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Vacation Rentals in Florida Keys, FL

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    Travellers to Florida Keys are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 11
    Ramrod Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    4 of 5 bubbles (1) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 27
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 24
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This magnificent home with direct ocean views from the master bedroom, living room and balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef. Lie in bed and view the Ocean! Home also overlooks the community pool. Anglers Reef is a quiet oceanfront... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 15
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful home in the desirable canal front community of Key Haven. At the end of a quiet street this 3/2 home features a 2010 renovated kitchen, gorgeous enclosed back porch for relaxing, 2 boat lifts on the canal. The home is set deeply off the street for privacy, and has a long driveway for 2+... View all property information
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    Key West, Florida Keys 33040
    1 / 27
    4 of 5 bubbles (1) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair... View all property information
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    Key West, Florida Keys 33040
    1 / 8
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    BALCONY/PORCH CABLE TV, BLENDER COFFEE MAKER, DISHWASHER, HAIRDRYER MICROWAVE,OVEN,STOVE/RANGE REFRIGERATOR OUTDOOR HEATED POOL TIKI BAR HOT TUB,BBQ GRILLS INTERNET ACCESS WASHER/DRYER AVAILABLE IN COMMON AREA PARKING ON SITE NO CHARGE CHECK IN 4 PM CHECK OUT 10 AM, OFFICE HOURS 24 NEAREST... View all property information
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    Marathon, Florida Keys 33050
    1 / 24
    4.5 of 5 bubbles (4) Very good
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of... View all property information
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    Long Key, Florida Keys 33001
    1 / 19
    4.5 of 5 bubbles (18) Very good
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    About this property
    We have shifted to LONG TERM RENTALS ONLY, ONE MONTH OR MORE. If that would suit your needs, feel free to drop us a line. Unit 42 is our rental unit. The units have full size refrigerator, studio size gas stoves, microwave, coffee maker, and basic utensils, pots, pans, etc.. Queen size bed, small... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 15
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WELL SPACED CONFORTABLE AND CLEAN HOME. CLOSE TO MARINA (A HOMEOWNERS MARINA WITH BOAT RAMP UP TO 25 FT BOAT. , BEAUTIFUL AND RELAXING VIEW OF THE BAY SPECTACULAR SUNSETS, WELCOME TO BRING YOUR KAYAK JET SKIES OR ANY OTHER WATER ACTIVITIES TOYS. THERE ARE ALSO CONCRETE STEPS ACCESS TO THE WATER... View all property information
    Location Information
    Tavernier, Key Largo 33037
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    1 / 7
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Just purchased this gorgeous condo and newly renovated which is why it's available for the season. Kitchen has ungraded cabinets, granite countertops and stocked with everything you should need to make a gourmet meal. Two bathrooms also with upgraded cabinets and granite. Large bedrooms with a king... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 15
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Take a dip in our gorgeous new pool, or jacuzzi (for 14 people)! Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private gatehouse and road. The suite offers a... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 33
    5 of 5 bubbles (1) Excellent
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic Key West home located on the corner of Caroline St and Simonton Dt. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front... View all property information
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    Key West, Florida Keys 33040
    1 / 25
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Room Seven is a magnificent room on the third floor with unique and fun architecture. It is painted in a tropical green tone that is soothing and a lovely contrast to the tropical greens of Key West. The private bath will make this room an exceptionally comfortable home away from home. This room... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 12
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Central Heating
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    • x
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    • x
    About this property
    Anyone can rent you their house, I provide a tropical resort with concierge services. This house has it all – a 7 min walk to Sombrero Beach, heated private pool, ocean views, a 'fisherman's' dock, high speed wireless Internet, etc., etc. Marathon recently spent $5M renovating Sombrero Beach -... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 23
    5 of 5 bubbles (4) Excellent
    Islamorada
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees.  Mile Marker 76, Bayside. Home has 2 bedrooms & 2 bathrooms upstairs, and a separate 2 bedroom, 2 bathroom apartment downstairs (3rd floor inaccessible to... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 23
    3.5 of 5 bubbles (6) Average
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This wonderful unit that has been completely remodeled in July 2013 has a private entrance in to the quaint efficiency on the back side of the complex. Featuring hardwood floors, Dade County Pine walls and a high-end, fully stocked kitchenette, this secluded hideaway offers the finest of... View all property information
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    Key West, Florida Keys 33040
    1 / 14
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef at mile marker 85 in Islamorada of the Florida Keys. Luxurious beach decor, plush furnishings, spacious accommodations that comfortably sleep 6 adults and children of all ages will feel right at home with the many... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 3
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    TImeshare rental <BR><BR>Florida Bay Club - Key Largo, FL <BR><BR>Saturday, December 19 - Saturday, December 26, 2015 <BR><BR>Unit B3 - Two Bedroom - 2.5 Baths<BR>Week 51<BR><BR><BR>The Bay Club is a unique complex of oversized 2 and 3 bed room condo apartments facing beautiful Blackwater Sound,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 33
    5 of 5 bubbles (20) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
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    1 / 27
    Marathon
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Unit 8b is a small efficiency in a tri-plex located about 50 yards from the Ocean. It has a twin size bed, and small Kitchen area with sink and medium size refrigerator and a private baths. Each efficiency has a small outdoor space sharing a common front yard with tropical foliage, individual... View all property information
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    Marathon, Florida Keys 33050
    1 / 35
    Key Largo
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Enjoy this private air conditioned room with 75 channels of cable TV, Wi Fi, coffee pot. Guest uses the bathrooms/showers that are common to the RV Park wherein this private room is located. Clean Linens and towel provided by our housekeeping staff. "We enjoyed our time there very much. The room... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 15
    4.5 of 5 bubbles (2) Very good
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 12
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beautiful Furnished, 2 bedroom 1 bath Mobile home with wrap-around gorgeous bar and covered patio, in the center of Key Largo; MM 102 Bayside Across Tradewinds Shopping Center, close to all amenities and attractions, practically across from John Penne Kamp Gated community, new beautiful pool,... View all property information
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    Key Largo, Florida Keys 33037
    1 / 29
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair... View all property information
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    Key West, Florida Keys 33040
    1 / 45
    Key Largo
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Sauna
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    • x
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    • x
    About this property
    Stay at a Luxury Townhome. Recently remodeled... Everything is new! Beautiful kitchen fully equipped , TV in each room, three patios, located just off the heated pool (literally 20 steps away from the pool) plus a kiddy, parking is right outside the front door. Beautiful sunsets from the balcony... View all property information
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    Key Largo, Florida Keys 33037
    1 / 13
    Islamorada
    16 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • ?
    • x
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    • x
    About this property
    Casa Morada is an upscale sixteen suite privately owned hotel inspired by the informal character of the Caribbean. The atmosphere is private, peaceful, and serene. The staff is renowned for their warmth and attentiveness. We have 11 suites in our Garden House and 5 suites in our Seaview house. The... View all property information
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    Islamorada, Florida Keys 33036
    1 / 15
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Take a dip in our gorgeous new pool, or jacuzzi (for 14 people)! Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private gatehouse and road. The suite offers a... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 20
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Newly Renovated Condo, Canal Front. Walk To Shopping, Restaurants & Golf. 1 Bedroom, 1 Bath, Sleeps 2 non smokers only! One of the best unit in the complex, end unit, across the street from golf course. Unit is fully furnished. Short distance from the beach and attractions. Wonderful view on... View all property information
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    Marathon, Florida Keys 33050
    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
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    Tavernier, Key Largo 33070
    1 / 23
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Room 8 has a king bed and private bathroom. The natural wood paneling on three walls is beautiful and timeless. This room has a lovely semi-private veranda that overlooks the pool area as well as the rooftops of Key West. The birds-eye view is spectacular and lush. The Curry House is an historic... View all property information
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    Key West, Florida Keys 33040
    1 / 13
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Take a dip in our gorgeous new pool, or jacuzzi (for 14 people)! Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private gatehouse and road. The suite offers a... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 16
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    La Brisa Condominiums is located on S. Roosevelt Blvd. across from Smathers beach the largest beach in Key West. Only 5 minutes from Duval Street & Mallory Square. La Brisa is a two bedroom two bath condo on the third floor. The master bedroom has a king size bed with a walk in closet, a desk... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 44
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in the heart of Key West, hidden within lush and tropical surroundings, is the breathtaking Carriage Courtyard! 3 separate cottages with 3 bedrooms and 2.5 bathrooms total, private pool, hot tub, grill, off street parking and breathtaking interi Additional amenities include: outdoor... View all property information
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    Key West, Florida Keys 33040
    1 / 23
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Room 6 is conveniently located on the main floor. It has a door that opens onto the side deck with a secluded sitting area. The front porch sitting area is only a few steps away. People that stay in Room six often comment on how pleasant it is to wake up to the smell of breakfast cooking nearby in... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    2 bedroom 2 bath 1700 square foot of total luxury. Master bath offers jacuzzi for two. Living room offers 82 inch TV with Wi-Fi and cable. Outside grill for a great cooking experience. Sleeps up to eight with great views of swimming canal. No boat access at property. Closest marina within one mile... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    1 / 29
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed;... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 29
    3.5 of 5 bubbles (2) Average
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Paradise point! This is a newly renovated (Spring 2014) home in a private gated community. Located at mile marker 106 on the bayside in Key Largo, this home is an ideal location for those looking to enjoy life on the water in the Florida keys. The home is situated for convenient access to... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 36
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Comfortable Venetian Shores canal home that has two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room).  Screened in porch of the living room.  There is 70' of dockage.  Easy ocean or bay access via Snake Creek.  Walking distance to... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 24
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • x
    About this property
    Affordable studio w/ private bathroom and kitchenette located in The Galleria condominium complex in the heart of "Old Town" Key West. Walking distance to Ft Zachary Taylor State Park & Beach, Blue Heaven, The Earnest Hemingway House, and much more! Free WiFi, cable TV, & daily housekeeping... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 29
    4.5 of 5 bubbles (32) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Located on one of old town's prettiest historic streets, Frances Street. Casa Serendipity is one of the finest examples of the 'conch cottage' style architecture that Key West is famous for. Designed to accommodate a family, this three-bedroom home has two full baths, one full bath upstairs and... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • x
    About this property
    Part of Banana's Foster Guest House This comfortable 2nd floor studio right on the corner of Caroline and Simonton, just a block off Duval, is a great spot for 2 guests wanting to be in the thick of things! After entering the compound from the shared off street parking into the courtyard with... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 8
    5 of 5 bubbles (1) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
    • Air Conditioning
    • Shared Garden
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    <BR> KEY WEST VACATION CONDO RENTAL DESCRIPTION<BR><BR> Our beautiful deluxe one bedroom condo in Key West Florida on<BR>Southard Street is just blocks from the ocean and Duval street.<BR>Located in historic old town, the condo is enclosed in a beautiful<BR>garden on the ground floor. It is... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    Key West
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Part of Southernmost Suites The Pelican Suite is located in The Southernmost Suites on historic Simonton Street. Tucked back within the garden the Pelican Suite offers a serene escape from the hustle and bustle. The Pelican Suite has 2 Queen Beds and a kitchenette for you to enjoy meals in before... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 10
    5 of 5 bubbles (24) Excellent
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 2 | 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
    Forget that "been there, done that" hotel room; enjoy the comforts of home in Old Town Key West at the Seashell Cottage. Located on a quiet lane, just 1 block to Duval Street, walk to the grocery store, restaurants, museums, beach, and "Sunset Celebration". The original local artwork throughout... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 8
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Outdoor Dining Area
    • Balcony
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Located two short blocks away from Florida Bay and a homeowners park, with beach, and boat ramp. The property is fenced with plenty of car and boat parking. You will book a Family HOME, Our HOUSE is NOT a Trailer or Trailer Park. Our House as seen in the pictures is of CONCRETE including the... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 13
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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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
    Location Information
    Key West, Florida Keys 33040
    1 / 28
    5 of 5 bubbles (1) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    A Key Escape 3 br 2.5 bath w/ private heated pool. Professionally decorated in a Coastal Living style, this elegant yet very comfortable custom built 3 bedroom, 2.5 bath, 3 story home has a living room (Q sleeper sofa) with rose hardwood floors, a gourmet kitchen with granite countertops and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 30
    4.5 of 5 bubbles (49) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • Smoking allowed
    • x
    About this property
    One block from Center St, Hemingway's View is a 3 bedroom, 2 bath charming turn-of-the-century Conch cottage. Each of the 3 bedrooms are air-conditioned. Both bathrooms have marble floors, large closets, hairdryers, and tubs with showers. The rear bath has a marble topped vanity with double sinks... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 27
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    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