Mallory Square - Key West Vacation Rentals

Compare 62 vacation rentals.
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USA > Florida > Mallory Square - Key West

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 22 House rentals
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Condo rentals

View 19 Condo rentals
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Apartments

View 5 Apartments

Popular amenities for Mallory Square - Key West vacation rentals

Popular
Dog-friendly Hot tub Internet
Old Town Garden Villas - Andros Suite
1 Bedroom | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Andros Suite - Key West, FL

$371 avg / night
(excludes fees and taxes)
4.75 (138)
Old Town Garden Villas - Abaco Suite
1 Bedroom | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Abaco Suite - Key West, FL

$527 avg / night
(excludes fees and taxes)
4.72 (122)
Key Lime Calypso
2 Bedroom | 1 Bath | Sleeps 6

Key Lime Calypso - Key West, FL

$920 avg / night
(excludes fees and taxes)
4.54 (110)
Tradewinds
4 Bedroom | 2 Bath | Sleeps 12

Tradewinds - Key West, FL

$1,129 avg / night
(excludes fees and taxes)
4.44 (59)
Leeward Isle
2 Bedroom | 1 Bath | Sleeps 6

Leeward Isle - Key West, FL

$227 avg / night
(excludes fees and taxes)
4.5 (72)

View 57 more homes

Browse more vacation rental amenities in Mallory Square - Key West

Pool | Ocean view | Oceanfront | Water view | Waterfront | A/C | Elevator | Washer/dryer | Balcony | Bikes

Recent Mallory Square - Key West guest reviews

We were a group of 15 who rented the whole property for an extended weekend trip. It was a perfect place to gather, while still allowing everyone their own space, and to enjoy the outdoor areas. We loved it! A bit of a walk from the major downtown nightlife/happy hours but otherwise perfectly located and had everything you needed. We donated a few new kitchen items like a pitcher and pyrex glassware which we found we needed throughout but couldn't fit on our flights home.
Amy L. | Jun 2025
Beautiful property, excellent location, clean, good communication
Bairon S. | Jun 2025
Great Location
Thomas S. | Jun 2025
Mallory Square - Key West vacation rental FAQ

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. 62 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
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
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   |   Duval Square - Key West   |   Key West   |   Florida
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