Key West ~ Vacation Condos

Below are Weekly & Monthly Rentals with no specified number of bedrooms and no specified arrival or departure date.

* PLEASE NOTE: Some properties displayed may not be available for rent due to other inquires and pending reservation. Please contact our office to be sure of availability. info@vhkw.com or 305-294-7358 ext. 1

There are no properties available that fit all of your search options. However, if you are able to adjust your arrival or departure date we may be able to make it work. Please contact our office and let us do the work for you. info@vhkw.com or 305-294-7358 ext. 1

There is a minimum stay requirement of 30 days or 1 calendar month for monthly rentals. If you are having trouble finding an available rental please contact our office and let us do the work for you. info@vhkw.com or 305-294-7358 ext. 1


3BR 2BA - Sleeps up to 6
Private Ocean-View Terrace
Resort-Style Shared Pool

If you’re craving a Key West beach accommodation with a bone fide front-line view to the sea, you can instantly gratify this need with a stay in this pretty vacation rental condominium, By The Beautiful Sea.

Weekly Rental Rates:
Winter - $3100 / wk - Shoulder - $2550 / wk - Summer - $2150 / wk

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new property
by the beautiful sea

1BR 1BA - Sleeps 2-3
Private Back Deck and garden
Shared Pool
Special Resort Amenities Gratis

Beautifully situated in a significant wooden red Cyprus wood building which is an accurate replica of the 1880’s Alfonso Cigar Factory, this Original Poolside Pad is not only rich in history but big on service amenities and comfort.

Weekly Rental Rates:
Winter - $2626 / wk - Shoulder - $1762 / wk - Summer - $1762 / wk

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original poolside pad

3BR 3BA
Private Balcony - Key West Sunset View

Key West sunsets are famous ... holding a perfect perch overlooking the entrance to key West Harbor, this spacious luxury condominium gives you a wonderful balcony to celebrate sunset in private.

Weekly Rental Rates:
Winter - $5950 / wk - Shoulder - $4300 / wk - Summer - $4300 / wk

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private key west sunset

2BR 3BA (One is a Spa Bath)
Designer Condominium Overlooking Key West
Ocean Sanctuary

You can see for miles & miles & miles ... South over the turquoise ocean the White Street Pier stretches out in the near distance. Fresh Caribbean Breeze, great white herons wade in clear shallows below, relaxing on the balcony, southern sunrise, full moon rising ...

 

Weekly Rental Rates:
Winter - $3100 / wk - Shoulder - $2550 / wk - Summer - $2150 / wk

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exclusive key west beach front

2BR 2BA - Sleeps 2-4

Just as you're inspired by an island oasis, so is this tropical island garden town home, cleverly hidden in the heart of Old Town Key West.

 

Weekly Rental Rates:
Winter - $2400 / wk - Shoulder - $2000 / wk - Summer - $1700 / wk

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island oasis garden home

2BR 2.5BA - Sleeps 4-6

An exclusive island style brownstone perfectly nestled in Key West's most prominent gated waterfront neighborhood known as "Truman Annex."

 

Weekly Rental Rates:
Winter - $2900 / wk - Shoulder - $2100 / wk - Summer - $2100 / wk

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island brownstone

3BR 2.5BA - Sleeps 6

A lush private tropical garden complete with large 40' X 16' swimming pool is the main focus of this unique island setting, and this traditional Key West town-home home is situated at the "pool-side" of the garden.

Weekly Rental Rates:
Winter - $2975 / wk - Shoulder - $2575 / wk - Summer - $2075 / wk

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a tropical tradition

2BR 2.5BA - Sleeps 4-6

A striking tri-level condominium situated in Key West's most historic gated waterfront luxury neighborhood offers a beautiful combination of classic historic charm and refined modern ambience.

 

Weekly Rental Rates:
Winter - $2900 / wk - Shoulder - $2100 / wk - Summer - $2100 / wk

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foundry on the waterfront

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