is a boat dock to pull your boat up to with ease. There is a local city marina close by ,where we put our boat in and drive over to the boat dock. We also enjoy the back yard sitting area with a out door sink and grill with plenty of seating. The sunsets are the best view in the evenings. And this place is less than 10 min from the airport and Duval street. If we have anything that we need answer to the owner are always available to get in touch with and handle things promptly . You will love this place.. book the trip!
Melissa A. | Aug 2025

House

Cannot say enough about this rental. It is an overall experience and leaves you wanting for nothing. The unit is well appointed, spacious and checks off all boxes for a wonderful vacation in Key West. The views are spectacular and the sunsets are to die for. Exceeds any expectations and the fact that it was large enough to accommodate our entire family was priceless. 10 out of 10 for sure.
Chris H. | Jul 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay on Stock Island

Dog-friendly
Hot tub
Internet
Lake view
Ocean view
Oceanfront
Sound view
Soundfront

Nearby destinations

Gulf Coast
Florida's Atlantic Coast
South Florida
Southeast Florida
Florida Keys
Lower Keys, FL
Key West
Florida
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