September 24th
6:52pm · 87°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
Oct 6- Oct 15
Nov 24-Dec 20
Weekly $1500
Standard Rates: $1500 - $2900 per week
2BR 2BA - Sleeps 4
Overlooks Tropical Swimming Pool Garden
Shared Heated Pool w/ Caribbean Cabana
Truman Annex Neighborhood
Gates lead to Ft. Zachary Taylor Beach, Truman Waterfront, and Downtown Old Town Key West
If you’re looking for a place to chill-out in the tropical warmth of Key West, this cottage-style flat is a wonderful place to relax and take a breather from everyday life.
Standard Rates: $1800 - $3975 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: $4200 - $7100 per month
2BR 2.5BR - Sleeps 6
Upscale Town home in gated bricked pool-garden courtyard
Shared Dipping pool with waterfall
Around the corner from trendy Petronia Street where you find Blue Heaven
Short Street from entrance to Fort Zachary Taylor Beach
Aspirational, luxurious, well appointed, and whimsical, are four attributes that make this courtyard townhome a lovely place to call home in Key West. Aptly named, Island Interlude, this 2-story property is situated around the corner from one of the most popular transitional urban scenes of Key West.
Sept 19- Oct 21
Nov 20- Dec 1
Weekly $1825
Standard Rates: $1850 - $3525 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. Palm fronds gently dancing in the breeze, orchids hanging in the trees, manicured gardens, a pristine swimming pool set with comfortable lounge chairs. 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.
Sept 12- Oct 4
Nov 13- Nov 20
Dec 9 - Dec 22
Weekly $1675
Oct 20- oct 30
Fantasy Fest
weekly $2600
Standard Rates: $1675 - $3500 per week
2BR 2BA - Sleeps 2-4
1 Block from Duval Street
Oasis pool and hidden courtyard garden.
Private off-street parking
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.
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.
Sept 19- Oct 4
weekly $1700
Jan 9- Jan 19
weekly $2800
10 nights $3500
Standard Rates: $1900 - $3950 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: $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.
Sept 12- Sept 23
Oct 12- Oct 18
Oct 22- Oct 26 fantasy fest
Nightly $400
Wekkly $2025
Standard Rates: $1800 - $3975 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 15- Oct 6
Oct 13- Oct 18
Weekly $1900
Nightly $375
Standard Rates: $1750 - $3770 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: $1900 - $3950 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.
Sept 12- Sept 22
Sept 27- Oct 7
Oct 12- Oct 18
Weekly $1900
Nightly $375
Standard Rates: $1750 - $3770 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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