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Florida Keys House Rentals

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    1 / 12
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Little Torch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 15
    4.5 of 5 stars (39) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    4 of 5 stars (1) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Live in the lap of luxury in this stunningly renovated Key West classic "Eyebrow House." An esteemed Key West renovation builder assembled a creative team of elite woodworkers, masons, local craftspeople, and an internationally known traveling artist / sailor to execute his plans to create this... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • x
    About this property
    ISLAMORADA MM 91 - Enjoy our beautiful single family home with lots of outdoor seating, including under our very large Tiki Hut! An outdoor lovers paradise! Enjoy stunning sunsets, from our homeowners park directly on Tavernier Creek. Relax for hours in our private oversized Tiki Hut on our dock as... View all property information
    Location Information
    Tavernier, Key Largo 33070
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful and spacious home with three bedrooms, two and half baths, huge new kitchen, new bathrooms, and screened in porches facing East and West. There are great views from every room!!! Tastefully furnished with all linens, comfortable memory foam mattresses, all new appliances, and completely... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful 3 bedroom home on Flamingo Island. Panoramic view of the harbor from this porch. Downstairs has grill over looking the water, outdoor dining table and tiki bar. dock has shore power, water, fish cleaning station and DEEP WATER! Dock can handle 50 foot boat, so come on down! New... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 24
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Two Oceanfront villas on two beautiful acres. It has a total of three bedrooms and two and half baths. Sleeps 8-10 comfortably. One King bed, two queen beds, two twin beds, and two queen size pull out sofas. Both villas have full kitchens, living area, lots of windows with gorgeous Ocean and beach... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Key Largo
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    House, 1 Bedrooms, 1 Baths, Sleeps 3 possibly 4 if small children.<BR><BR>Newly renovated property. 33 foot RV with attached 30 foot A/C enclosure and Tikki. Only Full month rentals between Jan 1 to March 31.<BR><BR>New Kitchen with Stainless steel appliances, new 3 burner BBQ, New bed, 3 TV, fee... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 10
    5 of 5 stars (3) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • ?
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    • x
    About this property
    Marathon Florida Vacation Rental License Castaway is a 2 bedroom 2 bath ocean view waterfront home in Marathon, Florida keys. The home has been extensively remodeled. It is fully furnished and includes a living room, dining room and fully equipped kitchen. It contains such deluxe features as... View all property information
    Location Information
    Marathon, Florida Keys 33050
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    1 / 12
    4.5 of 5 stars (9) Very good
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Newly remodeled 1,200 + square footage home in the Bayhaven Community. This house has a master bedroom very tastefully decorated as well as a second bedroom with full/twin bunk bed, and a queen sleeper sofa in the living room. Open layout allows you to cook, eat and relax while spending quality... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    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 33040
    1 / 12
    4 of 5 stars (4) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • Porch
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    About this property
    Our lovely home is rented for a 28 day minimum.Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, 3 blocks to the biggest pool on the Island, you will not find a better or quieter location to enjoy all that Key... View all property information
    Location Information
    Key West, Florida Keys 33040
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Secure Parking
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    • x
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    About this property
    Beautiful home very centrally located in the heart of Big Pine key this 3 bedroom 2 bathroom home is close to everything that lower keys has to offer, Bahia Honda State Park which has one of the most beautiful beaches in the country is only 3.5 miles away as well as 29 miles away from Key West and... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Beautifully Remodeled Home w/Neighborhood Dockage and Board Ramp. This charming home is surrounded by mature trees making it very private, beautifully updated, offering 2 bedrooms 1.5 bathrooms (split floor plan), awesome screened in porch, car port, tons of storage, large kitchen pantry, balcony... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 15
    1 of 5 stars (1) Terrible
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Hot Tub
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    • ?
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    • x
    About this property
    IN 2016: BOOKED Jun 04 – Jun 11, 2016 party from FL. BOOKED Jun 11 – Jun 18, 2016 party from FL. BOOKED Jun 18 – Jun 25, 2016 repeat returning party from Jacksonville, celebrating their 35 anniversary. BOOKED Jun 25 – Jul 02, 2016 party from FL. BOOKED Jul 02 – Jul 09, 2016 party from FL.... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 19
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the Key West Historical district. Close to downtown and the beaches. Perfect for two couples looking for Old Town and peace and quiet. This home offers a two bedroom, two bathroom and was nicely... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 31
    4.5 of 5 stars (9) Very good
    Key West
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    Welcome to The Palms @ Windsor Lane! Once you enter this newly renovated & professionally decorated oasis…your vacation begins. The Palms has been created to meet your every need. The location is perfect; located just three short blocks from Duval and tucked away on a quiet lane so you can choose... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    5 of 5 stars (1) Excellent
    Summerland Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key 110 ft concrete... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 24
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    This Brand New water front home offers amazing retreat from the hustle & bustle of daily life. It's located in the best place in Marathon, just minutes away from the Sombrero Beach, popular Bahia Honda, stores and more stores. The luxuriously decorated 3 Bedrooms 2 Baths beautiful home features all... View all property information
    Location Information
    Marathon, Florida Keys 33050
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    1 / 14
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Key West has long been loved for its playful spirit, forever attracting all genres of fun-loving artists, musicians, and writers. In recognition for the island’s historical humor, we have fondly named this beautiful upscale home, On Hemingway’s Rounds. Paying tongue-in-cheek homage to Papa’s... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 14
    5 of 5 stars (2) Excellent
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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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 33040
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Ocean Views
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    • Pet-friendly
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    • ?
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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 33040
    1 / 42
    Tavernier
    6 Bedrooms, 6 Bathrooms, Sleeps 21 | Quick View
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    • x
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    • x
    About this property
    This three story house, with a breath taking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3,800 sq ft. 8 bedroom and 6 bathroom home that can accommodate up to 21 people. The 2nd floor living room opens into the screened balcony... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 20
    3.5 of 5 stars (2) Average
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean and natural aquatic bird sanctuary. A spacious ocean front balcony provides the perfect setting... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    Tavernier
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • ?
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    • x
    About this property
    This Cozy one story tropical and enchanting house sits on 100 ft wide salt water canal and about 100 yard from the warm water of the Atlantic ocean, it's on the junction of the Tavernier creek which takes you either to the Atlantic Ocean or to the Bay, it has 3 bedrooms and 2 bathrooms and can... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 4
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Nestled behind hisbiscus and stands of bamboo Lone Palm welcomes you to a tropical oasis in the heart of Old Town. Located just a block off Duval at the corner of Truman & Simonton in Windward Park a gated community consisting of 13 privately owned homes around a sparkling 20 x 60 ft. pool; a... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 31
    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Affordable Venetian Shores canal home at the Mile Marker 86, Bay-side. Nice decor, recently updated with a private downstairs apartment. Two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room). Easy ocean or bay access via Snake Creek.... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Tavernier
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    • Waterfront
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Our Tavernier family vacation home is like 'home away from home'. Property is fenced with new private hot tub on rear terrace. Nicely decorated and tiled throughout our home is very well kept and clean only four homes from open Bay access with clear water canal and direct ocean access via... View all property information
    Location Information
    Tavernier, Key Largo 33070
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Please note that this property has a 10AM check-out time. Please note these Check-in Day Requirements for this property: May 21 - Jul 22 : Saturday check-in required, Saturday check-out required.; Jul 23 - Jul 29 : Saturday check-in required, Saturday check-out required.; Jul 30 - Aug 05 :... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 27
    4.5 of 5 stars (6) Very good
    Marathon
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 4 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Three of the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 18
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This Property is fully insured for rentals and licensed by the Village of Islamorada, license #VR-228. Welcome to 134 Anglers, a newly renovated luxurious escape for your vacation needs. Perfect for families, couples, or a friends getaway. Located in Anglers Reef, a gated community with heated... View all property information
    Location Information
    Islamorada, Florida Keys
    1 / 21
    1 of 5 stars (1) Terrible
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The Double Delight is a large accommodation consisting of two double beds, a vanity and separate private bath. The Double Delight provides the perfect setup for couples, friends or family members traveling together during their Key West vacation. If you would prefer two bedrooms with a shared... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Tropical Breeze is decorated in a tropical motif, with a cozy palm frond matelassé. There are wood and wicker furnishings throughout. Traditional Key West shutters allow the floral scents and chirping of birds to drift through the room. The door opens onto our second story landing where you are... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    3.5 of 5 stars (9) Average
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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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 33040
    1 / 40
    4 of 5 stars (20) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, and a/c.. The upstairs... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 25
    5 of 5 stars (50) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    This two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting that this special... View all property information
    Location Information
    Key West, Florida Keys
    1 / 29
    4 of 5 stars (10) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
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    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location. Enjoy nearby... View all property information
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    Key West, Florida Keys 33040
    1 / 20
    5 of 5 stars (8) Excellent
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Welcome to our Casa Mar Azul IV, our "Newest Vacation Home" that was just "Completely Renovated" to like new condition in August of 2013. This beautiful vacation home has 3 Bedrooms, 3 Baths and has a private heated pool that sleeps 8 people. Located at 161 10th Street in the west and newer side... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 27
    Lower Keys
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Oceanfront acre with sandy area by the water. (20 minutes from Key West (Cudjoe Key) 3 bedroom, 2 bath home with master suite having a double sink, handmade tiles, super comfy king sized bed and walk-in closet. Two king size and one queen size bedded rooms give gorgeous, comfortable quarters to... View all property information
    Location Information
    Lower Keys, Florida Keys 33042
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Getaway from it all in the Heart of the Florida Keys! Kick back and relax in our beautiful, two bedroom, two bath vacation home in Key Colony Beach. Enjoy the sunset as you sit on the covered deck and look out at Bonefish Bay. World-class fishing, lobstering, snorkeling, and diving are right... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33040
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Welcome to paradise. Our home features 3 bedrooms and 2 bathrooms. 2/1 upstairs and a 1/1 separate suite downstairs including a mini kitchen. Beautiful views from the patio also provides privacy with no "backyard neighbors". Your rental also includes 2 bikes and a kayak to enjoy. We are on the same... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 18
    2 of 5 stars (1) Poor
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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
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    Key West, Florida Keys 33040
    1 / 51
    5 of 5 stars (8) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it... View all property information
    Location Information
    Marathon, Florida Keys 33156
    1 / 26
    5 of 5 stars (43) Excellent
    Key Largo
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Imagine a Perfect Sunset with Porpoises Swimming on the Horizon - This is Key Largo at its Very Best. Enjoy our newly remodeled and gated – 5 bedroom, 4 bath house directly on the bay. We call our house CASA de IVY. The house features an infinity pool, large sandy beach, and a newly... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 19
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930’s building.  Perched among mature tropical trees, the 1200 square foot 2nd floor flat is situated on a quiet road... View all property information
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    Key West, Florida Keys 33040
    1 / 19
    5 of 5 stars (14) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    NEWS BULLETIN. I just opened up a huge block of weeks from July 30 to September 10. I will be flexible in my rates. Now on to my vacation home. 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
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    This lovely accommodation, with French doors that lead to the private patio, gives you a bit more privacy at Garden House. With a comfortable queen bed and private shower (located just a few steps from our lagoon-style pool), you may find that time disappears. Many guests choose to stay in the... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    4.5 of 5 stars (9) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • ?
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    • x
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 26
    4.5 of 5 stars (20) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Smoking allowed
    • x
    About this property
    The beaches of the Atlantic Ocean are less than a 7 minute blocks away. This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island... View all property information
    Location Information
    Key West, Florida Keys 33040