Stock Island Rentals

Compare 7 vacation rentals.
USA > Florida > Stock Island

Make Stock Island your next getaway

Sunshine, emerald green water, and marinas around every corner are just a few of the aspects that make Stock Island a great spot for those looking for a slower pace to their Florida vacation. Leave behind the hustle and bustle of downtown Key West and choose from one of our Stock Island rentals.

Explore Stock Island house rentals, townhouses, condo rentals, and more

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House rentals

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Townhouses

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Condo rentals

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Stock Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Hemingway Hideaway
3 Bedroom | 3 Bath | Sleeps 6

Hemingway Hideaway - Key West, FL

$392 avg / night
The Tipsy Mermaid
3 Bedroom | 2.5 Bath | Sleeps 6

The Tipsy Mermaid - Key West, FL

$195 avg / night
Tropical Retreat
3 Bedroom | 2.5 Bath | Sleeps 6

Tropical Retreat - Key West, FL

$239 avg / night
Sunset Bay
4 Bedroom | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$293 avg / night
Tarpon Watch
2 Bedroom | 2 Bath | Sleeps 6

Tarpon Watch - Key West, FL

$231 avg / night

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Recent Stock Island vacation rental reviews

Great rental and location. We enjoyed the pool as well. Only thing I would add is that the room with the double beds did not have a tv. Not a big deal but it’s nice to wind down in your room with the tv on at the end of the day.
Amy L. | Apr 2024
The moment we walked in the door we realized that this house was something special. From the high end appliances, furniture, light fixtures and bedding, this tropical retreat was more impressive than the photos online. The flow of the main floor is fabulous. You can see the lush gardens, pool and deck from the kitchen in the front of the house. The space is light and bright, with plenty of sunshine streaming through the windows and doors. The office off of the dining room can be closed off from the living area with two frosted glass doors. The internet is high speed, and the cable television is a sharp high definition. The beds and bedding are super comfortable and the showers had great water pressure. It was nice sitting on the deck in the main bedroom with such a lovely view of the golf course and beyond. The covered car port and driveway can easily accommodate two cars. It's a nice, safe community and we couldn't be more pleased with our stay at Tropical Retreat as we are booked for next year as well! Five Stars all around!!
Stacy D. | Apr 2024
Very clean and spacious home. Great for families with older kids who want their own space.
Kathryn F. | Mar 2024
Stock Island vacation rental FAQ

Yes. 7 of our Stock Island vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Stock Island vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Stock Island team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Stock Island, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Explore our Stock Island vacation rentals

Although the area has a great selection of seafood restaurants, most of our vacation rentals have well-equipped, full kitchens, so you can prepare hearty meals at home before exploring the chill bars in the neighborhood. After a day of exploring, you can return home to unwind in your private outdoor area, too.

Where is Stock Island?

Nestled beside the ever-beckoning island of Key West, Stock Island is often referred to as "out of the way." But this community island is still easily accessible, being just two and a half miles from Key West International Airport. Driving down Highway 1 is also a possibility, but will take more time, as Miami is 156 miles northeast.

Things to do near your Stock Island rental

Well-known for some of the best eats you'll find during Key West vacations, Stock Island is bursting with authentic charm and a quiet, small-town feeling. Numerous marinas can be found close to our Stock Island vacation rentals, so you can walk around easily.

Take advantage of being surrounded by the Atlantic Ocean and book a snorkeling or diving expedition at Stock Island Marina Village. Take a day to explore the waters at a slower pace by renting stand-up paddleboards and kayaks, or opt for some faster-paced excitement and head out on a deep-sea fishing trip. You might also wish to try your hand at sailing!

Enjoy a private, relaxing getaway full of eating, catching, and swimming with sea creatures at one of our Stock Island vacation rentals in the sunny Florida Keys.