Stock Island Rentals

Compare 6 vacation rentals.
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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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Popular amenities for Stock Island vacation rentals

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

Hemingway Hideaway - Key West, FL

$583 avg / night
(excludes fees and taxes)
4.34 (111)
The Tipsy Mermaid at Key West Golf Club
3 Bedroom | 2.5 Bath | Sleeps 6

The Tipsy Mermaid at Key West Golf Club - Key West, FL

$203 avg / night
(excludes fees and taxes)
4.5 (12)
Tarpon Watch
2 Bedroom | 2 Bath | Sleeps 6

Tarpon Watch - Key West, FL

$293 avg / night
(excludes fees and taxes)
5.0 (2)
Egret House
2 Bedroom | 1.5 Bath | Sleeps 6

Egret House - Key West, FL

$251 avg / night
(excludes fees and taxes)
Sunset Bay
4 Bedroom | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$507 avg / night
(excludes fees and taxes)
5.0 (25)

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Recent Stock Island guest reviews

We thoroughly enjoyed our time at Sunset Bay in Key West during the singer-songwriter festival. Overall, our stay was excellent. We found the home to be very clean and well-maintained, and it appeared to have been recently updated, which was a pleasant surprise. We particularly appreciated how quiet the property was, allowing for restful nights after enjoying the festival events. And the sunsets were the best we’ve seen in key west! Thank you for providing such a wonderful accommodation for our visit. Best regards, Al & Courtney
Al and Courtney S. | May 2025
The house was extremely nice. The neighbors and community were extremely nice and gracious. It was far enough from downtown to be quiet and close enough to take a golf cart. Landscaping was immaculate. Wish I had brought my golf clubs - the course looked great. Gated and secluded is hard to find in Key West.
Phillip H. | May 2025
I have been vacationing in the Keys since being a child, but nothing compared to my most recent stay. The home was close enough to everything to not feel away, but far enough away to feel luxurious and high end. Having one of the community's pools directly across the shaded road from our rental made the experience exceptional and the views from the back screened in room and garden area were so peaceful and relaxing. Kudos also to Vacasa for managing such a premier property in Key West. My next trip must be in this same home or I will be forced to reschedule it.
Geoffrey H. | Apr 2025
Stock Island vacation rental FAQ

Yes. 6 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Stock Island, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.

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