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

View 3 House rentals


View 3 Townhouses

Condo rentals

View 1 Condo rentals

Popular amenities for Stock Island vacation rentals

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

Hemingway Hideaway - Key West, FL

$550 avg / night
The Tipsy Mermaid
3 Bedroom | 2.5 Bath | Sleeps 6

The Tipsy Mermaid - Key West, FL

$225 avg / night
Tropical Retreat
3 Bedroom | 2.5 Bath | Sleeps 6

Tropical Retreat - Key West, FL

$283 avg / night
Sunset Bay
4 Bedroom | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$452 avg / night
Tarpon Watch
2 Bedroom | 2 Bath | Sleeps 6

Tarpon Watch - Key West, FL

$236 avg / night

View 2 more homes

Recent Stock Island guest reviews

Plenty of space overall. Kitchen was well equipped. I bring my own kitchen knives but the house knives were actually sharp (a first). Appliances were excellent. Big refrigerator/freezer. Lots of working space. Fairly new non-stick pot/pans. Having a pool is great; never went to public pool. The bordering foliage creat a fair private experience. Quiet neighborhood. Thoroughly enjoyed our stay. Home was very clean when I arrived.
Richard C. | May 2024
Easy to access home with three bedrooms each with their own private bath was a perfect set up for our family vacation.
Anthony S. | May 2024
First off, Sunset Bay says it all. We enjoyed several beautiful sunsets either sitting on the dock or in the tiki hut. The interior is awesome and beautifully decorated. 2 great king size suites and more sleeping accommodations and two additional rooms. The tiki hut is furnished with a bar, TV, and awesome sound system - we spent several hours there each day. There is a lot to offer other than Duvall St, and here gave us the chance to explore both Key West and Stock Island. The owner, Andrew, was awesome. He was available for any questions and was incredibly thorough with instructions before arriving. We have already reached out and are coming back before the end of the year. Six stars for Sunset Bay!!
Steve T. | Apr 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.