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, cabins, and more

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House rentals

View 19 House rentals
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Condo rentals

View 15 Condo rentals
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Cabins

View 4 Cabins

Explore more vacation rental amenities in Mallory Square - Key West

Pool | Ocean view | Water view | A/C | Fireplace | Washer/dryer | Balcony | Bikes | Golf on-site | Limited mobility access

Mallory Square - Key West vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Oceana Suite
1 Bed | 1 Bath | Sleeps 2

Oceana Suite - Key West, FL

$686 avg / night
(excludes fees and taxes)
4.78 (115)
Conch Casa
2 Bed | 1 Bath | Sleeps 4

Conch Casa - Key West, FL

$927 avg / night
(excludes fees and taxes)
4.47 (132)
Mermaid's Retreat
1 Bed | 1.5 Bath | Sleeps 2

Mermaid's Retreat - Key West, FL

$584 avg / night
(excludes fees and taxes)
4.48 (27)
Key Lime Calypso
2 Bed | 1 Bath | Sleeps 6

Key Lime Calypso - Key West, FL

$947 avg / night
(excludes fees and taxes)
4.5 (123)
Windward Isle
2 Bed | 1 Bath | Sleeps 6

Windward Isle - Key West, FL

$790 avg / night
(excludes fees and taxes)
4.12 (48)

View 44 more homes

Recent Mallory Square - Key West vacation rental reviews

Very spacious and comfortable home. Beautifully decorated and perfect for our needs. We used it as the place for my daughter and her wedding crew to get ready. Close to her venues and everything else. Vacasa service is always the best I have always stayed at their properties in Key West and have never had a complaint.
Marilyn M. | Apr 2026
It made you feel like you were in your own private paradise while being centrally located to Duval St.
Elizabeth P. | Mar 2026
The Bahama house was perfect for our family vacation. We had 6 adults and a toddler and plenty of space for all of us! The pool was lovely to have. The heater wasn't working the first day and the owner took care of it that day. The location was right off Duval street, a prime location!
Ellen W. | Mar 2026
Mallory Square - Key West Frequently Asked Questions

Yes, 16 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. 49 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

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