
Holiday rentals near Mallory Square
We found 2,305 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Mallory Square that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Mallory Square
Showing deals for:14 Nov - 21 Nov
Image gallery for Living the Dream Key West Style

1010 out of 10 rating
Exceptional
(21 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is AU$3,516
AU$3,516
AU$502 per night
includes taxes & fees
Image gallery for 3 bedroom 2 bath Ocean front condo on marina with opt boat slip.

1010 out of 10 rating
Exceptional
(14 reviews)
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Key West, FL
8% off
Price is AU$11,025
AU$11,025
AU$1,575 per night
includes taxes & fees
Image gallery for Happy’s Houseboat Key West

9.29.2 out of 10 rating
Wonderful
(20 reviews)
Happy’s Houseboat Key West
Key West, FL
8% off
Price is AU$6,063
AU$6,063
AU$866 per night
includes taxes & fees
Image gallery for Papaya Place by AvantStay | Great Location w/ Shared Pool & Hot Tub!

8.88.8 out of 10 rating
Excellent
(54 reviews)
Papaya Place by AvantStay | Great Location w/ Shared Pool & Hot Tub!
Key West, FL
5% off
Price is AU$4,909
AU$4,909
AU$701 per night
includes taxes & fees
Image gallery for KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

9.09.0 out of 10 rating
Wonderful
(106 reviews)
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Key West, FL
8% off
Price is AU$6,168
AU$6,168
AU$881 per night
includes taxes & fees
Image gallery for Key West - Stock Island

9.69.6 out of 10 rating
Exceptional
(32 reviews)
Key West - Stock Island
Key West, FL
12% off
Price is AU$4,612
AU$4,612
AU$659 per night
includes taxes & fees
Image gallery for Brisa Del Mar by AvantStay | Communal Pool | Gated Community | Ocean Front

9.29.2 out of 10 rating
Wonderful
(51 reviews)
Brisa Del Mar by AvantStay | Communal Pool | Gated Community | Ocean Front
Key West, FL
6% off
Price is AU$5,571
AU$5,571
AU$796 per night
includes taxes & fees
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool

1010 out of 10 rating
Exceptional
(9 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
10% off
Price is AU$15,463
AU$15,463
AU$2,209 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly

9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is AU$5,535
AU$5,535
AU$791 per night
includes taxes & fees
Image gallery for The Island Suite at KW Vacation

1010 out of 10 rating
Exceptional
(111 reviews)
The Island Suite at KW Vacation
Key West, FL
8% off
Price is AU$5,476
AU$5,476
AU$782 per night
includes taxes & fees
Image gallery for TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.49.4 out of 10 rating
Exceptional
(28 reviews)
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Key West, FL
8% off
Price is AU$17,869
AU$17,869
AU$2,553 per night
includes taxes & fees
Image gallery for 1 Block to Duval St | Banana's Foster Guesthouse

1010 out of 10 rating
Exceptional
(5 reviews)
1 Block to Duval St | Banana's Foster Guesthouse
Key West, FL
8% off
Price is AU$27,540
AU$27,540
AU$3,934 per night
includes taxes & fees
Image gallery for Beautiful Stock Island Rental ~10 Min from Downtown Key West

9.69.6 out of 10 rating
Exceptional
(42 reviews)
Beautiful Stock Island Rental ~10 Min from Downtown Key West
Key West, FL
8% off
Price is AU$5,710
AU$5,710
AU$816 per night
includes taxes & fees
Image gallery for Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

9.89.8 out of 10 rating
Exceptional
(111 reviews)
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Key West, FL
11% off
Price is AU$4,284
AU$4,284
AU$612 per night
includes taxes & fees
Image gallery for Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

9.29.2 out of 10 rating
Wonderful
(74 reviews)
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Key West, FL
8% off
Price is AU$3,607
AU$3,607
AU$515 per night
includes taxes & fees
Image gallery for Ocean views! <br>I didn’t do it too

1010 out of 10 rating
Exceptional
(21 reviews)
Ocean views! <br>I didn’t do it too
Key West, FL
7% off
Price is AU$5,550
AU$5,550
AU$793 per night
includes taxes & fees
Image gallery for Classic King, Pool - Curry Mansion Inn

9.29.2 out of 10 rating
Wonderful
(18 reviews)
Classic King, Pool - Curry Mansion Inn
Key West, FL
8% off
Price is AU$3,686
AU$3,686
AU$527 per night
includes taxes & fees
Image gallery for Ocean views! <br>Luxury suites

1010 out of 10 rating
Exceptional
(26 reviews)
Ocean views! <br>Luxury suites
Key West, FL
11% off
Price is AU$6,289
AU$6,289
AU$898 per night
includes taxes & fees
Image gallery for Parking, Pool & Pet Friendly - The Grand Turk

8.48.4 out of 10 rating
Very good
(18 reviews)
Parking, Pool & Pet Friendly - The Grand Turk
Key West, FL
8% off
Price is AU$4,967
AU$4,967
AU$710 per night
includes taxes & fees
Image gallery for Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach

1010 out of 10 rating
Exceptional
(208 reviews)
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Key West, FL
8% off
Price is AU$6,502
AU$6,502
AU$929 per night
includes taxes & fees
Image gallery for Steps from Duval with Private Pool – Southern Palms

8.88.8 out of 10 rating
Excellent
(11 reviews)
Steps from Duval with Private Pool – Southern Palms
Key West, FL
8% off
Price is AU$24,381
AU$24,381
AU$3,483 per night
includes taxes & fees
Image gallery for Just steps to Duval- Sleeps 10- Pool House

1010 out of 10 rating
Exceptional
(9 reviews)
Just steps to Duval- Sleeps 10- Pool House
Key West, FL
8% off
Price is AU$14,411
AU$14,411
AU$2,059 per night
includes taxes & fees
Image gallery for Steps from Duval, Private Hot Tub - Seaport Suite

8.48.4 out of 10 rating
Very good
(11 reviews)
Steps from Duval, Private Hot Tub - Seaport Suite
Key West, FL
8% off
Price is AU$14,818
AU$14,818
AU$2,117 per night
includes taxes & fees
Image gallery for Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach

1010 out of 10 rating
Exceptional
(404 reviews)
Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
Key West, FL
8% off
Price is AU$6,333
AU$6,333
AU$905 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Mallory Square
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Find the best place to stay - Mallory Square
Old Town Caribbean Estate Key West - Great for Groups - Private Pool - Sleeps 21
Sleeps 21 · 10 bedrooms · 7+ bathrooms
8.48.4 out of 10
Very goodvery good
5 reviews(5 reviews)
Truman Annex, two blocks from Duval
Sleeps 4 · 2 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
1 Block to Duval St | Banana's Foster Guesthouse
Sleeps 19 · 7 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
114 reviews(114 reviews)
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
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- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value