You are here

Key West Rentals

Displaying 193 - 216 of 232 results matching your search criteria
Map ViewGrid view
List View

Caribbean Fling

2 Bedrooms
1 Bathroom
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...

Banana's Foster Guesthouse

7 Bedrooms
7 Bathrooms
4.7273
(@ct Reviews)
All together this home has 7 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs in the main house, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool. The historic downtown property also has 4 off street parking spaces right outside the gated courtyard on...

Seagull Suite

Studio
1 Bathroom
4.6047
(@ct Reviews)
Part of Southernmost Sanctuary Suites

People looking for a vacation getaway in Key West are thrilled when they find a hidden gem like The Seagull Suite - located in the gardens of a private compound called The Sanctuary. Location, charm, and island appeal - the Seagull Suite is located in the back...

Carriage Courtyard

3 Bedrooms
2 Bathrooms
Carriage courtyard prior to becoming the beautiful modern wonder that it is today was used to store a horse drawn carriage. Newly remodeled, you can now retreat to you very own courtyard paradise.

Located in Historic Bahama Village and only one block away from the World famous Duval St, places...

Abaco Suite

1 Bedroom
1 Bathroom
4.7843
(@ct Reviews)
With 1 bedroom 1 bath this Townhouse with shared heated pool will be your favorite. Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door!

Abaco Suite, is a bi-level suite with a very spacious...

Sky Loft

1 Bedroom
1 Bathroom
5.0000
(@ct 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...

Rum Cay Suite #304

2 Bedrooms
2 Bathrooms
4.6735
(@ct 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...

Almost Southernmost Too

3 Bedrooms
2 Bathrooms
4.5517
(@ct Reviews)
Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of shotgun architecture with a front...

Traveler's Palm

Studio
1 Bathroom
4.7429
(@ct 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...

Sweet Serenity

2 Bedrooms
3 Bathrooms
Welcome to Sweet Serenity, a newly constructed monthly rental located in the brand new Southernmost Cabana Town Home Complex.

Sweet Serenity is nothing short of pure perfection. A complete turnkey, fully accommodating monthly vacation rental is hard to come by. Located in the heart of 'Old Town...

Saint Martin Suite #207

2 Bedrooms
2 Bathrooms
4.8542
(@ct 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...

Martinique Suite #108

2 Bedrooms
2 Bathrooms
4.7105
(@ct Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm 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...

Honey Bun Hideaway

Studio
1 Bathroom
4.7917
(@ct Reviews)
Part of Banana's Foster Guesthouse. This cute and colorful studio is perfect for anyone who is excited to explore Key West on a budget. 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...

Truman Suite

Studio
1 Bathroom
4.7073
(@ct 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...

Andy's Attic

Studio
1 Bathroom
4.4000
(@ct 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...

Jamaica Suite #102

2 Bedrooms
2 Bathrooms
4.5870
(@ct 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...

Shipyard Hideaway

2 Bedrooms
1 Bathroom
4.6667
(@ct Reviews)
***Due to licensing restrictions, this property requires a minimum stay of 7 nights.***

****Exterior of property being painted 9/25-10/6****

This 2 bed 1 bath unit is located in the quiet and desirable Truman Annex neighborhood. You will be just a short walk from both the liveliness of Duval St...

Key West Nest

3 Bedrooms
2 Bathrooms
This could be your home away from home… All the comforts you’re used to right here in Key West.

The 3 bedrooms and 2 baths comfortably accommodate up to 6 persons (3 couples, etc). There is a king bed in the master bedroom and queen beds in the other two bedrooms. The kitchen is well stocked with...

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...

Curry House Room 3

Studio
1 Bathroom
4.6750
(@ct Reviews)
An excellent value, Room 3 is delightful and comfortable. This room is unique in the Curry House in that it is the only room with French doors that open up onto the second-floor porch. Room 3 shares a bathroom with Room 4. The bathroom is exclusive to these two rooms and has an island charm all it'...

Tropical Hideaway

2 Bedrooms
1 Bathroom
4.6875
(@ct 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...

Caribbean Suite

1 Bedroom
1 Bathroom
4.8833
(@ct Reviews)
Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door!

The bedroom is decorated in rich tropical colors. A writing desk and chair completes the bedroom. The upstairs bath features an iridescent...

Fishtail Hideaway

1 Bedroom
2 Bathrooms
5.0000
(@ct Reviews)
Fishtail Hideaway will make you feel like you may never want to return home with its intimate, private garden from all the fun and beauty Key West has to offer.

Your living area offers a brand new, large, comfortable couch; which also serves as a sleeper sofa. Unique art hangings and decorative...

Southern Comfort @ Key Cove

4 Bedrooms
3 Bathrooms
Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be at Southern Comfort. This home is located in the private community of Key Cove Landings, on an...

Pages