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Key West Rentals

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Grand Cayman Suite #309

2 Bedrooms
2 Bathrooms
4.5555555555556
(45 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Palm Isle

1 Bedroom
1 Bathroom
4.7209302325581
(43 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...

Shark Key Chateau

5 Bedrooms
5 Bathrooms
4.75
(4 Reviews)
Château - Merriam-Webster defines it as a "large impressive residence". This does not do the 'Shark Key Chateau' justice! Very impressive, very large, very luxurious! Set apart from any residence you have experienced. But this property does not rest on

Shark Key Chateau is 'Grande' to say the...

Coastal Comfort @ Key Cove

4 Bedrooms
3 Bathrooms
This home is located in the private community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being...

Osprey Suite

Studio
1 Bathroom
4.5135135135135
(37 Reviews)
Part of Southernmost Sanctuary Suites

The Osprey Suite - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen Bed as well as a sofa for...

Casa Havana @ Duval Square R22

2 Bedrooms
2 Bathrooms
4.6511627906977
(43 Reviews)
This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle.

Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security...

Audubon House

1 Bedroom
2 Bathrooms
4.8039215686275
(51 Reviews)
AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA!

The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more!

The spacious, beautifully furnished great room features a living...

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...

Tropical Village Retreat

2 Bedrooms
1 Bathroom
4.6666666666667
(30 Reviews)
Tropical Village Retreat - Lush gardens surround this lovingly restored two-story vacation house.

This upstairs suite has two bedrooms each featuring a queen bed. The fully equipped kitchen is perfect for the serious cook or enjoy your meals on the gas BBQ grill in a tropical setting. The living...

Poolside Paradise - Tropical Village

Studio
1 Bathroom
4.7777777777778
(54 Reviews)
Where else can you find resort style accommodations at motel pricing? Poolside Paradise @ Tropical Village, features all the amenities needed for a quick weekend getaway vacation at an affordable nightly rate. Once the winter vacation suite of Pulitzer Prize winning cartoonist Jeff MacNelly,...

Curry House Room 6

Studio
1 Bathroom
4.7027027027027
(37 Reviews)
Room 6 is conveniently located on the main floor. It has a door that opens onto the side deck with a secluded sitting area. The front porch sitting area is only a few steps away. People that stay in Room six often comment on how pleasant it is to wake up to the smell of breakfast cooking nearby in...

Cristobal Suite #411

2 Bedrooms
2 Bathrooms
4.6590909090909
(44 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Mangrove Lagoon

2 Bedrooms
2 Bathrooms
4.9090909090909
(11 Reviews)
***Due to licensing restrictions, this property requires a minimum stay of 7 nights.***

In one of the most desirable locations in Key West, you will find the exquisite Mangrove Lagoon. Just walking into this pristine home will take your breath away. Featuring two bedrooms and two and a half...

Sapodilla House

3 Bedrooms
3 Bathrooms
This charming home, built in 1928, is the the epitome of a Bahama Village living. The combination of lush eclectic flora and vivid colors transport you to your own tropical retreat. Situated in the front yard is a Sapodilla tree in which the house is named after.

Sitting only two blocks from Duval...

Yellowfin Ledge On Duval

1 Bedroom
1 Bathroom
4.7142857142857
(7 Reviews)
This 1 bed 1 bath apartment with a balcony over looking Duval St. is perfect for anyone traveling to Key West. Its prime location puts you within walking distance to Southernmost Point, Mallory Square, shops, restaurants, and the famous Key West nightlife.

With Dade County Pine walls and island...

Casa Cubana @ Duval Square R14

2 Bedrooms
2 Bathrooms
4.7397260273973
(73 Reviews)
Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West.

The foyer of this Mediterranean Style unit with Mexican Tile downstairs...

Duval Delight

1 Bedroom
1 Bathroom
4.8245614035088
(57 Reviews)
Duval Delight is a breathtaking, newly-renovated 2-story condo located at the historic "Cuban Club" on the "quieter" side of world famous Duval St. This high end vacation rental features a huge 55-inch flatscreen TV in the living room and all brand new furniture including a comfy, pull-out queen...

Duval Heaven

1 Bedroom
1 Bathroom
4.8846153846154
(26 Reviews)
With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer.

Located on the second floor of a lovely Victorian-style complex, this 1 bedroom/1 bathroom condominium features a full kitchen, high ceilings and a...

Redonda Bay Casa Paz y Cozy Casita

5 Bedrooms
4 Bathrooms
Ever wish you could spend a month or two in one of those perfect little conch houses set along the streets of Old Town, Key West? Take a look inside this classic little conch house with a Caribbean flair, and you’ll find exactly what you’ve been looking for. Set in the ideal Key West location - on...

Hemingway's Shadow

1 Bedroom
1 Bathroom
4.6666666666667
(3 Reviews)
Hemingway's Shadow is a well-appointed, 1 bedroom home located on Thomas Street, directly behind the Key West Lighthouse Museum.

The living room, dining area and kitchen form an L-shape open area. The kitchen also has a counter with seating for those times you don't care to use the dining table...

Samana Cay Suite #405

2 Bedrooms
2 Bathrooms
4.6590909090909
(44 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Villa Azul

3 Bedrooms
3 Bathrooms
5
(1 Review)
You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old Town, just 4 blocks to the Historic Seaport District or the Art Gallery District on White...

Aqua Pearl Crest

3 Bedrooms
3 Bathrooms
Aqua Pearl Crest is a recently and completely remodeled 3 bedroom 3.5 bathroom home located in the desirable "Mid-Town" White Street Gallery district. You are close enough to walk to all that Key West has to offer, but also tucked away, just right, to escape into a peaceful island escape.

You will...

Orchid Suite

1 Bedroom
1 Bathroom
4.625
(64 Reviews)
Part of the Nightly group unit 4 Flowers

You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home!

Featuring a queen pillow-top bed with light weight down comforter, the...

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