Mallory Square - Key West Vacation Rentals

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Make Mallory Square - Key West your next getaway

Explore our vacation rentals near Mallory Square in Key West, FL. Our private accommodations include everything you need to have the perfect beach getaway, whether you're here for a family vacation, couples retreat, or making memories with friends.

Explore Mallory Square - Key West house rentals, condo rentals, apartments, and more

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House rentals

View 21 House rentals
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Condo rentals

View 18 Condo rentals
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Apartments

View 5 Apartments

Mallory Square - Key West vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Orchid Suite
1 Bed | 1 Bath | Sleeps 4

Orchid Suite - Key West, FL

$268 avg / night
(excludes fees and taxes)
4.5 (84)
Key Lime Calypso
2 Bed | 1 Bath | Sleeps 6

Key Lime Calypso - Key West, FL

$804 avg / night
(excludes fees and taxes)
4.51 (117)
Amelia House
3 Bed | 2 Bath | Sleeps 8

Amelia House - Key West, FL

$811 avg / night
(excludes fees and taxes)
4.36 (118)
Hemingway's View
3 Bed | 2 Bath | Sleeps 6

Hemingway's View - Key West, FL

$936 avg / night
(excludes fees and taxes)
4.4 (139)
Mermaid's Retreat
1 Bed | 1.5 Bath | Sleeps 2

Mermaid's Retreat - Key West, FL

$394 avg / night
(excludes fees and taxes)
4.42 (24)

View 55 more homes

Recent Mallory Square - Key West vacation rental reviews

Excellent property that is exquisitely maintained by the owners and Vacasa. Everything works in the unit and no complaints.
CW G. | Dec 2025
Good location, convenient for most attractions and restaurants. Parking space a must.
Christopher R. | Dec 2025
This was the perfect little getaway for us. We don’t need a lot of room. But the room was well appointed. It was in a great location, super clean and was super quiet for sleeping.
Elizabeth S. | Nov 2025
Mallory Square - Key West Frequently Asked Questions

Yes, 20 of our Mallory Square - Key West homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 60 of our Mallory Square - Key West 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 Mallory Square - Key West 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 Mallory Square - Key West 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 Mallory Square - Key West, 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