Key West Managed by Key West Vacation Rentals

This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David ... Learn more about Helen's Hideaway

Rates Nightly: $318 - $428

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Key West Managed by At Home In Key West, Inc.

SHIPYARD TREASURE - Great Key West location, this two bedroom one bath Shipyard condo has it all. You are centrally located to all the sites and attractions of Old Town Key West and the beach at Ft. ... Learn more about Shipyard Treasure

Rates Weekly: $1,200 - $2,573

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Key West Managed by Verified Owner

All new 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in NEW gated community, including huge heated pool, clubhouse and fitness center. Sleeps up to 6 with a... Learn more about Tee by the Sea - Luxury 2/3 condo - Lots of extras

Rates Nightly: $175 - $400
Weekly: $1,100 - $2,000

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Key West Managed by Key West Vacation Rentals

Renovated in February, 2000, our romantic and secluded Honeymoon Hideaway features a King Size bed nestled in azure washed walls with hand painted local photos and art surrounding this charming get-... Learn more about Honeymoon Hideaway

Rates Nightly: $158 - $218

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Key West Managed by Owner

Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for... Learn more about Seaside Place Key West FL 5 Bedroom House 4 Baths

Rates Nightly: $600 - $1,000
Weekly: $4,200 - $7,000

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Key West Managed by Key West Vacation Rentals

This wonderfully indulgent one bedroom cottage is on Center Street, just one-half block from Duval Street. Quiet, hidden and exclusive, this historic cottage was renovated in 2002 with exquisite ... Learn more about Buena Vista Cottage

Rates Nightly: $178 - $258

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Key West Managed by At Home In Key West, Inc.

BABALU COTTAGE - Three bedroom, one and one-half bath single family home. Located steps from Duval Street. Beautifully remodeled and modernized this conch house offers a central location and subtle ... Learn more about Babalu Cottage

Rates Nightly: $302 - $546
Weekly: $1,800 - $3,335

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Key West Managed by Key West Vacation Rentals

Built in the 1880's and located just steps from Duval Street, this large historic building includes a great room with vaulted ceilings encompassing the living room and full kitchen with island for ... Learn more about Key West Hideaway

Rates Nightly: $398 - $608

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Key West Managed by Key West Vacation Rentals

Steps from Duval Street, on a quiet hidden lane two blocks long, The Family House is hidden in a tropical oasis, a gated compound. The view from the front door is a fish/lily pod with the relaxing ... Learn more about Family House

Rates Nightly: $248 - $348

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Key West Managed by At Home In Key West, Inc.

BAHAMA DREAMING is a charming renovated Conch house in the center of Old Town. Located one block behind celebrated Duval St, it is quiet and private. Only a short walk to the many attractions, world-... Learn more about Bahama Dreaming

Rates Nightly: $425 - $804
Weekly: $2,700 - $5,220

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Key West Managed by At Home In Key West, Inc.

SPA ON DUVAL - Is a two story, 2 bedroom 2.5 bath townhome located just steps to the attractions of Duval Street. There is a shared swimming pool and lounge area to relax, lounge or maybe read a ... Learn more about A Spa On Duval

Rates Nightly: $240 - $456
Weekly: $1,400 - $2,755

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Key West Managed by Key West Vacation Rentals

Just 3 short blocks from the main guest house, the Amelia House is a recently renovated, painted and decorated 3 bedroom, 2 bath private house located at 505 Amelia Street, (3 houses from world-... Learn more about Amelia House

Rates Nightly: $288 - $398

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Key West Managed by At Home In Key West, Inc.

Southern Wind is a newly renovated two bedroom two bath two story home located in the Windward Park compound in the heart of old town and walking distance to the sites and attractions of the historic... Learn more about Southern Wind

Rates Nightly: $225 - $435
Weekly: $1,300 - $2,610

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Key West Managed by At Home In Key West, Inc.

Linger Longer Enjoy an easy vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome located in the President's Walk of the Truman Annex. This property is conveniently located poolside an ... Learn more about Linger Longer

Rates Weekly: $1,300 - $2,520

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Key West Managed by Rent Key West Vacations

This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces. Across from the Curry Mansion and Town Hall, around... Learn more about Ann Street Cottage

Rates Nightly: $160 - $280
Weekly: $1,050 - $1,960

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