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

$477 avg / night
4.36 (110)
Tarpon Watch
2 Bedroom | 2 Bath | Sleeps 6

Tarpon Watch - Key West, FL

$262 avg / night
5.0 (2)
Egret House
2 Bedroom | 1.5 Bath | Sleeps 6

Egret House - Key West, FL

$257 avg / night
Tropical Retreat
3 Bedroom | 2.5 Bath | Sleeps 6

Tropical Retreat - Key West, FL

$298 avg / night
5.0 (6)
Sunset Bay
4 Bedroom | 3 Bath | Sleeps 11

Sunset Bay - Key West, FL

$496 avg / night
5.0 (24)

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Recent Stock Island guest reviews

The relaxing, warm vibe that welcomes you inside, and the beautiful setting of the location definitely puts you in the vacation mindset. The hosts have provided quality personal recommendations for adventures and dining, and are very responsive to questions and requests. The pool is steps from the front door and never crowded, often feeling like your own personal oasis. These accommodations enabled one of the most relaxing getaways I've experienced.
Lisa W. | Apr 2025
This is a beautiful rental. Perfect location for relaxing , nice walks and the pool is right across from the house or a short walk to the larger pool. It is spacious , very nice decor and I love the screened in sunroom/porch over looking the beautiful golf course. A short uber or drive to downtown to experience the music, food, drink and shopping! I look forward to staying here my next visit to Key West!
Susan W. | Apr 2025
We had the best time at the Tipsy Mermaid-Key West. The house was clean, great location to everything in Key West. Access to the pool was amazing. We loved being on the golf course. It was a 10 minute golf cart ride to downtown. The owners were very responsive with any questions and great to work with. Many amazing memories were made at this place! We will for sure be back to utilize this fantastic place. Thank you for making this one of the best vacations ever!
Amy 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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