Stock Island Holiday Rentals from €254: Search Short-Term Rentals

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Holiday Rentals in Stock Island

"Nice for affordable price "

includes taxes & fees

2 Dec - 3 Dec

"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."

"Excellent boat, excellent stay. Would love to return."

"Nice boat and the captain was very nice and informative. "

includes taxes & fees

19 Dec - 20 Dec

"Don't overthink it - just do it and the rewards will follow - Boat - well cared for Marina - very well appointed Hotel - fantastic - Stuttle helped make it easier to get to town You are off the beaten path of the craziness of Duval which is both nice and frustrating depending on your vision for the time there - RECOMMEND the boat out for the over night worth every penny! "

"Peaceful and paradise!"

"House was very clean and nicely decorated. The house was centrally located to all Key West activities. Host was also very responsive. "

"Overall we had a fabulous stay. The space was perfect for our six adults and two kids, the AC blew cold for relief from summer heat, and there were plenty of delicious food options nearby. My family thanked me multiple times for the great find. We would definitely stay there again!"

"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "

includes taxes & fees

2 Dec - 3 Dec

"Nice location very close to everything and close enough to Duval St. Unit itself was in good condition and the kitchen stocked pretty good but was missing dish cloths, dish towels and dishwasher detergent. None of the grills on the property were functional. Host was very responsive the entire process. Would stay there again"

includes taxes & fees

2 Dec - 3 Dec

"Overall it was a great experience."

"We would definitely stay here again! Great location, exactly as described, overall great place."

"Very clean. Could use some updating such as fresh paint. "

includes taxes & fees

15 Dec - 16 Dec

"Close to Duval Street and within walking distance to everything. Full kitchen is nice. Good for a Key West visit. "

includes taxes & fees

11 Dec - 12 Dec

"Quit little place."

includes taxes & fees

1 Dec - 2 Dec

"Great property in Key West! A little on the small side, but we weren’t in the room much of the time anyway! Would stay here again!"

includes taxes & fees

14 Dec - 15 Dec

"Loved this ocean view property! Very nice location and very comfortable home!"

"Good"

includes taxes & fees

1 Dec - 2 Dec

"Very walkable. Cozy comfortable place. Cute and safe neighborhood. Setup well for cooking. AC pumps some good cold air. "

On the beach, sun-loungers, beach towels

"This is a great place to call home while visiting the keys. The location was great for exploring all of the other keys including Key West, and it was away from all the noise and commotion. Very easily accessible. The house was super clean and tidy with more than enough room for the two of us. The space would definitely be roomy enough for a family or for sharing with another couple. We would definitely stay again"

includes taxes & fees

7 Dec - 8 Dec

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Other types of properties in Stock Island you may be interested in

6 outdoor pools, free pool cabanas, pool umbrellas

"Beautiful resort! Excellent service and staff! 5 star rating for sure"

includes taxes & fees

2 Dec - 3 Dec

2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

"Clean, quiet and peaceful getaway! "

includes taxes & fees

17 Dec - 18 Dec

3 outdoor pools, pool umbrellas, pool loungers

"The location of the southernmost hotel was perfect place to be was in within walking distance of everything you needed to go to. I was just a little perturbed by the fact that they Charge you for amenities and then attacks on the amenities the Temperature of the pools was probably in the 60s maybe 70s. And I had requested extra pillows prior to go in there and of course when I got there, they didn’t have them so unfortunately I had to reach out to the front desk about 10:30 PM for two extra...

includes taxes & fees

17 Dec - 18 Dec

Find out more about Stock Island

Everything you need to know about Stock Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stock Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stock Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stock Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stock Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stock Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stock Island holiday rentals we have selected for you start as low as €254 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stock Island rentals

At Expedia, we put the best Stock Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stock Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stock Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stock Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.