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


House rentals

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View 3 Townhouses

Condo rentals

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Stock Island vacation rentals for every getaway

Dog-friendly Hot tub Internet
Tarpon Watch
2 Bedroom | 2 Bath | Sleeps 6

Tarpon Watch - Key West, FL

$338 avg / night
Egret House
2 Bedroom | 1.5 Bath | Sleeps 6

Egret House - Key West, FL

$245 avg / night
Hemingway Hideaway
3 Bedroom | 3 Bath | Sleeps 6

Hemingway Hideaway - Key West, FL

$435 avg / night
Sunset Bay
4 Bedroom | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$330 avg / night
Tropical Retreat
3 Bedroom | 2.5 Bath | Sleeps 6

Tropical Retreat - Key West, FL

$228 avg / night

View 2 more homes

Recent Stock Island vacation rental reviews

Larry T. | Sep 2023
Very clean nicely equipped
Teresa G. | Sep 2023
We had an amazing time staying at Sunset Bay. The home was perfect for our group of 5 couples. There was plenty of space for everyone to be comfortable. The tiki bar and dock were great places for our whole group to be able to hang out together for morning coffee and cocktail hour. Kayaks and paddle boards were an additional bonus to be able to use right off the dock. House was clean and had a well stocked kitchen with lots of essentials. We loved the location as it was only a short golf cart ride away from downtown Key West - easy to get to so many places. The owners shared a lot of great recommendations for restaurants, excursions and Key West spots to check out. We loved our stay and hope to be able to return again someday soon!
Kristin F. | Jul 2023
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.