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Heron Hideaway

1 Bedroom
1 Bathroom
4.5581
(86 Reviews)
Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport.

Historic homes dating to the late 1880s, the tropical paradise has just undergone a complete restoration with exceptional attention to details...

Whitehead Manor

5 Bedrooms
2 Bathrooms
Located in Bahama Village this 5 Bedroom, 2 Bathroom house sits in a divine location. Just one block from the Historic Duval Street, and minutes from many other attractions. Fenced in yard provides a private, secluded space to relax on your island vacation.

You will be greeted by a open and sunny...

Howe Street Hideaway

2 Bedrooms
2 Bathrooms
4.8000
(10 Reviews)
The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they go about their day.

Entering into this lovely home you are surrounded with light, beauty...

Almost Southernmost Retreat

5 Bedrooms
3 Bathrooms
4.8519
(54 Reviews)
Almost Southernmost Retreat is made up of ALMOST SOUTHERNMOST and ALMOST SOUTHERNMOST TOO on the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets.

This style is common throughout the islands. Located in a row of identical cigar-maker cottages, the...

Great Egret Escape

2 Bedrooms
2 Bathrooms
As you enter the home through the beautiful stain-glass door, you will be greeted by colorful artwork, high ceilings and rich wooden floors. Just to your left is the immaculate kitchen, fit for a master chef! You will love the brand new appliances, marble counter tops and island, with bar seating...

Royal Palm

Studio
1 Bathroom
4.7143
(56 Reviews)
ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama furniture is set off by...

Seaport Suite

4 Bedrooms
3 Bathrooms
4.8235
(68 Reviews)
Seaport Suite is available for daily vacation rentals and located on the second floor of an historic Key West home in Old Town.. The location is as close to perfect as you can get, being one block off Duval Street and within walking distance to every single thing you could possibly want to do. With...

Mermaid Manor

4 Bedrooms
3 Bathrooms
In one of the most desirable lanes in Old Town Key West. The perfect location for walking to Duval Street and the historic Seaport. Situated at the end of a quiet lane on a lush tropical lot. This 4 bedroom home is in one of the most sought after neighborhoods on the island. High ceilings, hardwood...

Tropical Village

12 Bedrooms
9 Bathrooms
5.0000
(24 Reviews)
Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately.
Located at 706 and 708 South St - near The Southernmost Point - this nightly group unit is the perfect getaway spot for large groups of friends and family.

COTTAGE @ TROPICAL VILLAGE:...

Palm Isle

1 Bedroom
1 Bathroom
4.7209
(86 Reviews)
Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork sandwiches and homemade ice-cream at the...

Tropical Hideaway

2 Bedrooms
1 Bathroom
4.6875
(96 Reviews)
Tropical Hideaway - Lush gardens surround this lovingly renovated vacation home. This one-story, 2 bedroom 1 bathroom condo features a living room with queen sized pull out sleeper sofa, cable TV, DVD, stereo with CD player, and FREE wireless internet. Each bedroom has a queen sized bed and flat...

Traveler's Palm

Studio
1 Bathroom
4.7429
(70 Reviews)
Traveler's Palm (formerly Palm Isle) - a room ahead of its time - A truly "green unit". Your roommate, or in this case, "suite mate" is a giant Sapodilla tree that provides the ambiance and shade to your private hot tub and tree-top hammock. The second-story studio apartment comes complete with a...

Almost Southernmost

2 Bedrooms
1 Bathroom
4.6316
(76 Reviews)
This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St.

The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features a King pillow top bed upstairs, another...

Hemingway's View

3 Bedrooms
2 Bathrooms
4.6667
(126 Reviews)
One block from Center St, Hemingway's View is a 3 bedroom, 2 bath charming turn-of-the-century Conch cottage.

Each of the 3 bedrooms are air-conditioned. Both bathrooms have marble floors, large closets, hairdryers, and tubs with showers. The rear bath has a marble topped vanity with double sinks...

Sunshine House

1 Bedroom
1 Bathroom
Welcome to the Sunshine House - a beautifully renovated 1 bedroom home tucked away in the Bahama Village neighborhood in the heart of Old Town Key West! This adorable home features brand new furnishings, including a new queen sized bed and new queen sized sleeper sofa with a top of the line...

Duval Street Retreat

4 Bedrooms
2 Bathrooms
4.7500
(32 Reviews)
Welcome to "Duval Street Retreat" - The perfect vacation rental for large groups looking to be around all the Duval St action!

Duval St. Retreat consists of two separate two-bed, one-bath condos located at 1124 Duval St. The property is only a couple steps (or stumbles) away from fine dining, bars...

Kate's Krawl By Duval

1 Bedroom
1 Bathroom
4.7857
(28 Reviews)
This 1 bed 1 bath home is the perfect home for you to enjoy Key West and all it has to offer. Located just steps from the World-Famous Duval St. you will find yourself in one of the most desired locations in Key West. Downstairs in this home you will find a full kitchen and comfortable living...