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Key West Nightly Rentals

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Duval Canopy

Studio
1 Bathroom
4.5714285714286
(14 Reviews)
Cozy Condo in Prime Location! Right off of Duval Street! Located just steps off of world famous Duval Street, Duval Canopy is the perfect blend of comfort, location and value.

Just a few blocks from The Southernmost Beach, the Southernmost Point, and other favorites like The Butterfly Conservatory...

Commodore's Compound

8 Bedrooms
7 Bathrooms
Commodore's Compound is comprised of 2 separate units - Seaport Suite and Commodore's Cove:

SEAPORT SUITE:

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...

Margarita Suite #305

2 Bedrooms
2 Bathrooms
4.71875
(32 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...

Tortuga Suite #301

2 Bedrooms
2 Bathrooms
4.625
(24 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...

Hemingway's View

3 Bedrooms
2 Bathrooms
4.6666666666667
(63 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...

Pelican Suite

Studio
1 Bathroom
4.6842105263158
(38 Reviews)
Part of Southernmost Suites

The Pelican Suite is located in The Southernmost Suites on historic Simonton Street. Tucked back within the garden the Pelican Suite offers a serene escape from the hustle and bustle. The Pelican Suite has 2 Queen Beds and a kitchenette for you to enjoy meals in before...

Saint Kitts #412

2 Bedrooms
2 Bathrooms
4.5294117647059
(17 Reviews)
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 chair and bask by our lagoon-shaped pool...

Saint Lucia Suite #201

2 Bedrooms
2 Bathrooms
4.6842105263158
(19 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...

Carey's Corner

Studio
1 Bathroom
4.4166666666667
(12 Reviews)
Affordable studio w/ private bathroom and kitchenette located in The Galleria condominium complex in the heart of "Old Town" Key West. Walking distance to Ft Zachary Taylor State Park & Beach, Blue Heaven, The Earnest Hemingway House, and much more! Free WiFi, cable TV, & daily housekeeping...

Sky Loft

1 Bedroom
1 Bathroom
5
(6 Reviews)

This newly renovated, one bedroom, one bathroom unit comfortably sleeps four guests. From the moment you walk in, you will be amazed by the detail, decor and furnishings. The perfect rental home for those who wish to be just above all the action! You and your guests will enjoy the spacious...

Gardenia Getaway

1 Bedroom
1 Bathroom
4.6
(5 Reviews)
Gardenia Getaway is part of the group unit "4 Flowers"- located on the corner of Simonton St and Freeschool Ln, just one block from world famous Duval St.

Welcome to the perfectly located and affordable apartment Gardenia Getaway. You will not find a better spot to spend your sunny days and...

Curry House Room 8

Studio
1 Bathroom
4.5769230769231
(26 Reviews)
Room 8 has a king bed and private bathroom. The natural wood paneling on three walls is beautiful and timeless. This room has a lovely semi-private veranda that overlooks the pool area as well as the rooftops of Key West. The birds-eye view is spectacular and lush.

The Curry House is an historic...

Sugar Pie Suite

Studio
1 Bathroom
4.7083333333333
(24 Reviews)
This cute and colorful studio is perfect for anyone who is excited to explore Key West. You are just around the corner from all Duval Street has to offer. Restaurants, bars, shops, live music.. it's all just steps away. Be sure to catch the sunset at Mallory Square and a bite to eat on the harbor...

Poolside Paradise

3 Bedrooms
2 Bathrooms
4.7179487179487
(39 Reviews)
POOLSIDE PARADISE is made up of POOLSIDE RETREAT and POOLSIDE SUITE

With 3 bedrooms (K, 2 Q, plus 2 Q sleeper), 2 full baths and 2 full kitchens, this historic home is perfect for up to 10 persons. The front portion features a King bedroom, a Queen bedroom and a Queen sleeper sofa in the living...

West Indies

Studio
1 Bathroom
4.452380952381
(42 Reviews)
With its rich wood flooring and triple windows, this selection is truly fit for a king. Wood and cane furnishings and metal sculpted palm lamps with intricate shell shades make the guest feel welcome and relaxed.

Double nightstands and a writer's desk add to the atmosphere without compromising it'...

Passover Cottage

2 Bedrooms
2 Bathrooms
4.865671641791
(67 Reviews)
This house is in a quiet residential neighborhood where loud boisterous parties are not appropriate.

This 2 bedroom, 2 bath, 2 story house has an open floor plan featuring lots of pine walls and floors throughout. Upstairs is the king bedroom and a full bath and downstairs is the second bedroom...

Coral Cove

Studio
1 Bathroom
4.6111111111111
(36 Reviews)
This wonderful unit that has been completely remodeled in July 2013 has a private entrance in to the quaint efficiency on the back side of the complex.

Featuring hardwood floors, Dade County Pine walls and a high-end, fully stocked kitchenette, this secluded hideaway offers the finest of...

Mary's Backyard Too

2 Bedrooms
1 Bathroom
4.8333333333333
(30 Reviews)
This 2 bedroom, 1 bathroom unit is right downtown and features everything you will need for your Key West getaway! Located next door to other vacation rentals such as Mary's Backyard and Banana's Foster Guesthouse and across the street from Seaport Suite.

The location itself could not be better!...

Truman Suite

Studio
1 Bathroom
4.7073170731707
(41 Reviews)
The Truman Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity.

Take...

Saint Martin Suite #207

2 Bedrooms
2 Bathrooms
4.8541666666667
(48 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary 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 chair and...

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...

Casa Bonita @ Duval Square R1

2 Bedrooms
2 Bathrooms
4.8
(70 Reviews)
Short walk to Fort Zachary State Park and South Beach!

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...

Coconut Palm

3 Bedrooms
2 Bathrooms
4.7368421052632
(38 Reviews)
COCONUT PALM (formerly Island Oasis). Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West hideaway. A vacation rental home built and operated in the late 1800's as the city's hack concession and stables, has been transformed with bits and...

Sunset Suite

1 Bedroom
1 Bathroom
4.7384615384615
(65 Reviews)
(Formerly known as Verde Suite)

Welcome to Sunset Suite - the perfect 'Old Town' cottage in an ideal location. Even though it sits just two blocks from the Duval St action, you are still far enough to enjoy tranquility and peacefulness - perhaps on your outside deck on by taking a poolside snooze...

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