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Apartments in Key West, FL

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    Travellers to Key West are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 10
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 14
    2 Bedrooms, 5 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    4 of 5 stars (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Bright, tropical colors and tile floors provide an island ambience to... View all property information
    Location Information
    Key West, Florida Keys
    1 / 29
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    About this property
    La Dolce Vita is the sister unit to the Bella Vita in the same building, Flip Key listing #333914. Steps from Duval Street! "La Dolce Vita" is a totally renovated condo. Please check out our calendars for availability, photos and video. Everything is brand new from floor to... View all property information
    Location Information
    Key West, Florida Keys
    1 / 19
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Air Conditioning
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    About this property
    ATTENTION MOTM FANS. I had a cancellation so the week of Oct. 30 to Nov. 6 has just become available. Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell... View all property information
    Location Information
    Key West, Florida Keys
    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Air Conditioning
    • Parking
    • Balcony
    • Waterfront
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    • x
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    About this property
    Looking for that unique, one-of-a-kind vacation rental that fits all your accommodation needs? Check out Lucy, our beautiful 42 ft. catamaran docked in Stock Island Marina Village. Just a short drive from downtown Key West, she's the perfect alternative to a hotel room! Bright, airy and spacious,... View all property information
    Location Information
    Key West, Florida Keys
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Key West sunsets are famous, and so remarkably spectacular that each-and-every-day of the year, hundreds of people gather at the Mallory Square dock in Key West to celebrate the days end. As the sun slowly 'sinks into the sea', the Key West Sunset Celebration festivities rev up, and every island... View all property information
    Location Information
    Key West, Florida Keys
    1 / 27
    4 of 5 stars (41) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable... View all property information
    Location Information
    Key West, Florida Keys
    1 / 24
    4.5 of 5 stars (47) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from... View all property information
    Location Information
    Key West, Florida Keys
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    1 / 28
    5 of 5 stars (66) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a non-smoking condo (smoking on the balcony only) with that "home away from home" appeal. My condo is reasonably priced and includes 1 king bed suite and 1 queen bed suite and a sofabed. All bed linens are provided. Wait there is more, 2 full baths, fully equipped kitchen (dine in/dine... View all property information
    Location Information
    Key West, Florida Keys
    1 / 10
    4.5 of 5 stars (49) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a... View all property information
    Location Information
    Key West, Florida Keys
    1 / 22
    3.5 of 5 stars (9) Average
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    "In-the-know" travelers who return to Key West to vacation love to choose the more elegant area of Upper Duval St. as their favorite area to stay... and this is exactly where you find Amelia's Hideaway vacation rental. This one-of-a-kind vacation villa is perfectly situated just off Upper Duval,... View all property information
    Location Information
    Key West, Florida Keys
    1 / 26
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    • x
    About this property
    This 2 bedroom, 1 bath property is nestled on a quaint lane in Old Town, Key West. Not only is it 5 blocks from the beach and walking distance to the bars and restaurants, it has been recently renovated and has brand-new appliances and furniture. The location comes with a valuable (worth $500)... View all property information
    Location Information
    Key West, Florida Keys
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Wi-Fi
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    • Ocean Views
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    • x
    About this property
    3 bedrooms, 2 full bathrooms, sleeps 6<BR><BR>Boat in, boat out. Inspired by Balinese design this private waterfront retreat has deep-water access and is the ultimate base for the ocean enthusiast. Choose to escape, relax and meditate by the waterfall or head out for a day of adventure on the high... View all property information
    Location Information
    Key West, Florida Keys
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Grill
    • Central Heating
    • Balcony
    • DVD Player
    • Housekeeping...
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Plan your Thanksgiving getaway at this spacious residential-style 2-bedroom/2-bath villa features private balcony, Master suite with king bed and connecting master bathroom and spa tub; Guest queen bedroom & guest bathroom; Fully equipped kitchen with separate dining ares; Living room with sofa... View all property information
    Location Information
    Key West, Florida Keys
    1 / 22
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    You know that incredible experience of Déjà vu? When you enter someplace for the very first time, and instantly you get that sense that you’ve been there before? When I first visited this vacation rental house, it happened to me. My mind sparked, the place seemed wonderfully familiar, and I felt an... View all property information
    Location Information
    Key West, Florida Keys
    1 / 17
    5 of 5 stars (20) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • x
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    • x
    About this property
    Plan your Fall getaway! Visit now through DECEMBER 15th 2016 and get a 15% DISCOUNT. Please see our Specials page for all terms and conditions. If you choose this two-bedroom, two plus bath home for your Key West vacation, you won't be sorry. While Key West has some fourteen neighborhoods, locals... View all property information
    Location Information
    Key West, Florida Keys
    1 / 24
    4.5 of 5 stars (29) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Grill
    • Balcony
    • Shared Outdoor Pool...
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Location Information
    Key West, Florida Keys
    1 / 14
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Few places exist where you can ride the fine line separating a secluded tranquil luxury villa, and the Heart of Old Town Key West. It may sound like a poetic abstraction, but for this masterful property with 5-Star amenities, the distinction is definitely real. Extraordinarily secluded and... View all property information
    Location Information
    Key West, Florida Keys
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Nestled in one of Key West's original gated 'mini-compounds,' the Tropical Tradition vacation rental is a spacious 1990's three-story Key West town home providing an island living experience in a traditional tropical style - both inside and out. A lush tropical garden complete with large 40' X 16'... View all property information
    Location Information
    Key West, Florida Keys
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Key West Cottage located in Mid-town away from the maddening crowd when you want to be and close enough to join in when you're ready. <BR><BR>Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and... View all property information
    Location Information
    Key West, Florida Keys
    1 / 20
    4.5 of 5 stars (27) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Location Information
    Key West, Florida Keys
    1 / 38
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Welcome to your quiet and relaxing Key West vacation! The Key West Beach Club stretches along the Atlantic Ocean shores. This top floor penthouse has it all: 15 foot vaulted ceilings, a well equipped kitchen, huge oceanfront balcony, four bedrooms and three baths. Enjoy breathtaking views of the... View all property information
    Location Information
    Key West, Florida Keys
    1 / 29
    5 of 5 stars (38) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
    About this property
    Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for you to leave your car in the drive and walk to all the main activities that Key West has to offer.... View all property information
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    Key West, Florida Keys
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    About this property
    This 2-bedroom 2-bath cottage is located in a small compound of 8 cottages behind its own privacy fence. French doors offer access from each bedroom, living room and kitchen onto a grand private deck with ample space for entertaining or relaxing with a book. Master bedroom has a queen bed with bath... View all property information
    Location Information
    Key West, Florida Keys
    1 / 29
    5 of 5 stars (17) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Porch
    • Satellite TV
    • Balcony
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    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful Poolside Townhome - Perfect for family or Travel with Friends! The Best of Everything! 'Island Days' has it all: Large heated resort style pool with Tiki Hut right outside your French doors. Lush landscaping and off street parking steps to your door complete the resort feel all in a... View all property information
    Location Information
    Key West, Florida Keys
    1 / 23
    3 of 5 stars (1) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Originally built in 1938, Amanda's Dream Suites vacation rental is a charming large wooden home offering two full stories with deep porches which overlook the garden and pool. An exterior stair case on one end of the building join the first and second floor. A renovation of the home in the early... View all property information
    Location Information
    Key West, Florida Keys
    1 / 31
    4 of 5 stars (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.... View all property information
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    Key West, Florida Keys
    1 / 21
    4.5 of 5 stars (36) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
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    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Location Information
    Key West, Florida Keys
    1 / 50
    3.5 of 5 stars (2) Average
    11 Bedrooms, 11 Bathrooms, Sleeps 24 | Quick View
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    • Terrace
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    • x
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    About this property
    The Meeting Point – Key West is by-far the most spacious and classically elegant vacation rental property on the island. Situated in the heart of Old Town, there is nothing else like it. If you’re looking for luxury and plenty of room, The Meeting Point is the grandest vacation rental in Key West,... View all property information
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    Key West, Florida Keys
    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    MINIMUM RENTAL REQUIREMENTS due to licensing restrictions; rates go down the longer you stay; deals and specials offered. Quiet end unit located in the Truman Annex. Just steps away from Fort Zachary State park/beach; two blocks from Duval Street and one block from The Green Parrot. Walking... View all property information
    Location Information
    Key West, Florida Keys
    1 / 32
    5 of 5 stars (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    While you won’t need a treasure map to find this exclusive resort-style estate, you’ll know you’ve discovered a rare island gem from the moment you walk through the private gates. Hidden by white picket fences and mature tropical landscaping, this spacious Seaport Treasure Estate is cleverly... View all property information
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    Key West, Florida Keys
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Ocean Views from Every Balcony. Expect every Amenity from Hyatt. Come Relax by the water with a cool drink. Come visit Old Town Key West for the Sunset Celebration on Mallory Square while enjoying the entertainment, dining and shopping along Duvall Street. This historical city has much to see &... View all property information
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    Key West, Florida Keys
    1 / 7
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful 3 Bedroom, 2 1/2 bath Key West Home just steps to Duval. Nice Pool and Jacuzzi. Living Room, Dining Room, Kitchen, Family Room 1/2 bath on First Floor. 3 Bedrooms 2 baths on second floor. 30 Day Rental View all property information
    Location Information
    Key West, Florida Keys
    1 / 10
    2.5 of 5 stars (3) Poor
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Perched just above the fun and frolic of Duval Street at the City Island View vacation rental suite, you're sure to capture the 'island beat' that stirs this tiny tropical island of Key West, Florida. This extraordinary Key West vacation rental features the original 2nd floor front porch that spans... View all property information
    Location Information
    Key West, Florida Keys
    1 / 34
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Balcony
    • Hot Tub
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    • x
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    About this property
    Fantastic 1800 Atlantic Penthouse 2 bedroom 2 bath top floor ocean-view condo at 1800 Atlantic. This unit has been totally renovated and no attention to detail spared. The Master Bedroom has king bed, The guest bedroom has a queen and the living room has a queen pull-out sleeper sofa. High speed... View all property information
    Location Information
    Key West, Florida Keys
    1 / 16
    4.5 of 5 stars (45) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on the 2nd floor deck. In case you would like to work on vacation the unit has a wireless DSL connection. There is one assigned parking space per unit.... View all property information
    Location Information
    Key West, Florida Keys
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Big Coppitt Key near Key West, Florida Big Coppitt Key is located just ten miles from historic Key West. This three bedroom, two bathroom waterfront home is in a pristine location and available for monthly rental of $3,250.00 from May to December 2016. Upscale furnishings. Quiet neighborhood. Dock... View all property information
    Location Information
    Key West, Florida Keys
    1 / 18
    2 of 5 stars (1) Poor
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Private Outdoor...
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    • x
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    An exclusive island style brownstone perfectly nestled in Key West's most prominent gated waterfront neighborhood known as 'Truman Annex', this striking tri-level historic building has all the architectural allure of a 19th century urban brownstone with an unparalleled modern Caribbean... View all property information
    Location Information
    Key West, Florida Keys
    1 / 12
    4 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    About this property
    Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during... View all property information
    Location Information
    Key West, Florida Keys
    1 / 33
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    1800 Atlantic Condominiums Unit C232 2 Bedroom. Ocean View. Unit C232 is one of the premium rental Condo's in the 1800 Atlantic Complex. Beautifully decorated with higher end furnishings. Top of the line full size fully equipped eat in Kitchen. Dining room area and spacious living room. Both... View all property information
    Location Information
    Key West, Florida Keys
    1 / 27
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • ?
    About this property
    Flower Power House 5 - 6BR (Sleeping Porch) 4BA Sleeps 12+   Boho beautiful, the free-spirited presence of the Key West Flower Power House has much more in common with the real Key West than the shiny hotels around town. Kindred to memories we share about ‘the good old days,’ this 1938... View all property information
    Location Information
    Key West, Florida Keys
    1 / 14
    4 of 5 stars (55) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. 7 night minimum rental.Paradise is definitely found in this Non-Smoking,... View all property information
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    Key West, Florida Keys
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Sometimes a Key West cottage that at first glance appears predictable from the outside, is full of abundant surprises when you walk inside. Villa Nouveau Key West vacation rental has an interesting story that attests to this truth. Once a prosaic 'shot-gun' style cottage, a modern redesign has... View all property information
    Location Information
    Key West, Florida Keys
    1 / 27
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Genuine ‘old-world’ charm meets modern tropical luxury in this wonderful historic island home. Built of original glistening clear heart pine from floor to 12 foot ceiling, the immaculate interior rooms radiate a warm and magical feel that would be nearly impossible to replicate by modern builders.... View all property information
    Location Information
    Key West, Florida Keys
    1 / 12
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
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    • ?
    • Smoking allowed
    • x
    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys
    1 / 23
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Porch
    • Shared Garden
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    • ?
    • ?
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    • x
    About this property
    Classic romantic 1800’s Key West architecture has inspired a superbly executed renovation of this extraordinary historic Victorian estate. Displaying a perfected cosmopolitan flair, the owner / designer has artfully intertwined a look-back into architectural history with a sophisticated... View all property information
    Location Information
    Key West, Florida Keys
    1 / 18
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Shared Outdoor Pool...
    • Patio
    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Upscale 'Yacht and Breakfast'! 3 bedroom, (4th convertible bed), 2bath luxury yacht. IF TRAVELING WITHIN 10 days please contact us for reduced rates! Cruises can be added on for additional fee. Fully equipped from bow to stern -- Galley (kitchen to the non-boat speakers) has all cooking, baking and... View all property information
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    Key West, Florida Keys
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    30- Night minimum stay: Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while still being only a few minutes away from the unique charm of Old Town Key West. Beautifully decorated with palm tree décor, leather sleeper sofa,... View all property information
    Location Information
    Key West, Florida Keys