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Key West Rentals

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Heron Suite

Studio
1 Bathroom
4.5833
(48 Reviews)
Part of Southernmost Sanctuary Suites

The Heron Suite is located street side with it's own porch for people watching. Get one of Ana's Cuban mixes - it just doesn't get any better! Conveniently located to the beach, Duval Street, great restaurants, Ana's for great Cuban fare and morning coffee -...

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...

Barbados Suite #204

2 Bedrooms
2 Bathrooms
4.5455
(66 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...

Orchid Suite

1 Bedroom
1 Bathroom
4.6250
(128 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...

Coral Cove

Studio
1 Bathroom
4.6111
(72 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...

Curry House Room 3

Studio
1 Bathroom
4.6750
(80 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'...

Papa's Hideaway - Garden of Eden

2 Bedrooms
2 Bathrooms
4.8462
(156 Reviews)
Located at Papa's Hideaway, the serene grounds strike you immediately upon entering the beautifully landscaped, gated property. Located just one block off World Famous Duval Street, Garden of Eden is the perfect combination of quiet Key West living and optimum access to all of the islands best...

Banana's Foster Guesthouse

7 Bedrooms
7 Bathrooms
4.7273
(44 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...

Casa 625

2 Bedrooms
2 Bathrooms
4.7500
(16 Reviews)
The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to detail! Sit on the front porch and watch the world go by or enjoy the totally private...

Sweet Caroline

2 Bedrooms
2 Bathrooms
4.7027
(74 Reviews)
Part of Banana's Foster Guest House

This spacious 2 bedroom apartment takes up the first floor of this historic Key West home located on the corner of Caroline St and Simonton Dt. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front...

Cat Island Suite #205

2 Bedrooms
2 Bathrooms
4.5769
(52 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...

Golf Club Getaway

2 Bedrooms
1 Bathroom
Cute 2 bed 1.5 bath house located in the Key West Golf Club with fenced in yard.

New Furnishings and Appliances. Great location, steps to golf clubhouse and visitor parking, 2 miles from airport, very close to shopping, and 4 miles from Duval. Private setting with no neighbors to back, fenced yard...

Duval Delight

1 Bedroom
1 Bathroom
4.8246
(114 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 Hideaway

2 Bedrooms
1 Bathroom
4.6970
(66 Reviews)
Duval Hideaway features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player.

Each of the queen bedrooms has a 24' LCD TV, spacious closets...

Casa Cubana @ Duval Square R14

2 Bedrooms
2 Bathrooms
4.7397
(146 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...

Tropical Cottage

2 Bedrooms
2 Bathrooms
4.6364
(66 Reviews)
Tropical Village Cottage - is a two bedroom, two bath vacation cottage that overlooks a large shared seasonally heated pool, sun-deck and pool-side grilling station. With all the amenities of contemporary living set in island style and decor. Tropical Village Cottage is your ticket to a stress free...

Atlantic Ocean View

2 Bedrooms
2 Bathrooms
*** POOL WILL BE CLOSED SEPT 5 - OCT 20****

New King-sized bed w/ pillow top mattress installed June 2015

Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you...

Toon Hall - Tropical Village

3 Bedrooms
2 Bathrooms
4.7143
(70 Reviews)
Toon Hall: World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning cartoonist, author and artist, Jeff MacNelly. Designed to accommodate a large family or group, this three bedroom home has two full baths plus the...

Flamingo Hideaway

1 Bedroom
1 Bathroom
4.7073
(82 Reviews)
Flamingo Hideaway is on the ground floor a spacious unit.

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

The original Dade County pine walls have been saved to create that unique historic feel in a...

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...

Gardenia Getaway

1 Bedroom
1 Bathroom
4.6000
(10 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...

Beach View Breeze

2 Bedrooms
2 Bathrooms
4.5000
(8 Reviews)
Beachfront Breeze is located on S. Roosevelt Blvd., directly across from world famous Smathers Beach on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the pool, tennis courts and gardens or make your own at the pool, hot tub, saunas, under the tropical...

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...

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