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!

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

Townhome

2 Bed 2 Bath Sleeps 4

STARFISH - 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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Elegant home w/ patio & shared pool - walk to beaches, Duval St., and much more!

House

2 Bed 2 Bath Sleeps 4

Elegant home w/ patio & shared pool - walk to beaches, Duval St., and much more! Key West

Find the utmost in beauty and convenience at this two-bedroom Key West home, a light-filled escape w

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Moonlight Paradise on the Atlantic

Condo

2 Bed 2 Bath Sleeps 6

Moonlight Paradise on the Atlantic Key West

Moonlight" is a freshly renovated condo that is located at 1800 Atlantic Blvd on the beach, with sun

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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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Comfy dog-friendly condo w/ balcony, shared pool & hot tub, tennis, & parking

Condo

2 Bed 2 Bath Sleeps 6

Comfy dog-friendly condo w/ balcony, shared pool & hot tub, tennis, & parking Key West

Beautiful views, resort amenities, and a dog-friendly policy await when you book your stay at this c

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Colorful condo w/ deck, balcony & shared pool - near downtown & beaches, dogs ok

Condo

2 Bed 2 Bath Sleeps 6

Colorful condo w/ deck, balcony & shared pool - near downtown & beaches, dogs ok Key West

Find a colorful, comfortable escape in the heart of Key West at this two-bedroom condo, where you'll

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Stylish condo with shared swimming pool moments from popular attractions!

Condo

2 Bed 2 Bath Sleeps 4

Stylish condo with shared swimming pool moments from popular attractions! Key West

Perfect for pairs of couples and small groups of family or friends, this Key West condo has everythi

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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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Cool Citrus in the Truman Annex

Condo

2 Bed 1 Bath Sleeps 4

Cool Citrus in the Truman Annex Key West

Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval S

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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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Historic, dog-friendly cottage in the heart of Key West w/ private hot tub

Cabin

2 Bed 1 Bath Sleeps 6

Historic, dog-friendly cottage in the heart of Key West w/ private hot tub Key West

If you're looking for a convenient home base for your Key West adventure, consider this two-bedroom,

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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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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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Condo on Duval w/shared hot tub & community pools, & private parking - dogs OK

Condo

2 Bed 1 Bath Sleeps 4

Condo on Duval w/shared hot tub & community pools, & private parking - dogs OK Key West

Unwind in the heart of Key West's historic district with a dip in this dog-friendly condo's hot tub

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Dog-friendly condo w/ shared pool & hot tub & complimentary shuttle.

Condo

2 Bed 2 Bath Sleeps 6

Dog-friendly condo w/ shared pool & hot tub & complimentary shuttle. Key West

Give your family and friends the trip to the Florida Keys they deserve thanks to this condo in Key W

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Condo in historic district w/shared hot tub & pools - 2 blocks to ocean, dogs OK

Condo

2 Bed 1 Bath Sleeps 6

Condo in historic district w/shared hot tub & pools - 2 blocks to ocean, dogs OK Key West

Here in the heart of historic Key West, you'll have access to a shared hot tub, dog-friendly accommo

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Beautiful Life in the Truman Annex

House

2 Bed 2 Bath Sleeps 6

Beautiful Life in the Truman Annex Key West

Beautiful Life is tucked away at the end of quiet Porter Lane in the award-winning gated community o

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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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Oceanfront

Condo

2 Bed 2 Bath Sleeps 6

Oceanfront Key West

Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom,

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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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