Key West 2 Bed Rentals

2 bedroom Key West Florida vacation rentals by owner offer a variety of amenities to enjoy your vacation in 2 bedroom Key West Florida. Select a 2 bedroom Key West Florida Rental below and start planning your Florida Keys Vacation!

Rooster Haven: 2 BR / 1 BA condo in Key West, Sleeps 4

Condo

2 Bed 1 Bath Sleeps 4

Rooster Haven: 2 BR / 1 BA condo in Key West, Sleeps 4 Key West

Rooster Haven is a light, airy end unit with soaring ceilings and extra French doors and windows for

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Green Spot in the Truman Annex

Condo

2 Bed 1 Bath Sleeps 4

Green Spot in the Truman Annex Key West

Welcome to our comfortable and delightful 2nd floor condo in the Shipyard section of Truman Annex. U

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Charming Craftsman Home in Key West

House

2 Bed 2 Bath Sleeps 6

Charming Craftsman Home in Key West Key West

Enjoy one of the most vibrant locations that Key West has to offer. The tropics meet historic crafts

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Crown Jewel in the Truman Annex

House

2 Bed 2 Bath Sleeps 4

Crown Jewel in the Truman Annex Key West

The Foundry are Bostonian style, 3 level townhouses that have been refurbished with tropical flair.

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Rare Penthouse 2 bed/2bath additional King in loft

Condo

2 Bed 2 Bath Sleeps 8

Rare Penthouse 2 bed/2bath additional King in loft Key West

Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and rela

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Sago Palm in the Truman Annex

House

2 Bed 2 Bath Sleeps 4

Sago Palm in the Truman Annex Key West

The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is loc

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Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach

Condo

2 Bed 2 Bath Sleeps 6

Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach Key West

This is arguably the best available rental unit at 1800 Atlantic and one of the better ones in Key W

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MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West

Condo

2 Bed 1 Bath Sleeps 5

MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West Key West

This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and pr

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Tom's Parrot Perch:  Gut Renovation, Ocean View, Heated Pool, Close to Beach

Condo

2 Bed 2 Bath Sleeps 6

Tom's Parrot Perch: Gut Renovation, Ocean View, Heated Pool, Close to Beach KEY WEST

Located only two miles from Duval the area truly offers the best of both worlds, close to downtown w

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JASMINE PLACE -Private Old Town Pool Home

House

2 Bed 2 Bath Sleeps 4

JASMINE PLACE -Private Old Town Pool Home Key West

Jasmine Place is known for proximity and history throughout Key West. This enchanting home ideally l

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Condo

2 Bed 2 Bath Sleeps 6

"ATLANTIC BREEZE" ~ Tropical Retreat by the Beach! Key West

BEACHES ON BOTH SIDES...This two bedroom condo is close to the airport, beaches, restaurants and min

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SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.

Townhome

2 Bed 2 Bath Sleeps 4

SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST. Key West

It's all about location! This charming, sunny, end unit townhome, located in quiet Truman Annex, is

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The Conch Farmhouse

Condo

2 Bed 1 Bath Sleeps 4

The Conch Farmhouse Key West

IRMA Update news the Shipyard, Truman Annex and Key West fared very well! In the words of the Ke

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Beautiful and Spacious Oceanside Villa - - REDUCED PRICING!

Villa

2 Bed 2 Bath Sleeps 6

Beautiful and Spacious Oceanside Villa - - REDUCED PRICING! Key West

Experience an incomparable resort setting of two-bedroom villas overlooking the Atlantic Ocean.Spaca

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Harbour Place 115 in Truman Annex Key West

Condo

2 Bed 2 Bath Sleeps 6

Harbour Place 115 in Truman Annex Key West Key West

Harbor Place is one of the most prestigious properties in Key West!This unit offers breath taking wa

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Tom's Chicken Coop:  Nice Ocean View, Pool, Renovated, Close to Beach

Condo

2 Bed 2 Bath Sleeps 6

Tom's Chicken Coop: Nice Ocean View, Pool, Renovated, Close to Beach Key West

This unit underwent a renovation late 2013 and is now handicap friendly.. Please enter your dates a

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Flip Flop Retreat Townhome in Quiet Convenient Location

Townhome

2 Bed 2 Bath Sleeps 5

Flip Flop Retreat Townhome in Quiet Convenient Location Key West

Two bedroom, 2.5 bath townhome in Truman Annex two blocks to Duval Street. Quiet, clean, comfortabl

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 Conch Retreat in Beautiful Truman Annex with 2 Bikes

Condo

2 Bed 1 Bath Sleeps 4

Conch Retreat in Beautiful Truman Annex with 2 Bikes Key West

A TRUE CARIBBEAN PARADISE!The Conch Retreat Condo is located in the Beautiful Truman Annex . Locatio

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Almost Southernmost- Private Hot Tub - Half Block To Duval St. Sleeps 6

House

2 Bed 1 Bath Sleeps 6

Almost Southernmost- Private Hot Tub - Half Block To Duval St. Sleeps 6 Key West

This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St. The

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Tropical Dreaming by AT HOME IN KEY WEST

House

2 Bed 2 Bath Sleeps 6

Tropical Dreaming by AT HOME IN KEY WEST Key West

TROPICAL DREAMING -- A distinctive private Key West vacation home with sparkling pool, Tropical Drea

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