Mallory Square - Key West Vacation Rentals

Compare 47 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.

Top Mallory Square - Key West property types

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House rentals

View 19 House rentals
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Condo rentals

View 14 Condo rentals
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Cabins

View 4 Cabins

Browse more vacation rental amenities in Mallory Square - Key West

Pool | Ocean view | Water view | Waterfront | A/C | Fireplace | Washer/dryer | Bikes | Golf on-site | Beach access

Popular amenities for Mallory Square - Key West vacation rentals

Popular
Dog-friendly Hot tub Internet
KW31C - Jasmine Suite
1 Bedroom | 1 Bath | Sleeps 4

KW31C - Jasmine Suite - Key West, FL

$542 avg / night
(excludes fees and taxes)
4.51 (101)
KW49 - Papa's Hideaway
6 Bedroom | 6.5 Bath | Sleeps 22

KW49 - Papa's Hideaway - Key West, FL

$3,329 avg / night
(excludes fees and taxes)
4.92 (97)
KW33A - Leeward Isle
2 Bedroom | 1 Bath | Sleeps 6

KW33A - Leeward Isle - Key West, FL

$694 avg / night
(excludes fees and taxes)
4.45 (82)
KW37 - Oceana Suite
1 Bedroom | 1 Bath | Sleeps 2

KW37 - Oceana Suite - Key West, FL

$505 avg / night
(excludes fees and taxes)
4.78 (115)
KW370FLR - Paradise on Packer
2 Bedroom | 1 Bath | Sleeps 4

KW370FLR - Paradise on Packer - Key West, FL

$165 avg / night
(excludes fees and taxes)
5.0 (4)

View 42 more homes

Recent Mallory Square - Key West guest reviews

Such a wonderful hidden oasis. Perfect for a family or larger groups. Loved the location in the outdoor area. Would definitely book again.
Eric K. | Apr 2026
Island Hideaway is an almost perfect house in a perfect location! It is within an easy walk or bike ride from everything Key West has to offer, but in a quiet neighborhood to return to at the end of a fun-filled day. The living area is furnished very comfortably, and the deck and pool out back provide a lovely private spot to read, relax, or just 'rest your eyes' for a minute (or an hour). This cozy little house is perfect for the person or couple who want to enjoy a carefree vacation and who don't feel the need to bring along all 50 "most favorite" summer outfits. You won't wear half of them, anyway, so do yourself a favor, pack light, and embrace your Island Hideaway.
Maryellen O. | Apr 2026
The house was great! We spent 2 months there. It was an easy walk to everything. The kitchen was very nice and very well stocked. There was a very nice webber grill by the pool that we used a lot. The pool had someone come once a week to clean and check the water. There was also a lawn person to maintain the yard and pool deck. There were plenty of towels and linens. It is located on one of the main bike routes and a historic cemetery is about a block away.
Donna F. | Apr 2026
Mallory Square - Key West vacation rental FAQ

Yes, 14 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. 47 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Mallory Square - Key West, 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
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Seamless check-in
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Professional cleaning

Nearby destinations

Gulf Coast   |   Florida's Atlantic Coast   |   South Florida   |   Southeast Florida   |   Florida Keys   |   Lower Keys, FL   |   Old Town Key West   |   Bahama Village - Key West   |   Historic Key West   |   Papa's Hideaway - Key West, FL   |   Shipyard Condos - Key West   |   Key West   |   Florida
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