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Florida Keys House Rentals

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    1 / 16
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4.5 of 5 stars (3) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 21
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Resort in Key Largo, located in the town of Tavernier, Florida, is at the southern tip of Key Largo island Enjoy a resort in southern Florida's subtropical zone, with easy water access, a hotel bar and restaurant, and fun Florida Keys town nearby. This location is keen for those who like to get out... View all property information
    Location Information
    Key Largo, Florida Keys 33070
    1 / 22
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Resort in Key Largo, located in the town of Tavernier, Florida, is at the southern tip of Key Largo island Enjoy a resort in southern Florida's subtropical zone, with easy water access, a hotel bar and restaurant, and fun Florida Keys town nearby. This location is keen for those who like to get out... View all property information
    Location Information
    Key Largo, Florida Keys 33070
    1 / 27
    4.5 of 5 stars (4) Very good
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ***PLEASE INQUIRE ABOUT SPECIAL DISCOUNTED RATES AND SEASONAL AVAILABILITY*** **We do not use the optional calendar feature on this listing. ** This is a very popular rental, so book your preferred time well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply,... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 29
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This relaxing private home, known as "Windley Cottage" is located in Angler's Reef, Islamorada's premier gated oceanfront community with private beaches, boat docks (available for rent), and a resort-style swimming pool overlooking the boat dock lagoon, beaches, and the Atlantic ocean.... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 27
    Tavernier
    6 Bedrooms, 4 Bathrooms, Sleeps 21 | Quick View
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    • x
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    About this property
    Truly a dream in the Keys. Right on the Ocean, Key largo Sound. View Beautiful sunrises from the balcony that wraps around the back of the house. Fish from the 60 foot waterfront cement dock. Enjoy Scuba diving or Snorkeling from the local tour companies. Laze by the pool and grill the fish you... View all property information
    Location Information
    Tavernier, Key Largo 33037
    1 / 25
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Children's Pool
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    • ?
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    • x
    About this property
    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on... View all property information
    Location Information
    Islamorada, Florida Keys 33023
    1 / 38
    5 of 5 stars (36) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Private Historic Bahama Conch Home in Old Town Key West. Fenced in with large tropical private quiet yard. Hundred year old trees to relax under in the hammock or lounge in the comfortable outdoor furniture for a respite from a day of touring.Great place to have a barbecue or read a book ,do yoga... View all property information
    Location Information
    Key West, Florida Keys 33040
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    1 / 16
    Big Pine Key
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Great boating access, dockage. Renovated with granite countertops, custom cabinetry, tumbled marble bathroom, 1 Bedroom with a Loft. Will sleep up to 6 people. Located at Mile Marker 27, Conveniently located between Key West and Marathon. Within minutes of popular restaurants along US 1. Easy... View all property information
    Location Information
    Big Pine Key, Florida Keys 33042
    1 / 7
    Marathon Shores
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Enjoy a private island paradise located at MM50. East Sister Rock Island is 1/4 of a mile off the Atlantic Shores off the City of Marathon in the Florida Keys. On the private island sits a dream come true getaway home with 5000 sq.ft of living area which includes a 2700 sq.ft. covered veranda,... View all property information
    Location Information
    Marathon Shores, Marathon 33050
    1 / 25
    Key Largo
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • ?
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    • x
    About this property
    MINIMUM STAY: 28 Nights Water views from almost every room in this home! Gaze at the water from your bedroom, the dining area, the balcony, or the Tiki! This home is so close to open water you almost feel like it is on the open water. The expansive ocean views from the roof top viewing area... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 28
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    * This vacation home is available to rent on a monthly basis only * Dating all the way back to 1884, this delightful 3BR home is located in Bahama Village, part of Key West's prominent Old Town neighborhood. This single-family home is available to rent on a monthly basis. If you'd like more... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 9
    5 of 5 stars (8) Excellent
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50", 42", and 27" flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 23
    Marathon
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Home sits on a large (200’+), quiet lagoon on the Gulf side. We have 2 MASTER BEDROOMS, one upstairs and one poolside (newly remodeled with King bed and new large custom shower), as well as a guest bedroom upstairs. The 42” High Def TV comes with 150+ Satellite channels and FREE HBO. The two wrap... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 24
    Key West
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
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    • Ocean Views
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Great for large groups - 6 bdrms, 3 bathrms, sleeps up to 14 adults, White Ibis Inn just 15/20 minutes drive from Key West. Sometimes we run a special discounted price from our White Ibis Inn. If you are interested to book our place, please let us know how many people in your group, any pets,... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 11
    Key Largo
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This luxurious home away from home has everything you will need to feel comfort and luxury. From the large flat screen TVs in every room, to the Tempur-Pedic mattresses; to the gourmet kitchen featuring all Thermador appliances, to the large outdoor screened-in patio. Every amenity has been truly... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 33
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
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    • x
    About this property
    Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West Historical district. This home offers you a two bedroom one bathroom main house with a separate one bedroom cottage with a full bathroom. The private pool and outdoor deck area... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 30
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    MINIMUM STAY: 29 DAYS - Available this winter! Very comfortable 50ft dock, wide canal, home located close to Tavernier Creek Channel with easy access to the Gulf and Atlantic. Great fishing, kayaking and diving. Concrete dock, fish cleaning station . 1.5 mile north of the world famous Holiday... View all property information
    Location Information
    Islamorada, Florida Keys 33070
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    1 / 21
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • 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 / 20
    Ramrod Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes...local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lobstering! Depth 8-15' Good for Novice to experienced snorklers and divers. VERY... View all property information
    Location Information
    Ramrod Key, Florida Keys 33042
    1 / 9
    5 of 5 stars (1) Excellent
    Long Key
    3 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
    Local laws prohibit advertising this rental for less than 30 days. There are restrictions for weekly rentals. Enjoy a beautiful solar heated pool with Jacuzzi on the premises. You also will have access to a private homeowner's sandy beach to swim and enjoy sunsets on the next street over. Come to... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 26
    5 of 5 stars (2) Excellent
    Tavernier
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Tropical paradise in Historical Tavernier, Florida, perfect for your family vacation! Conveniently located Oceanside at Mile marker 92.5, one hour drive from Miami. Easy ocean access and Tavernier Creek cuts through to the bayside just minutes south of our channel. Open plan living area is bright... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 16
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
    • x
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    • x
    About this property
    Cozy, canalfront pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 33
    5 of 5 stars (1) Excellent
    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by tropical... View all property information
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    Tavernier, Key Largo 33070
    1 / 44
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Mockingbird Pointe is a quiet secluded 1/2 acre tropical waterfront paradise in the heart of the Florida Keys with a brand new private 16' x 32' in ground cement swimming pool with splash deck. This two bedroom , two bath home is newly remodeled, furnished and completely renovated with new... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 25
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    MINIMUM STAY: 28 DAYS NEW OPPORTUNITY to LIVE THE LIFE! This 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best. Conveniently located on a deep and wide canal with easy access to the Bay or a short ride... View all property information
    Location Information
    Islamorada, Florida Keys
    1 / 37
    5 of 5 stars (3) Excellent
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Welcome to "SANDY BEACH" in Key Largo, Fl. Enjoy amazing sunsets from your own private white sandy beach and swaying palm trees that leads you into the warm ocean blue waters of the Florida Bay. This gated 1 acre 3/3 pool home has been updated and beautifully decorated. It can sleep 8 to 10... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 27
    Lower Keys
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
    1 / 29
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This three story, elegant home has something for everyone! It is located three blocks from Duval Street and two blocks from the historic Key West Seaport. There are three bedrooms on the second floor and a third floor suite with living room, efficiency kitchen, bedroom and full bathroom. There is... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Our property, private deep water canal dockage, and underwater lighting. These beautifully decorated homes also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 6
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    License #: VR-215, DWE5403682 This resort style community is located at mile marker 85 in Islamorada and is situated directly on the Atlantic Ocean with fantastic views. The community is beautifully landscaped and has a large community pool (heated year-round) that overlooks the ocean! The... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 24
    Lower Keys
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Welcome to Duck Key Vacation Rentals! Located on a private island in the Florida Keys, our Duplex is the perfect spot for your next vacation! Within walking distance, you’re only minutes away from many outdoor activities like fishing, diving, snorkeling, dolphin encounters, sailing, parasailing,... View all property information
    Location Information
    Lower Keys, Florida Keys 33050
    1 / 22
    3.5 of 5 stars (10) Average
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cute and CozyMobile Home located in gated community of Venture Out MM 23 in the Florida Keys. 2 bedrooms and 1 bathroom on a dry lot along the fence. Fully equipped kitchen, newer refrigerator , self cleaning oven, free internet, Cable, 50 inch flat screen TV in living room 4 A/C's 2 queen... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 28
    5 of 5 stars (1) Excellent
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    • Smoking allowed
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    Great 2/1 house. Completely renovated. Full kitchen with new stainless steel appliances: Microwave, Range/Oven, Dishwasher, Refrigerator. Central A/C & Heat. Master bedroom has queen size bed and a 32" flat screen tv. Second bedroom has a full size bed and a twin size trundle (full sleeps 2 and... View all property information
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    Key Largo, Florida Keys 33037
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    5 of 5 stars (1) Excellent
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Welcome to Paradise Point, a beautiful private community in sunny Key Largo! In this private and secure gated community of just 32 homes, paradise awaits you! In our home you'll be right on the water with a gorgeous view of a deep-water canal that has easy access to open water. We are located... View all property information
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    Key Largo, Florida Keys 33037
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Our beautiful Key West home is located in the quiet charming neighborhood called the Meadows. We are within walking distance to most of the activities offered in historic Key West. There are fabulous restaurants, beaches and water sports only minutes away. The famous Hemingway House and the Truman... View all property information
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    Key West, Florida Keys 33040
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    Tavernier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    MINIMUM STAY: 30 DAYS <b>NEW HOME (2013)</b> Spend the fall or winter in the Florida Keys! You will love this wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite counters. The... View all property information
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    Tavernier, Key Largo 33070
    1 / 24
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The Space Fully renewed, beautiful colors and large spaces. The affordable luxury in downtown Key West. Two blocks from the Ocean, two minutes walk to watch the beautiful Key West Sunset. Guest Access You take over the full house, deck, balcony, large living-room, kitchen, garden and the best... View all property information
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    Key West, Florida Keys 33040
    1 / 10
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    OPEN WATER PRIVATE ESTATE 3 Bedroom 2 Bath, with a large Pool. Sleeps 4 to 6 $250 - $268 Per Night Minimum Stay 28 Nights Enjoy your piece of paradise and the warm tropical air of the Florida Keys in your own 2600 square foot, private open water estate in a quiet relaxing neighborhood.... View all property information
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    Big Pine Key, Florida Keys 33043
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    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy your time in Paradise @ SWEET ISLAND DREAMS. This home is a 2 bedroom, 2 bath 1450 sq ft open ranch in the heart of the Florida Keys at Mile marker 51. This home is set up for fishing or relaxing. Bait freezer, fish cleaning table, with water and electric at your private dock only 2 lots off... View all property information
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    Marathon, Florida Keys 33050
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    3.5 of 5 stars (3) Average
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Half duplex located in prestigious Key Colony Beach. Tropical decor throughout. Located on a 100ft. wide canal with quick access to ocean. There is a concrete dock for your boat, and a great patio in the back. You are within walking distance to the "Cabana Club" , a private beach club with a... View all property information
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    Key Colony Beach, Florida Keys 33050
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    Ramrod Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep water access w/ mean draft of 3ft. Ramrod Key features Looe key reef for excellent... View all property information
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    Ramrod Key, Florida Keys 33042
    1 / 9
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome to this beautiful Tavernier, Florida vacation rental home to spend a fun filled or quiet vacation near the beach. This Tavernier canal home has a terrace from where you can sit and relax or sunbathe. All the bedrooms are designed and decorated for your comfort. The living room of this... View all property information
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    Tavernier, Key Largo 33070
    1 / 24
    4.5 of 5 stars (7) Very good
    Marathon
    3 Bedrooms, Sleeps 8 | Quick View
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    • x
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    PRICES ARE BEFORE FEES Florida Keys Vacation Rental 2 night minimum 7 night Saturday-Saturday minimum rental during Holidays Pricing and availability subject to change, please contact Coco Plum Vacation Rentals for updated calendars and prices Coral Lagoon Resort, located immediately adjacent to... View all property information
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    Marathon, Florida Keys 33050
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    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    Water front Boat slip for 20-22 foot Jacuzzi Tiki hut Pool table inside Close to pennecamp park , winndixie , restaurants , all water sport activities and rentals . Good weather year round . Enjoy beaches , fishing access to ocean and bayside . Restaurants accessible via bay and Oceanside .... View all property information
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    Tavernier, Key Largo 33037
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    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Our Old Town Eyebrow has an ideal location on the island of Key West! Only 1 1/2 blocks from the famous Duval Street but set back in a quiet, comfortable neighborhood for you to enjoy your time with loved ones. Stunning views of the Key West Light house greet you as you enter our home. The unique... View all property information
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    Key West, Florida Keys 33040
    1 / 21
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Our place has recently been completely remodeled with updated baths and new furniture. We have a 38' dock and have the widest canal view in Key Colony Beach. Located across the street from a 9 hole golf course which costs about $13.00 to play a round of golf, we are also within walking distance... View all property information
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    Key Colony Beach, Florida Keys 34134
    1 / 22
    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    The house has 3 bedrooms 2 bath up stairs with a queen sofa bed. You have a lovely balcony with furniture and a sitting hammock swing for relaxing. You have a open living room and dining room and a full kitchen. All rooms have TV and house has beach decor. Down stairs has 1 bedroom and 1 bath with... View all property information
    Location Information
    Tavernier, Key Largo 33070