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Elegant Florida Keys direct ocean access and some open water views from the dock and balcony. This property is single family elevated home. All rooms and bathrooms are upstairs. 40 foot dock with 4 cleats. Large driveway, parking for at least 6 cars, trailer and RV. 75' of waterfront with wood dock....
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Can’t say enough about Maria and Daniel the owners. They catered to us from first contact. The place was spotless and the home is even nicer than the pictures. It was a short visit for my wife and I,...
Distance to beach: 10 miles to Bahia Honda
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Our spacious custom built 2 bedroom and 2 bathroom newly renovated home awaits you. Located in the heart of the National Key Deer Wildlife Refuge. On the water with direct access to the Gulf of Mexico or to the Atlantic Ocean. Concrete Seawall with step down easy boat and kayak access. Fish Cleaning...
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Introducing Maison Residences Unit 201, Oceanfront & Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE —A world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean...
Distance to beach: 8 miles to Bahia Honda State Park in the keys
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Ocean access waterfront canal with 40’ dock and all the fixins. Looe key reef straight out canal. 2/2 house with nice size porch
Featured review
I was really worried house was going to be too small, as it is a 2 bedroom. We ended up having plenty of room. Beds were very comfortable and A/C would freeze us . Dock was plenty big for our 35’ center...
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4BR 4.5BA Home w/ Fantastic Outdoor Entertainment Area, Outdoor Bar and Private Heated Pool!Casa Del Mar This stunning vacation rental features 4 spacious bedrooms, each with en-suite baths, including two master suites with king-sized beds and patio access. The open great room boasts a chef's...
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Updated two bedroom, two bathroom half duplex on 11th street. Excellent location towards the end of the canal yielding instant access to Vaca Cut and the Open Atlantic, 37 ft of deepwater dockage on an extra wide canal is perfect for fisherman and families alike! Enter through the street-side screened...
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Stay right on Bonefish Bay in this spacious 4BR / 3BA waterfront home with two master suites. Bring your boat and enjoy a 70-ft dock with quick ocean access just 1 mile away. Relax in the private heated pool, fish from the dock, and enjoy peaceful waterfront views. Perfect for boaters, anglers, and families...
Featured review
The title says it all. We all agreed we would stay here again in a heartbeat! The house was clean and well maintained. The kitchen was well equipped though we had a little bit of a learning curve figuring...
Distance to beach: 1 miles to Fort Zachery Taylor State Park
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924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy...
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Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great...
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Escape to a relaxing getaway in the heart of the Florida Keys in Islamorada, known as the "Sport Fishing Capital of the World" This recently renovated home is perfect for families, multiple couples, or boating groups, offering flexible spaces and direct ocean access just minutes form top fishing,...
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Welcome to Salty Skies on Sombrero, your ultimate tropical paradise, just steps from the white sands and turquoise waters of Sombrero Beach! This stunning 4-bedroom, 3-bath retreat combines luxury, relaxation, and adventure in the heart of the Florida Keys.Outdoor Bliss for Every OccasionStep...
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Welcome to Paradise Palm, a home away from home that encourages outdoor fun and relaxation with its unforgettable exterior amenities! Nestled in a quiet neighborhood, this beautifully furnished home offers a perfect blend of comfort and luxury.Step outside and be greeted by an excellent space that...
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Mile Marker 75 – BaysideLarge, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating...
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Welcome to the home with one of the best sunset views on Big Pine Key! This is a great location, with awesome views, and super quick boating access to both the Gulf and the Ocean. This three bedroom, three bathroom home is setup perfectly for the avid fisherman, boater, paddleboarder, or just the relaxed...
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INGROUND HEATED AND CHILLED POOL TO COME IN NOVEMBER!! Daydreamin’ blue in the super-desirable Summerland Cove neighborhood! There is plenty of room for family and friends here, with four bedrooms and a huge open concept kitchen and living room, you won’t ever feel crowded. Additionally, a...
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Brand-new construction, expertly decorated single family home in Marathon. Whether you are vacationing with family, embarking on a fishing trip or looking to just relax Florida keys-style this is the perfect home for you. This spacious 1,800 square foot single-level stilt home offers 4 bedrooms, 3 full...
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Bitter End Vacation Rental –This Summerland Key beauty is the one you have been looking for. Located on Summerland Key with superb boating and access to deep water. Just the perfect spot to see sunset views and peaceful water vistas. Feel free to bring your pet along too!!The interior is...
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Experience the best of Florida Keys living at Marin, a beautifully renovated 4-bedroom, 3-bath waterfront retreat in Marathon's prestigious Key Colony Beach community. Located just two hours south of Miami and one hour north of Key West, this boater's paradise offers direct ocean access, a private...
Distance to beach: 600 yards to Simonton Street Beach
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Enjoy an unforgettable stay at a one-of-a-kind ship-builder's home in the heart of Old Town Key West. You will be on a quiet lane in the most desirable neighborhood, just a few short blocks from dining, boating, fishing, galleries, theatre and entertainment. Unique features include open air kitchen...
Featured review
Management was informative and responsive. The home was perfect for our needs. Everything was pristine and well cared for. I would give this rental and the management the highest recommendation.
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Adorable 2 bedroom, 1.5 bathroom half duplex. Conveniently located at the top of 4th Street in exclusive Key Colony Beach. Nicely updated, fresh and bright! Walk to the Cabana Club and enjoy the complimentary membership with a large swimming pool, bar/restaurant, beautiful sandy beach. Excellent deep...
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Direct oceanfront condo with stunning views of the Atlantic. Large heated pool, tennis, hi speed wifi. Stroll along the long span of beach or relax at the oceanfront pool. Or just sit on your private balcony and watch the world go by. Large open living area, master bedroom with King size bed, the guest...
Featured review
The condo well appointed with everything you would need for your stay. The pool beautiful and warm, unfortunately the railing on the stairs of the shallow end make it difficult for an adult to get in or...
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Tea Table Key Private Island Estate and Wedding Venue An extremely rare and stunning private island, accessible by car, Tea Table Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada.Jutting into the blue-green waters of the Atlantic Ocean, Tea Table Key features a 2,000′...
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No detail spared in this completely renovated, top of the line stilted half duplex on 9th Street in highly sought after Key Colony Beach. Excellent end of the canal location makes for instant access to Vaca Cut! Head to the open waters of the Gulf or Atlantic! Open concept living and kitchen area overlooking...
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Lovely ocean views at Lindsay Landing…A new ocean front home with views from every room! Right in the heart of Marathon, the location couldn’t be better, this home is close to grocery stores and restaurants, and you can walk to the new Children’s Rotary Park at the end of the street. This...
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Charming Canal-Front Retreat in Key Colony Beach with Exclusive Inch Beach AccessEscape to paradise at this stunning 3-bedroom, 2-bathroom canal-front home in the heart of Key Colony Beach. Perfectly positioned to offer breathtaking water views, this spacious retreat is the ideal vacation getaway...
Distance to beach: 6 miles to Baja Honda
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Conchcanary is located on Little Torch Key, in the heart of the Florida Keys. Come relax in our hammocks with a tropical beverage or bring your boat for some fantastic fishing.Enjoy your morning coffee with a canal views from the screened balcony. Newly updated kitchen with top of the line appliances,...
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My wife and I spent the first 7 days of our married life living it up in the Keys. We loved it. Kayaking in the bay. Trips to the beach (very different from other beaches). Snorkeling in the ocean! Live...
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Experience the epitome of coastal living in this exceptional half-duplex located in the prestigious Key Colony Beach. Situated on the picturesque blue waters of Key Colony Beach, this property seamlessly combines modern luxury with the relaxed charm of island life. With 3 spacious bedrooms and 3 beautifully...
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A phrase the locals use quite often here in Key West is that we are "Living the Dream" - if you come and spend some time here you will see why! Steps away from the Key West Seaport and just a few blocks from world famous Duval Street this property is located on Eaton Street in Old Town Key...
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Welcome to Kokomo Palms – Your Island Escape!Discover the perfect slice of paradise at Kokomo Palms, a charming 2-bedroom, 1-bath vacation home nestled in Big Pine Key. Located in a peaceful canal-front neighborhood, this getaway offers everything you need for a relaxing and adventurous stay....
Featured review
We had a great time - the rental was terrific! Best clostet space we've ever encoutered. Clean laundry set. Accomadotions were top shelf all around. Nicely seculed & quiet location. And we saw Key deer...
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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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** IMPORTANT NOTICE **Building 1 Elevator Replacement Notice Schedule: September 9 – October 14The Building 1 elevator will be temporarily out of service during a full replacement. Access to the condo remains easy—the stairwell is well-maintained, leads directly to our floor, and...
Featured review
My family and I loved our stay here. Great location, super clean, and comfortable. The amenities were great, really liked the decor. Highly recommend if you are looking for a stay in the area.
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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...
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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Escape to the Florida Keys and experience waterfront living at its finest in this beautifully renovated 5-bedroom, 3-bath vacation home located in desirable Cudjoe Gardens, just 17 miles from Key West and minutes from world-class boating, fishing, diving, and snorkeling.This spacious 3,500-square-foot...
Featured review
I began visiting this property in ~1998 and get back there as often as I can.It is a wonderful house, beautifully decorated, with convenient deep water access to the best fishing/fly-fishing (minutes...
Distance to beach: 15 miles to Bahia Honda State Park
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Amenities Galore: Heated pool, hot tub, huge screened in porch, tiki with alexa speaker and hammock, bikes, piano, aerial fitness studio, reverse osmosis drinking water, large TV for streaming, fully stocked kitchen with gas stove. Relaxing blue master bedroom has super comfy king bed and soaking tub....
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Welcome to the Key House, a completely charming, canal front home located in the ultra popular Jolly Roger Estates on Little Torch Key.A cute tropical them from the outside in, you know you are in the Florida Keys! The exterior boasts an immaculately kept grounds with ample storage for your gear,...
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***SUMMER SPECIAL*** August-November $500 off regular price! Don't wait, books fast. Popular Beacon Reef Condo Oceanfront Islamorada, Florida (Max 4 Persons ( **MONTHLY RENTALS ONLY!!) Come and enjoy our Paradise Found 2nd home. FREE BOAT DOCKAGE (with proof of insurance) In the fishing capital of...
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I had the pleasure of staying for the month of December. I've been staying in the keys during the month of December for the past 5 years and this is by far my favorite place! The condo was warm and inviting,...
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Paraíso Del MarIntroducing our newest luxury vacation rental nestled in the prestigious community of Marathon. This brand-new build epitomizes elegance and sophistication, offering an unparalleled experience for those seeking the epitome of luxury in the Florida Keys.Set amidst lush tropical...
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Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking,...
Featured review
Had a great family week at this lovely home with pool, hot tub and tiki hut. The furniture was comfortable and the kitchen was great. We visited many of the local state parks and beaches, the restaurants...
Distance to beach: 1 miles to Cabana Club
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Lovely full duplex that sleeps 14! Upstairs there are 3 bedrooms, 2 and a half bath’s with a wide open concept. The half bath is off the living room area. Four flat screen TV’s, hi speed wireless internet, gas grill and a lovely pool (heat is $200/wk optional). Pool is 10 X 20 and 4′...
Featured review
The location is great! The home, yard, and pool are beautiful. We would recommend the place to others.Some minor issues that should be addressed: the outside fish / bait cooler was very dirty and unusable...
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Mile Marker 74 – Bayfront – Beachfront – Handicap Assessable – Dockage for 30′ boatThis amazing beachfront home is a must see! Located on one of the few white sand beaches in the Florida Keys, Gulfview is a private home located on Lower Matecumbe Key in Islamorada in...
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Summer never ends in the Florida Keys! Endless Summer is located on Summerland Key in the very desirable Summerland Cove neighborhood. This is a two bedroom, two bathroom comfortable home with additional and very accommodating living space on the lower level.Upstairs is open concept living with a...
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OWNER PAYS 12.5% TOURIST TAX ON YOUR BEHALF - $0. CHARGES ADDED TO YOUR RATECasa Atlantic is located in the upscale Casa Marina District on a quiet shrub lined street that has very little traffic because it is not a through street. This luxury house that was built in 2013 with 1,672 sq. ft. of finished...
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Welcome to your perfect Florida Keys escape in Marathon. This beautifully appointed 4-bedroom, 3-bathroom waterfront pool home offers everything you need for a relaxing week in the Keys—open water views, dockage for your boat, and spacious indoor and outdoor living designed for coastal comfort.Inside,...
Featured review
Spacious 5 bedroom/bath house near the beach, shopping, and restaurants. Tastefully decorated and comfortable beds.
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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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Sunset TidesExperience the ultimate Florida Keys getaway at our luxury waterfront vacation rental in Marathon, FL. This spacious 5-bedroom, 4-bathroom home offers breathtaking open water views of the Gulf of Mexico and Atlantic Ocean, a private heated pool and hot tub, 30-foot dock with power and...
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2/2.5 Condo Unit, Direct Gulffront views - Wrap-around balconiesOsprey Point at Gulfpointe II is a wonderful vacation property that boasts 180-degree views of the Gulf of Mexico and Vaca Cut, an inlet that joins the Gulf of Mexico and the Atlantic Ocean as well as a view down the boat/fishing dock....
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4 Bikes 2 Kayaks Hot Tub Covered Outdoor Space 37 Ft of Dockage Fresh Interior Well-Equipped Kitchen Quick Walk to Sombrero Beach Lots of ParkingCozy and comfortable Sombrero Beach cottage! This light and airy single family home offers an open concept living, kitchen and dining area with large...
Distance to beach: 800 yards to Ft. Zachary Taylor State Park
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Note: Minimum stay is 28 nights. Saturday-to-Saturday arrivals and departures required by Homeowner Association rules. No short weekend stays permitted. Pets by special permission.About This Property A Touch of Bermuda is a privately owned, two-story Bermuda-style conch cottage in the Shipyard section...
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Our stay for the month was perfect. A Touch of Bermuda has everything a guest could want in a perfect Key West location. However, the best part of our stay was dealing directly with the owner (Jack) throughout...
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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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