September 24th
10:10am · 86°F
Key West ~ Vacation Condos
Condos - A condo or town-house is one of a row of private houses joined by common sidewalls in a planned complex of two or more buildings. A condo or townhouse is an individually owned apartment style unit in a complex with a commonly owned grounds. Most condos and townhouses have two to three bedrooms.
Choose from our inventory of Key West vacation rentals. We offer something for everyone; from charming cottages, to beachfront condos, to luxury estates, to tropical pool-garden homes.
* 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. Please contact our office if you would like assistance. info@vhkw.com or 305-294-7358 ext. 1
Standard Rates: $2600 - $5600 per week
3BR 2.5BA - Sleeps up to 5
Stroll to the Beach
Truman Annex residence with Ocean View from Bedroom Balconies
Short Walk to all Downtown Old Town Key West Features
Rent this Key West Luxury Home and Experience a Remarkable Piece of American Architectural History. A renovated 'Truman Treasure', in one of the most desirable Ocean Front Old Town Key West locations.
Oct 22-Oct 29
Weekly $2250
Standard Rates: $1800 - $3900 per week
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 bona 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.
Standard Rates: $1900 - $3900 per week
2BR 2.5BA - Sleeps 4-6
Stroll to downtown Old Town Key West
Short walk to Fort Zachary Taylor Park and beach
An exclusive island style brownstone town home offers a dramatic and spacious layout with features and details that include extra high ceilings, artistic crown molding, lots of windows and French doors. It is perfectly nestled in Key West’s most prominent gated waterfront neighborhood known as ‘Truman Annex.’
Standard Rates: $3100 - $6000 per month
3BR 2BA - Sleeps 6
View of the Golf Course Greens
Indoor - Outdoor Great-Room
Private Garden Deck
2 Shared Swimming Pools
Lush Tropical Landscaping
Wild Life Viewing
15 minutes from Old Town
On the Links with a beautiful view, creating a vibrant backdrop for your Key West indoor-outdoor lifestyle experience. Inside, joyful colors from sunshine yellow, to crimson red, to myriad shades of Caribbean Blue, dial in a playful and light-hearted tone.
Sept 16- Sept 30
Weekly $1650.00
Standard Rates: $1850 - $3475 per week
2BR 2BA - Sleeps 4
Manicured Tropical Swimming Pool Garden
Shared Heated Pool
Walk to Duval St. in 3 minutes
I must confess, there’s something about walking along an exotic tropical pool-garden path that sends me to an instant state of calm. This is what you’ll experience as you make your entrance to this beautiful Bahamian ‘eyebrow’ style home, nestled away in private back corner of the small Old Town Key West gated community of Windward Park.
Standard Rates: $1762 - $3151 per week
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.
Standard Rates: $3800 - $7000 per week
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.
Standard Rates: $3100 - $6000 per month
3BR 2BA - Sleeps 6
View of Golf Course
Private Covered Back Deck
2 Shared Swimming Pools
Lush Tropical Landscaping
Wild Life Viewing
15 minutes from Old Town
When you awaken each day, and ponder your plans …
To tee, or not to tee: that is the question.
Whether ‘tis nobler to gaze at the peaceful scenery,
Or to take swings at golf balls on a sea of greens,
And by opposing end them?
To relax: To live the Key West dream.
Sept 2- Sept 20
Weekly $1900
Nightly $450
Standard Rates: $1800 - $3900 per week
2BR 3BA
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 ...
Sept 17- Sept 28
Oct 16- Oct 22
Nightly $375
Weekly $1800
Standard Rates: $1750 - $3670 per week
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.
Standard Rates: $1800 - $3900 per week
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.
Standard Rates: $1750 - $3670 per week
3BR 2.5BA - Sleeps 6-8
The artist-owner of this sun-lit pool-side town-home has created a delightful living space that welcomes you to an authentic tropical life-style in a unique Key West "pool garden compound."
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