Stock Island Rentals

Compare 5 vacation rentals. Enter your trip dates to get started.
USA > Florida > Stock Island

Make Stock Island your next getaway—choose from 5 great vacation rentals

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, and more

House rentals

View 3 House rentals

Townhouses

View 2 Townhouses

Stock Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Sunset Bay
4 Bed | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$469 avg / night
Hemingway Hideaway
3 Bed | 3 Bath | Sleeps 6

Hemingway Hideaway - Key West, FL

$647 avg / night
The Tipsy Mermaid
3 Bed | 2.5 Bath | Sleeps 6

The Tipsy Mermaid - Key West, FL

$311 avg / night
Putting In Paradise
2 Bed | 1.5 Bath | Sleeps 4

Putting In Paradise - Key West, FL

$323 avg / night
Tropical Retreat
3 Bed | 2.5 Bath | Sleeps 6

Tropical Retreat - Key West, FL

$301 avg / night

View 0 more homes

Recent Stock Island vacation rental reviews

Great location, short Uber to Duval and walking distance to everything on Stock Island. The home is fresh and newly remodeled, nice decor, love the screened room and outdoor seating. Bikes were perfect for a morning cruise and the smaller pool is right across the street and very quiet. I would stay again!
Madison W. | Aug 2022
The pool, the setup of the house . The house definitely needs new mattress's. The road noise was very loud.
Jay H. | Mar 2022
Positives: The management answered right away when the code didn’t work to get into the house and it was resolved immediately. The pool area was great! It was pretty quiet aside from the roosters, but that comes with the territory. We had all the things we needed in the kitchen and bathrooms. The patio was perfect to sit on for morning coffee and evening hanging out. Negatives: We noticed upon arrival that the bed frame in the master was coming apart and broken. The light switches in the master didn’t run anything and we could not turn off the ceiling fan - just the light with the pull cord. The outlet didn’t work in the guest room downstairs next to the bed. The TV reposted did not work in the master bedroom, and the TV was stuck in a language we didn’t know.
Josh B. | Feb 2022
Stock Island Frequently Asked Questions

Yes. 5 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.