2 Bedroom Key West Vacation Rentals

Our collection of two bedroom rentals offers well appointed units in close proximity to downtown Key West, Old Town Key West, the Key West Golf Club and Coral Hammock. Ideal for a small family or two couples traveling together.


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AROUND THE CLUB

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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A BIT OF AQUA

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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A GOLF CLUB OASIS

House in Key West
2 BR | 2 BA | 6 Guests
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ISLAND TIME @ THE TRUMAN ANNEX

Condominium in Key West
2 BR | 1 BA | 4 Guests
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A LICENSE TO CHILL

Townhouse in Key West
2 BR | 2.5 BA | 6 Guests
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A MANGROVE SNAPPER

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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A PALM TREE PARADISE

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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A SUNSET VIEW

Condominium in Key West
2 BR | 1 BA | 5 Guests
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AAH PARADISE

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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ABOUT TIME

Condominium in Key West
2 BR | 1 BA | 4 Guests
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ABOVE IT ALL

Condominium in Key West
2 BR | 2 BA | 5 Guests
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ABSOLUTE KEY WEST

House in Key West
2 BR | 2 BA | 4 Guests
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ADRIFT IN KEY WEST

Condominium in Key West
2 BR | 1 BA | 4 Guests
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ALEGRE

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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ALMOST PARADISE

Condominium in Key West
2 BR | 1 BA | 4 Guests
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AMBERJACK

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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ANGEL FISH

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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ANGLER'S RETREAT

Condominium in Key West
2 BR | 1 BA | 4 Guests
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ANOTHER DAY IN PARADISE

Condominium in Key West
2 BR | 1 BA | 6 Guests
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ANOTHER THREE HOUR TOUR

Condominium in Key West
2 BR | 1 BA | 4 Guests
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AQUA BREEZE

Condominium in Key West
2 BR | 2 BA | 5 Guests
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AQUA OASIS

Condominium in Key West
2 BR | 1 BA | 4 Guests
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ARCHIPELAGO I

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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ARCHIPELAGO II

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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AWAY FROM IT ALL

Condominium in Key West
2 BR | 1 BA | 4 Guests
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BEAUTY ON THE GREEN

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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BEST TIME

Condominium in Key West
2 BR | 1 BA | 4 Guests
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BLUE HEAVEN

Condominium in Key West
2 BR | 1 BA | 4 Guests
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SOUTHARD COMFORT IN THE TRUMAN ANNEX

Condominium in Key West
2 BR | 1 BA | 4 Guests
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CAPTAINS WHEEL

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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COCONUT

House in Key West
2 BR | 1 BA | 4 Guests
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COLORFUL COCKTAIL

Condominium in Key West
2 BR | 2 BA | 6 Guests
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DRIFTWOOD BUOY

Condominium in Key West
2 BR | 2 BA | 5 Guests
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FLAMINGO BEACH

Condominium in Key West
2 BR | 1 BA | 4 Guests
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FOREVER YOUNG

Condominium in Key West
2 BR | 2 BA | 5 Guests
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FUN IN THE SUN

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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GRACIE BAY'S HIDEAWAY

Condominium in Key West
2 BR | 2 BA | 4 Guests
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GREEN BAMBOO

Townhouse in Key West
2 BR | 1.5 BA | 5 Guests
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GREEN SPOT

Condominium in Key West
2 BR | 1 BA | 4 Guests
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HAPPY HOUR HAVEN

Condominium in Key West
2 BR | 2 BA | 5 Guests
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HAVANA VIEWS

Condominium in Key West
2 BR | 1 BA | 4 Guests
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HIGH TIDE

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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ISLAND BREEZES

Condominium in Key West
2 BR | 1 BA | 4 Guests
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ISLAND OASIS @ TRUMAN NNEX

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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IT'S A SALT LIFE AFTER ALL

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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LIFE IN THE SLOW LANE

Townhouse in Key West
2 BR | 2.5 BA | 4 Guests
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A LOW TIDE

Condominium in Key West
2 BR | 1 BA | 4 Guests
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OCEAN BREEZE

Condominium in Key West
2 BR | 2 BA | 5 Guests
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PARADISE ON THE OCEAN

Condominium in Key West
2 BR | 2 BA | 5 Guests
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PARADISE PALM

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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PELICAN'S PERCH

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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POOLSIDE HANGOVER

Condominium in Key West
2 BR | 2 BA | 4 Guests
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SAGO PALM

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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SAILOR'S STORY

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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SALTWATER ANGLER

Condominium in Key West
2 BR | 2 BA | 5 Guests
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SEASCAPE

Condominium in Key West
2 BR | 1 BA | 4 Guests
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SHADY NOOK

Condominium in Key West
2 BR | 1 BA | 5 Guests
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SOUTHERNMOST SANCTUARY

Condominium in Key West
2 BR | 1 BA | 4 Guests
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STARSHINE KEY WEST

Condominium in Key West
2 BR | 1 BA | 4 Guests
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A SUNRISE COTTAGE

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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SUNSET DALITE

Condominium in Key West
2 BR | 2 BA | 4 Guests
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A SUNSET POOLSIDE

Condominium in Key West
2 BR | 2 BA | 4 Guests
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TROPICAL BREEZES @ TRUMAN ANNEX

Condominium in Key West
2 BR | 1 BA | 4 Guests
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TROPICAL EXECUTIVE

Condominium in Key West
2 BR | 2 BA | 6 Guests
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VILLA LUNA

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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WORLDS END

Condominium in Key West
2 BR | 2 BA | 5 Guests
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MANATEE @ THE TRUMAN ANNEX

Condominium in Key West
2 BR | 1 BA | 4 Guests
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LATITUDE ADJUSTMENT @ TRUMAN ANNEX

Townhouse in Key West
2 BR | 2 BA | 6 Guests
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DANCING PALMS

Townhouse in Key West
2 BR | 2 BA | 4 Guests
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ADMIRAL'S PARADISE

Townhouse in Key West
2 BR | 2.5 BA | 4 Guests
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VILLA AZURA

House in Key West
2 BR | 2.5 BA | 6 Guests
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GYPSY'S PALACE IN THE TRUMAN ANNEX

Condominium in Key West
2 BR | 3 BA | 6 Guests
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ASCENSION IN THE TRUMAN ANNEX

Townhouse in Key West
2 BR | 2 BA | 5 Guests
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ISLAND TIME

Condominium in Key West
2 BR | 2.5 BA | 4 Guests
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WINDOW ON THE SEA

Condominium in Key West
2 BR | 2 BA | 5 Guests
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DOLPHIN DELIGHT

Condominium in Key West
2 BR | 1 BA | 5 Guests