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Welcome to Caribee Beach House!Discover the enchanting charm of Caribee Beach House, where the timeless allure of old-school Islamorada beautifully melds with stylish comforts. Tucked away in the heart of downtown Islamorada, this hidden gem offers an extraordinary retreat with 200 feet of private...
Distance to beach: 4 miles to Founders Park
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Welcome to Island Time!This newly constructed canal front residence located in the heart of Plantation Key is sure to help boost your serotonin and ensure complete relaxation. This impressive home can comfortably accommodate eight adults with four bedrooms and three bathrooms.The main living...
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Simply relax in this One bedroom One bathroom Oceanfront Condo at Ocean Pointe Suites in Tavernier.The comforting living room features a FLAT SCREEN TV, comfy pull out QUEEN SLEEPER SOFA and sliding glass doors that open to the step-out lanai offering sweeping views of the Atlantic.Visit delicious...
Distance to beach: 4 miles to Sombrero Beach
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Welcome to The Butterfly Cottage – Where Nature's Magic Meets Keys ComfortEscape to a truly unique Florida Keys experience at our certified Monarch Butterfly Garden sanctuary! This charming traditional conch cottage offers families a peaceful retreat where butterflies dance through native...
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The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...
Featured review
I came to this house with friends, completely unsure what to expect from Key West. The island itself moves at this fascinating, slightly calm/chaotic pace, but stepping into this rental felt like entering...
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Distance to beach: 3 miles to John Pennekamp State Park
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Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony and living room.Kawama Yacht Club is situated at...
Featured review
Great atmosphere, two minutes to the Atlantic. Jose great host, very clean. Thank you Jose for sharing your home.
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Ocean-View | Family-Friendly | Resort Amenities | Tavernier / Upper KeysProperty Overview Welcome to Coastal Ways Suite at Ocean Pointe, a beautifully appointed 900 sq ft, 2-bedroom ocean-view condo in the Upper Florida Keys. Nestled between Key Largo and Islamorada, this resort-style retreat offers...
Featured review
Unit was nicely updated and exactly as advertised. The unit was nicely appointed including the kitchen. Close to pool and tennis courts. Loved the beach! We will be back!
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Welcome to your dream coastal escape! A peaceful and beautifully well maintained home where comfort meets adventure. Beautiful 3-story canal-front home, just 3 houses from the ocean. Boaters Dream!! Including an entertainment room, ideal for an executive office or a private guest retreat with sofa bed....
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Swim. Sleep. Repeat., at Manatee Manor. This 3-bedroom, 2.5-bath home on Plantation Key has something for everyone. Enjoy a drink by the tiki bar, rack ‘em up at the billiard table, or soak up some vitamin D next to the pool. With an entrance just off the carport, the downstairs offers a comfortable...
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You will LOVE our condos.... location location, location! You'll love the waterfront heated and chilled pool during the summer! And it is a boater's dream! Great value and our reviews are awesome.The perfect set up for your boat and includes your own boat slip, ramp and plenty of FREE parking!...
Featured review
Location, Location, Location!This place was perfect for remote work or a relaxing vacation, with the boat docked just steps from the door. It truly offers the best of both worlds!Graceful manatees...
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Welcome to Mother Ocean!This stunning ocean view condo boasts three bedrooms and two full bathrooms, making it perfect for a family or group of friends. It features modern amenities and coastal decor throughout, providing a comfortable and inviting atmosphere for your stay. The spacious living room...
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⭐ 5 bedroom 4 bathrooms (One bathroom by pool) ⭐ Canal home in Venetian Shores with access to bay and ocean ⭐ 100 foot of dockage on 100 foot wide deep canal. Ask about bringing your own boat ⭐ Location of canal is off Snake Creek near MM86 ⭐ Beautiful large pool with hot tub in tropical...
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Beautiful , home on deep water canal in desirable Breezeswept Estates is your private resort for a minimum of 28 days . Heated, saltwater pool adjoins huge ground level great-room with living area, dining area, shower , gas grill, pingpong table and so much more contained in private setting ! 40 ft dock...
Featured review
Very nice pool & dock area. Neighbors very friendly. Downstairs area very nice for socializing near pool area. House was comfy for family with adults & children. A great location for restaurants...
Distance to beach: 4 miles to Founders Park
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Welcome to Coral Key!Discover a refined yet relaxed waterfront retreat in the heart of Plantation Key at Mile Marker 90. Thoughtfully designed for comfort, relaxation, and effortless entertaining, this spacious home offers everything you need for a memorable Florida Keys escape.Upon entering,...
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With thoughtful and creative touches, both inside and out, mixed with a keen attention to the smallest of details, this top floor oceanfront condo in building two, exudes a breezy sense of magic, whimsy and laid back Florida Keys style.Upon entering the home you’ll be greeted by the blue-green...
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Come enjoy this newly listed property on Beautiful Ramord Key house with a southern view of Newfound Harbor and the Atlantic !! House has a 60 ft+ dock for your water toys. Enjoy lobster season, fishing (back water and deep sea great snorkeling and dining all minutes away. Ramrod is easy boating...
Distance to beach: 10 miles to Bahia Honda
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Paradise awaits in the Lower Keys! Situated on a large corner lot, you have over 200 feet of concrete dockage so BIG BOATS are welcome! Featured on " American Dream Home," this vacation home will not disappoint. Whether you're looking to fish the Atlantic or Gulf, snorkel at Looe Key Reef,...
Featured review
This home was absolutely beautiful! My husband and I, along with his family, stayed here and it accommodated 6 adults, 1 teen, a baby, and even our dog—everyone was perfectly comfortable. We loved relaxing...
Distance to beach: 3 miles to Founders Park
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Welcome to Blue Palm Oasis!Escape to paradise at Blue Palm Oasis, a charming 4-bedroom, 3-bath home located on Plantation Key in Islamorada. This contemporary Keys villa seamlessly blends modern comfort with laid-back island charm, making it the perfect place to unwind, recharge, and soak up the sun....
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Sunrise Drive, the perfect 3 bedroom, 3 bath home for your stay in the Keys. It’s located in Tropical Estates, a quiet upper scale community with water access throughout. A perfect location if you are looking for a tranquil island setting but close to the fun as Key West is just 25 miles south....
Featured review
I was lucky enough to stay here December and part of January! EXCELLENT owners. AWESOME pool area and a WONDERFUL comfortable home!!! Has everything you need and then some! It is close to Key West and...
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Welcome to Keezy Does It at Anglers Reef in Islamorada!A charming, oceanfront gated community in the heart of Islamorada, the sport-fishing capital of the world!Delightful Key West-style architecture entices you through the entrance security gates into this enchanting enclave of 52 private...
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This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage is ideal for the avid boater or fishing enthusiast....
Featured review
House was perfect for us. Checked all the boxes, easy to access, great comfort throughout, dock perfect, fish cleaning station, pool was great. Ice machine, list goes on. We have rented from Islamorada...
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You'll find coastal comfort in our oceanfront condo at Ocean Pointe Suites in Key Largo, located directly on the Atlantic. Situated on 60 lush acres, Ocean Pointe offers a newly renovated pool and jacuzzi, private lagoon beach, outdoor grills, marina, boat ramp, pier, tennis, nature trails, swings...
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Upon entering the home you’ll be greeted by laidback island decor and vast ocean views. The Tommy Bahama Tiki inspired apartment, over looking the marina located in the 5th building, offers two bedrooms and two bathrooms, Free Parking, High-Speed WiFi, Fully equipped kitchen- Washer and dryer. Self...
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Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...
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Welcome to Your Canal-Front Keys RetreatTucked away on Big Pine Key, this elevated canal-front home offers the relaxed rhythm of the Florida Keys with room to breathe, unwind, and reconnect with nature. From peaceful mornings on the deck to spectacular sunsets over the water, this home is designed...
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Welcome to our little slice of paradise! Your perfect Key Largo escape in the exclusive Landings of Largo community! This spacious and beautifully appointed 4-bedroom, 3-bathroom corner unit offers the ultimate blend of comfort, convenience, and resort-style amenities—ideal for families, groups,...
Featured review
I can't express how much we love this condo at the Landings at Largo. The community is fantastic and so friendly. The pickleball court and pool are steps away and the pool is temperature-controlled. Our...
Distance to beach: 15 miles to Bahia Honda
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This luxurious home overlooking Cudjoe Bay on the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with 11 total homes. This is #111 and I also rent 109 and 107 in case you need more than one. We are 40 feet from the water's edge facing Southwest. Lounge...
Featured review
Well kept clean condo and good host. The host has a nice binder with information and local things to do with mile markers. I would have liked to have the list emailed to me before we came to plan more...
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Relax & Recharge at our Quiescent Condo with Stunning Views of the Blue Green Colors of the Atlantic all Nestled on 60 Secluded Acres. Situated in Tavernier, the property is centrally located between Key Largo and Islamorada, with restaurants, shops, attractions, charter & dive boats and more...
Distance to beach: 4 miles to Anne's Beach
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Enjoy the sunrise from the balcony or from in the condo through 50 ft of glass sliding doors. You can also see the sunset from our walkway on bayside. We have a full kitchen from dishwasher to microwave, washer/dryer, even beach towels. We have wifi, cable TV, and a Master Bath with whirlpool tub,...
Featured review
Condo was well equipped and tastefully decorated in an appropriate style. Direct ocean views from a 50' balcony overlooking docked boots with the occasional manatee swimming by was exceptional. Location...
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The 3 bed/3 bath canal front home provides quick access to the Atlantic and Looe Key with no bridges.60' of canal front with 40' of seawall and a cleaning station.After a day on the water, enjoy the refreshing outdoor shower or soak in the large master bath tub.The screened patio...
Featured review
We really enjoyed our stay in this well appointed home. The location is an old Florida Keys experience. Great neighborhood with no thru traffic, friendly neighbors and great sunsets. The reef is a short...
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Welcome to Villa Azzurra!This beautifully decorated, island style beach home can comfortably accommodate seven guests, and boast three en suite bedrooms, a fully stocked gourmet kitchen, private pool, endless water views, and a bayfront beach.The first floor offers a high quality kitchen...
Featured review
We loved Harbor Hideaway for our month long getaway to Islamorada. The home is beautiful with gorgeous sunset views and huge private balconies. The newly renovated bathrooms are fantastic! The outdoor...
Distance to beach: 4 miles to Founders
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Rare Summer Openings! Your Private Resort Awaits in IslamoradaIf you’ve been dreaming of an island escape with all the luxury of a high-end resort but none of the crowds, this is your chance.Your Own Private Resort in the Florida KeysFrom the moment you arrive, this estate feels more...
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This rental offers beautiful Bonefish Bay views, private boat access, and everything you need for the perfect Marathon getaway. The home features a fully furnished kitchen, large living area, spacious balcony with open-water views, four bedrooms, three bathrooms, a laundry room, and comfortable sleeping...
Featured review
This property is beautiful. The views are great, and the beds are comfy. We enjoyed our stay here. The kayaks were a nice bonus as well! The only downside is guest experience. There is no bulk shampoo,...
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Look no further than this perfect place in the Keys for your next vacation! Our cozy condominium provides an ideal location to enjoy the best of the Florida Keys and has some of the best views in all of Key Largo!Located on the 5th floor, you are the top floor of the building with no one above to...
Featured review
Location of condo was excellent. Very nice condo complex . Condo was very nicely decorated and had the best washer/dryer and comfy reclining couch. We wouldn't hesitate to return especially if you are going...
Distance to beach: 15 miles to Bahia Honda
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This luxurious home overlooking Cudjoe Bay on the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with 11 total homes. This is #107 and I also rent 109 and 111 in case you need more than one. We are 140 feet from the water's edge facing Southwest. Lounge...
Featured review
Susan & Jennifer are great to deal with, this was our 3rd trip to the property, and we can't wait to go back!!
Distance to beach: 3 miles to Sombrero Beach
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*Modern updates, new furniture, new docks, pool etc- updated photos on mgmt site!* A spacious bayside 3 BR 2.5 BA retreat within Indigo Reef, a private resort community of Marathon FL- offers many extras for anglers, families, snowbirds, or tourists! Beautiful views from both levels of canals, spacious...
Featured review
Our stay at Indigo Reef was fantastic. Perfect weather and a perfect location. The unit had everything that we needed and was very comfortable for 5 adults. We truly hope to be back for a longer stay in...
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Florida Keys Vacation Rentals – This waterfront home located in Coral Shores Park on Little Torch Key. It is a real paradise pleaser! The spacious interior is nicely decorated and completely remodeled. It has a beautiful open floor plan with views of the expansive deck and open water.There are...
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Escape to paradise at Anglers End Estate the ultimate vacation getaway with unobstructed open water views and an indoor heated pool. This stunning property boasts 5 bedrooms, 3 full bathrooms, and over 3600sq ft of living space, making it perfect for family and friend gatherings. Enjoy the amazing, landscaped...
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3 bedroom, 2 bath gulf front home with amazing views and meticulously manicured lot.Amazing Gulf and sunsets views from almost every room in this tropical retreat! The Palm Tree Resort is a private gated, three quarter of an acre resort located directly on the Gulf in a premier section of Morton...
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Welcome to Tropical Sunsets, your tropical oasis in the heart of Marathon, Florida! This stunning 4-bedroom, 3-bathroom home offers a serene escape with breathtaking Gulf views and a perfect location for relaxation and adventure.*Saturday-to-Saturday Rentals OnlyProperty Overview: Prime Location: Tropical...
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Charming half duplex with 45.5' of seawall. Fish cleaning table, with electric at the dock, and bait freezer. Locked storage for all your fishing gear. There is a FABULOUS under water light at the dock for amazing views of the fish life in the canal.Master suite with a king size bed, and bathroom...
Featured review
We live in SW Florida and wanted a quick summer trip to the keys. This house was perfect for our family. Just enough space for our family of 4 to relax and enjoy the view. The pool was great to dip in...
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Cute, 2 bedroom half duplex located on beautiful 8th Street in Key Colony Beach. Extra wide canal and 37 feet of deep water dockage! Shaded dock area perfect for cleaning your catch of the day. Just minutes through the tranquil Key Colony Beach canals to the open Atlantic and Vaca Cut to access the open...
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Charming 3-Bedroom, 2-Bathroom Duplex with Waterfront Views in Key Colony BeachEscape to this inviting ground-level duplex home in the heart of the beautiful Key Colony Beach. With stunning waterfront views, top-notch amenities, and plenty of space, this charming retreat is ideal for families or groups...
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DescriptionAdorable two bedroom, two bathroom half duplex on stilts overlooking the extra wide, deep canal and the Par 3 Golf Course on the streetside. This home is tidy and spacious. It offers soaring ceilings, tons of natural light, lots of covered seating, a beautiful concrete pool, 37 feet of...
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Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of...
Featured review
We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a...
Distance to beach: 0.2 miles to Fort Zachary Beach
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AMAZING LOCATION in TRUMAN ANNEX: SHABBY CHICKEN - come stay with the large & proud bird in town!! She's not too shabby after all, she is close to the action, but far enough from the riff-raff :) Large front yard and porch to watch Key West pass by. Beautiful and spacious in/outdoors. POOL within...
Featured review
Shabby Chicken was absolutely perfect. From the location, amenities, interior , exterior, proximity to Truman waterfront , Fort Zachary beach and the Green Parrot. Marie (and Tom) were awesome. Karen and...
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Beau Soleil is located in the most sought after neighborhood in the Lower Florida Keys, Summerland Cove, on Summerland Key. A gorgeous gem, tucked away in privacy with tropical plants and fruit trees everywhere you turn!This home is situated on a great boating canal with plenty of dockspace for your...
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This lovely, brand new home is located in a private, quiet residential area just 3 blocks from Sombrero Beach and 5 minutes or less to the open Atlantic by boat! 3 bedrooms and 2 baths, all tiled floors, pretty kitchen with granite tile counters. The master bedroom has a queen bed and en suite bath with...
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DIRECT BAYFRONT | Mile Marker 99 | Gated Community | Resort-Style Living | 28-Night MinimumMulti-million dollar, unobstructed bay views + the peace and privacy you come to the Keys for. Located at Mile Marker 99 in Key Largo, this direct bayfront condo delivers a true resort-style experience in a...
Featured review
Absolutely loved my time here! The condo has all updated bathrooms, kitchen and laundry! The master bathroom is beautiful and felt like I was in a hotel! Views are gorgeous and the location is great! Will...
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Villa FranchellaEscape to paradise and experience the epitome of luxury living in this new breathtaking 4-bedroom, 3-bathroom waterfront home in Marathon, FL. Located just minutes from the Gulf of Mexico with easy access from the 45' of available dockage, this newly renovated sanctuary offers...
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