Key West Vacation Rentals

36 Rentals

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Key West Florida Vacation Rentals - Cottage

3BR / 2BA - Sleeps 6 - Key West Cottage

ISLAND OASIS: Take a lot of history and a lot of charm - mix it with a great location and you have the...

$368 - $468 / nt

1 Review
Key West Florida Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Key West Home

Welcome to the Duncan House - your home away from home in beautiful Key West. The Duncan house is...

$100 - $217 / nt

1 Review
Key West Florida Vacation Rentals - Apartment

Studio / 1BA - Sleeps 4 - Key West Apartment

Palm Isle - a room ahead of its time - A truly "green unit". Your room mate or in this case "suite...

$168 - $248 / nt

2 Reviews
Key West Florida Vacation Rentals - Townhouse

2BR / 1.5BA - Sleeps 6 - Key West Townhouse

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the...

$258 / nt

13 Reviews
Key West Florida Vacation Rentals - Condo
Judy

2BR / 2.5BA - Sleeps 6 - Key West Condo

"Tee By The Sea" Vacation Rental (we Include 8 Bikes Free For Our Guests! ! ! ) If You Love... Golf,...

$250 - $450 / nt

3 Reviews
Key West Florida Vacation Rentals - Home

3BR / 2.5BA - Sleeps 6 - Key West Home

Private Luxury Home surrounded by lush tropical landscaping. The fusion of a mid- century Florida...

$400 - $858 / nt

2 Reviews
Key West Florida Vacation Rentals - Cottage
Jack

2BR / 2BA - Sleeps 6 - Key West Cottage

If you want to stay in Key West for a minimum of one week, here is why people call this the best value...

$272 - $300 / nt

3 Reviews
Key West Florida Vacation Rentals - Home

2BR / 2.5BA - Sleeps 6 - Key West Home

The Beach Boys on one of their many trips to the Florida Keys (they are Mojito buds with Jimmy Buffett)...

$358 - $568 / nt

3 Reviews
Key West Florida Vacation Rentals - Condo
Karen

2BR / 2BA - Sleeps 6 - Key West Condo

Decorator furnished two bedroom, two full bath condo in Key West, Florida. Only a five minute drive...

$259 / nt

Key West Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Key West Condo

This is a non- smoking condo (you may smoke on the balcony only) with that "home away from home" comfortable...

$198 - $385 / nt

50 Reviews
Key West Florida Vacation Rentals - Townhouse
AtHomeInKeyWest

2BR / 2BA - Sleeps 4 - Key West Townhouse

CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story...

$225 - $343 / nt

Key West Florida Vacation Rentals - Cottage

4BR / 3BA - Sleeps 8 - Key West Cottage

Daily price varies by number of units, season, and length of stay. Range of prices from one bedroom...

$265 - $900 / nt

8 Reviews
Key West Florida Vacation Rentals - Townhouse

2BR / 2.5BA - Sleeps 6 - Key West Townhouse

Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and...

$158 - $400 / nt

12 Reviews
Key West Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Key West Condo

Discover paradise of Key West in a distinctive setting. Luxury, two- bedroom, two- bath, (sleeps 4-...

$100 / nt

Key West Florida Vacation Rentals - Townhouse

2BR / 2BA - Sleeps 4 - Key West Townhouse

"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style...

$205 - $300 / nt

9 Reviews
Key West Florida Vacation Rentals - Condo
Tess

2BR / 2BA - Sleeps 6 - Key West Condo

SPECIALS: January mid- week special: Stay January 14th and 15th and pay only $299/night (plus taxes...

$250 - $600 / nt

8 Reviews
Key West Florida Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Key West Home

Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental...

$127 - $140 / nt

Amenity-rich Key West vacation rentals are a superb way to enhance a visit to the southernmost city in the US. A wonderland of open-air bistros and bars, Euro-style cafes, hip boutiques, trendy art galleries, dynamic festivals, and seemingly every water sport imaginable, this island is a one-of-a-kind tropical city paradise.

One of the most prized experiences in the city is watching a sunset, which is possible from the balcony or patio of the many Key West condo rentals available in the area.

For the ultimate sunset celebration, of course, head to Mallory Square Dock, where a nightly arts festival attended by flocks of tourists from around the world features jugglers and fire eaters, art and jewelry exhibitors, local delicacies like Conch Fritters and Key Lime Tea, and Tarot card readers, hypnotists, and astrologers.

Beyond the glorious colors of a stunning Key West, FL sunset, there is much to see and do in the city. To immerse yourself in the laid-back, party lifestyle made famous by singer Jimmy Buffett, head to his restaurant, Jimmy Buffett's Margaritaville, where you'll find frosty margaritas and courtyard dining. Atop your sightseeing hit list should be the Ernest Hemingway Home and Museum, Harry S. Truman Little White House, the Aquarium, and the Shipwreck Historeum Museum.

When it's time to enjoy the blue-green waters encircling the city, your options range from snorkel and Scuba dive tours, parasailing, and jet skiing to deep sea fishing charters, dolphin cruises, and sailboat rentals.

If you're seeking Key West condo rentals on the beach, you'll find a selection of options with features like large porches with spectacular views, outdoor entertainment areas, and spacious dining areas. Vacation home rentals include everything from small, two-bedroom, pastel colored cottages to expansive homes that can accommodate more than a dozen people.

Many Key West rentals by owner come equipped with luxury amenities such as private pools and expansive outdoor veranda dining areas, multiple DVD players, flat-screen televisions, game rooms, and high-speed Internet access. Increasing the appeal is a fully equipped kitchen, which allows you to prepare money-saving meals and snacks.

The convenience and home-like comfort of Key West vacation rentals will make your visit to this special tropical town one to thoroughly enjoy and fondly remember.
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